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WO2002096381A1 - Hair care kits comprising hair styling composition and hair conditioning composition - Google Patents

Hair care kits comprising hair styling composition and hair conditioning composition Download PDF

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Publication number
WO2002096381A1
WO2002096381A1 PCT/US2001/017324 US0117324W WO02096381A1 WO 2002096381 A1 WO2002096381 A1 WO 2002096381A1 US 0117324 W US0117324 W US 0117324W WO 02096381 A1 WO02096381 A1 WO 02096381A1
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WO
WIPO (PCT)
Prior art keywords
hair
composition
kit according
conditioning
care kit
Prior art date
Application number
PCT/US2001/017324
Other languages
French (fr)
Inventor
Maya Mitsumatsu
Original Assignee
The Procter & Gamble Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to PCT/US2001/017324 priority Critical patent/WO2002096381A1/en
Publication of WO2002096381A1 publication Critical patent/WO2002096381A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/892Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88Two- or multipart kits

Definitions

  • the present invention relates to a hair care kit comprising a hair styling composition and a hair conditioning composition.
  • shampooing can leave the hair in a wet, tangled, and generally unmanageable state. Once the hair dries, it is often left in a dry, rough, lusterless, or frizzy condition due to removal of the hair's natural oils and other natural conditioning and moisturizing components.
  • Frizzy condition of the hair often causes an expanded and unruly hair and makes it difficult to control the hair style. For consumers who desire well aligned hair, such expanded and unruly hair is not desirable.
  • the term "frizz control” herein means to control hair frizz, i.e., to reduce frizz condition of the hair or to prevent the hair from causing frizzy condition.
  • conditioners Although some consumers prefer the ease and convenience of a shampoo which includes conditioners, a substantial proportion of consumers prefer the more conventional conditioner formulations which are applied to the hair as a separate step from shampooing, usually subsequent to shampooing.
  • Conditioning formulations can be in the form of rinse-off products or leave-on products, and can be in the form of an emulsion, cream, gel, spray, and mousse.
  • Such consumers who prefer the conventional conditioner formulations value the relatively higher conditioning effect, or convenience of changing the amount of conditioning depending on the condition of hair or amount of hair.
  • hair conditioning benefits are provided through the use of hair conditioning agents such as cationic surfactants, cationic polymers, silicone conditioning agents, hydrocarbon and other organic oils and solid aliphatics such as fatty alcohols.
  • hair conditioning agents are often impractical for using in the large amounts necessary to control hair frizz. Usage of large amounts of conditioning agents that work to control hair frizz by coating and weighing down the hair commonly results in a poor perception of hair cleanliness and hair feel, for example, leaving the hair and hands with a tacky, dirty, feeling.
  • a hair product that provides hair styling benefits, especially hair style achievement, and hold and retention.
  • style retention is generally accomplished by temporary alteration of hair style/shape.
  • a temporary alteration is one which can be removed by water or by shampooing.
  • Temporary style alteration has generally been accomplished by means of the application of a separate composition or compositions from shampoo and/or conditioning compositions.
  • the materials used to provide setting benefits have generally been resins or gums and have been applied in the form of leave-on products such as mousses, gels, waxes, creams, lotions, or sprays. Since the style hold is provided by resin materials which set-up on the hair, the hair tends to feel sticky or stiff after application.
  • conventional hair styling conditioner products are not completely satisfactory in providing styling benefits such as hair style achievement, and hold and retention, while delivering improved conditioning benefits ' such as smoothness, softness, and reduction of friction.
  • some hair styling conditioning products may have lower stability due to the compatibility between styling polymers and conditioning agents.
  • hair styling conditioner products which provide two separate hair care benefits, i.e., conditioning and styling benefits, from a single hair care product.
  • hair styling conditioning products which provide hair styling benefits such as hair style achievement, hold, and retention.
  • hair styling conditioner products which provide improved conditioning benefits such as smoothness, softness, and reduction of friction. Furthermore, there remains a desire for hair styling conditioner products which provide improved frizz control benefit in addition to other conditioning benefits such as smoothness, softness, and reduction of friction.
  • the present invention is directed to a hair care kit comprising: a hair styling composition comprising a styling polymer; and a hair conditioning composition comprising a conditioning agent; wherein the hair styling composition is isolated from the hair conditioning composition.
  • the hair care kit of the present invention can provide two separate hair care benefits, i.e., conditioning and styling benefits, from a single hair care product.
  • the present invention provides hair care kits which are used for applying a mixture of a hair styling composition and a hair conditioning composition to the hair, the compositions being isolated in the kits prior to use.
  • the hair styling composition is isolated from the hair conditioning composition in the kit prior to use, the compositions comprised in the kit of the present invention have an improved stability compared to hair styling conditioning compositions containing both styling polymers and conditioning agents.
  • the hair care kits of the present invention can further provide improved frizz control benefit in addition to other conditioning benefits.
  • hair conditioning compositions containing at least one material selected from the group consisting of: (i) silicone compounds which have a molecular weight of from about 100,000 to about 1 ,500,000 and have a viscosity of from about 500,000 to about 50,000,000mPa » s; (ii) frizz control agents; and (iii) mixtures thereof.
  • the hair care kits of the present invention can further provide good hair feel and appearance, i.e., provide reduced sticky, greasy, and stiff feeling.
  • Such embodiment comprises hair conditioning compositions containing at least one material selected from the group consisting of: (i) volatile compounds; (ii) thickening agent comprising carboxylic acid/ carboxylate copolymer; (iii) thickening system comprising at least 2 thickening agents selected from the group consisting of a hydrophobically modified cellulose ether, an acrylates copolymer, and a crosslinked polymer; (iv) a hydrophobically modified cellulose ether thickener; and (v) mixtures thereof.
  • a material selected from the group consisting of: (i) volatile compounds; (ii) thickening agent comprising carboxylic acid/ carboxylate copolymer; (iii) thickening system comprising at least 2 thickening agents selected from the group consisting of a hydrophobically modified cellulose ether, an acrylates copolymer
  • the hair care kit of the present invention comprises a hair styling composition and a hair conditioning composition, wherein the hair styling composition is isolated from the hair conditioning composition.
  • the hair care kits of the present invention are used for applying a mixture of a hair styling composition and a hair conditioning composition to the hair upon use, while the compositions are isolated in the kit for storage.
  • the hair conditioning composition and the hair styling composition are mixed immediately before applying to the hair.
  • the hair styling composition and the hair conditioning composition can be packed into the same container comprising two compartments, the hair styling composition and the hair conditioning composition packed into different compartments, i.e., the hair styling composition packed into a first compartment and the hair conditioning composition packed into a second compartment.
  • the first and second compartments can be isolated by an unbreakable partition or a breakable partition.
  • the hair styling composition and the hair conditioning composition are mixed, for example, by releasing the hair styling composition and the hair conditioning composition from each compartment and mixing them together in another container or on the hands.
  • the hair styling composition and the hair conditioning composition can be mixed in the same container, for example, by breaking the breakable partition.
  • the first and second compartments can be isolated from each other by a breakable partition, and the first and second compartments can be positioned so that first or second compartment is encompassed with the other.
  • the container is a pump-type container having two compartments, wherein a hair styling composition is packed into a first compartment, a hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition.
  • This pump-type container preferably has one nozzle which dispenses the hair styling composition together with the hair conditioning composition, i.e., dispenses the hair styling composition and the hair conditioning composition concurrently.
  • the hair styling composition can be mixed with the hair conditioning composition in the nozzle, in another container, or on the hands.
  • Sachet-type container preferably has one nozzle which dispenses the hair styling composition together with the hair conditioning composition, i.e., dispenses the hair styling composition and the hair conditioning composition concurrently.
  • the hair styling composition can be mixed with the hair conditioning composition in the nozzle, in another container, or on the hands.
  • the container is a sachet-type container having two compartments, wherein hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment.
  • the first and second compartments are isolated by a breakable partition.
  • the hair styling composition can be mixed with the hair conditioning composition in the sachet by breaking the breakable partitions, in another container, or on the hands.
  • the hair care kits of the present invention comprise hair styling compositions.
  • the hair styling compositions useful herein can be anhydrous or aqueous, preferably aqueous.
  • the hair styling compositions of the present invention can be for rinse-off use or leave-on use, can be transparent or opaque, and can be formulated in a wide variety of product forms, including but not limited to creams, gels, emulsions, mousses, and sprays.
  • the hair styling compositions of the present invention are for leave-on use on the hair.
  • the hair styling compositions of the present invention comprise a styling polymer.
  • Styling polymers are included in the hair styling composition in an amount sufficient to provide styling benefits such as hair style achievement, hold, and retention.
  • the styling polymer can be water-insoluble or water-soluble, preferably water-soluble.
  • the hair styling composition of the present invention preferably comprises the water-soluble styling polymer at a level by weight of from about 0.01 % to about 10%, more preferably from about 0.05% to about 5%, still more preferably from about 0.1 % to about 3%.
  • the water-soluble styling polymers useful herein includes; for example, vinylpyrrolidone homopolymers such as polyvinylpyrrolidone; vinylpyrrolidone copolymers such as polyvinylpyrrolidone/vinyl acetate copolymer and polyvinylpyrrolidone/dimethylaminoethylmethacrylate copolymer; dimethylaminoethylmethacrylate copolymer; polyquaterniums such as polyquaternium-11 and polyquaternium-4; alkyl esters of PVM/MA Copolymer such as ethyl ester of PVM/MA Copolymer and butyl ester of PVM/MA Copolymer; quaternized celluloses; acrylate homopolymers and acrylate copolymers such as carbomers; VA/Crotonates ⁇ inyl Neodecanoate; and mixtures thereof.
  • vinylpyrrolidone homopolymers such as polyvinylpyrrol
  • vinylpyrrolidone copolymers in view of improved styling benefits.
  • the vinylpyrrolidone copolymers useful herein are those which comprise monomers other than vinylpyrrolidone.
  • Non-limiting examples of vinylpyrrolidone copolymers useful herein include polyvinylpyrrolidone/acrylates/lauryl methacrylate copolymer, polyvinylpyrrolidone/dimethiconylacrylate/polycarbamyl/polyglycol ester, polyvinylpyrrolidone/dimethylaminoethylmethacrylate copolymer, polyvinylpyrrolidone/dimethylaminoethylmethacrylate/polycarbamylpolyglycol ester, polyvinylpyrrolidone/DMAPA acrylates copolymer, polyvinylpyrrolidone/eicosene copolymer, polyvinylpyrrolidone/hexadecene copolymer, polyvinylpyrrolidone/polycarbamy
  • the copolymer of pyrrolidone useful herein is a nonionic copolymer in view of less deteriorating conditioning benefits and better compatibility with thickening agent, especially carboxylic acid/carboxylate copolymer thickening agent.
  • polyvinylpyrrolidone/vinyl acetate copolymer and polyvinylpyrrolidone/vinyl acetate/vinyl propionate copolymer are used in the compositions of the present invention, and more preferably, polyvinylpyrrolidone/vinyl acetate copolymer is used in the compositions of the present invention in view of less deteriorating conditioning benefits and better compatibility with thickening agent, especially carboxylic acid/carboxylate copolymer thickening agent.
  • the mole ratio of vinylpyrrolidone monomer to vinyl acetate monomer may be preferably from about 1 :9 to about 9:1 , more preferably from about 5:5 to about 8:2.
  • vinylpyrrolidone copolymers useful herein include: CTFA name polyvinylpyrrolidone/vinyl acetate copolymer having tradenames Luviskol VA28E, Luviskol VA37E, Luviskol VA55E, Luviskol VA64E, Luviskol VA73E, Luviskol VA37HM, Luviskol VA64 Powder, Luviskol VA64W, and Luviskol VA73W, all available from BASF, and PVP/VA E series, I series, S-630, all available from ISP; CTFA name polyvinylpyrrolidone/vinyl acetate/vinyl propionate copolymer having tradename Luviskol VAP343E available from BASF; CTFA name polyvinylpyrrolidone/acrylates/lauryl methacrylate copolymer having tradename Acrylidone LM available from ISP; CTFA name polyvinylpyrrolidone/dimethiconylacrylate/polycarbamyl/polyg
  • the hair styling composition of the present invention preferably comprises an aqueous carrier.
  • the level and species of the carrier are selected according to the compatibility with other components, and desired characteristic of the product.
  • the composition contains the aqueous carrier at a level by weight of from about 5% to about 99.99%, more preferably from about 10% to about 99%, still preferably from about 20% to about 95%.
  • the aqueous carrier useful in the present invention includes water such as deionized water and water from natural sources containing mineral cations.
  • Deionized water is preferred.
  • ADDITIONAL COMPONENTS FOR HAIR STYLING COMPOSITIONS A wide variety of other additional components can be formulated into the present hair styling composition. These include: volatile solvents such as ethanol, isopropanol, pentane, hexane, and heptane; propellants such as fluorohydrocarbons such as difluoroethane 152a (supplied by DuPont), dimethylether, and hydrocarbons such as propane, isobutane, n-butane, mixtures of hydrocarbons such as LPG (liquefied petroleum gas), carbon dioxide, nitrous oxide, and nitrogen; emulsifying surfactants such as nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, and mixtures thereof; conditioning agents such as high melting point compound, low melting point oil, silicone compounds, and mixtures thereof; non-volatile solvents such as 1 ,2- propane diol or propylene glycol, 1 ,3-propan
  • the hair care kits of the present invention comprise hair conditioning compositions.
  • the hair conditioning compositions of the present invention can be for rinse-off use or leave-on use, can be transparent or opaque, and can be formulated in a wide variety of product forms, including but not limited to creams, gels, emulsions, mousses, and sprays.
  • the hair conditioning compositions of the present invention are for leave-on use on the hair.
  • the hair conditioning compositions useful herein comprise a conditioning agent.
  • Conditioning agents useful herein include, for example, silicone compounds, frizz control agents, high melting point fatty compounds, cationic conditioning agents, and mixtures thereof. Such conditioning agents are included in the hair conditioning composition in an amount sufficient to provide conditioning benefits such as smoothness, softness, and reduction of friction.
  • the hair conditioning compositions can be anhydrous or aqueous, preferably aqueous.
  • the aqueous hair conditioning composition preferably comprises (a) a conditioning agent comprising a silicone compound; (b) a thickening agent; and (c) an aqueous carrier.
  • compositions A-F Preferred embodiments of the aqueous hair conditioning compositions are described hereafter as Compositions A-F.
  • the Compositions A-D are suitable for leave-on use.
  • preferred are Compositions A and B in view of reduced sticky and greasy feeling, and more preferred is Composition A in view of reduced sticky and greasy feeling and suitable frizz control benefit.
  • Composition A The hair conditioning composition useful herein includes a composition
  • composition A comprising by weight:
  • the thickening agent is a carboxylic acid/carboxylate copolymer such as an acrylic acid/alkyl acrylate copolymer having the following formula:
  • R51 independently, is a hydrogen or an alkyl of 1 to 30 carbons wherein at least one of R51 is a hydrogen, R ⁇ 2 is as defined above, n, n', m and m' are integers in which n+n'+m+m' is from about 40 to about 100, n" is an integer of from 1 to about 30, and £ is defined so that the copolymer has a molecular weight of about 500,000 to about 3,000,000.
  • the Composition A further contains from about 0.1% to about 20% of a frizz control agent.
  • the frizz control agent is preferably selected from the group consisting of (i), (ii), and (iii):
  • R groups is selected from saturated or unsaturated fatty acid moieties derived from animal or vegetable oils wherein the fatty acid moieties have a carbon length chain of from 12 and 22, any other R groups are hydrogen, x, y, z are independently zero or more, the average sum of x+y+z is equal to from about 10 to about 45; (ii) PEG-modified glyceryl fatty acid esters having the structure: O
  • R is an aliphatic group having from 12 to 22 carbon chain length, and n has an average value of from 5 to 40; and (iii) mixtures thereof;
  • frizz control agents such as dimethicone copolyols, polypropylene glycol, pentaerythritol ester oils, and mixtures thereof can be also contained in the composition A.
  • composition A may further contains from about 0.01 % to about 10% by weight of an amphoteric conditioning polymer.
  • the composition A may further contains from about 0.1 % to about 20% by weight of a humectant.
  • Composition B
  • composition B The hair conditioning composition useful herein includes a composition (hereinafter "Composition B") comprising by weight: (1) from about 0.05% to about 10% of a thickening agent comprising an acrylic acid/alkyl acrylate copolymer having the following formula:
  • R51 is a hydrogen or an alkyl of 1 to 30 carbons wherein at least one of R 5 ⁇ is a hydrogen, R ⁇ 2 is as defined above, n, n', m and m' are integers in which n+n'+m+m' is from about 40 to about 100, n" is an integer of from 1 to about 30, and £ is defined so that the copolymer has a molecular weight of about 500,000 to about 3,000,000; (2) from about 0.1 % to about 20% of a frizz control agent, wherein the frizz control agent is preferably selected from the group consisting of (i), (ii), (iv), and (v): (i) PEG-modified glycerides having the structure:
  • R groups is selected from saturated or unsaturated fatty acid moieties derived from animal or vegetable oils wherein the fatty acid moieties have a carbon length chain of from 12 and
  • any other R groups are hydrogen, x, y, z are independently zero or more, the average sum of x+y+z is equal to from about 10 to about 45;
  • R is an aliphatic group having from 12 to 22 carbon chain length, and n has an average value of from 5 to 40;
  • R is selected from the group consisting of hydrogen, methyl, and combinations thereof, m is an integer from 1 to 2000, x is independently zero or greater, y is independently zero or greater, wherein the dimethicone copolyol has at least one ethylene oxide and/or propylene oxide, and has an HLB value of about 20 or less; (v) mixtures thereof; and (3) an aqueous carrier.
  • the composition B further contains from about 0.1 % to about 40% by weight of a silicone compound.
  • the composition B further contains from about 0.01 % to about 10% by weight of an amphoteric conditioning polymer.
  • the composition B further contains from about 0.1% to about 20% by weight of a humectant.
  • the composition B further contains from about 0.1 % to about 20% of polypropylene glycol.
  • composition C The hair conditioning composition useful herein includes a composition (hereinafter “Composition C") comprising by weight:
  • a thickening agent comprising a combination of at least 2 thickening agents selected from the group consisting of (i), (ii), and (iii);
  • (A) is selected from the group consisting of a dialkylaminoalkyl acrylate, a quaternized dialkylaminoalkyl acrylate, an acid addition salt of a quaternized dialkylaminoalkyl acrylate, and mixtures thereof;
  • (B) is selected from the group consisting of a dialkylaminoalkyl methacrylate, a quaternized dialkylaminoalkyl methacrylate, an acid addition salt of a quaternized dialkylaminoalkyl methacrylate, and mixtures thereof;
  • (C) is a nonionic monomer polymerizable with (A) or (B); and m, n, and p are independently zero or greater, but at least one of m or n is one or greater; and (2) from about 0.1 % to about 20% of a frizz control agent, wherein the frizz control agent is preferably selected from the group consisting of (i), (ii), (iii), (iv), and (v): (i) PEG-modified glycerides having the structure:
  • R groups is selected from saturated or unsaturated fatty acid moieties derived from animal or vegetable oils wherein the fatty acid moieties have a carbon length chain of from 12 and
  • any other R groups are hydrogen, x, y, z are independently zero or more, the average sum of x+y+z is equal to from about 10 to about 45; (ii) PEG-modified glyceryl fatty acid esters having the structure: O
  • R is an aliphatic group having from 12 to 22 carbon chain length, and n has an average value of from 5 to 40;
  • x is an integer from 1 to 2000
  • y is an integer from 1 to 1000
  • a is zero or greater
  • b is zero or greater
  • the sum of a+b is at least 1 , and having an HLB value of about 20 or less
  • dimethicone copolyols having the structure:
  • R is selected from the group consisting of hydrogen, methyl, and combinations thereof, m is an integer from 1 to 2000, x is independently zero or greater, y is independently zero or greater, wherein the dimethicone copolyol has at least one ethylene oxide and/or propylene oxide, and has an HLB value of about 20 or less; (v) mixtures thereof; and
  • the composition C further contains from about 0.1 % to about 40% by weight of a silicone compound.
  • the composition C further contains from about 0.1 % to about 10% by weight of a cationic conditioning agent.
  • composition B further contains from about 0.1% to about 20% by weight of a humectant.
  • Composition D
  • composition D The hair conditioning composition useful herein includes a composition (hereinafter "Composition D") comprising by weight: a) from about 0.001 % to about 5% of a non-volatile polysiloxane resin; b) from about 1 % to about 10% of a high melting point fatty compound c) from about 0.1 % to about 3% of a cationic surfactant; d) from about 0.01 % to about 5% of a hydrophobically modified hydroxyalkyl cellulose thickener; and e) an aqueous carrier.
  • Composition D a composition comprising by weight: a) from about 0.001 % to about 5% of a non-volatile polysiloxane resin; b) from about 1 % to about 10% of a high melting point fatty compound c) from about 0.1 % to about 3% of a cationic surfactant; d) from about 0.01 % to about 5% of a hydrophobically modified hydroxyalky
  • composition D further contains from about 1% to about 50%) of a pentaerythritol ester oil having the formula:
  • R 1 , R 2 , R 3 , and R 4 independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons;
  • the composition D further contains from about 0.5% to about 10% by weight of a cationic conditioning polymer.
  • the composition D further contains from about 0.01 % to about 10% by weight of a nonionic surfactant.
  • composition D may further contain from about 0.1 % to about 20% by weight of an additional frizz control agent selected from the group consisting of dimethicone copolyols, PEG-modified glycerides, PEG-modified glyceryl fatty acid esters, polypropylene glycol, and mixtures thereof.
  • an additional frizz control agent selected from the group consisting of dimethicone copolyols, PEG-modified glycerides, PEG-modified glyceryl fatty acid esters, polypropylene glycol, and mixtures thereof.
  • composition E The hair conditioning composition useful herein includes a composition (hereinafter “Composition E”) comprising by weight:
  • an acid selected from the group consisting of ⁇ -glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, ⁇ -glutamic acid hydrochloride, tartaric acid, and mixtures thereof, at a level such that the mole ratio of amidoamine to acid is from about 1 :0.3 to about 1 :1 ; and
  • composition E further contains from about 0.1% to about 10% by weight of a silicone compound.
  • composition E further contains from about 0.1 % to about 10% by weight of a polypropylene glycol.
  • Composition F
  • composition F The hair conditioning composition useful herein includes a composition (hereinafter “Composition F”) comprising by weight:
  • the composition F further contains from about 0.1% to about 10% by weight of a polyethylene glycol having the formula: H(OCH 2 CH 2 ) n -OH wherein n has an average value of from 2,000 to 14,000.
  • the hair conditioning compositions of the present invention preferably contain silicone compounds.
  • the silicone compounds useful herein include, for example, non-volatile silicone compounds, volatile silicone compounds, non- volatile polysiloxane resins, other silicone compounds, and mixtures thereof.
  • Non-volatile silicone compound include, for example, non-volatile silicone compounds, volatile silicone compounds, non- volatile polysiloxane resins, other silicone compounds, and mixtures thereof.
  • the non-volatile silicone compound of the present invention has a molecular weight of from about 100,000 to about 1 ,500,000, more preferably from about 100,000 to about 1 ,000,000, and even more preferably from about 120,000 to about 600,000.
  • the non-volatile silicone compound of the present invention has a viscosity of from about 500,000 to about 50,000,000 mPa-s at 25°C, more preferably from about 600,000 to about 30,000,000 mPa*s, and even more preferably from about 800,000 to about 10,000,000 mPa » s.
  • the viscosity can be measured by means of a glass capillary viscometer as set forth in Dow Corning Corporate Test Method CTM0004, July 20, 1970.
  • the non-volatile silicone compound useful herein is believed to provide conditioning benefits to the hair such as smoothness, softness, and combing ease.
  • Silicone compound of high molecular weight may be made by emulsion polymerization.
  • the silicone compounds may further be incorporated in the present composition in the form of an emulsion, wherein the emulsion is made my mechanical mixing, or in the stage of synthesis through emulsion polymerization, with or without the aid of a surfactant selected from anionic surfactants, nonionic surfactants, cationic surfactants, and mixtures thereof
  • silicone gum means a polyorganosiloxane material having a viscosity at 25°C of greater than or equal to 1 ,000,000 mPa » s. It is recognized that the silicone gums described herein can also have some overlap with the below-disclosed silicone compounds. This overlap is not intended as a limitation on any of these materials. Silicone gums are described by Petrarch, and others including U.S. Patent No. 4,152,416, to Spitzer et al., issued May 1 , 1979 and Noll, Walter, Chemistry and Technology of Silicones, New York: Academic Press 1968.
  • silicone gums will typically have a mass molecular weight in excess of about 200,000, generally between about 200,000 and about 1 ,000,000. Specific examples include polydimethylsiloxane, poly(dimethylsiloxane methylvinylsiloxane) copolymer, poly(dimethylsiloxane diphenylsiloxane methylvinylsiloxane) copolymer and mixtures thereof.
  • silicone compounds useful herein include polyalkyl or polyaryl (I)
  • R 93 is alkyl or aryl
  • x is an integer from about 7 to about 8,000.
  • Z 8 represents groups which block the ends of the silicone chains.
  • the alkyl or aryl groups substituted on the siloxane chain (R 93 ) or at the ends of the siloxane chains Z 8 can have any structure as long as the resulting silicone remains fluid at room temperature, is dispersible, is neither irritating, toxic nor otherwise harmful when applied to the hair, is compatible with the other components of the composition, is chemically stable under normal use and storage conditions, and is capable of being deposited on and conditions the hair.
  • Suitable Z 8 groups include hydroxy, methyl, methoxy, ethoxy, propoxy, and aryloxy.
  • the two R 93 groups on the silicon atom may represent the same group or different groups.
  • the two R 93 groups represent the same group.
  • Suitable R 93 groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl.
  • the preferred silicone compounds are polydimethylsiloxane, polydiethylsiloxane, and polymethylphenylsiloxane. Polydimethylsiloxane, which is also known as dimethicone, is especially preferred.
  • the polyalkylsiloxanes that can be used include, for example, polydimethylsiloxanes. These silicone compounds are available, for example, from the General Electric Company in their Viscasil® and SF 96 series, and from Dow Corning in their Dow Corning 200 series.
  • Polyalkylaryl siloxane fluids can also be used and include, for example, polymethylphenylsiloxanes. These siloxanes are available, for example, from the General Electric Company as SF 1075 methyl phenyl fluid or from Dow Corning as 556 Cosmetic Grade Fluid.
  • highly arylated silicone compounds such as highly phenylated polyethyl silicone having refractive index of about 1.46 or higher, especially about 1.52 or higher.
  • a spreading agent such as a surfactant or a silicone resin, as described below to decrease the surface tension and enhance the film forming ability of the material.
  • Suitable alkylamino substituted silicone compounds include those represented by the following structure (II) wherein R 94 is H, CH 3 or OH, p 1 , p 2 , q 1 and q 2 are integers which depend on the molecular weight, the average molecular weight being approximately between 5,000 and 10,000. This polymer is also known as "amodimethicone".
  • Suitable amino substituted silicone fluids include those represented by the formula (III)
  • R 97 is a monovalent radical of formula C q3 H 2q3 L in which q 3 is an integer from 2 to 8 and L is chosen from the groups
  • R 96 is chosen from the group consisting of hydrogen, phenyl, benzyl, a saturated hydrocarbon radical, preferably an alkyl radical containing from 1 to 20 carbon atoms, and X' denotes a halide ion.
  • An especially preferred amino substituted silicone corresponding to formula (II) is the polymer known as "trimethylsilylamodimethicone" wherein R 94 is CH 3 .
  • R 98 denotes a monovalent hydrocarbon radical having from 1 to 18 carbon atoms, preferably an alkyl or alkenyl radical such as methyl
  • R 99 denotes a hydrocarbon radical, preferably a C ⁇ -C ⁇ 8 alkylene radical or a C- ⁇ -C ⁇ 8 , and more preferably C-i-Cs, alkyleneoxy radical
  • Q ' is a halide ion, preferably chloride
  • p 5 denotes an average statistical value from 2 to 20, preferably from 2 to 8
  • p 6 denotes an average statistical value from 20 to 200, and preferably from 20 to
  • Particularly suitable silicone compounds herein are non-volatile silicone oils having a molecular weight of from about 200,000 to about 600,000 such as Dimethicone, and Dimethiconol. These silicone compounds can be incorporated in the composition as silicone oils solutions; the silicone oils being volatile or non- volatile.
  • silicone compounds which are useful herein include Dimethicone gum solutions with tradenames SE 30, SE 33, SE 54 and SE 76 available from General Electric, Dimethiconol with tradename DCQ2-1401 available from Dow Corning Corporation, Mixture of Dimethicone and Dimethiconol with tradename DC1403 available from Dow Coming Corporation, and emulsion polymerized Dimethiconol available from Toshiba Silicone as described in GB application 2,303,857. Volatile silicone compound
  • the hair conditioning compositions of the present invention may contain a volatile silicone compound.
  • the volatile silicones useful herein are those having from 2 to 7 silicon atoms.
  • volatile silicone compounds useful herein include polyalkyl or polyaryl siloxanes with the following structure (I):
  • R ,93 is independently alkyl or aryl, and x is an integer from about 0 to about 5.
  • Z 8 represents groups which block the ends of the silicone chains.
  • R 93 groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl
  • Z 8 groups include hydroxy, methyl, methoxy, ethoxy, propoxy, and aryloxy. More preferably, R 93 groups and Z 8 groups are methyl groups.
  • the preferred volatile silicone compounds are hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, and hexadecamethylheptasiloxane.
  • Commercially available volatile silicone compounds useful herein include octamethyltrisiloxane with tradename SH200C-
  • volatile silicone compounds useful herein also include a cyclic silicone compound having the formula:
  • R 93 is independently alkyl or aryl, and n is an integer of from 3 to 7.
  • R 93 groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl. More preferably, R 93 groups are methyl groups.
  • the preferred volatile silicone compounds are octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and tetradecamethylcyclohexasiloxane.
  • volatile silicone compounds useful herein include octamethylcyclotetrasiloxane with tradename SH244, decamethylcyclopentasiloxane with tradename DC 345 all available from Dow Corning.
  • Polysiloxane resins useful herein are highly crosslinked polymeric siloxane systems.
  • the crosslinking is introduced through the incorporation of trifunctional and tetrafunctional silanes with monofunctional or difunctional, or both, silanes during manufacture of the silicone resin.
  • the degree of crosslinking that is required in order to result in a silicone resin will vary according to the specific silane units incorporated into the silicone resin.
  • silicone materials which have a sufficient level of trifunctional and tetrafunctional siloxane monomer units (and hence, a sufficient level of crosslinking) such that they dry down to a rigid, or hard, film are considered to be silicone resins.
  • the ratio of oxygen atoms to silicon atoms is indicative of the level of crosslinking in a particular silicone material.
  • Silicone materials which have at least about 1.1 oxygen atoms per silicon atom will generally be silicone resins herein.
  • the ratio of oxygen atoms to silicon atoms is at least about 1.2:1.0.
  • Silanes used in the manufacture of silicone resins include monomethyl, dimethyl, trimethyl, monophenyl, diphenyl, methylphenyl, ethylphenyl, propylphenyl, monovinyl, and methylvinylchlorosilanes, and tetrachlorosilane.
  • Silicone materials and silicone resins in particular can conveniently be identified according to a shorthand nomenclature system well known to those skilled in the art as "MDTQ" nomenclature. Under this system, the silicone is described according to presence of various siloxane monomer units which make up the silicone.
  • M denotes the monofunctional unit (CH3)3SiOo.5"
  • D denotes the difunctional unit (CH3)2SiO
  • T denotes the trifunctional unit (CH3)SiO-
  • Q denotes the quadri- or tetra-functional unit Si ⁇ 2- Primes of the unit symbols, e.g., M', D', T', and Q' denote siloxane units with one or more substituents other than methyl, and must be specifically defined for each occurrence.
  • the polysiloxane resins for use herein preferably have at least one M', D', T' or Q' functionality that possesses a substituent group with delocalised electrons.
  • the molar ratios of the various units either in terms of subscripts to the symbols indicating the total number of each type of unit in the silicone (or an average thereof) or as specifically indicated ratios in combination with molecular weight complete the description of the silicone material under the MDTQ system.
  • Preferred polysiloxane resins for use herein are M'Q resins, more preferred are M' 6 Q3, M' 8 Q4 M'-ioQs, M' ⁇ 2 Q 6 resins and mixtures thereof.
  • Preferred M'Q resins are those which have at least one group containing delocalised electrons substituted on each M' functionality. More preferred are resins where the other substituent groups are alkyl groups, especially preferred are methyl groups.
  • the polysiloxane resins for use herein preferably have at least one substituent group possessing delocalised electrons. This substituent or substituents can be independently selected from alkyl groups, aryl groups, alkoxy groups, alkaryl groups, arylalkyl arylalkoxy groups, alkaryloxy groups, and combinations thereof. Preferably, at least one of the resin substituent groups comprises an aryl group, arylalkyl group and/or alkaryl group.
  • At least one of the resin substituent groups comprises an alkaryl group and/or arylalkyl group substituent. More preferably, at least one of the resin substituent groups comprises an alkaryl group substituent. A particularly preferred alkaryl group substituent is 2-phenyl propyl. Whereas at least one substituent preferably has delocalised electrons, the resins herein will also generally have other substituents without delocalised electrons. Such other substituents can include hydrogen, hydroxyl groups, alkyl groups, alkoxy groups, amino functionalities groups, and mixtures thereof. Preferred substituents without delocalised electrons are selected from alkyl group substituents, especially methyl group substituents. A particularly preferred methyl group substituent for use herein is dimethyl (2-phenylpropyl) silyl ester.
  • aryl means a functionality containing one or more homocyclic or , heterocyclic rings.
  • the aryl functionalities herein can be unsubstituted or substituted and generally contain from 3 to 16 carbon atoms.
  • Preferred aryl groups include, but are not limited to, phenyl, naphthyl, cyclopentadienyl, anthracyl, pyrene, pyridine, and pyrimidine
  • alkyl means a saturated or unsaturated, substituted or unsubstituted, straight or branched-chain, hydrocarbon having from 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms.
  • alkyl therefore includes alkenyls having from 2 to 8, preferably 2 to 4, carbons and alkynyls having from 2 to 8, preferably 2 to 4, carbons.
  • Preferred alkyl groups include, but are not limited to, methyl, ethyl, propyl, isopropyl, and butyl. More preferred are methyl, ethyl and propyl.
  • alkaryl means a substituent comprising an alkyl moiety and an aryl moiety wherein the alkyl moiety is bonded to the siloxane resin.
  • arylalkyl means a substituent comprising an aryl moiety and an alkyl moiety wherein the aryl moiety is bonded to the siloxane resin.
  • the polysiloxane resins employed herein are non-volatile polysiloxane resins.
  • volatile refers to those materials that are liquid under ambient conditions and have a vapor pressure as measured at 25°C of at least about 0.01 mmHg, typically from about
  • nonvolatile refers to those materials which are not volatile as that term is defined herein. Such “nonvolatile” materials will typically be in the form of a liquid, semi-solid or solid, and have no measurable vapor pressure as measured at 25°C.
  • the polysiloxane resins for use herein preferably have a viscosity of less than about 5000 mmV, more preferably less than about 2000 mmV 1 , even more preferably less than about 1000 mm 2 s "1 , even more still preferably less than about 600 mmV, at 25°C.
  • the viscosity can be measured by means of a
  • a preferred commercially available non-volatile polysiloxane resin useful herein includes Styryl MQ Silicone available from GE Silicones.
  • the hair conditioning composition of the present invention can contain other silicone compounds than those described above.
  • silicone compounds include, for example, non-volatile silicone compounds having a molecular weight of less than about 100,000 or more than about 1 ,500,000, and having a viscosity of less than about 500,000 or more than about 50,000,000 mPa « s at 25°C; volatile silicone compound having 8 silicon atoms or more.
  • the hair conditioning compositions of the present invention preferably comprises a thickening agent.
  • the composition of the present invention comprises the acrylic acid/alkyl acrylate copolymer.
  • the composition of the present invention comprises a thickening system which comprises at least 2 thickening agents selected from the group consisting of a hydrophobically modified cellulose ether, the acrylates copolymer, and the crosslinked polymer.
  • the composition of the present invention comprises hydrophobically modified cellulose ether.
  • the thickening agent useful herein can also provide appropriate viscosity and rheology properties to the composition, so that the composition of the present composition has a suitable viscosity, preferably from about 1 ,000 mPa » s to about 100,000 mPa*s, more preferably from about 2,000 mPa » s to about 50,000 mPa*s.
  • the viscosity herein can be suitably measured by Brookfield RVT at 20rpm at 20°C using either spindle #4, 5, 6 or 7 depending on the viscosity and the characteristic of the composition.
  • the hair conditioning compositions of the present invention may comprise an acrylic acid/alkyl acrylate copolymer as a thickening agent.
  • the acrylic acid/alkyl acrylate copolymers useful herein have the following formula:
  • R 5 1 is a hydrogen or an alkyl of 1 to 30 carbons wherein at least one of R ⁇ 1 is a hydrogen, R ⁇ 2 is as defined above, n, n', m and m' are integers in which n+n'+m+m' is from about 40 to about 100, n" is an integer of from 1 to about 30, and £ is defined so that the copolymer has a molecular weight of about 500,000 to about 3,000,000.
  • acrylic acid/alkyl acrylate copolymers useful herein include: CTFA name Acrylates/C 10-30 Alkyl Acrylate Crosspolymer having tradenames Pemulen TR-1 , Pemulen TR-2, Carbopol 1342, Carbopol 1382, and
  • Carbopol ETD 2020 all available from B. F. Goodrich Company.
  • Neutralizing agents may be included to neutralize the acrylic acid/alkyl acrylate copolymers herein.
  • neutralizing agents include sodium hydroxide, potassium hydroxide, ammonium hydroxide, monoethanolamine, diethanolamine, triethanolamine, diisopropanolamine, aminomethylpropanol, tromethamine, tetrahydroxypropyl ethylenediamine, and mixtures thereof.
  • the hair conditioning compositions of the present invention may comprise an acrylates copolymer as a thickening agent.
  • the acrylates copolymers useful herein are preferably nonionic or cationic polymers, more preferably cationic polymers especially when the composition of the present invention has an acidic pH.
  • the copolymer useful herein comprises by weight:
  • the acrylate monomers (a) are selected from the group consisting of esters prepared from acrylic acid and alcohols such as methyl, ethyl, or propyl alcohol, and esters prepared from methacrylic acid and Ci-C ⁇ alcohols. Preferred are C 2 -C 6 alkyl esters of acrylic acid, and more preferred is ethyl acrylate.
  • the acrylate monomers (a) are included in the acrylates copolymer at a level by weight of from about 5% to about 80%, preferably from about 15% to about 70%, and more preferably from about 40% to about 70%.
  • the monomer (b) are selected from the group consisting of a vinyl- substituted heterocyclic compound containing at least one of a nitrogen or sulfur atom, (meth)acrylamide, a mono- or di-(C ⁇ -C 4 )alkylamino(Cr C )alkyl(meth)acrylate, a mono- or di-(C ⁇ -C 4 )alkylamino(C- ⁇ -
  • C 4 )alkyl(meth)acrylamide Preferred are mono- or di-(C ⁇ -C 4 )alkylamino(C ⁇ - C 4 )alkyl(meth)acrylates.
  • Exemplary monomers (b) include N,N-dimethylamino ethyl methacrylate (DMAEMA), N,N-diethylamino ethyl acrylate, N,N-diethylamino ethyl methacrylate, N-t-butylamino ethyl acrylate, N-t-butylamino ethyl methacrylate, N,N-dimethylamino propyl acrylamide, N,N-dimethylamino propyl methacrylamide, N,N-diethylamino propyl acrylamide, and N,N-diethylamino propyl methacrylamide.
  • the monomers (b) are included in the acrylates copolymer at
  • the associative monomers (c) are preferably selected from the group consisting of: (i) urethane reaction products of a monoethylenically unsaturated isocyanate and nonionic surfactants comprising C1-C4 alkoxy-terminated, blockcopolymers of 1 ,2-butylene oxide and 1 ,2-ethylene oxide, as disclosed in U.S. patent 5,294,692;
  • an ethylenically unsaturated copolymerizable surfactant monomer obtained by condensing a nonionic surfactant with an acid wherein the acid is selected from the group consisting of an ⁇ , ⁇ -ethylenically unsaturated carboxylic acid, anhydrides of ⁇ , ⁇ -ethylenically unsaturated carboxylic acids, and mixtures thereof, preferably, selected from the group consisting of a C 3 -C 4 mono- or di- carboxylic acid, anhydrides of Q 3 -C4 mono- or di-carboxylic acids, and mixtures thereof, more preferably, selected from the group consisting of acrylic acid, methacrylic acid, crotonic acid, maleic acid, maleic anhydride, itaconic acid, itaconic anhydride, and mixtures thereof, as disclosed in U.S. patent 4,616,074;
  • a surfactant monomer selected from the urea reaction product of a monoethylenically unsaturated monoisocyanate with a nonionic surfactant having amine functionality, as disclosed in U.S. patent 5,011 ,978;
  • an allyl ether of the formula: CH 2 CR'CH 2 OA m BnApR, wherein R' is hydrogen or methyl, A is propyleneoxy or butyleneoxy, B is ethyleneoxy, n is zero or an integer, m and p are independently zero or an integer less than n, and R is a hydrophobic group having at least 8 carbon atoms;
  • a nonionic urethane monomer which is the urethane reaction product of a monohydric nonionic surfactant with a monoethylenically unsaturated isocyanate, preferably one lacking ester groups such as alpha, alpha- dimethyl-m-iso-propenyl benzyl isocyanate as disclosed in U.S. patent Re. 33,156; and (vi) mixtures thereof.
  • Such associative monomers (c) include those disclosed in U.S. patent 3,657,175, U.S. patent 4,384,096, U.S. patent 4,616,074, U.S. patent 4,743,698, U.S. patent 4,792,343, U.S. patent 5,011 ,978, U.S. patent 5,102,936, U.S. patent 5,294,692, U.S. patent Re. 33,156.
  • Particularly preferred associative monomers (c) are those described in above (ii), i.e., the ethylenically unsaturated copolymerizable surfactant monomer obtained by condensing a nonionic surfactant with an acid, wherein the acid is selected from the group consisting of ⁇ , ⁇ -ethylenically unsaturated carboxylic acids, anhydrides of ⁇ , ⁇ -ethylenically unsaturated carboxylic acids, and mixtures thereof. More preferred associative monomers (c) are ethylenically unsaturated copolymerizable surfactant monomers obtained by condensing a nonionic surfactant with itaconic acid.
  • the associative monomers (c) are included in the acrylates copolymer at a level by weight of from 0% to about 30%, preferably from about 0.1% to about 10%.
  • monomers which provide cross-linking in the polymer also may be utilized in relatively low amounts, preferably up to about 2%, more preferably from about 0.1% to about 1.0% by weight, based on the total weight of monomers used to prepare the polymer.
  • Cross-linking monomers include multi-vinyl-substituted aromatic monomers, multi-vinyl-substituted alicyclic monomers, id-functional esters of phthalic acid, di-functional esters of methacrylic acid, multi-functional esters of acrylic acid, N-methylene-bis-acrylamide and multi-vinyl-substituted aliphatic monomers such as dienes, trienes, and tetraenes.
  • Exemplary cross-linking monomers include divinylbenzene, trivinylbenzene, 1 ,2,4-trivinylcyclohexane, 1 ,5- hexadiene, 1,5,9-decatriene, 1 ,9-decadiene, 1 ,5-heptadiene, di-allyl phthalate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, penta- and tetra-acrylates, triallyl pentaerythritol, octaallyl sucrose, cycloparaffins, cycloolefins and N-methylene-bis-acrylamide.
  • the polyethylene glycol dimethacrylates are preferred in view of thickening benefit particularly in aqueous compositions having an acidic pH.
  • Commercially available acrylates copolymers useful herein include:
  • the hair conditioning compositions of the present invention may comprise a crosslinked polymer as a thickening agent.
  • Crosslinked polymers useful herein are generally described in U.S. Patent 5,100,660, U.S. Patent 4,849,484, U.S. Patent 4,835,206, U.S. Patent 4,628,078, U.S. Patent 4,599,379, and EP 228,868, all of which are incorporated by reference herein in their entirety.
  • the crosslinked polymers useful herein are preferably nonionic or cationic polymers, more preferably cationic polymers.
  • the crosslinked polymer useful herein comprises the monomer units and has the formula (A) m (B) n (C) p wherein: (A) is a dialkylaminoalkyl methacrylate, a quaternized dialkylaminoalkyl methacrylate, an acid addition salt of a quaternized dialkylaminoalkyl methacrylate, or mixtures thereof; (B) is a dialkylaminoalkyl methacrylate, a quaternized dialkylaminoalkyl methacrylate, an acid addition salt of a quaternized dialkylaminoalkyl methacrylate, or mixtures thereof;
  • (C) is a nonionic monomer polymerizable with (A) or (B); and m, n, and p are independently zero or greater, but at least one of m or n is one or greater.
  • the monomer (C) can be selected from any of the commonly used monomers. Non-limiting examples of these monomers include ethylene, propylene, butylene, isobutylene, eicosene, maleic anhydride, acrylamide, methacrylamide, maleic acid, acrolein, cyclohexane, ethyl vinyl ether, and methyl vinyl ether. In the present invention, the monomer (C) is preferably acrylamide.
  • the alkyl portions of the monomers (A) and (B) are preferably short chain length alkyls such as C ⁇ -C 8 , more preferably C 1 -C 5 , still more preferably C 1 -C 3 , even still more preferably C ⁇ -C 2 .
  • the polymers are preferably quaternized with short chain alkyls, i.e., C ⁇ -C 8 , more preferably C 1 -C 5 , still more preferably C ⁇ -C 3 , even still more preferably C- ⁇ -C 2 .
  • the acid addition salts refer to polymers having protonated amino groups. Acid addition salts can be performed through the use of halogen (e.g. chloride), acetic, phosphoric, nitric, citric, or other acids.
  • the polymer contains the monomer (C)
  • the molar proportion of the monomer (C) can be from 0% to about 99% based on the total molar proportions of the monomers (A), (B), and (C).
  • the molar proportions of (A) and (B) can independently be from 0% to about 100%.
  • acrylamide is used as the monomer (C)
  • it will preferably be included at a level of from about 20% to about 99%, more preferably from about 50% to about 99% based on the total molar proportions of the monomers (A), (B), and (C).
  • the molar ratio of monomer (A): monomer (B) in the final polymer is preferably from about 95:5 to about 15:85, more preferably from about 80:20 to about 20:80.
  • the molar ratio of monomer (B): monomer (C) in the final polymer is preferably from about 30:70 to about 70:30, more preferably from about 40:60 to about 60:40, still more preferably from about 45:55 to about 55:45.
  • the crosslinked polymers may also contain a crosslinking agent, which is typically a material containing two or more unsaturated functional groups.
  • the crosslinking agent is reacted with the monomer units of the polymer and is incorporated into the polymer, forming either links or covalent bonds between two or more individual polymer chains or between two or more sections of the same polymer chain.
  • suitable crosslinking agents include those selected from the group consisting of methylenebisacrylamides, diacrylates, dimethacrylates, di-vinyl aryl (e.g. di-vinyl phenyl ring) compounds, polyalkenyl polyethers of polyhydric alcohols, allyl acrylates, vinyloxyalkylacrylates, and polyfu notional vinylidenes.
  • crosslinking agents useful herein include those selected from the group consisting of methylenebisacrylamide, ethylene glycol, propylene glycol, butylene glycol, di-(meth)acrylate, di-(meth)acrylamide, cyanomethylacrylate, vinyloxyethyleneacrylate, vinyloxyethylenemethacrylate, allyl pentaerythritol, trimethylolpropane, diallylether, allyl sucrose, butadiene, isoprene, 1 ,4-di- ethylene benzene, divinyl naphthalene, ethyl vinyl ether, methyl vinyl ether, and allyl acrylate.
  • Other crosslinking agents include formaldehyde and glyoxal. Preferred herein is methylenebisacrylamide.
  • the crosslinking agents can be employed depending upon the properties desired in the final polymer, e.g. viscosifying effect.
  • the crosslinking agents will typically comprise from about 1ppm to about 10,000ppm, preferably from about 5ppm to about 750ppm, more preferably from about 25ppm to about 500ppm, even more preferably from about 100ppm to about 500ppm, and preferably from about 250ppm to about 500ppm of the total weight of the polymer on a weight weight basis.
  • the crosslinked polymers useful herein include those conforming to the general structure (A) m (B) n (C)p wherein m is zero, (B) is methyl quaternized dimethylaminoethyl methacrylate, the molar ratio of monomers (B):(C) is about 45: ⁇ to about 65:45, and the crosslinking agent is methylenebisacrylamide.
  • An example of such a crosslinking polymer is one that is commercially available as a mineral oil dispersion (which can be include various dispersing aids such as PPG-1 trideceth-6) under the trademark Salcare® SC92 available from Allied Colloids Ltd. This polymer has the CTFA designation, "Polyquaternium 32 (and) Mineral Oil".
  • crosslinked polymers useful herein include those not containing acrylamide or other monomer (C), i.e. p is zero.
  • the monomers (A) and (B) are as described above.
  • An especially preferred group of these polymers is one in which m is also zero.
  • the polymer is essentially a homopolymer of dialkylaminoalkyl methacrylate monomer or its quaternary ammonium or acid addition salt.
  • dialkylaminoalkyl methacrylate copolymers and homopolymers also contain a crosslinking agent as described above.
  • the homopolymer which does not contain acrylamide or other monomer (C) is used in the composition of the present invention.
  • the homopolymers useful herein can be those conforming to the general structure (A) m (B) n (C) p wherein m is zero, (B) is methyl quaternized dimethylaminoethyl methacrylate, p is zero, and the crosslinking agent is methylenebisacrylamide.
  • An example of such a homopolymer is one that is commercially available as a mineral oil dispersion (which can include various dispersing aids such as PPG-1 trideceth-6) under the trademark Salcare® SC95 available from Allied Colloids Ltd.
  • This polymer has the CTFA designation, "Polyquatemium 37 (and) Mineral Oil (and) PPG-1 Trideceth-6".
  • Another example of such a homopolymer is one that is commercially available as an ester dispersion, wherein the ester can be Propylene Glycol Dicaprylate/Dicaprate and the dispersion can include various dispersing aids such as PPG-1 trideceth-6, under the trademark Salcare® SC96 available from Allied Colloids Ltd.
  • This polymer has the CTFA designation, "Polyquatemium 37 (and) Propylene Glycol Dicaprylate/Dicaprate (and) PPG-1 Trideceth-6". Hydrophobically modified cellulose ether
  • the hair conditioning composition of the present invention may comprise a hydrophobically modified cellulose ether as a thickening agent.
  • the hydrophobically modified cellulose ether is preferably included in the composition of the present invention together with the acrylates copolymer and/or the crosslinked polymer.
  • the hydrophobically modified cellulose ethers useful herein are preferably nonionic polymers.
  • the hydrophobically modified cellulose ethers useful herein comprise a hydrophilic cellulose backbone and a hydrophobic substitution group.
  • the hydrophilic cellulose backbone has a sufficient degree of nonionic substitution to cellulose to be water soluble.
  • Such hydrophilic cellulose backbone is selected from the group consisting of methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxyethyf ethylcellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, and mixtures thereof.
  • the amount of nonionic substitution is not critical, so long as there is an amount sufficient to assure that the hydrophilic cellulose backbone is water soluble.
  • the hydrophilic cellulose backbone has a molecular weight of about less than 800,000, preferably from about 20,000 to about 700,000, or from about 75 D. P. to about 2600 D. P. Further, where a high viscosity building effect is not desirable, a lower molecular weight cellulose backbone is preferred.
  • One of the preferred hydrophilic cellulose backbone is hydroxyethyl cellulose having a molecular weight of from about 60,000 to about 700,000. Hydroxyethyl cellulose of this molecular weight is known to be one of the most hydrophilic of the materials contemplated. Thus, hydroxyethyl cellulose can be modified to a greater extent than other hydrophilic cellulose backbones.
  • the hydrophilic cellulose backbone is further substituted with a hydrophobic substitution group via an ether linkage to render the hydrophobically modified cellulose ether to have less than 1 % water solubility, preferably less than 0.2% water solubility.
  • the hydrophobic substitution group is selected from a straight or branched chain alkyl group of from about 10 to about 22 carbons; wherein the ratio of the hydrophilic. groups in the hydrophilic cellulose backbone to the hydrophobic substitution group being from about 2:1 to about 1000:1 , preferably from about 10:1 to about 100:1.
  • hydrophobically modified cellulose ethers useful herein include: cetyl hydroxyethylcellulose having tradenames NATROSOL PLUS 330CS and POLYSURF 67, both available from Aqualon Company, Del, USA, having cetyl group substitution of about 0.4% to about 0.6 ⁇ % by weight of the entire polymer. Thickening system
  • the hair conditioning composition of the present invention may comprise a thickening system which comprises at least 2 thickening agents selected from the group consisting of the hydrophobically modified cellulose ether, the acrylates copolymer, and the crosslinked polymer.
  • the thickening systems of the composition of the present invention preferably comprise all of these 3 thickening agents.
  • the thickening system is preferably a nonionic or cationic system, more preferably a cationic system.
  • the thickening system useful herein has improved compatibility with cationic hair conditioning agents.
  • a nonionic system is that the system comprises only nonionic thickening agents, but no cationic thickening agents.
  • a cationic system is that the system comprises at least one cationic thickening agent.
  • the cationic system can include nonionic thickening agents.
  • the hydrophobically modified cellulose ether useful herein is preferably a nonionic thickening agent, and the acrylates copolymer and the crosslinked polymer useful herein are preferably independently a nonionic or cationic thickening agent. More preferably, the hydrophobically modified cellulose ether useful herein is a nonionic thickening agent, and the acrylates copolymer and the crosslinked polymer useful herein are cationic thickening agents. Cationic thickening agents useful herein may provide conditioning benefits. Other thickening agent
  • the thickening agent useful herein are water soluble or water miscible polymers, have the ability to increase the viscosity of the hair conditioning composition, and are compatible with other components of the present invention.
  • Other thickening agents useful herein are vinyl polymers such as cross linked acrylic acid polymers with the CTFA name Carbomer, cellulose derivatives and modified cellulose polymers such as methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl methyl cellulose, nitro cellulose, sodium cellulose sulfate, sodium carboxymethyl cellulose, crystalline cellulose, cellulose powder, polyvinylpyrrolidone, polyvinyl alcohol, guar gum, hydroxypropyl guar gum, xanthan gum, arabia gum, tragacanth, galactan, carob gum, guar gum, karaya gum, carragheenin, pectin, agar, quince seed (Cydonia oblonga Mill), starch (rice,
  • R 95 is selected from the group consisting of H, methyl, and mixtures thereof.
  • x3 has an average value of from about 1 ⁇ 00 to about 25,000, preferably from about 2500 to about 20,000, and more preferably from about 3500 to about 15,000.
  • these materials are polymers of ethylene oxide, which are also known as polyethylene oxides, polyoxyethylenes, and polyethylene glycols.
  • Other useful polymers include the mixed polyethylene-polypropylene glycols, or polyoxyethylene-polyoxypropylene copolymer polymers.
  • Polyethylene glycol polymers useful herein are PEG-2M wherein R 95 equals H and x3 has an average value of about 2,000 (PEG-2M is also known as Polyox WSR ® N-10, which is available from Union Carbide and as PEG-2,000); PEG-5M wherein R 95 equals H and x3 has an average value of about ⁇ ,000 (PEG-5M is also known as Polyox WSR ® N-35 and Polyox WSR ® N- 80, both available from Union Carbide and as PEG-5,000 and Polyethylene Glycol 300,000); PEG-7M wherein R 95 equals H and x3 has an average value of about 7,000 (PEG-7M is also known as Polyox WSR ® N-760 available from Union Carbide); PEG-9M wherein R 95 equals H and x3 has an average value of about 9,000 (PEG 9-M is also known as Polyox WSR ® N-3333 available from Union Carbide); and PEG-14 M wherein R 95
  • the hair conditioning compositions of the present invention preferably comprise an aqueous carrier.
  • the aqueous carrier is included in an aqueous composition of the present invention.
  • the level and species of the carrier are selected according to the compatibility with other components, and other desired characteristic of the product.
  • Carriers useful in the present invention include water and water solutions of lower alkyl alcohols.
  • Lower alkyl alcohols useful herein are monohydric alcohols having 1 to 6 carbons, more preferably ethanol and isopropanol.
  • the aqueous carrier is substantially water.
  • Deionized water is preferably used.
  • Water from natural sources including mineral cations can also be used, depending on the desired characteristic of the product.
  • the aqueous compositions of the present invention comprise from about 10% to about 99%, preferably from about 20% to about 80%, and more preferably from about 30% to about 70% water.
  • the hair conditioning composition A of the present invention comprises a volatile compound selected from the group consisting of an isoparaffin hydrocarbon having a boiling point of from about 60 to about 260°C, a volatile silicone compound having from 2 to 7 silicon atoms, and mixtures thereof.
  • the volatile silicone is preferably used in the present compositions of the present invention, and more preferably, a volatile cyclic silicone compound is used in the compositions of the present invention.
  • the volatile compound useful herein is believed to reduce sticky and greasy feeling, and leave the hair and hands with a clean feeling.
  • the volatile compound can be selected according to the compatibility with other components, and other desired characteristic of the composition of the present invention.
  • volatile isoparaffin hydrocarbons useful herein have a boiling point of from about 60 to about 260°C.
  • Commercially available volatile isoparaffin hydrocarbons useful herein include Isopar® series available from Exxon Chemical, Shellsol series available from Shell.
  • the volatile silicone compounds useful herein are described above under the title "Volatile silicone compound”.
  • the hair conditioning compositions of the present invention preferably contain a frizz control agent.
  • the frizz control agent useful herein is believed to provide improved frizz control benefit and other conditioning benefits such as moisturized feel.
  • the frizz control agent can be included in the composition of the present invention at a level by weight of, preferably from about 0.1 % to about 20%), more preferably from about 0. ⁇ % to about 16%, even more preferably from about 1 % to about 10%.
  • the frizz control agent useful herein includes following (i)-(vii):
  • R groups is selected from saturated or unsaturated fatty acid moieties derived from animal or vegetable oils such as palmitic acid, lauric acid, oleic acid or linoleic acid wherein the fatty acid moieties have a carbon length chain of from 12 and 22, any other R groups are hydrogen, x, y, z are independently zero or more, the average sum of x+y+z (the degree of ethoxylation) is equal to from about 10 to about 4 ⁇ .
  • the PEG-modified glycerides have an HLB value of about 20 or less, more preferably about 15 or less, still preferably about 11 or less.
  • the PEG-modified glycerides have from 2 to 3 fatty acid R groups, more preferred are 3 fatty acid R groups (PEG-modified triglycerides).
  • the average sum of x+y+z (the degree of ethoxylation) is equal to from about 20 to 30, more preferred is an average sum of 2 ⁇ . Most preferred are
  • PEG-modified triglycerides include Tagat
  • R is an aliphatic group having from 12 to 22 carbon chain length
  • n the degree of ethoxylation
  • the PEG-modified glyceryl fatty acid esters have an HLB value of about 20 or less, more preferably about 1 ⁇ or less, still preferably about 11 or less.
  • n has an average value of from about 1 ⁇ to about 30, more preferred is an average value of from about 20 to about 30, and most preferably has an average value of 20.
  • Preferred PEG-modified glyceryl fatty acid esters include PEG-30 glyceryl stearate and PEG-20 glyceryl stearate.
  • Preferred commercially available PEG-modified glyceryl fatty acid esters include Tagat S ® and Tagat S 2 ® (manufactured by Goldschmidt Chemical Corporation), (iii) dimethicone copolyols having the structure:
  • x is an integer from 1 to 2000
  • y is an integer from 1 to 1000
  • a is zero or greater
  • b is zero or greater
  • the average sum of a+b is at least 1 , and having an HLB value of about 20 or less.
  • the dimethicone copolyols have an HLB of about 15 or less and more preferably the dimethicone copolyols have an HLB of about 11 or less.
  • x is an integer from 1 to 1000
  • y is an integer from 1 to 200.
  • a is an integer from 0 to 100
  • b is an integer from 0 to 100
  • the average sum of a+b is from 1 to 200
  • the ratio of propylene oxide substituents (b) to ethylene oxide substituents (a) is at least about 2:1 , more preferably at least about 3:1 , even more preferably at least about 4:1 , and most preferably the dimethicone copolyols have only propylene oxide substituents and no ethylene oxide substituents.
  • Preferred commercially available comb type dimethicone copolyols include Abil B 8852®, and Abil B 8873 ® (manufactured by the Goldschmidt Chemical Corporation), (iv) dimethicone copolyols having the structure: wherein R is selected from the group consisting of hydrogen, methyl, and combinations thereof, m is an integer from 1 to 2000, x is independently zero or greater, y is independently zero or greater, wherein the dimethicone copolyol has at least one ethylene oxide and/or propylene oxide, and has an HLB value of about 20 or less.
  • R is hydrogen
  • the dimethicone copolyols have an HLB of about 15 or less and more preferably the dimethicone copolyols have an HLB of about 1 1 or less.
  • m is an integer from 1 to 1000, more preferably from 1 to ⁇ OO.
  • x is an integer from 0 to 100
  • y is an integer from 0 to 100
  • the dimethicone copolyol has from 1 to 200 of ethylene oxide units and/or propylene oxide units.
  • the ratio of propylene oxide substituents (y) to ethylene oxide substituents (x) is at least about 2:1 , more preferably at least about 3:1 , even more preferably at least about 4:1 , and most preferably the dimethicone copolyols have only propylene oxide substituents and no ethylene oxide substituents.
  • a preferred commercially available linear type dimethicone copolyol, useful herein, is Abil B 8830® (manufactured by the Goldschmidt Chemical Corporation), (v) polypropylene glycol
  • Polypropylene glycol useful herein has a weight average molecular weight of preferably from about 200 g/mol to about 100,000 g/mol, more preferably from about 1 ,000 g/mol to about 60,000 g/mol. Without intending to be limited by theory, it is believed that the polypropylene glycol herein deposits onto, or is absorbed into hair to act as a moisturizer buffer, and/or provides one or more other desirable hair conditioning benefits.
  • polypropylene glycol includes single-polypropylene glycol-chain segment polymers, and multi-polypropylene glycol-chain segment polymers.
  • the general structure of branched polymers such as the multi-polypropylene glycol-chain segment polymers herein are described, for example, in "Principles of Polymerization,” pp. 17-19, G. Odian, (John Wiley & Sons, Inc., 3 rd ed., 1991 ).
  • the polypropylene glycols herein are typically polydisperse polymers.
  • the polypropylene glycols useful herein have a polydispersity of from about 1 to about 2. ⁇ , preferably from about 1 to about 2, and more preferably from about 1 to about 1. ⁇ .
  • the term "polydispersity" indicates the degree of the molecular weight distribution of the polymer sample. Specifically, the polydispersity is a ratio, greater than 1 , equal to the weight average molecular weight divided by the number average molecular weight.
  • the polypropylene glycol useful herein may be either water-soluble, water- insoluble, or may have a limited solubility in water, depending upon the degree of polymerization and whether other moieties are attached thereto.
  • the desired solubility of the polypropylene glycol in water will depend in large part upon the form (e.g., leave-on, or rinse-off form) of the hair care composition.
  • the solubility in water of the polypropylene glycol herein may be chosen by the artisan according to a variety of factors. Accordingly, for a leave-on hair care composition, it is preferred that the polypropylene glycol herein be a water- soluble polypropylene glycol.
  • Solubility information is readily available from polypropylene glycol suppliers, such as Sanyo Kasei (Osaka, Japan).
  • the present invention may also take the form of a rinse-off hair care composition. Without intending to be limited by theory, it is believed that in such a composition, a water-soluble polypropylene glycol may be too easily washed away before it effectively deposits on hair and provides the desired benefit(s). For such a composition, a less soluble, or even a water-insoluble polypropylene glycol is therefore preferred.
  • the polypropylene glycol herein has a solubility in water at 2 ⁇ °C of less than about 1 g/100 g water, more preferably a solubility in water of less than about O. ⁇ g/100 g water, and even more preferably a solubility in water of less than about 0.1 g/100 g water.
  • the polypropylene glycol is selected from the group consisting of a single-polypropylene glycol-chain segment polymer, a multi-polypropylene glycol-chain segment polymer, and mixtures thereof, more preferably selected from the group consisting of a single-polypropylene glycol-chain segment polymer of Formula I, below, a multi-polypropylene glycol-chain segment polymer of Formula II, below, and mixtures thereof.
  • a highly preferred single-polypropylene glycol-chain segment polymer has the formula: HO-(C 3 H 6 0) a H (III), wherein a is a value from about 4 to about 400, preferably from about 20 to about 100, and more preferably from about 20 to about 40.
  • the single-polypropylene glycol-chain segment polymer useful herein is typically inexpensive, and is readily available from, for example, Sanyo Kasei (Osaka, Japan), Dow Chemicals (Midland, Michigan, USA), Calgon Chemical, Inc. (Skokie, Illinois, USA), Arco Chemical Co. (Newton Square Pennsylvania, USA), Witco Chemicals Corp. (Greenwich, Connecticut, USA), and PPG Specialty Chemicals (Gurnee, Illinois, USA).
  • a highly preferred multi-polypropylene glycol-chain segment polymer has the formula:
  • n is a value from about 0 to about 10, preferably from about 0 to about 7, and more preferably from about 1 to about 4.
  • each R" is independently selected from the group consisting of H, and C ⁇ -C 30 alkyl, and preferably each R" is independently selected from the group consisting of H, and CrC 4 alkyl.
  • c and d are independently a value from about 0 to about 2, preferably from about 0 to about 1.
  • the total of b + c + d is at least about 2, preferably the total of b + c + d is from about 2 to about 3.
  • Each e is independently a value of 0 or 1 , if n is from about 1 to about 4, then e is preferably equal to 1.
  • x, y, and z is independently a value of from about 1 to about 120, preferably from about 7 to about 100, and more preferably from about 7 to about 100, where x + y + z is greater than about 20. Examples of the multi-polypropylene glycol-chain segment polymer of
  • one or more of the propylene repeating groups in the polypropylene glycol is an isopropyl oxide repeating group. More preferably one or more of the propylene oxide repeating groups of the polypropylene glycol of Formula III and/or the polypropylene glycol of Formula IV is an isopropyl oxide repeating group. Even more preferably, substantially all of the propylene oxide repeating groups of the polypropylene glycol of Formula III and/or the polypropylene glycol of Formula IV are isopropyl oxide repeating groups. Accordingly, a highly preferred single-polypropylene glycol-chain segment polymer has the formula:
  • a is defined as described above for Formula III.
  • a highly preferred multi-polypropylene glycol-chain segment polymer has the formula:
  • n, R", b, c, d, e, x, y, and z are defined as above, for Formula IV. It is recognized that the isopropyl oxide repeating groups may also correspond either alone, or in combination with the above depicted, to:
  • the polypropylene glycol useful herein is readily available from, for example, Sanyo Kasei (Osaka, Japan) as New pol PP-2000, New pol PP-4000, New pol GP-4000, and New pol SP-4000, from Dow Chemicals (Midland, Michigan, USA), from Calgon Chemical, Inc. (Skokie, Illinois, USA), from Arco Chemical Co. (Newton Square Pennsylvania, USA), from Witco Chemicals Corp. (Greenwich, Connecticut, USA), and from PPG Specialty Chemicals (Gurnee, Illinois, USA).
  • Pentaerythritol ester oils useful herein are those having the formula:
  • R 1 , R 2 , R 3 , and R 4 independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
  • R 1 , R 2 , R 3 , and R 4 are branched, straight, saturated, or unsaturated alkyl groups having from about 8 to about 22 carbons.
  • R 1 , R 2 , R 3 and R 4 are defined so that the molecular weight of the compound is from about 800 to about 1200.
  • pentaerythritol ester oils herein include pentaerythritol tetraisostearate, pentaerythritol tetraoleate, and mixtures thereof.
  • Such compounds are available from Kokyu Alcohol with tradenames KAKPTI, KAKTTI.
  • the hair conditioning composition of the present invention may further contain amphoteric conditioning polymers.
  • the amphoteric conditioning polymers herein are those compatible with other components, and which provide conditioning benefit to the hair. Although some of the amphoteric conditioning polymers herein may have some hair holding or hair fixative properties, such hair holding or hair fixative properties are not a requirement for the amphoteric conditioning polymers herein.
  • the amphoteric conditioning polymers useful herein are those including at least one cationic monomer and at least one anionic monomer; the cationic monomer being quaternary ammonium, preferably dialkyl diallyl ammonium chloride or carboxylamidoalkyl trialkyl ammonium chloride; and the anionic monomer being carboxylic acid.
  • the amphoteric conditioning polymers herein may include nonionic monomers such as acrylamine, methacrylate, or ethacrylate. Further, the amphoteric conditioning polymers useful herein do not contain betanized monomers.
  • polymers with the CTFA name Polyquatemium 22, Polyquatemium 39, and Polyquatemium 47 are, for example, copolymers consisting of dimethyldiallyl ammonium chloride and acrylic acid, terpolymers consisting of dimethyldiallyl ammonium chloride and acrylamide, and terpolymers consisting of acrylic acid methacrylamidopropyl trimethylammonium chloride and methyl acrylate such as those of the following formula wherein the ratio of n 6 :n 7 :n 8 is 4 ⁇ :4 ⁇ :10:
  • amphoteric conditioning polymers herein include Polyquatemium 22 with tradenames MERQUAT 280, MERQUAT 29 ⁇ , Polyquatemium 39 with tradenames MERQUAT PLUS 3330, MERQUAT PLUS 3331 , and Polyquatemium 47 with tradenames MERQUAT 2001 , MERQUAT 2001 N, all available from Calgon Corporation.
  • polymers resulting from the copolymerisation of a vinyl monomer carrying at least one carboxyl group such as acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, crotonic acid, or alphachloroacrylic acid, and a basic monomer which is a substituted vinyl compound containing at least one basic nitrogen atom, such as dialkylaminoalkyl methacrylates and acrylates and dialkylaminoalkylmethacrylamides and acrylamides.
  • the N-substituted acrylamides or methacrylamides which are most particularly preferred are the groups in which the alkyl radicals contain from 2 to 12 carbon atoms, especially N-ethylacrylamide, N-tert.-butylacrylamide, N-tert- octylacrylamide, N-octylacrylamide, N-decylacrylamide and N-dodecylacrylamide and also the corresponding methacrylamides.
  • the acid comonomers are chosen more particularly from amongst acrylic, methacrylic, crotonic, itaconic, maleic and fumaric acids and also the alkyl monoesters of maleic acid or fumaric acid in which alkyl has 1 to 4 carbon atoms.
  • the preferred basic comonomers are aminoethyl, butylaminoethyl, N,N'- dimethylaminoethyl and N-tert.-butylaminoethyl methacrylates.
  • Commercially available amphoteric conditioning polymers herein include octylacrylamine/acrylates/butylaminoethyl methacrylate copolymers with the tradenames AMPHOMER, AMPHOMER SH701 , AMPHOMER 28-4910, AMPHOMER LV71 , and AMPHOMER LV47 supplied by National Starch & Chemical.
  • the hair conditioning compositions of the present invention may further contain humectants.
  • the humectants herein are selected from the group consisting of polyhydric alcohols, water soluble alkoxylated nonionic polymers, and mixtures thereof.
  • Polyhydric alcohols useful herein include glycerin, sorbitol, propylene glycol, butylene glycol, hexylene glycol, ethoxylated glucose, 1 , 2-hexane diol, hexanetriol, dipropylene glycol, erythritol, trehalose, diglycerin, xylitol, maltitol, maltose, glucose, fructose, sodium chondroitin sultate, sodium hyaluronate, sodium adenosin phosphate, sodium lactate, pyrrolidone carbonate, glucosamine, cyclodextrin, and mixtures thereof.
  • Some polyhydric alcohols herein can also be used as a solvent in the hair styling compositions of the present invention.
  • Water soluble alkoxylated nonionic polymers useful herein include polyethylene glycols and polypropylene glycols having a molecular weight of up to about 1000 such as those with CTFA names PEG-200, PEG-400, PEG-600, PEG-1000, and mixtures thereof.
  • humectants herein include: glycerin with tradenames STAR and SUPEROL available from The Procter & Gamble Company, CRODEROL GA7000 available from Croda Universal Ltd., PRECERIN series available from Unichema, and a same tradename as the chemical name available from NOF; propylene glycol with tradename LEXOL PG-86 ⁇ /8 ⁇ available from Inolex, 1 ,2-PROPYLENE GLYCOL USP available from BASF; sorbitol with tradenames LIPONIC series available from Lipo, SORBO, ALEX, A-62 ⁇ , and A-641 available from ICI, and UNISWEET 70, UNISWEET CONC available from UPI; dipropylene glycol with the same tradename available from BASF; diglycerin with tradename DIGLYCEROL available from Solvay GmbH; xylitol with the same tradename available from Kyowa and Eizai; maltitol with tradename MALBIT available from Hayashibar
  • High melting point fatty compound can be included in the hair styling compositions and/or hair conditioning compositions of the present invention.
  • the high melting point fatty compounds useful herein have a melting point of
  • fatty alcohols 2 ⁇ °C or higher, and is selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, and mixtures thereof.
  • the high melting fatty compound together with a cationic surfactant such as an amidoamine and an aqueous carrier, provide a gel network which is suitable for providing various conditioning benefits such as slippery and slick feel on wet hair, and softness, moisturized feel, and fly-away control on dry hair.
  • a cationic surfactant such as an amidoamine and an aqueous carrier
  • the compounds disclosed in this section of the specification can in some instances fall into more than one classification, e.g., some fatty alcohol derivatives can also be classified as fatty acid derivatives.
  • a given classification is not intended to be a limitation on that particular compound, but is done so for convenience of classification and nomenclature.
  • certain compounds having certain required carbon atoms may have a melting point of less than 2 ⁇ °C. Such compounds of low melting point are not intended to be included in this section.
  • Nonlimiting examples of the high melting point compounds are found in International Cosmetic Ingredient Dictionary, Fifth Edition, 1993, and CTFA Cosmetic Ingredient Handbook, Second Edition, 1992.
  • the fatty alcohols useful herein are those having from about 14 to about
  • fatty alcohols are saturated and can be straight or branched chain alcohols.
  • fatty alcohols include, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.
  • the fatty acids useful herein are those having from about 10 to about 30 carbon atoms, preferably from about 12 to about 22 carbon atoms, and more preferably from about 16 to about 22 carbon atoms. These fatty acids are saturated and can be straight or branched chain acids. Also included are diacids, triacids, and other multiple acids which meet the requirements herein. Also included herein are salts of these fatty acids.
  • Nonlimiting examples of fatty acids include lauric acid, palmitic acid, stearic acid, behenic acid, sebacic acid, and mixtures thereof.
  • the fatty alcohol derivatives and fatty acid derivatives useful herein include alkyl ethers of fatty alcohols, alkoxylated fatty alcohols, alkyl ethers of alkoxylated fatty alcohols, esters of fatty alcohols, fatty acid esters of compounds having esterifiable hydroxy groups, hydroxy-substituted fatty acids, and mixtures thereof.
  • Nonlimiting examples of fatty alcohol derivatives and fatty acid derivatives include materials such as methyl stearyl ether; the ceteth series of compounds such as ceteth-1 through ceteth-4 ⁇ , which are ethylene glycol ethers of cetyl alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; the steareth series of compounds such as steareth-1 through 10, which are ethylene glycol ethers of steareth alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; ceteareth 1 through ceteareth-10, which are the ethylene glycol ethers of ceteareth alcohol, i.e.
  • High melting point fatty compounds of a single compound of high purity are preferred.
  • Single compounds of pure fatty alcohols selected from the group of pure cetyl alcohol, stearyl alcohol, and behenyl alcohol are highly preferred.
  • pure herein, what is meant is that the compound has a purity of at least about 90%, preferably at least about 95%.
  • high melting point fatty compounds useful herein include: cetyl alcohol, stearyl alcohol, and behenyl alcohol having tradenames KONOL series available from Shin Nihon Rika (Osaka, Japan), and NAA series available from NOF (Tokyo, Japan); pure behenyl alcohol having tradename 1- DOCOSANOL available from WAKO (Osaka, Japan), various fatty acids having tradenames NEO-FAT available from Akzo (Chicago Illinois, USA), HYSTRENE available from Witco Corp. (Dublin Ohio, USA), and DERMA available from Vevy (Genova, Italy).
  • Cationic conditioning agents can be included in the hair conditioning compositions of the present invention.
  • the cationic conditioning agent useful herein is selected from the group consisting of cationic surfactants, cationic polymers, and mixtures thereof.
  • cationic surfactants can also be included in the hair styling compositions of the present invention.
  • Cationic conditioning agents are selected according to the compatibility with other components, and the desired characteristic of the product.
  • the cationic conditioning agent together with the high melting point fatty compounds, provide a gel network suitable for providing various conditioning benefits such as slippery and slick feel on wet hair, and such as softness, moisturized feel, and fly-away control on dry hair.
  • Cationic surfactant can be included in the hair conditioning compositions of the present invention.
  • the cationic conditioning agent useful herein is selected from the group consisting of cationic surfactants, cationic polymers, and mixtures thereof.
  • cationic surfactants can also be included in the hair styling compositions of the present invention.
  • the cationic surfactant useful herein is any known to the artisan.
  • cationic surfactants useful herein are those corresponding to the general formula (I):
  • R1 , R 2 , R3, and R ⁇ is selected from an aliphatic group of from 8 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 22 carbon atoms
  • the remainder of R1 , R2, R3, and R4 are independently selected from an aliphatic group of from 1 to about 22 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 22 carbon atoms
  • X is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, and alkyl sulfonate radicals.
  • the aliphatic groups can contain, in addition to carbon and hydrogen atoms, ether linkages, and other groups such as amino groups.
  • the longer chain aliphatic groups e.g., those of about 12 carbons, or higher, can be saturated or unsaturated.
  • R1 , R2, R3, and R4 are independently selected from C-j to about C22 alkyl.
  • Nonlimiting examples of cationic surfactants useful in the present invention include the materials having the following CTFA designations: quaternium-8, quaternium-14, quaternium-18, quaternium-18 methosulfate, quaternium-24, and mixtures thereof.
  • cationic surfactants of general formula (I) preferred are those containing in the molecule at least one alkyl chain having at least 16 carbons.
  • preferred cationic surfactants include: behenyl trimethyl ammonium chloride available, for example, with tradename INCROQUAT TMC-80 from Croda and ECONOL TM22 from Sanyo Kasei; cetyl trimethyl ammonium chloride available, for example, with tradename CA-2350 from Nikko Chemicals, hydrogenated tallow alkyl trimethyl ammonium chloride, dialkyl (14-18) dimethyl ammonium chloride, ditallow alkyl dimethyl ammonium chloride, dihydrogenated tallow alkyl dimethyl ammonium chloride, distearyl dimethyl ammonium chloride, dicetyl dimethyl ammonium chloride, di(behenyl/arachidyl) dimethyl ammonium chloride, dibehenyl dimethyl ammonium chloride, stearyl dimethyl benz
  • hydrophilically substituted cationic surfactants in which at least one of the substituents contain one or more aromatic, ether, ester, amido, or amino moieties present as substituents or as linkages in the radical chain, wherein at least one of the Ri - R4 radicals contain one or more hydrophilic moieties selected from alkoxy (preferably C-j - C3 alkoxy), polyoxyalkylene (preferably C1 - C3 polyoxyalkylene), alkylamido, hydroxyalkyl, alkylester, and combinations thereof.
  • the hydrophilically substituted cationic conditioning surfactant contains from 2 to about 10 nonionic hydrophile moieties located within the above stated ranges.
  • Preferred hydrophilically substituted cationic surfactants include those of the formula (II) through (VIII) below:
  • n is from 8 to about 28, x+y is from 2 to about 40, Z " ! is a short chain alkyl, preferably a C-
  • Z is an alkyl, preferably a C ⁇ -
  • C3 alkyl more preferably methyl
  • ? is a short chain hydroxyalkyl, preferably hydroxymethyl or hydroxyethyl
  • p and q independently are integers from 2 to 4, inclusive, preferably from 2 to 3, inclusive, more preferably 2
  • R ⁇ and R1 independently, are substituted or unsubstituted hydrocarbyls, preferably C12 - C20 alkyl or alkenyl
  • X is a salt forming anion as defined above;
  • R1 3 is a hydrocarbyl, preferably a C-i - C3 alkyl, more preferably methyl
  • Z4 and Z 5 are, independently, short chain hydrocarbyls, preferably C2 - C4 alkyl or alkenyl, more preferably ethyl
  • a is from 2 to about 40, preferably from about 7 to about 30, and
  • X is a salt forming anion as defined above;
  • R 84 and R 85 are C-] - C3 alkyl, preferably methyl
  • Z 6 is a C12 - C22 hydrocarbyl, alkyl carboxy or alkylamido
  • A is a protein, preferably a collagen, keratin, milk protein, silk, soy protein, wheat protein, or hydrolyzed forms thereof
  • X is a salt forming anion as defined above;
  • Nonlimiting examples of hydrophilically substituted cationic surfactants useful in the present invention include the materials having the following CTFA designations: quaternium-16, quaternium-26, quaternium-27, quaternium-30, quaternium-33, quatemium-43, quaternium- ⁇ 2, quaternium-53, quatemium-56, quatemium-60, quaternium-61 , quatemium-62, quaternium-70, quaternium-71 , quaternium-72, quaternium-7 ⁇ , quatemium-76 hydrolyzed collagen, quatemium-77, quaternium- 78, quaternium-79 hydrolyzed collagen, quaternium-79 hydrolyzed keratin, quaternium-79 hydrolyzed milk
  • hydrophilically substituted cationic surfactants include dialkylamido ethyl hydroxyethylmonium salt, dialkylamidoethyl dimonium salt, dialkyloyl ethyl hydroxyethylmonium salt, dialkyloyl ethyldimonium salt, and mixtures thereof; for example, commerically available under the following tradenames; VARISOFT 110, VARIQUAT K1215 and 638 from Witco Chemical, MACKPRO KLP, MACKPRO WLW, MACKPRO MLP, MACKPRO NSP, MACKPRO NLW, MACKPRO WWP, MACKPRO NLP, MACKPRO SLP from Mclntyre, ETHOQUAD 18/25, ETHOQUAD O/12PG, ETHOQUAD C/25, ETHOQUAD S/25, and ETHODUOQUAD from Akzo, DEHYQUAT SP from Henkel, and ATLAS G26 ⁇ from ICI Americas.
  • Amines are suitable as cationic surfactants.
  • Primary, secondary, and tertiary fatty amines are useful. Particularly useful are tertiary amido amines having the following general formula:
  • Exemplary tertiary amido amines include: stearamidopropyldimethylamine, stearamidopropyldiethylamine, stearamidoethyldiethylamine, stearamidoethyldimethylamine, palmitamidopropyldimethylamine, palmitamidopropyldiethylamine, palmitamidoethyldiethylamine, palmitamidoethyldimethylamine, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethylamine, behenamidoethyldimethylamine, arachidamidopropyldimethylamine, arachidamidopropyldiethylamine, arachidamidoethyldiethylamine, arachidamidoethyldimethylamine, diethylaminoethylstear
  • dimethylstearamine dimethylsoyamine, soyamine, myristylamine, tridecylamine, ethylstearylamine, N- tallowpropane diamine, ethoxylated (with ⁇ moles of ethylene oxide) stearylamine, dihydroxyethylstearylamine, and arachidylbehenylamine.
  • Useful amines in the present invention are disclosed in U.S. Patent 4,27 ⁇ ,0 ⁇ , Nachtigal, et al.
  • amines can also be used in combination with acids such as £- glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, tartaric acid, citric acid, f-glutamic hydrochloride, maleic acid, and mixtures thereof; more preferably ⁇ -glutamic acid, lactic acid, citric acid.
  • the amines herein are preferably partially neutralized with any of the acids at a molar ratio of the amine to the acid of from about 1 : 0.3 to about 1 : 2, more preferably from about 1 : 0.4 to about 1 : 1.
  • the term "polymer” shall include materials whether made by polymerization of one type of monomer or made by two (i.e., copolymers) or more types of monomers.
  • the cationic polymer is a water-soluble cationic polymer.
  • water soluble cationic polymer, what is meant is a polymer which is sufficiently soluble in water to form a substantially clear solution to the naked eye at a concentration of 0.1 % in water (distilled or equivalent) at 2 ⁇ °C.
  • the preferred polymer will be sufficiently soluble to form a substantially clear solution at 0.6% concentration, more preferably at 1.0% concentration.
  • the cationic polymers hereof will generally have a weight average molecular weight which is at least about ⁇ ,000, typically at least about 10,000, and is less than about 10 million. Preferably, the molecular weight is from about 100,000 to about 2 million.
  • the cationic polymers will generally have cationic nitrogen-containing moieties such as quaternary ammonium or cationic amino moieties, and mixtures thereof.
  • the cationic charge density is preferably at least about 0.1 meq/gram, more preferably at least about 1.5 meq/gram, even more preferably at least about 1.1 meq/gram, still more preferably at least about 1.2 meq/gram.
  • Cationic charge density of the cationic polymer can be determined according to the Kjeldahl Method. Those skilled in the art will recognize that the charge density of amino-containing polymers may vary depending upon pH and the isoelectric point of the amino groups. The charge density should be within the above limits at the pH of intended use.
  • any anionic counterions can be utilized for the cationic polymers so long as the water solubility criteria is met. Suitable counterions include halides (e.g., CI, Br, I, or F, preferably CI, Br, or I), sulfate, and methylsulfate. Others can also be used, as this list is not exclusive.
  • the cationic nitrogen-containing moiety will be present generally as a substituent, on a fraction of the total monomer units of the cationic hair conditioning polymers.
  • the cationic polymer can comprise copolymers, terpolymers, etc. of quaternary ammonium or cationic amine-substituted monomer units and other non-cationic units referred to herein as spacer monomer units.
  • Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as acrylamide, methacrylamide, alkyl and dialkyl acrylamides, alkyl and dialkyl methacrylamides, alkyl acrylate, alkyl methacrylate, vinyl caprolactone, and vinyl pyrrolidone.
  • the alkyl and dialkyl substituted monomers preferably have C-
  • Suitable spacer monomers include vinyl esters, vinyl alcohol (made by hydrolysis of polyvinyl acetate), maleic anhydride, propylene glycol, and ethylene glycol.
  • the cationic amines can be primary, secondary, or tertiary amines, depending upon the particular species and the pH of the composition. In general, secondary and tertiary amines, especially tertiary amines, are preferred.
  • Amine-substituted vinyl monomers can be polymerized in the amine form, and then optionally can be converted to ammonium by a quaternization reaction.
  • Amines can also be similarly quaternized subsequent to formation of the polymer.
  • tertiary amine functionalities can be quaternized by reaction with a salt of the formula R'X wherein R' is a short chain alkyl, preferably a C1 - C7 alkyl, more preferably a C'l - C3 alkyl, and X is an anion which forms a water soluble salt with the quaternized ammonium.
  • Suitable cationic amino and quaternary ammonium monomers include, for example, vinyl compounds substituted with dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, monoalkylaminoalkyl acrylate, monoalkylaminoalkyl methacrylate, trialkyl methacryloxyalkyl ammonium salt, trialkyl acryloxyalkyl ammonium salt, diallyl quaternary ammonium salts, and vinyl quaternary ammonium monomers having cyclic cationic nitrogen-containing rings such as pyridinium, imidazolium, and quaternized pyrrolidone, e.g., alkyl vinyl imidazolium, alkyl vinyl pyridinium, alkyl vinyl pyrrolidone salts.
  • the alkyl portions of these monomers are preferably lower alkyls such as the C ⁇ - C3 alkyls, more preferably C ⁇ and C2 alkyls.
  • Suitable amine-substituted vinyl monomers for use herein include dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, dialkylaminoalkyl acrylamide, and dialkylaminoalkyl methacrylamide, wherein the alkyl groups are preferably C-) - C7 hydrocarbyls, more preferably C-] - C3, alkyls.
  • the cationic polymers hereof can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers.
  • Suitable cationic hair conditioning polymers include, for example: copolymers of 1 -vinyl-2-pyrrolidone and 1 -vinyl-3-methylimidazolium salt (e.g., chloride salt) (referred to in the industry by the Cosmetic, Toiletry, and Fragrance
  • CTFA Cosmetic Advanced Chemical Analysis
  • Polyquatemium-16 such as those commercially available from BASF Wyandotte Corp. (Parsippany, NJ, USA) under the LUVIQUAT tradename (e.g., LUVIQUAT FC 370); copolymers of 1 -vinyl-2- pyrrolidone and dimethylaminoethyl methacrylate (referred to in the industry by CTFA as Polyquaternium-11 ) such as those commercially available from Gaf Corporation (Wayne, NJ, USA) under the GAFQUAT tradename (e.g., GAFQUAT 75 ⁇ N); cationic diallyl quaternary ammonium-containing polymers, including, for example, dimethyldiallylammonium chloride homopolymer and copolymers of acrylamide and dimethyldiallylammonium chloride, referred to in the industry (CTFA) as Polyquatemium 6 and Polyquatemium 7, respectively; and mineral acid salts of amino-alkyl esters of homo- and co-pol
  • cationic polymers that can be used include polysaccharide polymers, such as cationic cellulose derivatives and cationic starch derivatives.
  • Cationic polysaccharide polymer materials suitable for use herein include those of the formula:
  • A is an anhydroglucose residual group, such as a starch or cellulose anhydroglucose residual
  • R is an alkylene oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof
  • R ⁇ , R2, and p independently are alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms, and the total number of carbon atoms for each cationic moiety (i.e., the sum of carbon atoms in R1 , R2 and R 8 ) preferably being about 20 or less
  • X is an anionic counterion, as previously described.
  • Cationic cellulose is available from Amerchol Corp. (Edison, NJ, USA) in their Polymer JR® and LR® series of polymers, as salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquatemium 10.
  • CTFA trimethyl ammonium substituted epoxide
  • Another type of cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquatemium 24. These materials are available from Amerchol Corp. (Edison, NJ, USA) under the tradename Polymer LM-200®.
  • cationic polymers that can be used include cationic guar gum derivatives, such as guar hydroxypropyltrimonium chloride (commercially available from Celanese Corp. in their Jaguar R series).
  • Other materials include quaternary nitrogen-containing cellulose ethers (e.g., as described in U.S. Patent 3,962,418, incorporated herein by reference), and copolymers of etherified cellulose and starch (e.g., as described in U.S. Patent 3,9 ⁇ 8, ⁇ 81 , incorporated herein by reference.)
  • Nonionic surfactants can be included in the hair styling compositions and/or hair conditioning compositions of the present invention.
  • Nonionic surfactants useful herein include those compounds produced by condensation of alkylene oxide groups, hydrophilic in nature, with an organic hydrophobic compound, which may be aliphatic or alkyl aromatic in nature.
  • nonionic surfactants for use in the shampoo compositions include the following:
  • polyethylene oxide condensates of alkyl phenols e.g., the condensation products of alkyl phenols having an alkyl group containing from about 6 to about 20 carbon atoms in either a straight chain or branched chain configuration, with ethylene oxide, the said ethylene oxide being present in amounts equal to from about 10 to about 60 moles of ethylene oxide per mole of alkyl phenol; (2) those derived from the condensation of ethylene oxide with the product resulting from the reaction of propylene oxide and ethylene diamine products;
  • ethylene oxide e.g., a coconut alcohol ethylene oxide condensate having from about 10 to about 30 moles of ethylene oxide per mole of coconut alcohol, the coconut alcohol fraction having from about 10 to about 14 carbon atoms;
  • R1 contains an alkyl, alkenyl or monohydroxy alkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 ethylene oxide moieties, and from
  • R2 and R3 contain from about 1 to about 3 carbon atoms and from 0 to about 1 hydroxy group, e.g., methyl, ethyl, propyl, hydroxyethyl, or hydroxypropyl radicals;
  • long chain dialkyl sulfoxides containing one short chain alkyl or hydroxy alkyl radical of from 1 to about 3 carbon atoms (usually methyl) and one long hydrophobic chain which include alkyl, alkenyl, hydroxy alkyl, or keto alkyl radicals containing from about 8 to about 20 carbon atoms, from 0 to about 10 ethylene oxide moieties and from 0 to 1 glyceryl moieties;
  • alkyl polysaccharide (APS) surfactants e.g. alkyl polyglycosides
  • alkyl polysaccharide (APS) surfactants e.g. alkyl polyglycosides
  • examples of which are described in U.S. Patent 4, ⁇ 6 ⁇ , 647, which is incorporated herein by reference in its entirety, and which discloses APS surfactants having a hydrophobic group with about 6 to about 30 carbon atoms and a polysaccharide (e.g., polyglycoside) as the hydrophilic group; optionally, there can be a polyalkylene-oxide group joining the hydrophobic and hydrophilic moieties; and the alkyl group (i.e., the hydrophobic moiety) can be saturated or unsaturated, branched or unbranched, and unsubstituted or substituted
  • alkyl polyglucoside which is commercially available from Henkel, ICI Americas, and Seppic;
  • polyoxyethylene alkyl ethers such as those of the formula RO(CH2CH20)nH and polyethylene glycol (PEG) glyceryl fatty esters, such as those of the formula R(0)OCH2CH(OH)CH2(OCH2CH2)nOH, wherein n is from 1 to about 200, preferably from about 20 to about 100, and R is an alkyl having from about 8 to about 22 carbon atoms.
  • PEG polyethylene glycol
  • ethylene glycol ethers of fatty alcohols as described in the above (3) or (8) are used as the nonionic surfactants in the composition of the present invention.
  • Ethylene glycol ethers of fatty alcohols useful herein include any ethylene glycol ethers of fatty alcohols which are suitable for use in a hair conditioning composition.
  • the ethylene glycol ethers of fatty alcohols include; the ceteth series of compounds such as ceteth-1 through ceteth-45, which are ethylene glycol ethers of cetyl alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; the steareth series of compounds such as steareth-1 through 100, which are ethylene glycol ethers of steareth alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; ceteareth 1 through ceteareth- ⁇ O, which are the ethylene glycol ethers of ceteareth alcohol, i.e.
  • Preferred for use herein is ceteareth-20.
  • polyethylene glycol derivatives of glycerides as described in the above (8) are used as the nonionic surfactants in the composition of the present invention.
  • Polyethylene glycol derivatives of glycerides useful herein include any polyethylene glycol derivative of glycerides which are water-soluble and which are suitable for use in a hair conditioning composition.
  • Suitable polyethylene glycol derivatives of glycerides for use herein include derivatives of mono-, di- and tri-glycerides and mixtures thereof.
  • polyethylene glycol derivatives of glycerides suitable herein are those which conform to the general formula (I):
  • Suitable polyethylene glycol derivatives of glycerides can be polyethylene glycol derivatives of hydrogenated castor oil.
  • PEG-60 hydrogenated castor oil PEG-60 hydrogenated castor oil.
  • Other suitable polyethylene glycol derivatives of glycerides can be polyethylene glycol derivatives of stearic acid. For example, PEG-30 stearate,
  • compositions herein 100 stearate, PEG-120 stearate, and PEG-160 stearate.
  • Preferred for use in the compositions herein is PEG-100 stearate.
  • Low melting point oils can be included in the hair styling compositions and/or hair conditioning compositions of the present invention.
  • the low melting point oil useful herein is selected from the group consisting of hydrocarbon having from 10 to about 40 carbon atoms, unsaturated fatty alcohols having from about 10 to about 30 carbon atoms, unsaturated fatty acids having from about 10 to about 30 carbon atoms, fatty acid derivatives, fatty alcohol derivatives, ester oils, poly ⁇ -olefin oils, and mixtures thereof.
  • Fatty alcohols useful herein include those having from about 10 to about
  • fatty alcohols are unsaturated and can be straight or branched chain alcohols.
  • Suitable fatty alcohols include, for example, oleyl alcohol, isostearyl alcohol, tridecylalcohol, decyl tetradecyl alcohol, and octyl dodecyl alcohol. These alcohols are available, for example, from Shinnihon Rika.
  • Low melting point oils useful herein include pentaerythritol ester oils, trimethylol ester oils, poly ⁇ -olefin oils, citrate ester oils, glyceryl ester oils, and mixtures thereof, and the ester oil useful herein is water-insoluble.
  • water-insoluble means the compound is substantially not soluble in water at 2 ⁇ °C; when the compound is mixed with water at a concentration by weight of above 1.0%, preferably at above 0. ⁇ %, the compound is temporarily dispersed to form an unstable colloid in water, then is quickly separated from water into two phases.
  • Pentaerythritol ester oils useful herein are those having the following formula: wherein R 1 , R 2 , R 3 , and R 4 , independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
  • R 1 , R 2 , R 3 , and R 4 independently, are branched, straight, saturated, or unsaturated alkyl groups having from about 8 to about 22 carbons. More preferably, R 1 , R 2 , R 3 and R 4 are defined so that the molecular weight of the compound is from about 800 to about 1200.
  • Trimethylol ester oils useful herein are those having the following formula:
  • R 11 is an alkyl group having from 1 to about 30 carbons
  • R 12 , R 13 , and R 14 independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
  • R 11 is ethyl and R 12 , R 13 , and R 14 , independently, are branched, straight, saturated, or unsaturated alkyl groups having from 8 to about 22 carbons. More preferably, R 11 , R 12 , R 13 and R 14 are defined so that the molecular weight of the compound is from about 800 to about 1200.
  • pentaerythritol ester oils and trimethylol ester oils herein include pentaerythritol tetraisostearate, pentaerythritol tetraoleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and mixtures thereof.
  • Such compounds are available from Kokyo Alcohol with tradenames KAKPTI, KAKTTI, and Shin-nihon Rika with tradenames PTO, ENUJERUBU TP3SO.
  • Poly ⁇ -olefin oils useful herein are those derived from 1-alkene monomers having from about 6 to about 16 carbons, preferably from about 6 to about 12 carbons atoms.
  • 1-alkene monomers useful for preparing the poly ⁇ -olefin oils include 1-hexene, 1-octene, 1-decene, 1- dodecene, 1-tetradecene, 1-hexadecene, branched isomers such as 4-methyl-1- pentene, and mixtures thereof.
  • Preferred 1-alkene monomers useful for preparing the poly ⁇ -olefin oils are 1-octene, 1-decene, 1-dodecene, 1- tetradecene, 1-hexadecene, and mixtures thereof.
  • Poly ⁇ -olefin oils useful herein further have a viscosity of from about 1 to about 3 ⁇ ,000 cst, a molecular weight of from about 200 to about 60,000, and a polydispersity of no more than about 3.
  • Poly ⁇ -olefin oils having a molecular weight of at least about 800 are useful herein. Such high molecular weight poly ⁇ -olefin oils are believed to provide long lasting moisturized feel to the hair. Poly ⁇ -olefin oils having a molecular weight of less than about 800 are useful herein. Such low molecular weight poly ⁇ -olefin oils are believed to provide a smooth, light, clean feel to the hair.
  • Particularly useful poly ⁇ -olefin oils herein include polydecenes with tradenames PURESYN 6 having a number average molecular weight of about ⁇ OO and PURESYN 100 having a number average molecular weight of about
  • Citrate ester oils useful herein are those having a molecular weight of at least about ⁇ OO having the following formula:
  • R 21 is OH or CH 3 COO
  • R 22 , R 23 , and R 24 independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
  • R 21 is OH
  • R 22 , R 23 , and R 24 independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and k -i 90 alkylaryl groups having from 8 to about 22 carbons. More preferably, R , R ,
  • R 23 and R 24 are defined so that the molecular weight of the compound is at least about 800.
  • citrate ester oils herein include triisocetyl citrate with tradename CITMOL 316 available from Bernel, triisostearyl citrate with tradename PELEMOL TISC available from Phoenix, and trioctyldodecyl citrate with tradename CITMOL 320 available from Bernel.
  • Glyceryl ester oils useful herein are those having a molecular weight of at least about ⁇ OO and having the following formula:
  • R 41 , R 42 , and R 43 are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
  • R 41 , R 42 , and R 43 independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 8 to about 22 carbons. More preferably, R 41 , R 42 , and R 43 are defined so that the molecular weight of the compound is at least about 800.
  • Particularly useful glyceryl ester oils herein include triisostearin with tradename SUN ESPOL G-318 available from Taiyo Kagaku, triolein with tradename CITHROL GTO available from Croda Surfactants Ltd., trilinolein with tradename EFADERMA-F available from Vevy, or tradename EFA- GLYCERIDES from Brooks.
  • a wide variety of other additional components can be formulated into the present compositions. These include: other conditioning agents such as hydrolyzed collagen with tradename Peptein 2000 available from Hormel, vitamin E with tradename Emix-d available from Eisai, panthenol available from Roche, panthenyl ethyl ether available from Roche, a mixture of Polysorbate 60 and Cetearyl Alcohol with tradename Polawax NF available from Croda Chemicals, glycerylmonostearate available from Stepan Chemicals, hydroxyethyl cellulose available from Aqualon, 3-pyridinecarboxy acid amide (niacinamide), hydrolysed keratin, proteins, plant extracts, and nutrients; preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolidinyl urea; pH adjusting agents, such as citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate; salts, in general, such as
  • the hair styling compositions as shown above can be prepared by any conventional method well known in the art.
  • the hair styling compositions of Example 1 is suitably made as follows: PVP/VA copolymer is added to water at about ⁇ 0°C with vigorous agitation, and dissolved in the water to form a premix. Under continued agitation, lsosteareth-20 and perfume are added, and then the premix is removed from the heat. Then, other remaining ingredients including polyquaternium-4 are added to the mixture.
  • the hair styling compositions of Example 2 is suitably made as follows: All the listed ingredients except for hydroxyethyl cellulose are added to water, and thoroughly mixing for 30 minutes to form a premix. In another vessel, hydroxyethy cellulose is added to water at about 70°C with vigorous agitation, and dissolved in the water until Jaguar is fully hydrated, and then the premix is added to the final mix with mild agitation.
  • Cyclomethicone is decamethylcyclopentasiloxane, available from General Electric *2 PEG modified glyceride: Tagat TO available from Goldschmidt Chemical *3 Dimethicone copolyol: Abil B 8830 available from Goldschmidt Chemical *4 Polypropylene glycol: New Pol PP-2000 available from Sanyo Kasei
  • Pentaerythritol ester oil pentaerythritol tetraisostearate with tradename
  • Cyclomethicone/Dimethicone Mixture of 1 ⁇ % of Dimethicone Gum and 8 ⁇ % of Cyclomethicone, wherein the Dimethicone gum has a molecular weight of from about 400,000 to about 600,000 and viscosity of from about
  • Cyclomethicone is decamethylcyclopentasiloxane) available from General Electric *3 ⁇ Kathon CG: Methylchloroisothiazolinone and Methylisothiazolinone available from Rohm & Haas. *36 Ditallow dimethyl ammonium chloride: Available from Witco Chemicals. *37 PEG-2M: Polyox obtained by Union Carbide. *38 Polysorbate 60, Cetearyl Alcohol: mixture sold as Polawax NF obtained by
  • the hair conditioning compositions as shown above can be prepared by any conventional method well known in the art.
  • the hair conditioning compositions of Cond.1- ⁇ are suitably made as follows:
  • the polymeric materials such as the thickening agents, amphoteric conditioning polymers, and cationic conditioning polymers, if present, are dispersed in water at room temperature, and mixed by vigorous agitation.
  • the frizz control agents if present, are added to the mixture, and mixed by vigorous agitation until fully dispersed.
  • the non-volatile silicone compound and volatile compound, if present, are also added to the mixture, and mixed by vigorous agitation until fully dispersed.
  • Neutralizing agent is added, if anionic polymers present, for neutralization.
  • the high melting point compounds and cationic surfactants, if included, are added to the mixture with agitation at above 70°C by either melting such components or by dissolving such components. Then the mixture is cooled to below 30°C, and then the remaining components, if included, are added to the mixture with agitation.
  • the hair conditioning composition of Cond. 6 is suitably made as follows:
  • the mixture is then cooled at a rate controlled to protect overall product integrity (this can occur by any convenient means).
  • compositions according the present invention is from about 6.0 to about 7.6.
  • the hair conditioning composition of Cond. 7 and 8 are suitably made as follows: When included in the composition, polymeric materials such as polypropylene glycol are dispersed in water at room temperature to make a polymer solution, and heated up to above 70°C. Amidoamine and acid, other cationic surfactants, and ester oil of low melting point oil, if present, are added in the solution with agitation. Then high melting point fatty compound, other low melting point oils, and benzyl alcohol, if present, are also added in the solution with agitation. The mixture thus obtained is cooled down to below 60°C, and the remaining components such as silicone compound are added with agitation, and further cooled down to about 30°C.
  • polymeric materials such as polypropylene glycol are dispersed in water at room temperature to make a polymer solution, and heated up to above 70°C.
  • Amidoamine and acid, other cationic surfactants, and ester oil of low melting point oil, if present, are added in the solution with
  • a hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond. 1 , wherein the compositions are packed into a pump-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition.
  • the pump-type container has one nozzle which dispenses the hair styling compositions together with the hair conditioning compositions.
  • the hair styling composition is mixed with the hair conditioning composition on hands, and then applied to hair.
  • a hair care kit comprises the hair styling composition of Styl.
  • the hair styling composition is packed into a first compartment
  • hair conditioning composition is packed into a second compartment
  • the first and second compartments are isolated by a breakable partition.
  • the hair styling composition is mixed with the hair conditioning composition in the sachet by breaking the breakable partitions, and then applied to hair.
  • a hair care kit comprises the hair styling composition of Styl. 2 and the hair conditioning composition of Cond. 3, wherein the compositions are packed into a pump-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition.
  • the pump-type container has one nozzle which dispenses the hair styling compositions together with the hair conditioning compositions.
  • the hair styling composition is mixed with the hair conditioning composition on hands, and then applied to hair.
  • a hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond. 4, wherein the compositions are packed into a sachet-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by a breakable partition.
  • the hair styling composition is mixed with the hair conditioning composition in the sachet by breaking the breakable partitions, and then applied to hair.
  • a hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond. ⁇ , wherein the compositions are packed into a pump-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition.
  • the pump-type container has one nozzle which dispenses the hair styling compositions together with the hair conditioning compositions.
  • the hair styling composition is mixed with the hair conditioning composition on hands, and then applied to hair.
  • a hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond. 6, wherein the compositions are packed into a pump-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition.
  • the pump-type container has one nozzle which dispenses the hair styling compositions together with the hair conditioning compositions.
  • the hair styling composition is mixed with the hair conditioning composition on hands, and then applied to hair.
  • a hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond.
  • a hair care kit comprises the hair styling composition of Styl. 2 and the hair conditioning composition of Cond.
  • compositions are packed into a sachet-type container having two compartments
  • the hair styling composition is packed into a first compartment
  • hair conditioning composition is packed into a second compartment
  • the first and second compartments are isolated by a breakable partition.
  • the hair styling composition is mixed with the hair conditioning composition in the sachet by breaking the breakable partitions, and then applied to hair.
  • the hair care kits of Examples 1-8 provide two separate hair care benefits, i.e., conditioning and styling benefits, from a single hair care product.
  • Mixtures of the hair styling compositions and the hair conditioning compositions provided by the hair care kits of Examples 1-8 provide well-balanced conditioning and styling benefits, i.e., can provide styling benefits such as hair style achievement, and hold and retention, while delivering improved conditioning benefits such as smoothness, softness, and reduction of friction.
  • the hair styling compositions and the hair conditioning compositions in the hair care kits of Examples 1-8 have better stability, since the compositions are isolated from each other in the kit prior to use.
  • Examples 1 , 2, and 4-6 can also provide improved frizz control benefit, and Examples 1-5 can retain good hair feel and appearance, i.e., provide reduced sticky, greasy, and stiff feeling. It is understood that the examples and embodiments described herein are for illustrative purposes only and that various modifications or changes in light thereof will be suggested to one skilled in the art without departing from its spirit and scope.

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Abstract

Disclosed is a hair care kit comprising: a hair styling composition comprising a styling polymer; and a hair conditioning composition comprising a conditioning agent; wherein the hair styling composition is isolated from the hair conditioning composition. Preferably, pump-type or sachet-type containers are used for the hair care kits of the present invention. The hair care kits of the present invention are used for applying a mixture of a hair styling composition and a hair conditioning composition to the hair.

Description

HAIR CARE KITS COMPRISING HAIR STYLING COMPOSITION AND HAIR CONDITIONING COMPOSITION
TECHNICAL FIELD
The present invention relates to a hair care kit comprising a hair styling composition and a hair conditioning composition.
BACKGROUND
Human hair becomes soiled due to its contact with the surrounding environment and from the sebum secreted by the scalp. The soiling of hair causes it to have a dirty feel and an unattractive appearance. The soiling of the hair necessitates shampooing with frequent regularity.
Shampooing cleans the hair by removing excess soil and sebum.
However, shampooing can leave the hair in a wet, tangled, and generally unmanageable state. Once the hair dries, it is often left in a dry, rough, lusterless, or frizzy condition due to removal of the hair's natural oils and other natural conditioning and moisturizing components.
Frizzy condition of the hair often causes an expanded and unruly hair and makes it difficult to control the hair style. For consumers who desire well aligned hair, such expanded and unruly hair is not desirable. The term "frizz control" herein means to control hair frizz, i.e., to reduce frizz condition of the hair or to prevent the hair from causing frizzy condition.
A variety of approaches have been developed to condition the hair, for example, to control hair frizz. These approaches range from post-shampoo application of hair conditioners such as leave-on and rinse-off products, to hair conditioning shampoos which attempt to both clean and condition the hair from a single product.
Although some consumers prefer the ease and convenience of a shampoo which includes conditioners, a substantial proportion of consumers prefer the more conventional conditioner formulations which are applied to the hair as a separate step from shampooing, usually subsequent to shampooing.
Conditioning formulations can be in the form of rinse-off products or leave-on products, and can be in the form of an emulsion, cream, gel, spray, and mousse. Such consumers who prefer the conventional conditioner formulations value the relatively higher conditioning effect, or convenience of changing the amount of conditioning depending on the condition of hair or amount of hair. Commonly, hair conditioning benefits are provided through the use of hair conditioning agents such as cationic surfactants, cationic polymers, silicone conditioning agents, hydrocarbon and other organic oils and solid aliphatics such as fatty alcohols. However, such conditioning agents are often impractical for using in the large amounts necessary to control hair frizz. Usage of large amounts of conditioning agents that work to control hair frizz by coating and weighing down the hair commonly results in a poor perception of hair cleanliness and hair feel, for example, leaving the hair and hands with a tacky, dirty, feeling.
Thus, there is a desire for a hair conditioning product which provides improved frizz control benefit in addition to other conditioning benefits such as smoothness, softness, and reduction of friction, while reducing sticky and greasy feeling.
In addition to such a desire for hair conditioning products, there also is a desire for a hair product that provides hair styling benefits, especially hair style achievement, and hold and retention. Such style retention is generally accomplished by temporary alteration of hair style/shape. A temporary alteration is one which can be removed by water or by shampooing. Temporary style alteration has generally been accomplished by means of the application of a separate composition or compositions from shampoo and/or conditioning compositions. The materials used to provide setting benefits have generally been resins or gums and have been applied in the form of leave-on products such as mousses, gels, waxes, creams, lotions, or sprays. Since the style hold is provided by resin materials which set-up on the hair, the hair tends to feel sticky or stiff after application. Thus, there is a desire for hair styling products having reduced sticky and stiff feeling. Further, for consumers who desire both conditioning benefits and styling benefits, there is a desire for obtaining the two separate hair care benefits, i.e., conditioning and styling benefits, from a single hair care product.
However, conventional hair styling conditioner products are not completely satisfactory in providing styling benefits such as hair style achievement, and hold and retention, while delivering improved conditioning benefits ' such as smoothness, softness, and reduction of friction. Furthermore, some hair styling conditioning products may have lower stability due to the compatibility between styling polymers and conditioning agents.
Based on the foregoing, there remains a desire for hair styling conditioner products which provide two separate hair care benefits, i.e., conditioning and styling benefits, from a single hair care product.
Furthermore, there remains a desire for hair styling conditioning products which have better stability.
Furthermore, there remains a desire for hair styling conditioning products which provide hair styling benefits such as hair style achievement, hold, and retention.
Furthermore, there remains a desire for hair styling conditioner products which provide improved conditioning benefits such as smoothness, softness, and reduction of friction. Furthermore, there remains a desire for hair styling conditioner products which provide improved frizz control benefit in addition to other conditioning benefits such as smoothness, softness, and reduction of friction.
Furthermore, there remains a desire for hair styling conditioner products which retain good hair feel and appearance, i.e., provide reduced sticky, greasy, and stiff feeling.
None of the existing art provides all of the advantages and benefits of the present invention.
SUMMARY The present invention is directed to a hair care kit comprising: a hair styling composition comprising a styling polymer; and a hair conditioning composition comprising a conditioning agent; wherein the hair styling composition is isolated from the hair conditioning composition.
These and other features, aspects, and advantages of the present invention will become evident to those skilled in the art from a reading of the present disclosure.
The hair care kit of the present invention can provide two separate hair care benefits, i.e., conditioning and styling benefits, from a single hair care product. The present invention provides hair care kits which are used for applying a mixture of a hair styling composition and a hair conditioning composition to the hair, the compositions being isolated in the kits prior to use.
It has been found that; when a hair conditioning composition and a hair styling composition are applied to the hair separately in a subsequent manner, well-balanced conditioning and styling benefits can not be obtained. It has been found that; depending on the order of the application, either hair conditioning compositions or hair styling compositions prevent the other from providing satisfactory benefits. However, it has been surprisingly found that; the mixture of a hair styling composition and a hair conditioning composition mixed immediately before application to the hair can provide well-balanced conditioning and styling benefits.
Furthermore, since the hair styling composition is isolated from the hair conditioning composition in the kit prior to use, the compositions comprised in the kit of the present invention have an improved stability compared to hair styling conditioning compositions containing both styling polymers and conditioning agents.
In one embodiment, the hair care kits of the present invention can further provide improved frizz control benefit in addition to other conditioning benefits. Such embodiment comprises hair conditioning compositions containing at least one material selected from the group consisting of: (i) silicone compounds which have a molecular weight of from about 100,000 to about 1 ,500,000 and have a viscosity of from about 500,000 to about 50,000,000mPa»s; (ii) frizz control agents; and (iii) mixtures thereof.
In another embodiment, the hair care kits of the present invention can further provide good hair feel and appearance, i.e., provide reduced sticky, greasy, and stiff feeling. Such embodiment comprises hair conditioning compositions containing at least one material selected from the group consisting of: (i) volatile compounds; (ii) thickening agent comprising carboxylic acid/ carboxylate copolymer; (iii) thickening system comprising at least 2 thickening agents selected from the group consisting of a hydrophobically modified cellulose ether, an acrylates copolymer, and a crosslinked polymer; (iv) a hydrophobically modified cellulose ether thickener; and (v) mixtures thereof. DETAILED DESCRIPTION
While the specification concludes with claims particularly pointing out and distinctly claiming the invention, it is believed the present invention will be better understood from the following description.
All percentages are by weight of the total composition unless otherwise indicated. All ratios are weight ratios unless otherwise indicated. All percentages, ratios, and levels of ingredients referred to herein are based on the actual amount of the ingredient, and do not include solvents, fillers, or other materials with which the ingredient may be combined as commercially available products, unless otherwise indicated.
As used herein, "comprising" means that other steps and other ingredients which do not affect the end result can be added. This term encompasses the terms "consisting of and "consisting essentially of. All cited references are incorporated herein by reference in their entireties.
Citation of any reference is not an admission regarding any determination as to its availability as prior art to the claimed invention.
HAIR CARE KIT The hair care kit of the present invention comprises a hair styling composition and a hair conditioning composition, wherein the hair styling composition is isolated from the hair conditioning composition. The hair care kits of the present invention are used for applying a mixture of a hair styling composition and a hair conditioning composition to the hair upon use, while the compositions are isolated in the kit for storage. In the hair care kits of the present invention, preferably, the hair conditioning composition and the hair styling composition are mixed immediately before applying to the hair.
In the hair care kit of the present invention, the hair styling composition and the hair conditioning composition can be packed into the same container comprising two compartments, the hair styling composition and the hair conditioning composition packed into different compartments, i.e., the hair styling composition packed into a first compartment and the hair conditioning composition packed into a second compartment.
In the container having two compartments, the first and second compartments can be isolated by an unbreakable partition or a breakable partition. When the two compartments are isolated by an unbreakable partition, the hair styling composition and the hair conditioning composition are mixed, for example, by releasing the hair styling composition and the hair conditioning composition from each compartment and mixing them together in another container or on the hands. When the two compartments are isolated by a breakable partition, the hair styling composition and the hair conditioning composition can be mixed in the same container, for example, by breaking the breakable partition. In the container having two compartments, the first and second compartments can be isolated from each other by a breakable partition, and the first and second compartments can be positioned so that first or second compartment is encompassed with the other. Pump-type container
In one preferred embodiment of the present invention, the container is a pump-type container having two compartments, wherein a hair styling composition is packed into a first compartment, a hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition. This pump-type container preferably has one nozzle which dispenses the hair styling composition together with the hair conditioning composition, i.e., dispenses the hair styling composition and the hair conditioning composition concurrently. The hair styling composition can be mixed with the hair conditioning composition in the nozzle, in another container, or on the hands. Sachet-type container
In one preferred embodiment of the present invention, the container is a sachet-type container having two compartments, wherein hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment. In this sachet-type container, preferably, the first and second compartments are isolated by a breakable partition. The hair styling composition can be mixed with the hair conditioning composition in the sachet by breaking the breakable partitions, in another container, or on the hands.
HAIR STYLING COMPOSITION
The hair care kits of the present invention comprise hair styling compositions. The hair styling compositions useful herein can be anhydrous or aqueous, preferably aqueous. The hair styling compositions of the present invention can be for rinse-off use or leave-on use, can be transparent or opaque, and can be formulated in a wide variety of product forms, including but not limited to creams, gels, emulsions, mousses, and sprays. Preferably, the hair styling compositions of the present invention are for leave-on use on the hair.
The hair styling compositions of the present invention comprise a styling polymer. Styling polymers are included in the hair styling composition in an amount sufficient to provide styling benefits such as hair style achievement, hold, and retention. The styling polymer can be water-insoluble or water-soluble, preferably water-soluble.
WATER-SOLUBLE STYLING POLYMER The hair styling composition of the present invention preferably comprises the water-soluble styling polymer at a level by weight of from about 0.01 % to about 10%, more preferably from about 0.05% to about 5%, still more preferably from about 0.1 % to about 3%.
The water-soluble styling polymers useful herein includes; for example, vinylpyrrolidone homopolymers such as polyvinylpyrrolidone; vinylpyrrolidone copolymers such as polyvinylpyrrolidone/vinyl acetate copolymer and polyvinylpyrrolidone/dimethylaminoethylmethacrylate copolymer; dimethylaminoethylmethacrylate copolymer; polyquaterniums such as polyquaternium-11 and polyquaternium-4; alkyl esters of PVM/MA Copolymer such as ethyl ester of PVM/MA Copolymer and butyl ester of PVM/MA Copolymer; quaternized celluloses; acrylate homopolymers and acrylate copolymers such as carbomers; VA/CrotonatesΛ inyl Neodecanoate; and mixtures thereof.
Among them, preferred are vinylpyrrolidone copolymers in view of improved styling benefits.
The vinylpyrrolidone copolymers useful herein are those which comprise monomers other than vinylpyrrolidone. Non-limiting examples of vinylpyrrolidone copolymers useful herein include polyvinylpyrrolidone/acrylates/lauryl methacrylate copolymer, polyvinylpyrrolidone/dimethiconylacrylate/polycarbamyl/polyglycol ester, polyvinylpyrrolidone/dimethylaminoethylmethacrylate copolymer, polyvinylpyrrolidone/dimethylaminoethylmethacrylate/polycarbamylpolyglycol ester, polyvinylpyrrolidone/DMAPA acrylates copolymer, polyvinylpyrrolidone/eicosene copolymer, polyvinylpyrrolidone/hexadecene copolymer, polyvinylpyrrolidone/polycarbamyl polyglycol ester, polyvinylpyrrolidone/vinyl acetate copolymer, polyvinylpyrrolidone/vinyl acetate/itaconic acid copolymer, polyvinylpyrrolidone/vinyl acetate/vinyl propionate copolymer, and polyvinylpyrrolidone/vinyl caprolactam/DMAPA acrylates copolymer. Preferably, the copolymer of pyrrolidone useful herein is a nonionic copolymer in view of less deteriorating conditioning benefits and better compatibility with thickening agent, especially carboxylic acid/carboxylate copolymer thickening agent.
Preferably, polyvinylpyrrolidone/vinyl acetate copolymer and polyvinylpyrrolidone/vinyl acetate/vinyl propionate copolymer are used in the compositions of the present invention, and more preferably, polyvinylpyrrolidone/vinyl acetate copolymer is used in the compositions of the present invention in view of less deteriorating conditioning benefits and better compatibility with thickening agent, especially carboxylic acid/carboxylate copolymer thickening agent. In the polyvinylpyrrolidone/vinyl acetate copolymer, the mole ratio of vinylpyrrolidone monomer to vinyl acetate monomer may be preferably from about 1 :9 to about 9:1 , more preferably from about 5:5 to about 8:2.
Commercially available vinylpyrrolidone copolymers useful herein include: CTFA name polyvinylpyrrolidone/vinyl acetate copolymer having tradenames Luviskol VA28E, Luviskol VA37E, Luviskol VA55E, Luviskol VA64E, Luviskol VA73E, Luviskol VA37HM, Luviskol VA64 Powder, Luviskol VA64W, and Luviskol VA73W, all available from BASF, and PVP/VA E series, I series, S-630, all available from ISP; CTFA name polyvinylpyrrolidone/vinyl acetate/vinyl propionate copolymer having tradename Luviskol VAP343E available from BASF; CTFA name polyvinylpyrrolidone/acrylates/lauryl methacrylate copolymer having tradename Acrylidone LM available from ISP; CTFA name polyvinylpyrrolidone/dimethiconylacrylate/polycarbamyl/polyglycol ester having tradename Pecogel S-1120 available from Phoenix; CTFA name polyvinylpyrrolidone/dimethylaminoethylmethacrylate copolymer having tradename Copolymer 845, Copolymer 937, and Copolymer 958, all available from ISP; CTFA name polyvinylpyrrolidone/dimethylaminoethylmethacrylate/polycarbamylpolyglycol ester having tradename Pecogel GC-310 and Pecogel GC-1110 available from Phoenix; CTFA name polyvinylpyrrolidone/DMAPA acrylates copolymer having tradename ACP-1163 available from ISP; CTFA name polyvinylpyrrolidone/eicosene copolymer having tradename Antaron V-220 and Ganex V-220 available from ISP; CTFA name polyvinylpyrrolidone/hexadecene copolymer having tradename Antaron V-216 and Ganex V-216 available from ISP; CTFA name polyvinylpyrrolidone/polycarbamyl polyglycol ester having tradename Pecogel A-12 and Pecogel H series available from Phoenix; CTFA name polyvinylpyrrolidone/vinyl caprolactam/DMAPA acrylates copolymer having tradename ACP-1 189 available from ISP.
AQUEOUS CARRIER
The hair styling composition of the present invention preferably comprises an aqueous carrier. The level and species of the carrier are selected according to the compatibility with other components, and desired characteristic of the product. Preferably, the composition contains the aqueous carrier at a level by weight of from about 5% to about 99.99%, more preferably from about 10% to about 99%, still preferably from about 20% to about 95%. The aqueous carrier useful in the present invention includes water such as deionized water and water from natural sources containing mineral cations.
Deionized water is preferred.
ADDITIONAL COMPONENTS FOR HAIR STYLING COMPOSITIONS A wide variety of other additional components can be formulated into the present hair styling composition. These include: volatile solvents such as ethanol, isopropanol, pentane, hexane, and heptane; propellants such as fluorohydrocarbons such as difluoroethane 152a (supplied by DuPont), dimethylether, and hydrocarbons such as propane, isobutane, n-butane, mixtures of hydrocarbons such as LPG (liquefied petroleum gas), carbon dioxide, nitrous oxide, and nitrogen; emulsifying surfactants such as nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, and mixtures thereof; conditioning agents such as high melting point compound, low melting point oil, silicone compounds, and mixtures thereof; non-volatile solvents such as 1 ,2- propane diol or propylene glycol, 1 ,3-propane diol, hexylene glycol, glycerin, diethylene glycol, dipropylene glycol, 1 ,2-butylene glycol, and 1 ,4-butylene glycol.
HAIR CONDITIONING COMPOSITION
The hair care kits of the present invention comprise hair conditioning compositions. The hair conditioning compositions of the present invention can be for rinse-off use or leave-on use, can be transparent or opaque, and can be formulated in a wide variety of product forms, including but not limited to creams, gels, emulsions, mousses, and sprays. Preferably, the hair conditioning compositions of the present invention are for leave-on use on the hair.
The hair conditioning compositions useful herein comprise a conditioning agent. Conditioning agents useful herein include, for example, silicone compounds, frizz control agents, high melting point fatty compounds, cationic conditioning agents, and mixtures thereof. Such conditioning agents are included in the hair conditioning composition in an amount sufficient to provide conditioning benefits such as smoothness, softness, and reduction of friction. The hair conditioning compositions can be anhydrous or aqueous, preferably aqueous. The aqueous hair conditioning composition preferably comprises (a) a conditioning agent comprising a silicone compound; (b) a thickening agent; and (c) an aqueous carrier.
Preferred embodiments of the aqueous hair conditioning compositions are described hereafter as Compositions A-F. The Compositions A-D are suitable for leave-on use. Among the Compositions A-F, preferred are Compositions A and B in view of reduced sticky and greasy feeling, and more preferred is Composition A in view of reduced sticky and greasy feeling and suitable frizz control benefit. Composition A The hair conditioning composition useful herein includes a composition
(hereinafter "Composition A") comprising by weight:
(a) from about 0.5% to about 20% of a non-volatile silicone compound which has a molecular weight of from about 100,000 to about 1 ,500,000 and has a viscosity of from about 500,000 to about 50,000,000 mPa«s; (b) from about 5% to about 70% of a volatile compound selected from the group consisting of an isoparaffin hydrocarbon having a boiling point of from about 60 to about 260°C, a volatile silicone compound having from 2 to 7 silicon atoms, and mixtures thereof; (c) from about 0.01 % to about 10% of a thickening agent; and (d) an aqueous carrier.
Preferably, in the composition A, the thickening agent is a carboxylic acid/carboxylate copolymer such as an acrylic acid/alkyl acrylate copolymer having the following formula:
Figure imgf000012_0001
wherein R51 , independently, is a hydrogen or an alkyl of 1 to 30 carbons wherein at least one of R51 is a hydrogen, R^2 is as defined above, n, n', m and m' are integers in which n+n'+m+m' is from about 40 to about 100, n" is an integer of from 1 to about 30, and £ is defined so that the copolymer has a molecular weight of about 500,000 to about 3,000,000.
Preferably the Composition A further contains from about 0.1% to about 20% of a frizz control agent. The frizz control agent is preferably selected from the group consisting of (i), (ii), and (iii):
(i) PEG-modified glycerides having the structure:
Figure imgf000012_0002
wherein one or more of the R groups is selected from saturated or unsaturated fatty acid moieties derived from animal or vegetable oils wherein the fatty acid moieties have a carbon length chain of from 12 and 22, any other R groups are hydrogen, x, y, z are independently zero or more, the average sum of x+y+z is equal to from about 10 to about 45; (ii) PEG-modified glyceryl fatty acid esters having the structure: O
R C OCH2CHCH2(OCH2CH2)nOH
OH wherein R is an aliphatic group having from 12 to 22 carbon chain length, and n has an average value of from 5 to 40; and (iii) mixtures thereof;
Other frizz control agents such as dimethicone copolyols, polypropylene glycol, pentaerythritol ester oils, and mixtures thereof can be also contained in the composition A.
The composition A may further contains from about 0.01 % to about 10% by weight of an amphoteric conditioning polymer. The composition A may further contains from about 0.1 % to about 20% by weight of a humectant. Composition B
The hair conditioning composition useful herein includes a composition (hereinafter "Composition B") comprising by weight: (1) from about 0.05% to about 10% of a thickening agent comprising an acrylic acid/alkyl acrylate copolymer having the following formula:
Figure imgf000013_0001
wherein R51 , independently, is a hydrogen or an alkyl of 1 to 30 carbons wherein at least one of R5^ is a hydrogen, R^2 is as defined above, n, n', m and m' are integers in which n+n'+m+m' is from about 40 to about 100, n" is an integer of from 1 to about 30, and £ is defined so that the copolymer has a molecular weight of about 500,000 to about 3,000,000; (2) from about 0.1 % to about 20% of a frizz control agent, wherein the frizz control agent is preferably selected from the group consisting of (i), (ii), (iii), (iv), and (v): (i) PEG-modified glycerides having the structure:
Figure imgf000014_0001
wherein one or more of the R groups is selected from saturated or unsaturated fatty acid moieties derived from animal or vegetable oils wherein the fatty acid moieties have a carbon length chain of from 12 and
22, any other R groups are hydrogen, x, y, z are independently zero or more, the average sum of x+y+z is equal to from about 10 to about 45;
(ii) PEG-modified glyceryl fatty acid esters having the structure:
O
R- OCH2CHCH2(OCH2CH2)nOH
OH wherein R is an aliphatic group having from 12 to 22 carbon chain length, and n has an average value of from 5 to 40;
(iii) dimethicone copolyols having the structure:
Figure imgf000014_0002
wherein x is an integer from 1 to 2000, y is an integer from 1 to 1000, a is zero or greater, b is zero or greater, the sum of a+b is at least 1 , and having an HLB value of about 20 or less; (iv)dimethicone copolyols having the structure:
Figure imgf000015_0001
wherein R is selected from the group consisting of hydrogen, methyl, and combinations thereof, m is an integer from 1 to 2000, x is independently zero or greater, y is independently zero or greater, wherein the dimethicone copolyol has at least one ethylene oxide and/or propylene oxide, and has an HLB value of about 20 or less; (v) mixtures thereof; and (3) an aqueous carrier.
Preferably, the composition B further contains from about 0.1 % to about 40% by weight of a silicone compound. Preferably, the composition B further contains from about 0.01 % to about 10% by weight of an amphoteric conditioning polymer. Preferably, the composition B further contains from about 0.1% to about 20% by weight of a humectant. Preferably, the composition B further contains from about 0.1 % to about 20% of polypropylene glycol. Composition C
The hair conditioning composition useful herein includes a composition (hereinafter "Composition C") comprising by weight:
(1 ) from about 0.05% to about 10% of a thickening agent comprising a combination of at least 2 thickening agents selected from the group consisting of (i), (ii), and (iii);
(i) a hydrophobically modified cellulose ether; (ii) an acrylates copolymer comprising by weight:
(a) from about 5% to about 80% of an acrylate monomer selected from the group consisting of a CrC6 alkyl ester of acrylic acid, a Cι-C6 alkyl ester of methacrylic acid, and mixtures thereof;
(b) from about 5% to about 80% of a monomer selected from the group consisting of a vinyl-substituted heterocyclic compound containing at least one of a nitrogen or sulfur atom, a (meth)acrylamide, a mono- or di-(C -C4)alkylamino(CrC )alkyl(meth)acrylate, a mono- or di-(Cr C4)alkylamino(Cι-C4)alkyl(meth)acrylamide, and mixtures thereof; and (c) from 0% to about 30% of an associative monomer;
(iii) a crosslinked polymer having the formula (A)m(B)n(C)p, wherein:
(A) is selected from the group consisting of a dialkylaminoalkyl acrylate, a quaternized dialkylaminoalkyl acrylate, an acid addition salt of a quaternized dialkylaminoalkyl acrylate, and mixtures thereof; (B) is selected from the group consisting of a dialkylaminoalkyl methacrylate, a quaternized dialkylaminoalkyl methacrylate, an acid addition salt of a quaternized dialkylaminoalkyl methacrylate, and mixtures thereof;
(C) is a nonionic monomer polymerizable with (A) or (B); and m, n, and p are independently zero or greater, but at least one of m or n is one or greater; and (2) from about 0.1 % to about 20% of a frizz control agent, wherein the frizz control agent is preferably selected from the group consisting of (i), (ii), (iii), (iv), and (v): (i) PEG-modified glycerides having the structure:
Figure imgf000016_0001
wherein one or more of the R groups is selected from saturated or unsaturated fatty acid moieties derived from animal or vegetable oils wherein the fatty acid moieties have a carbon length chain of from 12 and
22, any other R groups are hydrogen, x, y, z are independently zero or more, the average sum of x+y+z is equal to from about 10 to about 45; (ii) PEG-modified glyceryl fatty acid esters having the structure: O
R- OCH2CHCH2(OCH2CH2)nOH
OH wherein R is an aliphatic group having from 12 to 22 carbon chain length, and n has an average value of from 5 to 40;
(iii) dimethicone copolyols having the structure:
Figure imgf000017_0001
wherein x is an integer from 1 to 2000, y is an integer from 1 to 1000, a is zero or greater, b is zero or greater, the sum of a+b is at least 1 , and having an HLB value of about 20 or less; (iv) dimethicone copolyols having the structure:
Figure imgf000017_0002
wherein R is selected from the group consisting of hydrogen, methyl, and combinations thereof, m is an integer from 1 to 2000, x is independently zero or greater, y is independently zero or greater, wherein the dimethicone copolyol has at least one ethylene oxide and/or propylene oxide, and has an HLB value of about 20 or less; (v) mixtures thereof; and
(3) an aqueous carrier.
Preferably, the composition C further contains from about 0.1 % to about 40% by weight of a silicone compound. Preferably, the composition C further contains from about 0.1 % to about 10% by weight of a cationic conditioning agent.
Preferably, the composition B further contains from about 0.1% to about 20% by weight of a humectant. Composition D
The hair conditioning composition useful herein includes a composition (hereinafter "Composition D") comprising by weight: a) from about 0.001 % to about 5% of a non-volatile polysiloxane resin; b) from about 1 % to about 10% of a high melting point fatty compound c) from about 0.1 % to about 3% of a cationic surfactant; d) from about 0.01 % to about 5% of a hydrophobically modified hydroxyalkyl cellulose thickener; and e) an aqueous carrier.
Preferably, the composition D further contains from about 1% to about 50%) of a pentaerythritol ester oil having the formula:
Figure imgf000018_0001
wherein R1, R2, R3, and R4, independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons;
Preferably, the composition D further contains from about 0.5% to about 10% by weight of a cationic conditioning polymer. Preferably, the composition D further contains from about 0.01 % to about 10% by weight of a nonionic surfactant.
The composition D may further contain from about 0.1 % to about 20% by weight of an additional frizz control agent selected from the group consisting of dimethicone copolyols, PEG-modified glycerides, PEG-modified glyceryl fatty acid esters, polypropylene glycol, and mixtures thereof. Composition E
The hair conditioning composition useful herein includes a composition (hereinafter "Composition E") comprising by weight:
(a) from about 0.1 % to about 15% of a high melting point fatty compound;
(b) from about 0.1 % to about 10% of an amidoamine having the following general formula:
R1 CONH (CH2)m N (R2)2 wherein R^ is a residue of Ci 1 to C24 fatty acids, R2 is a C1 to C4 alkyl, and m is an integer from 1 to 4;
(c) an acid selected from the group consisting of ^-glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, ^-glutamic acid hydrochloride, tartaric acid, and mixtures thereof, at a level such that the mole ratio of amidoamine to acid is from about 1 :0.3 to about 1 :1 ; and
(d) an aqueous carrier,
Preferably, the composition E further contains from about 0.1% to about 10% by weight of a silicone compound. Preferably, the composition E further contains from about 0.1 % to about 10% by weight of a polypropylene glycol. Composition F
The hair conditioning composition useful herein includes a composition (hereinafter "Composition F") comprising by weight:
(a) from about 0.1 % to about 15% of a high melting point fatty compound having a melting point of 25°C or higher;
(b) from about 0.1% to about 10% of a cationic conditioning agent;
(c) from about 0.1% to about 10% of a low melting point oil having a melting point of less than 25°C; and
(d) an aqueous carrier.
Preferably, the composition F further contains from about 0.1% to about 10% by weight of a polyethylene glycol having the formula: H(OCH2CH2)n -OH wherein n has an average value of from 2,000 to 14,000.
SILICONE COMPOUND
The hair conditioning compositions of the present invention preferably contain silicone compounds. The silicone compounds useful herein include, for example, non-volatile silicone compounds, volatile silicone compounds, non- volatile polysiloxane resins, other silicone compounds, and mixtures thereof. Non-volatile silicone compound
The non-volatile silicone compound of the present invention has a molecular weight of from about 100,000 to about 1 ,500,000, more preferably from about 100,000 to about 1 ,000,000, and even more preferably from about 120,000 to about 600,000.
The non-volatile silicone compound of the present invention has a viscosity of from about 500,000 to about 50,000,000 mPa-s at 25°C, more preferably from about 600,000 to about 30,000,000 mPa*s, and even more preferably from about 800,000 to about 10,000,000 mPa»s. The viscosity can be measured by means of a glass capillary viscometer as set forth in Dow Corning Corporate Test Method CTM0004, July 20, 1970. The non-volatile silicone compound useful herein is believed to provide conditioning benefits to the hair such as smoothness, softness, and combing ease.
Silicone compound of high molecular weight may be made by emulsion polymerization. The silicone compounds may further be incorporated in the present composition in the form of an emulsion, wherein the emulsion is made my mechanical mixing, or in the stage of synthesis through emulsion polymerization, with or without the aid of a surfactant selected from anionic surfactants, nonionic surfactants, cationic surfactants, and mixtures thereof
A nonvolatile dispersed silicone that can be especially useful is a silicone gum. The term "silicone gum", as used herein, means a polyorganosiloxane material having a viscosity at 25°C of greater than or equal to 1 ,000,000 mPa»s. It is recognized that the silicone gums described herein can also have some overlap with the below-disclosed silicone compounds. This overlap is not intended as a limitation on any of these materials. Silicone gums are described by Petrarch, and others including U.S. Patent No. 4,152,416, to Spitzer et al., issued May 1 , 1979 and Noll, Walter, Chemistry and Technology of Silicones, New York: Academic Press 1968. Also describing silicone gums are General Electric Silicone Rubber Product Data Sheets SE 30, SE 33, SE 54 and SE 76. The "silicone gums" will typically have a mass molecular weight in excess of about 200,000, generally between about 200,000 and about 1 ,000,000. Specific examples include polydimethylsiloxane, poly(dimethylsiloxane methylvinylsiloxane) copolymer, poly(dimethylsiloxane diphenylsiloxane methylvinylsiloxane) copolymer and mixtures thereof.
The silicone compounds useful herein include polyalkyl or polyaryl (I)
Figure imgf000020_0001
wherein R93 is alkyl or aryl, and x is an integer from about 7 to about 8,000. Z8 represents groups which block the ends of the silicone chains. The alkyl or aryl groups substituted on the siloxane chain (R93) or at the ends of the siloxane chains Z8 can have any structure as long as the resulting silicone remains fluid at room temperature, is dispersible, is neither irritating, toxic nor otherwise harmful when applied to the hair, is compatible with the other components of the composition, is chemically stable under normal use and storage conditions, and is capable of being deposited on and conditions the hair. Suitable Z8 groups include hydroxy, methyl, methoxy, ethoxy, propoxy, and aryloxy. The two R93 groups on the silicon atom may represent the same group or different groups. Preferably, the two R93 groups represent the same group. Suitable R93 groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl. The preferred silicone compounds are polydimethylsiloxane, polydiethylsiloxane, and polymethylphenylsiloxane. Polydimethylsiloxane, which is also known as dimethicone, is especially preferred. The polyalkylsiloxanes that can be used include, for example, polydimethylsiloxanes. These silicone compounds are available, for example, from the General Electric Company in their Viscasil® and SF 96 series, and from Dow Corning in their Dow Corning 200 series.
Polyalkylaryl siloxane fluids can also be used and include, for example, polymethylphenylsiloxanes. These siloxanes are available, for example, from the General Electric Company as SF 1075 methyl phenyl fluid or from Dow Corning as 556 Cosmetic Grade Fluid.
Especially preferred, for enhancing the shine characteristics of hair, are highly arylated silicone compounds, such as highly phenylated polyethyl silicone having refractive index of about 1.46 or higher, especially about 1.52 or higher. When these high refractive index silicone compounds are used, they should be mixed with a spreading agent, such as a surfactant or a silicone resin, as described below to decrease the surface tension and enhance the film forming ability of the material.
Other silicone compounds include amino substituted materials. Suitable alkylamino substituted silicone compounds include those represented by the following structure (II)
Figure imgf000022_0001
wherein R94 is H, CH3 or OH, p1, p2, q1 and q2 are integers which depend on the molecular weight, the average molecular weight being approximately between 5,000 and 10,000. This polymer is also known as "amodimethicone".
Suitable amino substituted silicone fluids include those represented by the formula (III)
(R97)aG3-a-Si-(OSiG2)p3-(OSiGb(R97)2-b)p4-O-SiG3-a(R97)a (Ml) in which G is chosen from the group consisting of hydrogen, phenyl, OH, Cι-C8 alkyl and preferably methyl; a denotes 0 or an integer from 1 to 3, and preferably equals 0; b denotes 0 or 1 and preferably equals 1 ; the sum p3+p4 is a number from 1 to 2,000 and preferably from 50 to 150, p3 being able to denote a number from 0 to 1 ,999 and preferably from 49 to 149 and p4 being able to denote an integer from 1 to 2,000 and preferably from 1 to 10; R97 is a monovalent radical of formula Cq3H2q3L in which q3 is an integer from 2 to 8 and L is chosen from the groups
— N(R96)CH2— CH2— N(R96)2
— N(R96)2
— N(R96)3X' ι96\ ι96ι
— N(RaD)CH2— CH2— NRaΗ2X' in which R96 is chosen from the group consisting of hydrogen, phenyl, benzyl, a saturated hydrocarbon radical, preferably an alkyl radical containing from 1 to 20 carbon atoms, and X' denotes a halide ion.
An especially preferred amino substituted silicone corresponding to formula (II) is the polymer known as "trimethylsilylamodimethicone" wherein R94 is CH3.
Other amino substituted silicone polymers which can be used are represented by the formula (V):
Figure imgf000023_0001
where R98 denotes a monovalent hydrocarbon radical having from 1 to 18 carbon atoms, preferably an alkyl or alkenyl radical such as methyl; R99 denotes a hydrocarbon radical, preferably a Cι-Cι8 alkylene radical or a C-ι-Cι8, and more preferably C-i-Cs, alkyleneoxy radical; Q' is a halide ion, preferably chloride; p5 denotes an average statistical value from 2 to 20, preferably from 2 to 8; p6 denotes an average statistical value from 20 to 200, and preferably from 20 to
50. A preferred polymer of this class is available from Union Carbide under the name "UCAR SILICONE ALE 56." References disclosing suitable nonvolatile dispersed silicone compounds include U.S. Patent No. 2,826,551 , to Geen; U.S. Patent No.
3,964,500, to Drakoff, issued June 22, 1976; U.S. Patent No. 4,364,837, to
Pader; and British Patent No. 849,433, to Woolston. "Silicon Compounds" distributed by Petrarch Systems, Inc., 1984, provides an extensive, though not exclusive, listing of suitable silicone compounds.
Particularly suitable silicone compounds herein are non-volatile silicone oils having a molecular weight of from about 200,000 to about 600,000 such as Dimethicone, and Dimethiconol. These silicone compounds can be incorporated in the composition as silicone oils solutions; the silicone oils being volatile or non- volatile.
Commercially available silicone compounds which are useful herein include Dimethicone gum solutions with tradenames SE 30, SE 33, SE 54 and SE 76 available from General Electric, Dimethiconol with tradename DCQ2-1401 available from Dow Corning Corporation, Mixture of Dimethicone and Dimethiconol with tradename DC1403 available from Dow Coming Corporation, and emulsion polymerized Dimethiconol available from Toshiba Silicone as described in GB application 2,303,857. Volatile silicone compound
The hair conditioning compositions of the present invention may contain a volatile silicone compound. The volatile silicones useful herein are those having from 2 to 7 silicon atoms.
The volatile silicone compounds useful herein include polyalkyl or polyaryl siloxanes with the following structure (I):
Figure imgf000024_0001
wherein R ,93 is independently alkyl or aryl, and x is an integer from about 0 to about 5. Z8 represents groups which block the ends of the silicone chains.
Preferably, R93 groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl, Z8 groups include hydroxy, methyl, methoxy, ethoxy, propoxy, and aryloxy. More preferably, R93 groups and Z8 groups are methyl groups. The preferred volatile silicone compounds are hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, and hexadecamethylheptasiloxane. Commercially available volatile silicone compounds useful herein include octamethyltrisiloxane with tradename SH200C-
1cs, decamethyltetrasiloxane with tradename SH200C-1.5cs, hexadecamethylheptasiloxane with tradename SH200C-2cs, all available from Dow Corning.
The volatile silicone compounds useful herein also include a cyclic silicone compound having the formula:
Figure imgf000024_0002
wherein R93 is independently alkyl or aryl, and n is an integer of from 3 to 7.
Preferably, R93 groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl. More preferably, R93 groups are methyl groups. The preferred volatile silicone compounds are octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and tetradecamethylcyclohexasiloxane.
Commercially available volatile silicone compounds useful herein include octamethylcyclotetrasiloxane with tradename SH244, decamethylcyclopentasiloxane with tradename DC 345 all available from Dow Corning.
Non-volatile polysiloxane resin
Polysiloxane resins useful herein are highly crosslinked polymeric siloxane systems. The crosslinking is introduced through the incorporation of trifunctional and tetrafunctional silanes with monofunctional or difunctional, or both, silanes during manufacture of the silicone resin. As is well understood in the art, the degree of crosslinking that is required in order to result in a silicone resin will vary according to the specific silane units incorporated into the silicone resin. In general, silicone materials which have a sufficient level of trifunctional and tetrafunctional siloxane monomer units (and hence, a sufficient level of crosslinking) such that they dry down to a rigid, or hard, film are considered to be silicone resins. The ratio of oxygen atoms to silicon atoms is indicative of the level of crosslinking in a particular silicone material. Silicone materials which have at least about 1.1 oxygen atoms per silicon atom will generally be silicone resins herein. Preferably, the ratio of oxygen atoms to silicon atoms is at least about 1.2:1.0. Silanes used in the manufacture of silicone resins include monomethyl, dimethyl, trimethyl, monophenyl, diphenyl, methylphenyl, ethylphenyl, propylphenyl, monovinyl, and methylvinylchlorosilanes, and tetrachlorosilane.
Silicone materials and silicone resins in particular, can conveniently be identified according to a shorthand nomenclature system well known to those skilled in the art as "MDTQ" nomenclature. Under this system, the silicone is described according to presence of various siloxane monomer units which make up the silicone. Briefly, the symbol M denotes the monofunctional unit (CH3)3SiOo.5", D denotes the difunctional unit (CH3)2SiO; T denotes the trifunctional unit (CH3)SiO-| 5; and Q denotes the quadri- or tetra-functional unit Siθ2- Primes of the unit symbols, e.g., M', D', T', and Q' denote siloxane units with one or more substituents other than methyl, and must be specifically defined for each occurrence.
The polysiloxane resins for use herein preferably have at least one M', D', T' or Q' functionality that possesses a substituent group with delocalised electrons. The molar ratios of the various units, either in terms of subscripts to the symbols indicating the total number of each type of unit in the silicone (or an average thereof) or as specifically indicated ratios in combination with molecular weight complete the description of the silicone material under the MDTQ system. Preferred polysiloxane resins for use herein are M'Q resins, more preferred are M'6Q3, M'8Q4 M'-ioQs, M'ι2Q6 resins and mixtures thereof. Preferred M'Q resins are those which have at least one group containing delocalised electrons substituted on each M' functionality. More preferred are resins where the other substituent groups are alkyl groups, especially preferred are methyl groups. The polysiloxane resins for use herein preferably have at least one substituent group possessing delocalised electrons. This substituent or substituents can be independently selected from alkyl groups, aryl groups, alkoxy groups, alkaryl groups, arylalkyl arylalkoxy groups, alkaryloxy groups, and combinations thereof. Preferably, at least one of the resin substituent groups comprises an aryl group, arylalkyl group and/or alkaryl group. More preferably, at least one of the resin substituent groups comprises an alkaryl group and/or arylalkyl group substituent. More preferably, at least one of the resin substituent groups comprises an alkaryl group substituent. A particularly preferred alkaryl group substituent is 2-phenyl propyl. Whereas at least one substituent preferably has delocalised electrons, the resins herein will also generally have other substituents without delocalised electrons. Such other substituents can include hydrogen, hydroxyl groups, alkyl groups, alkoxy groups, amino functionalities groups, and mixtures thereof. Preferred substituents without delocalised electrons are selected from alkyl group substituents, especially methyl group substituents. A particularly preferred methyl group substituent for use herein is dimethyl (2-phenylpropyl) silyl ester.
As used herein the term "aryl" means a functionality containing one or more homocyclic or, heterocyclic rings. The aryl functionalities herein can be unsubstituted or substituted and generally contain from 3 to 16 carbon atoms. Preferred aryl groups include, but are not limited to, phenyl, naphthyl, cyclopentadienyl, anthracyl, pyrene, pyridine, and pyrimidine
As used herein the term "alkyl" means a saturated or unsaturated, substituted or unsubstituted, straight or branched-chain, hydrocarbon having from 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms. The term "alkyl" therefore includes alkenyls having from 2 to 8, preferably 2 to 4, carbons and alkynyls having from 2 to 8, preferably 2 to 4, carbons. Preferred alkyl groups include, but are not limited to, methyl, ethyl, propyl, isopropyl, and butyl. More preferred are methyl, ethyl and propyl.
As used herein the term "alkaryl" means a substituent comprising an alkyl moiety and an aryl moiety wherein the alkyl moiety is bonded to the siloxane resin.
As used herein the term "arylalkyl" means a substituent comprising an aryl moiety and an alkyl moiety wherein the aryl moiety is bonded to the siloxane resin.
The polysiloxane resins employed herein are non-volatile polysiloxane resins. The term "volatile" as used herein, unless otherwise specified, refers to those materials that are liquid under ambient conditions and have a vapor pressure as measured at 25°C of at least about 0.01 mmHg, typically from about
0.01 mmHg to about 6.0 mmHg. Conversely, the term "nonvolatile" as used herein, unless otherwise specified, refers to those materials which are not volatile as that term is defined herein. Such "nonvolatile" materials will typically be in the form of a liquid, semi-solid or solid, and have no measurable vapor pressure as measured at 25°C.
The polysiloxane resins for use herein preferably have a viscosity of less than about 5000 mmV, more preferably less than about 2000 mmV1, even more preferably less than about 1000 mm2s"1, even more still preferably less than about 600 mmV, at 25°C. The viscosity can be measured by means of a
Cannon-Fenske Routine Viscometer (ASTM D-445).
Background material on silicones including sections discussing silicone fluids, gums, and resins, as well as manufacture of silicones, can be found in Encyclopaedia of Polymer Science and Engineering (Volume 15, Second Edition, pp. 204-308, John Wiley & Sons, Inc., 1989), incorporated herein by reference.
Background material on suitable polysiloxane resins including details of their manufacture can be found in U.S. Pat. No. 5,539,137; 5,672,338; 5,686,547 and
5,684,112, all of which are incorporated herein by reference. A preferred commercially available non-volatile polysiloxane resin useful herein includes Styryl MQ Silicone available from GE Silicones.
Other silicone compound
The hair conditioning composition of the present invention can contain other silicone compounds than those described above. Such silicone compounds include, for example, non-volatile silicone compounds having a molecular weight of less than about 100,000 or more than about 1 ,500,000, and having a viscosity of less than about 500,000 or more than about 50,000,000 mPa«s at 25°C; volatile silicone compound having 8 silicon atoms or more. THICKENING AGENT
The hair conditioning compositions of the present invention preferably comprises a thickening agent. In one preferred embodiment, the composition of the present invention comprises the acrylic acid/alkyl acrylate copolymer. In another preferred embodiment, the composition of the present invention comprises a thickening system which comprises at least 2 thickening agents selected from the group consisting of a hydrophobically modified cellulose ether, the acrylates copolymer, and the crosslinked polymer. In another preferred embodiment, the composition of the present invention comprises hydrophobically modified cellulose ether.
The thickening agent useful herein can also provide appropriate viscosity and rheology properties to the composition, so that the composition of the present composition has a suitable viscosity, preferably from about 1 ,000 mPa»s to about 100,000 mPa*s, more preferably from about 2,000 mPa»s to about 50,000 mPa*s. The viscosity herein can be suitably measured by Brookfield RVT at 20rpm at 20°C using either spindle #4, 5, 6 or 7 depending on the viscosity and the characteristic of the composition. Acrylic acid/alkyl acrylate copolymer
The hair conditioning compositions of the present invention may comprise an acrylic acid/alkyl acrylate copolymer as a thickening agent. The acrylic acid/alkyl acrylate copolymers useful herein have the following formula:
Figure imgf000029_0001
wherein R51 , independently, is a hydrogen or an alkyl of 1 to 30 carbons wherein at least one of R^1 is a hydrogen, R^2 is as defined above, n, n', m and m' are integers in which n+n'+m+m' is from about 40 to about 100, n" is an integer of from 1 to about 30, and £ is defined so that the copolymer has a molecular weight of about 500,000 to about 3,000,000.
Commercially available acrylic acid/alkyl acrylate copolymers useful herein include: CTFA name Acrylates/C 10-30 Alkyl Acrylate Crosspolymer having tradenames Pemulen TR-1 , Pemulen TR-2, Carbopol 1342, Carbopol 1382, and
Carbopol ETD 2020, all available from B. F. Goodrich Company.
Neutralizing agents may be included to neutralize the acrylic acid/alkyl acrylate copolymers herein. Nonlimiting examples of such neutralizing agents include sodium hydroxide, potassium hydroxide, ammonium hydroxide, monoethanolamine, diethanolamine, triethanolamine, diisopropanolamine, aminomethylpropanol, tromethamine, tetrahydroxypropyl ethylenediamine, and mixtures thereof.
Acrylates copolymer
The hair conditioning compositions of the present invention may comprise an acrylates copolymer as a thickening agent.
The acrylates copolymers useful herein are preferably nonionic or cationic polymers, more preferably cationic polymers especially when the composition of the present invention has an acidic pH. The copolymer useful herein comprises by weight:
(a) from about 5% to about 80% of an acrylate monomer selected from the group consisting of a CrC6 alkyl ester of acrylic acid, a C-i-Cβ alkyl ester of methacrylic acid, and mixtures thereof;
(b) from about 5% to about 80% of a monomer selected from the group consisting of a vinyl-substituted heterocyclic compound containing at least one of a nitrogen or sulfur atom, (meth)acrylamide, a mono- or di-(Cι-C )alkylamino(C1- C4)alkyl(meth)acrylate, a mono- or di-(Cι-C4)alkylamino(C1- C4)alkyl(meth)acrylamide, and mixtures thereof; and
(c) from 0% to about 30% of an associative monomer.
The acrylate monomers (a) are selected from the group consisting of esters prepared from acrylic acid and
Figure imgf000030_0001
alcohols such as methyl, ethyl, or propyl alcohol, and esters prepared from methacrylic acid and Ci-Cβ alcohols. Preferred are C2-C6 alkyl esters of acrylic acid, and more preferred is ethyl acrylate. The acrylate monomers (a) are included in the acrylates copolymer at a level by weight of from about 5% to about 80%, preferably from about 15% to about 70%, and more preferably from about 40% to about 70%.
The monomer (b) are selected from the group consisting of a vinyl- substituted heterocyclic compound containing at least one of a nitrogen or sulfur atom, (meth)acrylamide, a mono- or di-(Cι-C4)alkylamino(Cr C )alkyl(meth)acrylate, a mono- or di-(Cι-C4)alkylamino(C-ι-
C4)alkyl(meth)acrylamide. Preferred are mono- or di-(Cι-C4)alkylamino(Cι- C4)alkyl(meth)acrylates. Exemplary monomers (b) include N,N-dimethylamino ethyl methacrylate (DMAEMA), N,N-diethylamino ethyl acrylate, N,N-diethylamino ethyl methacrylate, N-t-butylamino ethyl acrylate, N-t-butylamino ethyl methacrylate, N,N-dimethylamino propyl acrylamide, N,N-dimethylamino propyl methacrylamide, N,N-diethylamino propyl acrylamide, and N,N-diethylamino propyl methacrylamide. The monomers (b) are included in the acrylates copolymer at a level by weight of from about 5% to about 80%, preferably from about 10% to about 70%, and more preferably from about 20% to about 60%.
The associative monomers (c) are preferably selected from the group consisting of: (i) urethane reaction products of a monoethylenically unsaturated isocyanate and nonionic surfactants comprising C1-C4 alkoxy-terminated, blockcopolymers of 1 ,2-butylene oxide and 1 ,2-ethylene oxide, as disclosed in U.S. patent 5,294,692;
(ii) an ethylenically unsaturated copolymerizable surfactant monomer obtained by condensing a nonionic surfactant with an acid, wherein the acid is selected from the group consisting of an α,β-ethylenically unsaturated carboxylic acid, anhydrides of α,β-ethylenically unsaturated carboxylic acids, and mixtures thereof, preferably, selected from the group consisting of a C3-C4 mono- or di- carboxylic acid, anhydrides of Q3-C4 mono- or di-carboxylic acids, and mixtures thereof, more preferably, selected from the group consisting of acrylic acid, methacrylic acid, crotonic acid, maleic acid, maleic anhydride, itaconic acid, itaconic anhydride, and mixtures thereof, as disclosed in U.S. patent 4,616,074;
(iii) a surfactant monomer selected from the urea reaction product of a monoethylenically unsaturated monoisocyanate with a nonionic surfactant having amine functionality, as disclosed in U.S. patent 5,011 ,978;
(iv) an allyl ether of the formula: CH2=CR'CH2OAmBnApR, wherein R' is hydrogen or methyl, A is propyleneoxy or butyleneoxy, B is ethyleneoxy, n is zero or an integer, m and p are independently zero or an integer less than n, and R is a hydrophobic group having at least 8 carbon atoms; (v) a nonionic urethane monomer which is the urethane reaction product of a monohydric nonionic surfactant with a monoethylenically unsaturated isocyanate, preferably one lacking ester groups such as alpha, alpha- dimethyl-m-iso-propenyl benzyl isocyanate as disclosed in U.S. patent Re. 33,156; and (vi) mixtures thereof.
Such associative monomers (c) include those disclosed in U.S. patent 3,657,175, U.S. patent 4,384,096, U.S. patent 4,616,074, U.S. patent 4,743,698, U.S. patent 4,792,343, U.S. patent 5,011 ,978, U.S. patent 5,102,936, U.S. patent 5,294,692, U.S. patent Re. 33,156. Particularly preferred associative monomers (c) are those described in above (ii), i.e., the ethylenically unsaturated copolymerizable surfactant monomer obtained by condensing a nonionic surfactant with an acid, wherein the acid is selected from the group consisting of α,β-ethylenically unsaturated carboxylic acids, anhydrides of α,β-ethylenically unsaturated carboxylic acids, and mixtures thereof. More preferred associative monomers (c) are ethylenically unsaturated copolymerizable surfactant monomers obtained by condensing a nonionic surfactant with itaconic acid. The associative monomers (c) are included in the acrylates copolymer at a level by weight of from 0% to about 30%, preferably from about 0.1% to about 10%.
In addition to required and preferred monomers discussed above, monomers which provide cross-linking in the polymer also may be utilized in relatively low amounts, preferably up to about 2%, more preferably from about 0.1% to about 1.0% by weight, based on the total weight of monomers used to prepare the polymer. Cross-linking monomers include multi-vinyl-substituted aromatic monomers, multi-vinyl-substituted alicyclic monomers, id-functional esters of phthalic acid, di-functional esters of methacrylic acid, multi-functional esters of acrylic acid, N-methylene-bis-acrylamide and multi-vinyl-substituted aliphatic monomers such as dienes, trienes, and tetraenes. Exemplary cross-linking monomers include divinylbenzene, trivinylbenzene, 1 ,2,4-trivinylcyclohexane, 1 ,5- hexadiene, 1,5,9-decatriene, 1 ,9-decadiene, 1 ,5-heptadiene, di-allyl phthalate, ethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, penta- and tetra-acrylates, triallyl pentaerythritol, octaallyl sucrose, cycloparaffins, cycloolefins and N-methylene-bis-acrylamide. The polyethylene glycol dimethacrylates are preferred in view of thickening benefit particularly in aqueous compositions having an acidic pH. Commercially available acrylates copolymers useful herein include:
Acrylat.es/Aminoacrylates/Cio-3oAlkyl PEG-20 Itaconate copolymer having tradename Structure Plus available from National Starch. Crosslinked polymer
The hair conditioning compositions of the present invention may comprise a crosslinked polymer as a thickening agent.
Crosslinked polymers useful herein are generally described in U.S. Patent 5,100,660, U.S. Patent 4,849,484, U.S. Patent 4,835,206, U.S. Patent 4,628,078, U.S. Patent 4,599,379, and EP 228,868, all of which are incorporated by reference herein in their entirety. The crosslinked polymers useful herein are preferably nonionic or cationic polymers, more preferably cationic polymers. The crosslinked polymer useful herein comprises the monomer units and has the formula (A)m(B)n(C)p wherein: (A) is a dialkylaminoalkyl methacrylate, a quaternized dialkylaminoalkyl methacrylate, an acid addition salt of a quaternized dialkylaminoalkyl methacrylate, or mixtures thereof; (B) is a dialkylaminoalkyl methacrylate, a quaternized dialkylaminoalkyl methacrylate, an acid addition salt of a quaternized dialkylaminoalkyl methacrylate, or mixtures thereof;
(C) is a nonionic monomer polymerizable with (A) or (B); and m, n, and p are independently zero or greater, but at least one of m or n is one or greater.
The monomer (C) can be selected from any of the commonly used monomers. Non-limiting examples of these monomers include ethylene, propylene, butylene, isobutylene, eicosene, maleic anhydride, acrylamide, methacrylamide, maleic acid, acrolein, cyclohexane, ethyl vinyl ether, and methyl vinyl ether. In the present invention, the monomer (C) is preferably acrylamide. The alkyl portions of the monomers (A) and (B) are preferably short chain length alkyls such as Cι-C8, more preferably C1-C5, still more preferably C1-C3, even still more preferably Cι-C2. When quaternized, the polymers are preferably quaternized with short chain alkyls, i.e., Cι-C8, more preferably C1-C5, still more preferably Cι-C3, even still more preferably C-ι-C2. The acid addition salts refer to polymers having protonated amino groups. Acid addition salts can be performed through the use of halogen (e.g. chloride), acetic, phosphoric, nitric, citric, or other acids. When the polymer contains the monomer (C), the molar proportion of the monomer (C) can be from 0% to about 99% based on the total molar proportions of the monomers (A), (B), and (C). The molar proportions of (A) and (B) can independently be from 0% to about 100%. When acrylamide is used as the monomer (C), it will preferably be included at a level of from about 20% to about 99%, more preferably from about 50% to about 99% based on the total molar proportions of the monomers (A), (B), and (C).
Where monomers (A) and (B) are both present, the molar ratio of monomer (A): monomer (B) in the final polymer is preferably from about 95:5 to about 15:85, more preferably from about 80:20 to about 20:80. Where monomer (A) is not present and monomers (B) and (C) are both present, the molar ratio of monomer (B): monomer (C) in the final polymer is preferably from about 30:70 to about 70:30, more preferably from about 40:60 to about 60:40, still more preferably from about 45:55 to about 55:45.
The crosslinked polymers may also contain a crosslinking agent, which is typically a material containing two or more unsaturated functional groups. The crosslinking agent is reacted with the monomer units of the polymer and is incorporated into the polymer, forming either links or covalent bonds between two or more individual polymer chains or between two or more sections of the same polymer chain. Nonlimiting examples of suitable crosslinking agents include those selected from the group consisting of methylenebisacrylamides, diacrylates, dimethacrylates, di-vinyl aryl (e.g. di-vinyl phenyl ring) compounds, polyalkenyl polyethers of polyhydric alcohols, allyl acrylates, vinyloxyalkylacrylates, and polyfu notional vinylidenes. Specific examples of crosslinking agents useful herein include those selected from the group consisting of methylenebisacrylamide, ethylene glycol, propylene glycol, butylene glycol, di-(meth)acrylate, di-(meth)acrylamide, cyanomethylacrylate, vinyloxyethyleneacrylate, vinyloxyethylenemethacrylate, allyl pentaerythritol, trimethylolpropane, diallylether, allyl sucrose, butadiene, isoprene, 1 ,4-di- ethylene benzene, divinyl naphthalene, ethyl vinyl ether, methyl vinyl ether, and allyl acrylate. Other crosslinking agents include formaldehyde and glyoxal. Preferred herein is methylenebisacrylamide.
Widely varying amounts of the crosslinking agents can be employed depending upon the properties desired in the final polymer, e.g. viscosifying effect. The crosslinking agents will typically comprise from about 1ppm to about 10,000ppm, preferably from about 5ppm to about 750ppm, more preferably from about 25ppm to about 500ppm, even more preferably from about 100ppm to about 500ppm, and preferably from about 250ppm to about 500ppm of the total weight of the polymer on a weight weight basis.
Exemplary, the crosslinked polymers useful herein include those conforming to the general structure (A)m(B)n(C)p wherein m is zero, (B) is methyl quaternized dimethylaminoethyl methacrylate, the molar ratio of monomers (B):(C) is about 45:δδ to about 65:45, and the crosslinking agent is methylenebisacrylamide. An example of such a crosslinking polymer is one that is commercially available as a mineral oil dispersion (which can be include various dispersing aids such as PPG-1 trideceth-6) under the trademark Salcare® SC92 available from Allied Colloids Ltd. This polymer has the CTFA designation, "Polyquaternium 32 (and) Mineral Oil".
Other crosslinked polymers useful herein include those not containing acrylamide or other monomer (C), i.e. p is zero. In these polymers, the monomers (A) and (B) are as described above. An especially preferred group of these polymers is one in which m is also zero. In this instance, the polymer is essentially a homopolymer of dialkylaminoalkyl methacrylate monomer or its quaternary ammonium or acid addition salt. These dialkylaminoalkyl methacrylate copolymers and homopolymers also contain a crosslinking agent as described above.
Preferably, the homopolymer which does not contain acrylamide or other monomer (C) is used in the composition of the present invention. The homopolymers useful herein can be those conforming to the general structure (A)m(B)n(C)p wherein m is zero, (B) is methyl quaternized dimethylaminoethyl methacrylate, p is zero, and the crosslinking agent is methylenebisacrylamide. An example of such a homopolymer is one that is commercially available as a mineral oil dispersion (which can include various dispersing aids such as PPG-1 trideceth-6) under the trademark Salcare® SC95 available from Allied Colloids Ltd. This polymer has the CTFA designation, "Polyquatemium 37 (and) Mineral Oil (and) PPG-1 Trideceth-6". Another example of such a homopolymer is one that is commercially available as an ester dispersion, wherein the ester can be Propylene Glycol Dicaprylate/Dicaprate and the dispersion can include various dispersing aids such as PPG-1 trideceth-6, under the trademark Salcare® SC96 available from Allied Colloids Ltd. This polymer has the CTFA designation, "Polyquatemium 37 (and) Propylene Glycol Dicaprylate/Dicaprate (and) PPG-1 Trideceth-6". Hydrophobically modified cellulose ether
The hair conditioning composition of the present invention may comprise a hydrophobically modified cellulose ether as a thickening agent. The hydrophobically modified cellulose ether is preferably included in the composition of the present invention together with the acrylates copolymer and/or the crosslinked polymer.
The hydrophobically modified cellulose ethers useful herein are preferably nonionic polymers. The hydrophobically modified cellulose ethers useful herein comprise a hydrophilic cellulose backbone and a hydrophobic substitution group. The hydrophilic cellulose backbone has a sufficient degree of nonionic substitution to cellulose to be water soluble. Such hydrophilic cellulose backbone is selected from the group consisting of methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxyethyf ethylcellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, and mixtures thereof. The amount of nonionic substitution is not critical, so long as there is an amount sufficient to assure that the hydrophilic cellulose backbone is water soluble. The hydrophilic cellulose backbone has a molecular weight of about less than 800,000, preferably from about 20,000 to about 700,000, or from about 75 D. P. to about 2600 D. P. Further, where a high viscosity building effect is not desirable, a lower molecular weight cellulose backbone is preferred. One of the preferred hydrophilic cellulose backbone is hydroxyethyl cellulose having a molecular weight of from about 60,000 to about 700,000. Hydroxyethyl cellulose of this molecular weight is known to be one of the most hydrophilic of the materials contemplated. Thus, hydroxyethyl cellulose can be modified to a greater extent than other hydrophilic cellulose backbones.
The hydrophilic cellulose backbone is further substituted with a hydrophobic substitution group via an ether linkage to render the hydrophobically modified cellulose ether to have less than 1 % water solubility, preferably less than 0.2% water solubility. The hydrophobic substitution group is selected from a straight or branched chain alkyl group of from about 10 to about 22 carbons; wherein the ratio of the hydrophilic. groups in the hydrophilic cellulose backbone to the hydrophobic substitution group being from about 2:1 to about 1000:1 , preferably from about 10:1 to about 100:1.
Commercially available hydrophobically modified cellulose ethers useful herein include: cetyl hydroxyethylcellulose having tradenames NATROSOL PLUS 330CS and POLYSURF 67, both available from Aqualon Company, Del, USA, having cetyl group substitution of about 0.4% to about 0.6δ% by weight of the entire polymer. Thickening system
The hair conditioning composition of the present invention may comprise a thickening system which comprises at least 2 thickening agents selected from the group consisting of the hydrophobically modified cellulose ether, the acrylates copolymer, and the crosslinked polymer.
In view of providing improved conditioning benefits to the hair while leaving the hair and hands with a clean feeling, and also in view of providing appropriate viscosity and rheology properties, the thickening systems of the composition of the present invention preferably comprise all of these 3 thickening agents.
In view of providing improved conditioning benefits, in the composition of the present invention, the thickening system is preferably a nonionic or cationic system, more preferably a cationic system. The thickening system useful herein has improved compatibility with cationic hair conditioning agents. In the present invention, what is meant by a nonionic system is that the system comprises only nonionic thickening agents, but no cationic thickening agents. In the present invention, what is meant by a cationic system is that the system comprises at least one cationic thickening agent. The cationic system can include nonionic thickening agents. In such preferable nonionic or cationic thickening systems, the hydrophobically modified cellulose ether useful herein is preferably a nonionic thickening agent, and the acrylates copolymer and the crosslinked polymer useful herein are preferably independently a nonionic or cationic thickening agent. More preferably, the hydrophobically modified cellulose ether useful herein is a nonionic thickening agent, and the acrylates copolymer and the crosslinked polymer useful herein are cationic thickening agents. Cationic thickening agents useful herein may provide conditioning benefits. Other thickening agent
The thickening agent useful herein are water soluble or water miscible polymers, have the ability to increase the viscosity of the hair conditioning composition, and are compatible with other components of the present invention. Other thickening agents useful herein are vinyl polymers such as cross linked acrylic acid polymers with the CTFA name Carbomer, cellulose derivatives and modified cellulose polymers such as methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl methyl cellulose, nitro cellulose, sodium cellulose sulfate, sodium carboxymethyl cellulose, crystalline cellulose, cellulose powder, polyvinylpyrrolidone, polyvinyl alcohol, guar gum, hydroxypropyl guar gum, xanthan gum, arabia gum, tragacanth, galactan, carob gum, guar gum, karaya gum, carragheenin, pectin, agar, quince seed (Cydonia oblonga Mill), starch (rice, corn, potato, wheat), algae colloids (algae extract), microbiological polymers such as dextran, succinoglucan, pulleran, starch-based polymers such as carboxymethyl starch, methylhydroxypropyl starch, alginic acid-based polymers such as sodium alginate, alginic acid propylene glycol esters, acrylate polymers such as sodium polyacrylate, polyethylacrylate, polyacrylamide, polyethyleneimine, and inorganic water soluble material such as bentonite, aluminum magnesium silicate, laponite, hectonite, and anhydrous silicic acid. Polyethylene glycols having a molecular weight of more than about 1000 are useful herein. Useful are those having the following general formula:
Figure imgf000037_0001
wherein R95 is selected from the group consisting of H, methyl, and mixtures thereof. In the above structure, x3 has an average value of from about 1δ00 to about 25,000, preferably from about 2500 to about 20,000, and more preferably from about 3500 to about 15,000. When R95 is H, these materials are polymers of ethylene oxide, which are also known as polyethylene oxides, polyoxyethylenes, and polyethylene glycols. Other useful polymers include the mixed polyethylene-polypropylene glycols, or polyoxyethylene-polyoxypropylene copolymer polymers. Polyethylene glycol polymers useful herein are PEG-2M wherein R95 equals H and x3 has an average value of about 2,000 (PEG-2M is also known as Polyox WSR® N-10, which is available from Union Carbide and as PEG-2,000); PEG-5M wherein R95 equals H and x3 has an average value of about δ,000 (PEG-5M is also known as Polyox WSR® N-35 and Polyox WSR® N- 80, both available from Union Carbide and as PEG-5,000 and Polyethylene Glycol 300,000); PEG-7M wherein R95 equals H and x3 has an average value of about 7,000 (PEG-7M is also known as Polyox WSR® N-760 available from Union Carbide); PEG-9M wherein R95 equals H and x3 has an average value of about 9,000 (PEG 9-M is also known as Polyox WSR® N-3333 available from Union Carbide); and PEG-14 M wherein R95 equals H and x3 has an average value of about 14,000 (PEG-14M is also known as Polyox WSR® N-3000 available from Union Carbide).
Commercially available other thickening agents highly useful herein include Carbomers with tradenames Carbopol 934, Carbopol 940, Carbopol 9δ0, Carbopol 980, and Carbopol 981 , all available from B. F. Goodrich Company, acrylates/steareth-20 methacrylate copolymer with tradename ACRYSOL 22 available from Rohm and Hass, nonoxynyl hydroxyethylcellulose with tradename AMERCELL POLYMER HM-1600 available from Amerchol, methylcellulose with tradename BENECEL, hydroxypropyl cellulose with tradename KLUCEL, all supplied by Herculus, hydroxyethyl cellulose with tradename NATROSOL 260HBR and 260MBR available from Aqualon, ethylene oxide and/or propylene oxide based polymers with tradenames CARBOWAX PEGs, POLYOX WASRs, and UCON FLUIDS, all supplied by Amerchol.
AQUEOUS CARRIER
The hair conditioning compositions of the present invention preferably comprise an aqueous carrier. The aqueous carrier is included in an aqueous composition of the present invention. The level and species of the carrier are selected according to the compatibility with other components, and other desired characteristic of the product.
Carriers useful in the present invention include water and water solutions of lower alkyl alcohols. Lower alkyl alcohols useful herein are monohydric alcohols having 1 to 6 carbons, more preferably ethanol and isopropanol.
Preferably, the aqueous carrier is substantially water. Deionized water is preferably used. Water from natural sources including mineral cations can also be used, depending on the desired characteristic of the product. Generally, the aqueous compositions of the present invention comprise from about 10% to about 99%, preferably from about 20% to about 80%, and more preferably from about 30% to about 70% water.
VOLATILE COMPOUND
The hair conditioning composition A of the present invention comprises a volatile compound selected from the group consisting of an isoparaffin hydrocarbon having a boiling point of from about 60 to about 260°C, a volatile silicone compound having from 2 to 7 silicon atoms, and mixtures thereof. The volatile silicone is preferably used in the present compositions of the present invention, and more preferably, a volatile cyclic silicone compound is used in the compositions of the present invention. The volatile compound useful herein is believed to reduce sticky and greasy feeling, and leave the hair and hands with a clean feeling.
The volatile compound can be selected according to the compatibility with other components, and other desired characteristic of the composition of the present invention.
The volatile isoparaffin hydrocarbons useful herein have a boiling point of from about 60 to about 260°C. Commercially available volatile isoparaffin hydrocarbons useful herein include Isopar® series available from Exxon Chemical, Shellsol series available from Shell. The volatile silicone compounds useful herein are described above under the title "Volatile silicone compound".
FRIZZ CONTROL AGENT
The hair conditioning compositions of the present invention preferably contain a frizz control agent. The frizz control agent useful herein is believed to provide improved frizz control benefit and other conditioning benefits such as moisturized feel. The frizz control agent can be included in the composition of the present invention at a level by weight of, preferably from about 0.1 % to about 20%), more preferably from about 0.δ% to about 16%, even more preferably from about 1 % to about 10%. The frizz control agent useful herein includes following (i)-(vii):
(i) PEG-modified glycerides having the structure:
Figure imgf000040_0001
wherein one or more of the R groups is selected from saturated or unsaturated fatty acid moieties derived from animal or vegetable oils such as palmitic acid, lauric acid, oleic acid or linoleic acid wherein the fatty acid moieties have a carbon length chain of from 12 and 22, any other R groups are hydrogen, x, y, z are independently zero or more, the average sum of x+y+z (the degree of ethoxylation) is equal to from about 10 to about 4δ. Preferably, the PEG-modified glycerides have an HLB value of about 20 or less, more preferably about 15 or less, still preferably about 11 or less.
Preferably, the PEG-modified glycerides have from 2 to 3 fatty acid R groups, more preferred are 3 fatty acid R groups (PEG-modified triglycerides).
Preferably, the average sum of x+y+z (the degree of ethoxylation) is equal to from about 20 to 30, more preferred is an average sum of 2δ. Most preferred are
PEG-substituted triglycerides having 3 oleic acid R groups, wherein the average degree of ethoxylation is about 2δ (PEG-26 glyceryl trioleate).
Preferred commercially available PEG-modified triglycerides include Tagat
TO ®, Tegosoft GC, Tagat BL 276®, (all three manufactured by Goldschmidt Chemical Corporation) and Crovol A-40, Crovol M-40 (manufactured by Croda
Corporation).
(ii) PEG-modified glyceryl fatty acid esters having the structure: O
R C OCH2CHCH2(OCH2CH2)nOH
OH wherein R is an aliphatic group having from 12 to 22 carbon chain length, and n (the degree of ethoxylation) has an average value of from δ to 40.
Preferably, the PEG-modified glyceryl fatty acid esters have an HLB value of about 20 or less, more preferably about 1δ or less, still preferably about 11 or less.
Preferably, n has an average value of from about 1δ to about 30, more preferred is an average value of from about 20 to about 30, and most preferably has an average value of 20. Preferred PEG-modified glyceryl fatty acid esters include PEG-30 glyceryl stearate and PEG-20 glyceryl stearate. Preferred commercially available PEG-modified glyceryl fatty acid esters include Tagat S ® and Tagat S 2 ® (manufactured by Goldschmidt Chemical Corporation), (iii) dimethicone copolyols having the structure:
Figure imgf000041_0001
wherein x is an integer from 1 to 2000, y is an integer from 1 to 1000, a is zero or greater, b is zero or greater, the average sum of a+b is at least 1 , and having an HLB value of about 20 or less.
Preferably the dimethicone copolyols have an HLB of about 15 or less and more preferably the dimethicone copolyols have an HLB of about 11 or less. Preferably x is an integer from 1 to 1000, y is an integer from 1 to 200. Preferably, a is an integer from 0 to 100, b is an integer from 0 to 100, the average sum of a+b is from 1 to 200, the ratio of propylene oxide substituents (b) to ethylene oxide substituents (a) is at least about 2:1 , more preferably at least about 3:1 , even more preferably at least about 4:1 , and most preferably the dimethicone copolyols have only propylene oxide substituents and no ethylene oxide substituents. Preferred commercially available comb type dimethicone copolyols, useful herein, include Abil B 8852®, and Abil B 8873 ® (manufactured by the Goldschmidt Chemical Corporation), (iv) dimethicone copolyols having the structure:
Figure imgf000042_0001
wherein R is selected from the group consisting of hydrogen, methyl, and combinations thereof, m is an integer from 1 to 2000, x is independently zero or greater, y is independently zero or greater, wherein the dimethicone copolyol has at least one ethylene oxide and/or propylene oxide, and has an HLB value of about 20 or less.
Preferably R is hydrogen, and the dimethicone copolyols have an HLB of about 15 or less and more preferably the dimethicone copolyols have an HLB of about 1 1 or less. Preferably m is an integer from 1 to 1000, more preferably from 1 to δOO. Preferably, x is an integer from 0 to 100, y is an integer from 0 to 100, wherein the dimethicone copolyol has from 1 to 200 of ethylene oxide units and/or propylene oxide units. Preferably the ratio of propylene oxide substituents (y) to ethylene oxide substituents (x) is at least about 2:1 , more preferably at least about 3:1 , even more preferably at least about 4:1 , and most preferably the dimethicone copolyols have only propylene oxide substituents and no ethylene oxide substituents. A preferred commercially available linear type dimethicone copolyol, useful herein, is Abil B 8830® (manufactured by the Goldschmidt Chemical Corporation), (v) polypropylene glycol Polypropylene glycol useful herein has a weight average molecular weight of preferably from about 200 g/mol to about 100,000 g/mol, more preferably from about 1 ,000 g/mol to about 60,000 g/mol. Without intending to be limited by theory, it is believed that the polypropylene glycol herein deposits onto, or is absorbed into hair to act as a moisturizer buffer, and/or provides one or more other desirable hair conditioning benefits. As used herein, the term "polypropylene glycol" includes single-polypropylene glycol-chain segment polymers, and multi-polypropylene glycol-chain segment polymers. The general structure of branched polymers such as the multi-polypropylene glycol-chain segment polymers herein are described, for example, in "Principles of Polymerization," pp. 17-19, G. Odian, (John Wiley & Sons, Inc., 3rd ed., 1991 ).
The polypropylene glycols herein are typically polydisperse polymers. The polypropylene glycols useful herein have a polydispersity of from about 1 to about 2.δ, preferably from about 1 to about 2, and more preferably from about 1 to about 1.δ. As used herein, the term "polydispersity" indicates the degree of the molecular weight distribution of the polymer sample. Specifically, the polydispersity is a ratio, greater than 1 , equal to the weight average molecular weight divided by the number average molecular weight. For a further discussion about polydispersity, see "Principles of Polymerization," pp. 20-24, G. Odian, (John Wiley & Sons, Inc., 3rd ed., 1991).
The polypropylene glycol useful herein may be either water-soluble, water- insoluble, or may have a limited solubility in water, depending upon the degree of polymerization and whether other moieties are attached thereto. The desired solubility of the polypropylene glycol in water will depend in large part upon the form (e.g., leave-on, or rinse-off form) of the hair care composition. The solubility in water of the polypropylene glycol herein may be chosen by the artisan according to a variety of factors. Accordingly, for a leave-on hair care composition, it is preferred that the polypropylene glycol herein be a water- soluble polypropylene glycol. Solubility information is readily available from polypropylene glycol suppliers, such as Sanyo Kasei (Osaka, Japan). However, the present invention may also take the form of a rinse-off hair care composition. Without intending to be limited by theory, it is believed that in such a composition, a water-soluble polypropylene glycol may be too easily washed away before it effectively deposits on hair and provides the desired benefit(s). For such a composition, a less soluble, or even a water-insoluble polypropylene glycol is therefore preferred. Accordingly, for a rinse-off hair care composition, it is preferred that the polypropylene glycol herein has a solubility in water at 2δ °C of less than about 1 g/100 g water, more preferably a solubility in water of less than about O.δ g/100 g water, and even more preferably a solubility in water of less than about 0.1 g/100 g water.
Preferably the polypropylene glycol is selected from the group consisting of a single-polypropylene glycol-chain segment polymer, a multi-polypropylene glycol-chain segment polymer, and mixtures thereof, more preferably selected from the group consisting of a single-polypropylene glycol-chain segment polymer of Formula I, below, a multi-polypropylene glycol-chain segment polymer of Formula II, below, and mixtures thereof.
Accordingly, a highly preferred single-polypropylene glycol-chain segment polymer has the formula: HO-(C3H60)aH (III), wherein a is a value from about 4 to about 400, preferably from about 20 to about 100, and more preferably from about 20 to about 40.
The single-polypropylene glycol-chain segment polymer useful herein is typically inexpensive, and is readily available from, for example, Sanyo Kasei (Osaka, Japan), Dow Chemicals (Midland, Michigan, USA), Calgon Chemical, Inc. (Skokie, Illinois, USA), Arco Chemical Co. (Newton Square Pennsylvania, USA), Witco Chemicals Corp. (Greenwich, Connecticut, USA), and PPG Specialty Chemicals (Gurnee, Illinois, USA).
A highly preferred multi-polypropylene glycol-chain segment polymer has the formula:
Figure imgf000044_0001
wherein n is a value from about 0 to about 10, preferably from about 0 to about 7, and more preferably from about 1 to about 4. In Formula IV, each R" is independently selected from the group consisting of H, and Cι-C30 alkyl, and preferably each R" is independently selected from the group consisting of H, and CrC4 alkyl. In Formula IV, each b is independently a value from about 0 to about 2, preferably from about 0 to about 1 , and more preferably b = 0. Similarly, c and d are independently a value from about 0 to about 2, preferably from about 0 to about 1. However, the total of b + c + d is at least about 2, preferably the total of b + c + d is from about 2 to about 3. Each e is independently a value of 0 or 1 , if n is from about 1 to about 4, then e is preferably equal to 1. Also in Formula IV, x, y, and z is independently a value of from about 1 to about 120, preferably from about 7 to about 100, and more preferably from about 7 to about 100, where x + y + z is greater than about 20. Examples of the multi-polypropylene glycol-chain segment polymer of
Formula IV which is especially useful herein includes polyoxypropylene glyceryl ether (n = 1 , R' = H, b = 0, c and d = 1 , e = 1 , and x, y, and z independently indicate the degree of polymerization of their respective polypropylene glycol- chain segments; available as New Pol GP-4000, from Sanyo Kasei, Osaka, Japan), polypropylene trimethylol propane (n = 1 , R' = C2H5, b = 1 , c and d = 1 , e = 1 , and x, y, and z independently indicate the degree of polymerization of their respective polypropylene glycol-chain segments), polyoxypropylene sorbitol (n = 4, each R' = H, b = 0, c and d = 1 , each e = 1 , and y, z, and each x independently indicate the degree of polymerization of their respective polypropylene glycol- chain segments; available as New Pol SP-4000, from Sanyo Kasei, Osaka, Japan), and PPG-10 butanediol (n = 0, c and d = 2, and y + z = 10; available as Probutyl DB-10, from Croda, Inc., of Parsippany, New Jersey, U.S.A.).
In a preferred embodiment, one or more of the propylene repeating groups in the polypropylene glycol is an isopropyl oxide repeating group. More preferably one or more of the propylene oxide repeating groups of the polypropylene glycol of Formula III and/or the polypropylene glycol of Formula IV is an isopropyl oxide repeating group. Even more preferably, substantially all of the propylene oxide repeating groups of the polypropylene glycol of Formula III and/or the polypropylene glycol of Formula IV are isopropyl oxide repeating groups. Accordingly, a highly preferred single-polypropylene glycol-chain segment polymer has the formula:
Figure imgf000045_0001
wherein a is defined as described above for Formula III. Similarly, a highly preferred multi-polypropylene glycol-chain segment polymer has the formula:
Figure imgf000045_0002
wherein n, R", b, c, d, e, x, y, and z are defined as above, for Formula IV. It is recognized that the isopropyl oxide repeating groups may also correspond either alone, or in combination with the above depicted, to:
Figure imgf000045_0003
The polypropylene glycol useful herein is readily available from, for example, Sanyo Kasei (Osaka, Japan) as New pol PP-2000, New pol PP-4000, New pol GP-4000, and New pol SP-4000, from Dow Chemicals (Midland, Michigan, USA), from Calgon Chemical, Inc. (Skokie, Illinois, USA), from Arco Chemical Co. (Newton Square Pennsylvania, USA), from Witco Chemicals Corp. (Greenwich, Connecticut, USA), and from PPG Specialty Chemicals (Gurnee, Illinois, USA). (vi) Pentaerythritol ester oils useful herein are those having the formula:
Figure imgf000046_0001
wherein R1, R2, R3, and R4, independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons.
Preferably, R1, R2, R3, and R4, independently, are branched, straight, saturated, or unsaturated alkyl groups having from about 8 to about 22 carbons.
More preferably, R1, R2, R3 and R4 are defined so that the molecular weight of the compound is from about 800 to about 1200.
Particularly useful pentaerythritol ester oils herein include pentaerythritol tetraisostearate, pentaerythritol tetraoleate, and mixtures thereof. Such compounds are available from Kokyu Alcohol with tradenames KAKPTI, KAKTTI.
(vii) mixtures thereof.
AMPHOTERIC CONDITIONING POLYMER
The hair conditioning composition of the present invention may further contain amphoteric conditioning polymers. The amphoteric conditioning polymers herein are those compatible with other components, and which provide conditioning benefit to the hair. Although some of the amphoteric conditioning polymers herein may have some hair holding or hair fixative properties, such hair holding or hair fixative properties are not a requirement for the amphoteric conditioning polymers herein. The amphoteric conditioning polymers useful herein are those including at least one cationic monomer and at least one anionic monomer; the cationic monomer being quaternary ammonium, preferably dialkyl diallyl ammonium chloride or carboxylamidoalkyl trialkyl ammonium chloride; and the anionic monomer being carboxylic acid. The amphoteric conditioning polymers herein may include nonionic monomers such as acrylamine, methacrylate, or ethacrylate. Further, the amphoteric conditioning polymers useful herein do not contain betanized monomers.
Useful herein are polymers with the CTFA name Polyquatemium 22, Polyquatemium 39, and Polyquatemium 47. Such polymers are, for example, copolymers consisting of dimethyldiallyl ammonium chloride and acrylic acid, terpolymers consisting of dimethyldiallyl ammonium chloride and acrylamide, and terpolymers consisting of acrylic acid methacrylamidopropyl trimethylammonium chloride and methyl acrylate such as those of the following formula wherein the ratio of n6:n7:n8 is 4δ:4δ:10:
Figure imgf000047_0001
Highly preferred commercially available amphoteric conditioning polymers herein include Polyquatemium 22 with tradenames MERQUAT 280, MERQUAT 29δ, Polyquatemium 39 with tradenames MERQUAT PLUS 3330, MERQUAT PLUS 3331 , and Polyquatemium 47 with tradenames MERQUAT 2001 , MERQUAT 2001 N, all available from Calgon Corporation.
Also useful herein are polymers resulting from the copolymerisation of a vinyl monomer carrying at least one carboxyl group, such as acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, crotonic acid, or alphachloroacrylic acid, and a basic monomer which is a substituted vinyl compound containing at least one basic nitrogen atom, such as dialkylaminoalkyl methacrylates and acrylates and dialkylaminoalkylmethacrylamides and acrylamides. Also useful herein are polymers containing units derived from: i) at least one monomer chosen from amongst acrylamides or methacrylamides substituted on the nitrogen by an alkyl radical, ii) at least one acid comonomer containing one or more reactive carboxyl groups, and iii) at least one basic comonomer, such as esters, with primary, secondary and tertiary amine substituents and quaternary ammonium substituents, of acrylic and methacrylic acids, and the product resulting from the quaternisation of dimethylaminoethyl methacrylate with dimethyl or diethyl sulfate. The N-substituted acrylamides or methacrylamides which are most particularly preferred are the groups in which the alkyl radicals contain from 2 to 12 carbon atoms, especially N-ethylacrylamide, N-tert.-butylacrylamide, N-tert- octylacrylamide, N-octylacrylamide, N-decylacrylamide and N-dodecylacrylamide and also the corresponding methacrylamides. The acid comonomers are chosen more particularly from amongst acrylic, methacrylic, crotonic, itaconic, maleic and fumaric acids and also the alkyl monoesters of maleic acid or fumaric acid in which alkyl has 1 to 4 carbon atoms.
The preferred basic comonomers are aminoethyl, butylaminoethyl, N,N'- dimethylaminoethyl and N-tert.-butylaminoethyl methacrylates. Commercially available amphoteric conditioning polymers herein include octylacrylamine/acrylates/butylaminoethyl methacrylate copolymers with the tradenames AMPHOMER, AMPHOMER SH701 , AMPHOMER 28-4910, AMPHOMER LV71 , and AMPHOMER LV47 supplied by National Starch & Chemical.
HUMECTANT
The hair conditioning compositions of the present invention may further contain humectants. The humectants herein are selected from the group consisting of polyhydric alcohols, water soluble alkoxylated nonionic polymers, and mixtures thereof.
Polyhydric alcohols useful herein include glycerin, sorbitol, propylene glycol, butylene glycol, hexylene glycol, ethoxylated glucose, 1 , 2-hexane diol, hexanetriol, dipropylene glycol, erythritol, trehalose, diglycerin, xylitol, maltitol, maltose, glucose, fructose, sodium chondroitin sultate, sodium hyaluronate, sodium adenosin phosphate, sodium lactate, pyrrolidone carbonate, glucosamine, cyclodextrin, and mixtures thereof. Some polyhydric alcohols herein can also be used as a solvent in the hair styling compositions of the present invention.
Water soluble alkoxylated nonionic polymers useful herein include polyethylene glycols and polypropylene glycols having a molecular weight of up to about 1000 such as those with CTFA names PEG-200, PEG-400, PEG-600, PEG-1000, and mixtures thereof.
Commercially available humectants herein include: glycerin with tradenames STAR and SUPEROL available from The Procter & Gamble Company, CRODEROL GA7000 available from Croda Universal Ltd., PRECERIN series available from Unichema, and a same tradename as the chemical name available from NOF; propylene glycol with tradename LEXOL PG-86δ/8δδ available from Inolex, 1 ,2-PROPYLENE GLYCOL USP available from BASF; sorbitol with tradenames LIPONIC series available from Lipo, SORBO, ALEX, A-62δ, and A-641 available from ICI, and UNISWEET 70, UNISWEET CONC available from UPI; dipropylene glycol with the same tradename available from BASF; diglycerin with tradename DIGLYCEROL available from Solvay GmbH; xylitol with the same tradename available from Kyowa and Eizai; maltitol with tradename MALBIT available from Hayashibara, sodium chondroitin sulfate with the same tradename available from Freeman and Bioiberica, and with tradename ATOMERGIC SODIUM CHONDROITIN SULFATE available from Atomergic Chemetals; sodium hyaluronate with tradenames ACTIMOIST available from Active Organics, AVIAN SODIUM HYALURONATE series available from Intergen, HYALURONIC ACID Na available from Ichimaru Pharcos; sodium adenosin phophate with the same tradename available from Asahikasei, Kyowa, and Daiichi Seiyaku; sodium lactate with the same tradename available from Merck, Wako, and Showa Kako, cyclodextrin with tradenames CAVITRON available from American Maize, RHODOCAP series available from Rhone-Poulenc, and DEXPEARL available from Tomen; and polyethylene glycols with the tradename CARBOWAX series available from Union Carbide.
HIGH MELTING POINT FATTY COMPOUND
High melting point fatty compound can be included in the hair styling compositions and/or hair conditioning compositions of the present invention.
The high melting point fatty compounds useful herein have a melting point of
2δ°C or higher, and is selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, and mixtures thereof.
The high melting fatty compound, together with a cationic surfactant such as an amidoamine and an aqueous carrier, provide a gel network which is suitable for providing various conditioning benefits such as slippery and slick feel on wet hair, and softness, moisturized feel, and fly-away control on dry hair.
It is understood by the artisan that the compounds disclosed in this section of the specification can in some instances fall into more than one classification, e.g., some fatty alcohol derivatives can also be classified as fatty acid derivatives. However, a given classification is not intended to be a limitation on that particular compound, but is done so for convenience of classification and nomenclature. Further, it is understood by the artisan that, depending on the number and position of double bonds, and length and position of the branches, certain compounds having certain required carbon atoms may have a melting point of less than 2δ°C. Such compounds of low melting point are not intended to be included in this section. Nonlimiting examples of the high melting point compounds are found in International Cosmetic Ingredient Dictionary, Fifth Edition, 1993, and CTFA Cosmetic Ingredient Handbook, Second Edition, 1992. The fatty alcohols useful herein are those having from about 14 to about
30 carbon atoms, preferably from about 16 to about 22 carbon atoms. These fatty alcohols are saturated and can be straight or branched chain alcohols. Nonlimiting examples of fatty alcohols include, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof. The fatty acids useful herein are those having from about 10 to about 30 carbon atoms, preferably from about 12 to about 22 carbon atoms, and more preferably from about 16 to about 22 carbon atoms. These fatty acids are saturated and can be straight or branched chain acids. Also included are diacids, triacids, and other multiple acids which meet the requirements herein. Also included herein are salts of these fatty acids. Nonlimiting examples of fatty acids include lauric acid, palmitic acid, stearic acid, behenic acid, sebacic acid, and mixtures thereof.
The fatty alcohol derivatives and fatty acid derivatives useful herein include alkyl ethers of fatty alcohols, alkoxylated fatty alcohols, alkyl ethers of alkoxylated fatty alcohols, esters of fatty alcohols, fatty acid esters of compounds having esterifiable hydroxy groups, hydroxy-substituted fatty acids, and mixtures thereof. Nonlimiting examples of fatty alcohol derivatives and fatty acid derivatives include materials such as methyl stearyl ether; the ceteth series of compounds such as ceteth-1 through ceteth-4δ, which are ethylene glycol ethers of cetyl alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; the steareth series of compounds such as steareth-1 through 10, which are ethylene glycol ethers of steareth alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; ceteareth 1 through ceteareth-10, which are the ethylene glycol ethers of ceteareth alcohol, i.e. a mixture of fatty alcohols containing predominantly cetyl and stearyl alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; C1-C30 alkyl ethers of the ceteth, steareth, and ceteareth compounds just described; polyoxyethylene ethers of behenyl alcohol; ethyl stearate, cetyl stearate, cetyl palmitate, stearyl stearate, myristyl myristate, polyoxyethylene cetyl ether stearate, polyoxyethylene stearyl ether stearate, polyoxyethylene lauryl ether stearate, ethyleneglycol monostearate, polyoxyethylene monostearate, polyoxyethylene distearate, propyleneglycol monostearate, propyleneglycol distearate, trimethylolpropane distearate, sorbitan stearate, polyglyceryl stearate, glyceryl monostearate, glyceryl distearate, glyceryl tristearate, and mixtures thereof. High melting point fatty compounds of a single compound of high purity are preferred. Single compounds of pure fatty alcohols selected from the group of pure cetyl alcohol, stearyl alcohol, and behenyl alcohol are highly preferred. By "pure" herein, what is meant is that the compound has a purity of at least about 90%, preferably at least about 95%. These single compounds of high purity provide good rinsability from the hair when the consumer rinses off the composition.
Commercially available high melting point fatty compounds useful herein include: cetyl alcohol, stearyl alcohol, and behenyl alcohol having tradenames KONOL series available from Shin Nihon Rika (Osaka, Japan), and NAA series available from NOF (Tokyo, Japan); pure behenyl alcohol having tradename 1- DOCOSANOL available from WAKO (Osaka, Japan), various fatty acids having tradenames NEO-FAT available from Akzo (Chicago Illinois, USA), HYSTRENE available from Witco Corp. (Dublin Ohio, USA), and DERMA available from Vevy (Genova, Italy).
CATIONIC CONDITIONING AGENT
Cationic conditioning agents can be included in the hair conditioning compositions of the present invention. The cationic conditioning agent useful herein is selected from the group consisting of cationic surfactants, cationic polymers, and mixtures thereof. Among the cationic conditioning agents, cationic surfactants can also be included in the hair styling compositions of the present invention. Cationic conditioning agents are selected according to the compatibility with other components, and the desired characteristic of the product. The cationic conditioning agent, together with the high melting point fatty compounds, provide a gel network suitable for providing various conditioning benefits such as slippery and slick feel on wet hair, and such as softness, moisturized feel, and fly-away control on dry hair. Cationic surfactant
The cationic surfactant useful herein is any known to the artisan. Among the cationic surfactants useful herein are those corresponding to the general formula (I):
Figure imgf000052_0001
wherein at least one of R1 , R2, R3, and R^ is selected from an aliphatic group of from 8 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 22 carbon atoms, the remainder of R1 , R2, R3, and R4 are independently selected from an aliphatic group of from 1 to about 22 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 22 carbon atoms; and X is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, and alkyl sulfonate radicals.
The aliphatic groups can contain, in addition to carbon and hydrogen atoms, ether linkages, and other groups such as amino groups. The longer chain aliphatic groups, e.g., those of about 12 carbons, or higher, can be saturated or unsaturated. Preferred is when R1 , R2, R3, and R4 are independently selected from C-j to about C22 alkyl. Nonlimiting examples of cationic surfactants useful in the present invention include the materials having the following CTFA designations: quaternium-8, quaternium-14, quaternium-18, quaternium-18 methosulfate, quaternium-24, and mixtures thereof.
Among the cationic surfactants of general formula (I), preferred are those containing in the molecule at least one alkyl chain having at least 16 carbons. Nonlimiting examples of such preferred cationic surfactants include: behenyl trimethyl ammonium chloride available, for example, with tradename INCROQUAT TMC-80 from Croda and ECONOL TM22 from Sanyo Kasei; cetyl trimethyl ammonium chloride available, for example, with tradename CA-2350 from Nikko Chemicals, hydrogenated tallow alkyl trimethyl ammonium chloride, dialkyl (14-18) dimethyl ammonium chloride, ditallow alkyl dimethyl ammonium chloride, dihydrogenated tallow alkyl dimethyl ammonium chloride, distearyl dimethyl ammonium chloride, dicetyl dimethyl ammonium chloride, di(behenyl/arachidyl) dimethyl ammonium chloride, dibehenyl dimethyl ammonium chloride, stearyl dimethyl benzyl ammonium chloride, stearyl propyleneglycol phosphate dimethyl ammonium chloride, stearoyl amidopropyl dimethyl benzyl ammonium chloride, stearoyl amidopropyl dimethyl (myristylacetate) ammonium chloride, and N-(stearoyI colamino formyl methy) pyridinium chloride.
Also preferred are hydrophilically substituted cationic surfactants in which at least one of the substituents contain one or more aromatic, ether, ester, amido, or amino moieties present as substituents or as linkages in the radical chain, wherein at least one of the Ri - R4 radicals contain one or more hydrophilic moieties selected from alkoxy (preferably C-j - C3 alkoxy), polyoxyalkylene (preferably C1 - C3 polyoxyalkylene), alkylamido, hydroxyalkyl, alkylester, and combinations thereof. Preferably, the hydrophilically substituted cationic conditioning surfactant contains from 2 to about 10 nonionic hydrophile moieties located within the above stated ranges. Preferred hydrophilically substituted cationic surfactants include those of the formula (II) through (VIII) below:
Figure imgf000053_0001
wherein n is from 8 to about 28, x+y is from 2 to about 40, Z"! is a short chain alkyl, preferably a C-| - C3 alkyl, more preferably methyl, or (CH2CH2θ)zH wherein x+y+z is up to 60, and X is a salt forming anion as defined above;
Figure imgf000054_0001
wherein m is 1 to δ, one or more of R^, R6, and R? are independently an C<| -
C30 alkyl, the remainder are CH2CH2OH, one or two of Rβ, R9, and R^ O are independently an C-| - C30 alkyl, and remainder are CH2CH2OH, and X is a salt forming anion as mentioned above;
wherein, independently for formulae (IV) and (V), Z is an alkyl, preferably a Cι -
C3 alkyl, more preferably methyl, and ? is a short chain hydroxyalkyl, preferably hydroxymethyl or hydroxyethyl, p and q independently are integers from 2 to 4, inclusive, preferably from 2 to 3, inclusive, more preferably 2, R^ and R1 , independently, are substituted or unsubstituted hydrocarbyls, preferably C12 - C20 alkyl or alkenyl, and X is a salt forming anion as defined above;
Figure imgf000054_0003
wherein R13 is a hydrocarbyl, preferably a C-i - C3 alkyl, more preferably methyl, Z4 and Z5 are, independently, short chain hydrocarbyls, preferably C2 - C4 alkyl or alkenyl, more preferably ethyl, a is from 2 to about 40, preferably from about 7 to about 30, and X is a salt forming anion as defined above;
Figure imgf000055_0001
wherein R84 and R85, independently, are C-] - C3 alkyl, preferably methyl, Z6 is a C12 - C22 hydrocarbyl, alkyl carboxy or alkylamido, and A is a protein, preferably a collagen, keratin, milk protein, silk, soy protein, wheat protein, or hydrolyzed forms thereof; and X is a salt forming anion as defined above;
X ryUD
Figure imgf000055_0002
wherein b is 2 or 3, R^ and R^, independently are C-j - C3 hydrocarbyls preferably methyl, and X is a salt forming anion as defined above. Nonlimiting examples of hydrophilically substituted cationic surfactants useful in the present invention include the materials having the following CTFA designations: quaternium-16, quaternium-26, quaternium-27, quaternium-30, quaternium-33, quatemium-43, quaternium-δ2, quaternium-53, quatemium-56, quatemium-60, quaternium-61 , quatemium-62, quaternium-70, quaternium-71 , quaternium-72, quaternium-7δ, quatemium-76 hydrolyzed collagen, quatemium-77, quaternium- 78, quaternium-79 hydrolyzed collagen, quaternium-79 hydrolyzed keratin, quaternium-79 hydrolyzed milk protein, quaternium-79 hydrolyzed silk, quaternium-79 hydrolyzed soy protein, and quaternium-79 hydrolyzed wheat protein, quatemium-80, quaternium-81 , quatemium-82, quaternium-83, quaternium-84, and mixtures thereof.
Highly preferred hydrophilically substituted cationic surfactants include dialkylamido ethyl hydroxyethylmonium salt, dialkylamidoethyl dimonium salt, dialkyloyl ethyl hydroxyethylmonium salt, dialkyloyl ethyldimonium salt, and mixtures thereof; for example, commerically available under the following tradenames; VARISOFT 110, VARIQUAT K1215 and 638 from Witco Chemical, MACKPRO KLP, MACKPRO WLW, MACKPRO MLP, MACKPRO NSP, MACKPRO NLW, MACKPRO WWP, MACKPRO NLP, MACKPRO SLP from Mclntyre, ETHOQUAD 18/25, ETHOQUAD O/12PG, ETHOQUAD C/25, ETHOQUAD S/25, and ETHODUOQUAD from Akzo, DEHYQUAT SP from Henkel, and ATLAS G26δ from ICI Americas.
Amines are suitable as cationic surfactants. Primary, secondary, and tertiary fatty amines are useful. Particularly useful are tertiary amido amines having the following general formula:
R CONH (CH2)m N (R2)2 wherein R1 is a residue of C-| -j to C24 fatty acids, R2 is a C-| to C4 alkyl, and m is an integer from 1 to 4. Exemplary tertiary amido amines include: stearamidopropyldimethylamine, stearamidopropyldiethylamine, stearamidoethyldiethylamine, stearamidoethyldimethylamine, palmitamidopropyldimethylamine, palmitamidopropyldiethylamine, palmitamidoethyldiethylamine, palmitamidoethyldimethylamine, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethylamine, behenamidoethyldimethylamine, arachidamidopropyldimethylamine, arachidamidopropyldiethylamine, arachidamidoethyldiethylamine, arachidamidoethyldimethylamine, diethylaminoethylstearamide. Also useful are dimethylstearamine, dimethylsoyamine, soyamine, myristylamine, tridecylamine, ethylstearylamine, N- tallowpropane diamine, ethoxylated (with δ moles of ethylene oxide) stearylamine, dihydroxyethylstearylamine, and arachidylbehenylamine. Useful amines in the present invention are disclosed in U.S. Patent 4,27δ,0δδ, Nachtigal, et al.
These amines can also be used in combination with acids such as £- glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, tartaric acid, citric acid, f-glutamic hydrochloride, maleic acid, and mixtures thereof; more preferably ^-glutamic acid, lactic acid, citric acid. The amines herein are preferably partially neutralized with any of the acids at a molar ratio of the amine to the acid of from about 1 : 0.3 to about 1 : 2, more preferably from about 1 : 0.4 to about 1 : 1. Cationic Polymer
The cationic polymer useful herein is described below. As used herein, the term "polymer" shall include materials whether made by polymerization of one type of monomer or made by two (i.e., copolymers) or more types of monomers. Preferably, the cationic polymer is a water-soluble cationic polymer. By "water soluble" cationic polymer, what is meant is a polymer which is sufficiently soluble in water to form a substantially clear solution to the naked eye at a concentration of 0.1 % in water (distilled or equivalent) at 2δ°C. The preferred polymer will be sufficiently soluble to form a substantially clear solution at 0.6% concentration, more preferably at 1.0% concentration.
The cationic polymers hereof will generally have a weight average molecular weight which is at least about δ,000, typically at least about 10,000, and is less than about 10 million. Preferably, the molecular weight is from about 100,000 to about 2 million. The cationic polymers will generally have cationic nitrogen-containing moieties such as quaternary ammonium or cationic amino moieties, and mixtures thereof.
The cationic charge density is preferably at least about 0.1 meq/gram, more preferably at least about 1.5 meq/gram, even more preferably at least about 1.1 meq/gram, still more preferably at least about 1.2 meq/gram. Cationic charge density of the cationic polymer can be determined according to the Kjeldahl Method. Those skilled in the art will recognize that the charge density of amino-containing polymers may vary depending upon pH and the isoelectric point of the amino groups. The charge density should be within the above limits at the pH of intended use.
Any anionic counterions can be utilized for the cationic polymers so long as the water solubility criteria is met. Suitable counterions include halides (e.g., CI, Br, I, or F, preferably CI, Br, or I), sulfate, and methylsulfate. Others can also be used, as this list is not exclusive. The cationic nitrogen-containing moiety will be present generally as a substituent, on a fraction of the total monomer units of the cationic hair conditioning polymers. Thus, the cationic polymer can comprise copolymers, terpolymers, etc. of quaternary ammonium or cationic amine-substituted monomer units and other non-cationic units referred to herein as spacer monomer units. Such polymers are known in the art, and a variety can be found in the CTFA Cosmetic Ingredient Dictionary, 3rd edition, edited by Estrin, Crosley, and Haynes, (The Cosmetic, Toiletry, and Fragrance Association, Inc., Washington, D.C., 1982).
Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as acrylamide, methacrylamide, alkyl and dialkyl acrylamides, alkyl and dialkyl methacrylamides, alkyl acrylate, alkyl methacrylate, vinyl caprolactone, and vinyl pyrrolidone. The alkyl and dialkyl substituted monomers preferably have C-| - C7 alkyl groups, more preferably C-|
- C3 alkyl groups. Other suitable spacer monomers include vinyl esters, vinyl alcohol (made by hydrolysis of polyvinyl acetate), maleic anhydride, propylene glycol, and ethylene glycol.
The cationic amines can be primary, secondary, or tertiary amines, depending upon the particular species and the pH of the composition. In general, secondary and tertiary amines, especially tertiary amines, are preferred. Amine-substituted vinyl monomers can be polymerized in the amine form, and then optionally can be converted to ammonium by a quaternization reaction.
Amines can also be similarly quaternized subsequent to formation of the polymer. For example, tertiary amine functionalities can be quaternized by reaction with a salt of the formula R'X wherein R' is a short chain alkyl, preferably a C1 - C7 alkyl, more preferably a C'l - C3 alkyl, and X is an anion which forms a water soluble salt with the quaternized ammonium.
Suitable cationic amino and quaternary ammonium monomers include, for example, vinyl compounds substituted with dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, monoalkylaminoalkyl acrylate, monoalkylaminoalkyl methacrylate, trialkyl methacryloxyalkyl ammonium salt, trialkyl acryloxyalkyl ammonium salt, diallyl quaternary ammonium salts, and vinyl quaternary ammonium monomers having cyclic cationic nitrogen-containing rings such as pyridinium, imidazolium, and quaternized pyrrolidone, e.g., alkyl vinyl imidazolium, alkyl vinyl pyridinium, alkyl vinyl pyrrolidone salts. The alkyl portions of these monomers are preferably lower alkyls such as the C<{ - C3 alkyls, more preferably Cή and C2 alkyls. Suitable amine-substituted vinyl monomers for use herein include dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, dialkylaminoalkyl acrylamide, and dialkylaminoalkyl methacrylamide, wherein the alkyl groups are preferably C-) - C7 hydrocarbyls, more preferably C-] - C3, alkyls. The cationic polymers hereof can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers.
Suitable cationic hair conditioning polymers include, for example: copolymers of 1 -vinyl-2-pyrrolidone and 1 -vinyl-3-methylimidazolium salt (e.g., chloride salt) (referred to in the industry by the Cosmetic, Toiletry, and Fragrance
Association, "CTFA", as Polyquatemium-16), such as those commercially available from BASF Wyandotte Corp. (Parsippany, NJ, USA) under the LUVIQUAT tradename (e.g., LUVIQUAT FC 370); copolymers of 1 -vinyl-2- pyrrolidone and dimethylaminoethyl methacrylate (referred to in the industry by CTFA as Polyquaternium-11 ) such as those commercially available from Gaf Corporation (Wayne, NJ, USA) under the GAFQUAT tradename (e.g., GAFQUAT 75δN); cationic diallyl quaternary ammonium-containing polymers, including, for example, dimethyldiallylammonium chloride homopolymer and copolymers of acrylamide and dimethyldiallylammonium chloride, referred to in the industry (CTFA) as Polyquatemium 6 and Polyquatemium 7, respectively; and mineral acid salts of amino-alkyl esters of homo- and co-polymers of unsaturated carboxylic acids having from 3 to δ carbon atoms, as described in U.S. Patent 4,009,266, incorporated herein by reference.
Other cationic polymers that can be used include polysaccharide polymers, such as cationic cellulose derivatives and cationic starch derivatives. Cationic polysaccharide polymer materials suitable for use herein include those of the formula:
Figure imgf000059_0001
wherein: A is an anhydroglucose residual group, such as a starch or cellulose anhydroglucose residual, R is an alkylene oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof, R^ , R2, and p independently are alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms, and the total number of carbon atoms for each cationic moiety (i.e., the sum of carbon atoms in R1 , R2 and R8) preferably being about 20 or less, and X is an anionic counterion, as previously described.
Cationic cellulose is available from Amerchol Corp. (Edison, NJ, USA) in their Polymer JR® and LR® series of polymers, as salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquatemium 10. Another type of cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquatemium 24. These materials are available from Amerchol Corp. (Edison, NJ, USA) under the tradename Polymer LM-200®.
Other cationic polymers that can be used include cationic guar gum derivatives, such as guar hydroxypropyltrimonium chloride (commercially available from Celanese Corp. in their Jaguar R series). Other materials include quaternary nitrogen-containing cellulose ethers (e.g., as described in U.S. Patent 3,962,418, incorporated herein by reference), and copolymers of etherified cellulose and starch (e.g., as described in U.S. Patent 3,9δ8,δ81 , incorporated herein by reference.)
NONIONIC SURFACTANT
Nonionic surfactants can be included in the hair styling compositions and/or hair conditioning compositions of the present invention. Nonionic surfactants useful herein include those compounds produced by condensation of alkylene oxide groups, hydrophilic in nature, with an organic hydrophobic compound, which may be aliphatic or alkyl aromatic in nature.
Preferred nonlimiting examples of nonionic surfactants for use in the shampoo compositions include the following:
(1 ) polyethylene oxide condensates of alkyl phenols, e.g., the condensation products of alkyl phenols having an alkyl group containing from about 6 to about 20 carbon atoms in either a straight chain or branched chain configuration, with ethylene oxide, the said ethylene oxide being present in amounts equal to from about 10 to about 60 moles of ethylene oxide per mole of alkyl phenol; (2) those derived from the condensation of ethylene oxide with the product resulting from the reaction of propylene oxide and ethylene diamine products;
(3) condensation products of aliphatic alcohols having from about 8 to about 18 carbon atoms, in either straight chain or branched chain configurations, with ethylene oxide, e.g., a coconut alcohol ethylene oxide condensate having from about 10 to about 30 moles of ethylene oxide per mole of coconut alcohol, the coconut alcohol fraction having from about 10 to about 14 carbon atoms;
(4) long chain tertiary amine oxides of the formula [R1 R2R3N -» O] where R1 contains an alkyl, alkenyl or monohydroxy alkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 ethylene oxide moieties, and from
0 to about 1 glyceryl moiety, and R2 and R3 contain from about 1 to about 3 carbon atoms and from 0 to about 1 hydroxy group, e.g., methyl, ethyl, propyl, hydroxyethyl, or hydroxypropyl radicals; (δ) long chain tertiary phosphine oxides of the formula [RR'R"P → O] where R contains an alkyl, alkenyl or monohydroxyalkyl radical ranging from about 8 to about 18 carbon atoms in chain length, from 0 to about 10 ethylene oxide moieties and from 0 to 1 glyceryl moieties and R' and R" are each alkyl or monohydroxyalkyl groups containing from about 1 to about 3 carbon atoms;
(6) long chain dialkyl sulfoxides containing one short chain alkyl or hydroxy alkyl radical of from 1 to about 3 carbon atoms (usually methyl) and one long hydrophobic chain which include alkyl, alkenyl, hydroxy alkyl, or keto alkyl radicals containing from about 8 to about 20 carbon atoms, from 0 to about 10 ethylene oxide moieties and from 0 to 1 glyceryl moieties;
(7) alkyl polysaccharide (APS) surfactants (e.g. alkyl polyglycosides), examples of which are described in U.S. Patent 4,δ6δ, 647, which is incorporated herein by reference in its entirety, and which discloses APS surfactants having a hydrophobic group with about 6 to about 30 carbon atoms and a polysaccharide (e.g., polyglycoside) as the hydrophilic group; optionally, there can be a polyalkylene-oxide group joining the hydrophobic and hydrophilic moieties; and the alkyl group (i.e., the hydrophobic moiety) can be saturated or unsaturated, branched or unbranched, and unsubstituted or substituted
(e.g., with hydroxy or cyclic rings); a preferred material is alkyl polyglucoside, which is commercially available from Henkel, ICI Americas, and Seppic; and
(8) polyoxyethylene alkyl ethers such as those of the formula RO(CH2CH20)nH and polyethylene glycol (PEG) glyceryl fatty esters, such as those of the formula R(0)OCH2CH(OH)CH2(OCH2CH2)nOH, wherein n is from 1 to about 200, preferably from about 20 to about 100, and R is an alkyl having from about 8 to about 22 carbon atoms.
Preferably, ethylene glycol ethers of fatty alcohols as described in the above (3) or (8) are used as the nonionic surfactants in the composition of the present invention.
Ethylene glycol ethers of fatty alcohols useful herein include any ethylene glycol ethers of fatty alcohols which are suitable for use in a hair conditioning composition. No limiting examples of the ethylene glycol ethers of fatty alcohols include; the ceteth series of compounds such as ceteth-1 through ceteth-45, which are ethylene glycol ethers of cetyl alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; the steareth series of compounds such as steareth-1 through 100, which are ethylene glycol ethers of steareth alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; ceteareth 1 through ceteareth-δO, which are the ethylene glycol ethers of ceteareth alcohol, i.e. a mixture of fatty alcohols containing predominantly cetyl and stearyl alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; polyoxyethylene ethers of branched alcohols such as octyldodecyl alcohol, dodecylpentadecyl alcohol, hexyldecyl alcohol, and isostearyl alcohol; and mixtures thereof. Preferred for use herein is ceteareth-20. Preferably, polyethylene glycol derivatives of glycerides as described in the above (8) are used as the nonionic surfactants in the composition of the present invention.
Polyethylene glycol derivatives of glycerides useful herein include any polyethylene glycol derivative of glycerides which are water-soluble and which are suitable for use in a hair conditioning composition. Suitable polyethylene glycol derivatives of glycerides for use herein include derivatives of mono-, di- and tri-glycerides and mixtures thereof.
One class of polyethylene glycol derivatives of glycerides suitable herein are those which conform to the general formula (I):
O
RCOCH2CH (OH) CH2 ( OCH2 CH2 ) nOH wherein n, the degree of ethoxylation, is from about 4 to about 200, preferably from about δ to about 1 δO, more preferably from about 20 to about 120, and wherein R comprises an aliphatic radical having from about δ to about 2δ carbon atoms, preferably from about 7 to about 20 carbon atoms.
Suitable polyethylene glycol derivatives of glycerides can be polyethylene glycol derivatives of hydrogenated castor oil. For example, PEG-20 hydrogenated castor oil, PEG-30 hydrogenated castor oil, PEG-40 hydrogenated castor oil, PEG-46 hydrogenated castor oil, PEG-δO hydrogenated castor oil, PEG-64 hydrogenated castor oil, PEG-δδ hydrogenated castor oil, PEG-60 hydrogenated castor oil, PEG-80 hydrogenated castor oil, and PEG-100 hydrogenated castor oil. Preferred for use in the compositions herein is PEG-60 hydrogenated castor oil. Other suitable polyethylene glycol derivatives of glycerides can be polyethylene glycol derivatives of stearic acid. For example, PEG-30 stearate,
PEG-40 stearate, PEG-δO stearate, PEG-76 stearate, PEG-90 stearate, PEG-
100 stearate, PEG-120 stearate, and PEG-160 stearate. Preferred for use in the compositions herein is PEG-100 stearate.
LOW MELTING POINT OIL
Low melting point oils can be included in the hair styling compositions and/or hair conditioning compositions of the present invention. The low melting point oil useful herein is selected from the group consisting of hydrocarbon having from 10 to about 40 carbon atoms, unsaturated fatty alcohols having from about 10 to about 30 carbon atoms, unsaturated fatty acids having from about 10 to about 30 carbon atoms, fatty acid derivatives, fatty alcohol derivatives, ester oils, poly α-olefin oils, and mixtures thereof. Fatty alcohols useful herein include those having from about 10 to about
30 carbon atoms, preferably from about 12 to about 22 carbon atoms, and more preferably from about 16 to about 22 carbon atoms. These fatty alcohols are unsaturated and can be straight or branched chain alcohols. Suitable fatty alcohols include, for example, oleyl alcohol, isostearyl alcohol, tridecylalcohol, decyl tetradecyl alcohol, and octyl dodecyl alcohol. These alcohols are available, for example, from Shinnihon Rika.
Low melting point oils useful herein include pentaerythritol ester oils, trimethylol ester oils, poly α-olefin oils, citrate ester oils, glyceryl ester oils, and mixtures thereof, and the ester oil useful herein is water-insoluble. As used herein, the term "water-insoluble" means the compound is substantially not soluble in water at 2δ°C; when the compound is mixed with water at a concentration by weight of above 1.0%, preferably at above 0.δ%, the compound is temporarily dispersed to form an unstable colloid in water, then is quickly separated from water into two phases. Pentaerythritol ester oils useful herein are those having the following formula:
Figure imgf000064_0001
wherein R1, R2, R3, and R4, independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons. Preferably, R1, R2, R3, and R4, independently, are branched, straight, saturated, or unsaturated alkyl groups having from about 8 to about 22 carbons. More preferably, R1, R2, R3 and R4 are defined so that the molecular weight of the compound is from about 800 to about 1200.
Trimethylol ester oils useful herein are those having the following formula:
Figure imgf000064_0002
wherein R11 is an alkyl group having from 1 to about 30 carbons, and R12, R13, and R14, independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons. Preferably, R11 is ethyl and R12, R13, and R14, independently, are branched, straight, saturated, or unsaturated alkyl groups having from 8 to about 22 carbons. More preferably, R11, R12, R13 and R14 are defined so that the molecular weight of the compound is from about 800 to about 1200.
Particularly useful pentaerythritol ester oils and trimethylol ester oils herein include pentaerythritol tetraisostearate, pentaerythritol tetraoleate, trimethylolpropane triisostearate, trimethylolpropane trioleate, and mixtures thereof. Such compounds are available from Kokyo Alcohol with tradenames KAKPTI, KAKTTI, and Shin-nihon Rika with tradenames PTO, ENUJERUBU TP3SO.
Poly α-olefin oils useful herein are those derived from 1-alkene monomers having from about 6 to about 16 carbons, preferably from about 6 to about 12 carbons atoms. Nonlimiting examples of 1-alkene monomers useful for preparing the poly α-olefin oils include 1-hexene, 1-octene, 1-decene, 1- dodecene, 1-tetradecene, 1-hexadecene, branched isomers such as 4-methyl-1- pentene, and mixtures thereof. Preferred 1-alkene monomers useful for preparing the poly α-olefin oils are 1-octene, 1-decene, 1-dodecene, 1- tetradecene, 1-hexadecene, and mixtures thereof. Poly α-olefin oils useful herein further have a viscosity of from about 1 to about 3δ,000 cst, a molecular weight of from about 200 to about 60,000, and a polydispersity of no more than about 3.
Poly α-olefin oils having a molecular weight of at least about 800 are useful herein. Such high molecular weight poly α-olefin oils are believed to provide long lasting moisturized feel to the hair. Poly α-olefin oils having a molecular weight of less than about 800 are useful herein. Such low molecular weight poly α-olefin oils are believed to provide a smooth, light, clean feel to the hair.
Particularly useful poly α-olefin oils herein include polydecenes with tradenames PURESYN 6 having a number average molecular weight of about δOO and PURESYN 100 having a number average molecular weight of about
3000 and PURESYN 300 having a number average molecular weight of about
6000 available from Mobil Chemical Co.
Citrate ester oils useful herein are those having a molecular weight of at least about δOO having the following formula:
Figure imgf000065_0001
wherein R21 is OH or CH3COO, and R22, R23, and R24, independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons. Preferably, R21 is OH, and R22, R23, and R24, independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and k -i 90 alkylaryl groups having from 8 to about 22 carbons. More preferably, R , R ,
R23 and R24 are defined so that the molecular weight of the compound is at least about 800.
Particularly useful citrate ester oils herein include triisocetyl citrate with tradename CITMOL 316 available from Bernel, triisostearyl citrate with tradename PELEMOL TISC available from Phoenix, and trioctyldodecyl citrate with tradename CITMOL 320 available from Bernel. Glyceryl ester oils useful herein are those having a molecular weight of at least about δOO and having the following formula:
Figure imgf000066_0001
wherein R41, R42, and R43, independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons. Preferably, R41, R42, and R43, independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 8 to about 22 carbons. More preferably, R41, R42, and R43 are defined so that the molecular weight of the compound is at least about 800. Particularly useful glyceryl ester oils herein include triisostearin with tradename SUN ESPOL G-318 available from Taiyo Kagaku, triolein with tradename CITHROL GTO available from Croda Surfactants Ltd., trilinolein with tradename EFADERMA-F available from Vevy, or tradename EFA- GLYCERIDES from Brooks.
ADDITIONAL COMPONENTS FOR BOTH HAIR STYLING AND CONDITIONING COMPOSITIONS
A wide variety of other additional components can be formulated into the present compositions. These include: other conditioning agents such as hydrolyzed collagen with tradename Peptein 2000 available from Hormel, vitamin E with tradename Emix-d available from Eisai, panthenol available from Roche, panthenyl ethyl ether available from Roche, a mixture of Polysorbate 60 and Cetearyl Alcohol with tradename Polawax NF available from Croda Chemicals, glycerylmonostearate available from Stepan Chemicals, hydroxyethyl cellulose available from Aqualon, 3-pyridinecarboxy acid amide (niacinamide), hydrolysed keratin, proteins, plant extracts, and nutrients; preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolidinyl urea; pH adjusting agents, such as citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate; salts, in general, such as potassium acetate and sodium chloride; coloring agents, such as any of the FD&C or D&C dyes; hair oxidizing (bleaching) agents, such as hydrogen peroxide, perborate and persulfate salts; hair reducing agents such as the thioglycolates; perfumes; and sequestering agents, such as disodium ethylenediamine tetra-acetate; ultraviolet and infrared screening and absorbing agents such as octyl salicylate; antidandruff agents such as zinc pyridinethione and salicylic acid. Such other additional components generally are used individually at levels of from about 0.001 % to about 10%, preferably up to about δ% by weight of the composition
EXAMPLES
The following examples further describe and demonstrate embodiments within the scope of the present invention. The examples are given solely for the purpose of illustration and are not to be construed as limitations of the present invention, as many variations thereof are possible without departing from the spirit and scope of the invention. Ingredients are identified by chemical or CTFA name, or otherwise defined below. Hair stylin com ositions (wt%)
Figure imgf000067_0001
Definitions of Components
*1 PVP/VA copolymer: Luviskol 73W available from BASF *2 Hydroxyethyl cellulose: Natrosol 260JR available from Aqualon. *3 Vitamin E: Emix-d Available from Eisai *4 Hydrolyzed collagen: Peptein 2000 available from Hormel. *δ Panthenol: Available from Roche *6 Panthenyl ethyl ether: Available from Roche *7 Benzophenone-3: Uvinul M-40 available from BASF * *88 Octyl Methoxycinnamate: Parasol MCX available from Roche Method of Preparation
The hair styling compositions as shown above can be prepared by any conventional method well known in the art.
For example, the hair styling compositions of Example 1 is suitably made as follows: PVP/VA copolymer is added to water at about δ0°C with vigorous agitation, and dissolved in the water to form a premix. Under continued agitation, lsosteareth-20 and perfume are added, and then the premix is removed from the heat. Then, other remaining ingredients including polyquaternium-4 are added to the mixture. For example, the hair styling compositions of Example 2 is suitably made as follows: All the listed ingredients except for hydroxyethyl cellulose are added to water, and thoroughly mixing for 30 minutes to form a premix. In another vessel, hydroxyethy cellulose is added to water at about 70°C with vigorous agitation, and dissolved in the water until Jaguar is fully hydrated, and then the premix is added to the final mix with mild agitation.
Figure imgf000068_0001
Figure imgf000069_0001
Figure imgf000069_0002
Figure imgf000070_0001
Figure imgf000070_0002
Figure imgf000071_0001
Definitions of Components
*1 Cyclomethicone/Dimethicone: Mixture of 2δ% of Dimethicone Gum and
7δ% of Cyclomethicone, wherein the Dimethicone gum has a molecular weight of from about 160,000 to about 200,000 and viscosity of about
1 ,000,000 mPa«s, and Cyclomethicone is decamethylcyclopentasiloxane, available from General Electric *2 PEG modified glyceride: Tagat TO available from Goldschmidt Chemical *3 Dimethicone copolyol: Abil B 8830 available from Goldschmidt Chemical *4 Polypropylene glycol: New Pol PP-2000 available from Sanyo Kasei
*δ Acrylates/C 10-30 Alkyl acrylate crosspolymer: Pemulen TR1 available from BF Goodrich *6 Polyquaternium-39: Merquat Plus 3330 available from Calgon *7 Polyethylene Glycol: Carbowax PEG-200 available from Union Carbide *8 Vitamin E: Emix-d Available from Eisai
*9 Hydrolyzed collagen: Peptein 2000 available from Hormel. *10 Panthenol: Available from Roche *11 Panthenyl ethyl ether: Available from Roche *12 Benzophenone-3: Uvinul M-40 available from BASF *13 Octyl Methoxycinnamate: Parasol MCX available from Roche *14 Dimethicone/Dimethiconol: DC-1403 available from Dow Corning *1δ Carbomer: Carbopol 981 available from BF Goodrich *16 Polygonum multiflori extract: Polygonum multiflori extract available from
Occupational Medicine, CAPM. *17 Visible particles: Unispheres AGE-627 available from Induchem *18 Benzophenone-4: Uvinul MS-40 available from BASF *19 Hydrophobically modified cellulose ether : Polysurf 67 available from Aqualon *20 Acrylates copolymer: Structure plus available from National starch
*21 Crosslinked polymer: Polyquatemium 37 sold as Salcare 96 available from
Allied Colloids *22 Propylene Glycol Dicaprylate/Dicaprate: sold as Salcare 96 available from Allied Colloids *23 Distearyldimonium chloride: Varisoft TA100 available from Witco *24 PoIyquatemium-10: Ucare KG30M available from Amerchol *2δ Cetyl Alcohol: Konol series available from Shinnihon Rika *26 Stearyl Alcohol: Konol series available from Shinnihon Rika *27 PEG-60 Hydrogenated castor oil: Cremophor PH-60 available from BASF *28 Cetrimonium chloride: Dehyquate A available from Henkel
*29 Pentaerythritol ester oil: pentaerythritol tetraisostearate with tradename
KAKPTI available from Koukyu Alcohol Kogyo *30 Styryl Silicone: Styryl MQ Silicone available from GE Silicones *31 Cetyl Hydroxyethyl cellulose: Natrosol Plus CS Grade 330 available from Aqualon
*32 Stearamidopropyl dimethylamine: available from Inolex *33 ^-Glutamic acid: Available from Ajinomoto
*34 Cyclomethicone/Dimethicone: Mixture of 1 δ% of Dimethicone Gum and 8δ% of Cyclomethicone, wherein the Dimethicone gum has a molecular weight of from about 400,000 to about 600,000 and viscosity of from about
4,000,000 to about 20,000,000 mPa«s, and Cyclomethicone is decamethylcyclopentasiloxane) available from General Electric *3δ Kathon CG: Methylchloroisothiazolinone and Methylisothiazolinone available from Rohm & Haas. *36 Ditallow dimethyl ammonium chloride: Available from Witco Chemicals. *37 PEG-2M: Polyox obtained by Union Carbide. *38 Polysorbate 60, Cetearyl Alcohol: mixture sold as Polawax NF obtained by
Croda Chemicals. *39 Glycerylmonostearate: Available from Stepan Chemicals. Method of Preparation
The hair conditioning compositions as shown above can be prepared by any conventional method well known in the art.
For example, the hair conditioning compositions of Cond.1-δ are suitably made as follows: The polymeric materials such as the thickening agents, amphoteric conditioning polymers, and cationic conditioning polymers, if present, are dispersed in water at room temperature, and mixed by vigorous agitation. The frizz control agents, if present, are added to the mixture, and mixed by vigorous agitation until fully dispersed. The non-volatile silicone compound and volatile compound, if present, are also added to the mixture, and mixed by vigorous agitation until fully dispersed. Neutralizing agent is added, if anionic polymers present, for neutralization. The high melting point compounds and cationic surfactants, if included, are added to the mixture with agitation at above 70°C by either melting such components or by dissolving such components. Then the mixture is cooled to below 30°C, and then the remaining components, if included, are added to the mixture with agitation.
For example, the hair conditioning composition of Cond. 6 is suitably made as follows:
1. Begin with charging 96-98%, of the water into the formulation vessel. While agitating the water, any polysaccharide polymers that the formula contained are added. During the dissolution or dispersion of any polymers the mixture is heated to 30-36 °C. When any added polymers are fully dispersed or dissolved, the mixture is heated to 80-86 °C.
2. Once at this temperature, all materials comprising the vehicle and frizz control agents are added while mixing vigorously. While vigorous, the mixing is not sufficient to induce significant aeration. All other minor and optional ingredients are also added at this point, with the exception of the perfume and buffer materials, and/or any other materials whose character might be compromised by the 80-86 °C temperature. This mixing stage lasts from about δ-20 minutes to ensure thorough homogenization.
3. The mixture is then cooled at a rate controlled to protect overall product integrity (this can occur by any convenient means).
4. Once the temperature drops to 30 °C, all additional ingredients are added and mixed for 10-30 minutes or until completely homogeneous. At this point, pH modifiers such as EDTA salts and/or Citric Acid salts are added to the composition to reach the desired pH level. The preferred pH for compositions according the present invention is from about 6.0 to about 7.6.
For example, the hair conditioning composition of Cond. 7 and 8 are suitably made as follows: When included in the composition, polymeric materials such as polypropylene glycol are dispersed in water at room temperature to make a polymer solution, and heated up to above 70°C. Amidoamine and acid, other cationic surfactants, and ester oil of low melting point oil, if present, are added in the solution with agitation. Then high melting point fatty compound, other low melting point oils, and benzyl alcohol, if present, are also added in the solution with agitation. The mixture thus obtained is cooled down to below 60°C, and the remaining components such as silicone compound are added with agitation, and further cooled down to about 30°C. A triblender and/or mill can be used in each step, if necessary to disperse the materials. EXAMPLE 1 A hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond. 1 , wherein the compositions are packed into a pump-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition. The pump-type container has one nozzle which dispenses the hair styling compositions together with the hair conditioning compositions. The hair styling composition is mixed with the hair conditioning composition on hands, and then applied to hair. EXAMPLE 2 A hair care kit comprises the hair styling composition of Styl. 2 and the hair conditioning composition of Cond. 2, wherein the compositions are packed into a sachet-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by a breakable partition. The hair styling composition is mixed with the hair conditioning composition in the sachet by breaking the breakable partitions, and then applied to hair. EXAMPLE 3
A hair care kit comprises the hair styling composition of Styl. 2 and the hair conditioning composition of Cond. 3, wherein the compositions are packed into a pump-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition. The pump-type container has one nozzle which dispenses the hair styling compositions together with the hair conditioning compositions. The hair styling composition is mixed with the hair conditioning composition on hands, and then applied to hair. EXAMPLE 4
A hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond. 4, wherein the compositions are packed into a sachet-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by a breakable partition. The hair styling composition is mixed with the hair conditioning composition in the sachet by breaking the breakable partitions, and then applied to hair. EXAMPLE 5
A hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond. δ, wherein the compositions are packed into a pump-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition. The pump-type container has one nozzle which dispenses the hair styling compositions together with the hair conditioning compositions. The hair styling composition is mixed with the hair conditioning composition on hands, and then applied to hair. EXAMPLE 6
A hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond. 6, wherein the compositions are packed into a pump-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition. The pump-type container has one nozzle which dispenses the hair styling compositions together with the hair conditioning compositions. The hair styling composition is mixed with the hair conditioning composition on hands, and then applied to hair. EXAMPLE 7 A hair care kit comprises the hair styling composition of Styl. 1 and the hair conditioning composition of Cond. 7, wherein the compositions are packed into a pump-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by an unbreakable partition. The pump-type container has one nozzle which dispenses the hair styling compositions together with the hair conditioning compositions. The hair styling composition is mixed with the hair conditioning composition on hands, and then applied to hair. EXAMPLE 8 A hair care kit comprises the hair styling composition of Styl. 2 and the hair conditioning composition of Cond. 8, wherein the compositions are packed into a sachet-type container having two compartments, the hair styling composition is packed into a first compartment, hair conditioning composition is packed into a second compartment, and the first and second compartments are isolated by a breakable partition. The hair styling composition is mixed with the hair conditioning composition in the sachet by breaking the breakable partitions, and then applied to hair.
The embodiments disclosed herein have many advantages. For example, the hair care kits of Examples 1-8 provide two separate hair care benefits, i.e., conditioning and styling benefits, from a single hair care product. Mixtures of the hair styling compositions and the hair conditioning compositions provided by the hair care kits of Examples 1-8 provide well-balanced conditioning and styling benefits, i.e., can provide styling benefits such as hair style achievement, and hold and retention, while delivering improved conditioning benefits such as smoothness, softness, and reduction of friction. The hair styling compositions and the hair conditioning compositions in the hair care kits of Examples 1-8 have better stability, since the compositions are isolated from each other in the kit prior to use. Furthermore, Examples 1 , 2, and 4-6 can also provide improved frizz control benefit, and Examples 1-5 can retain good hair feel and appearance, i.e., provide reduced sticky, greasy, and stiff feeling. It is understood that the examples and embodiments described herein are for illustrative purposes only and that various modifications or changes in light thereof will be suggested to one skilled in the art without departing from its spirit and scope.

Claims

What is claimed is:
1. A hair care kit comprising:
(a) a hair styling composition comprising a styling polymer; and
(b) a hair conditioning composition comprising a conditioning agent; wherein the hair styling composition is isolated from the hair conditioning composition.
2. The hair care kit according to Claim 1 , wherein the hair styling composition is packed into a first container, the hair conditioning composition is packed into a second container, and the first and second containers are isolated from each other.
3. The hair care kit according to Claim 1 , wherein the hair styling composition and the hair conditioning composition are packed into the same container comprising two compartments, the hair styling composition is packed into a first compartment, and the hair conditioning composition is packed into a second compartment.
4. The hair care kit according to Claim 3, wherein the container is a pump- type container.
5. The hair care kit according to Claim 4, wherein the pump-type container has a nozzle which dispenses the hair styling composition together with the hair conditioning composition.
6. The hair care kit according to Claim 3, wherein the container is a sachet- type container.
7. The hair care kit according to Claim 6, wherein the first and second compartments are isolated by a breakable partition.
8. The hair care kit according to Claim 1 , wherein the hair styling composition and the hair conditioning composition are for leave-on use on the hair.
9. The hair care kit according to Claim 1 , wherein the hair styling composition and the hair conditioning composition are aqueous compositions.
10. The hair care kit according to Claim 9, wherein the aqueous hair styling composition comprises a water-soluble styling polymer and an aqueous carrier.
11. The hair care kit according to Claim 10, wherein the water-soluble styling polymer comprises vinylpyrrolidone copolymer.
12. The hair care kit according to Claim 11 , wherein the vinylpyrrolidone copolymer is a polypyrrolidone/vinyl acetate copolymer.
13. The hair care kit according to Claim 9, wherein the aqueous hair conditioning composition comprises:
(a) a conditioning agent comprising silicone compound;
(b) a thickening agent; and
(c) an aqueous carrier.
14. The hair care kit according to Claim 13, wherein the silicone compound is a non-volatile silicone compound which has a molecular weight of from about 100,000 to about 1 ,600,000 and has a viscosity of from about 600,000 to about 60,000,000 mPa'S.
1δ. The hair care kit according to Claim 13, wherein the hair conditioning composition further comprises a volatile compound selected from the group consisting of an isoparaffin hydrocarbon having a boiling point of from about 60 to about 260°C, a volatile silicone compound having from 2 to 7 silicon atoms, and mixtures thereof.
16. The hair care kit according to Claim 15, wherein the volatile compound is a volatile cyclic silicone compound having the formula:
Figure imgf000080_0001
wherein R ,93 is independently alkyl or aryl, and n is an integer of from 3 to 7.
17. The hair care kit according to Claim 13, wherein the hair conditioning composition further comprises a frizz control agent selected from the group consisting of (i), (ii), and (iii):
(i) PEG-modified glycerides having the structure:
Figure imgf000080_0002
wherein one or more of the R groups is selected from saturated or unsaturated fatty acid moieties derived from animal or vegetable oils wherein the fatty acid moieties have a carbon length chain of from 12 and 22, any other R groups are hydrogen, x, y, z are independently zero or more, the average sum of x+y+z is equal to from about 10 to about 45;
(ii) PEG-modified glyceryl fatty acid esters having the structure: O
R- OCH2CHCH2(OCH2CH2)nOH
OH wherein R is an aliphatic group having from 12 to 22 carbon chain length, and n has an average value of from 5 to 40; and (iii) mixtures thereof;
18. The hair care kit according to Claim 13, wherein the hair conditioning composition further comprises an additional frizz control agent selected from the group consisting of (i), (ii), (iii), (iv), and (v): (i) dimethicone copolyols having the structure:
Figure imgf000081_0001
wherein x is an integer from 1 to 2000, y is an integer from 1 to 1000, a is zero or greater, b is zero or greater, the sum of a+b is at least 1 , and having an HLB value of about 20 or less; (ii) dimethicone copolyols having the structure:
Figure imgf000081_0002
wherein R is selected from the group consisting of hydrogen, methyl, and combinations thereof, m is an integer from 1 to 2000, x is independently zero or greater, y is independently zero or greater, wherein the dimethicone copolyol has at least one ethylene oxide and/or propylene oxide, and has an HLB value of about 20 or less;
(iii) polypropylene glycol having a weight average molecular weight of from about 200 g/mol to about 100,000 g/mol; and
(iv) pentaerythritol ester oils having the formula:
Figure imgf000081_0003
wherein R1, R2, R3, and R4, independently, are branched, straight, saturated, or unsaturated alkyl, aryl, and alkylaryl groups having from 1 to about 30 carbons; and (v) mixtures thereof.
19. The hair care kit according to Claim 13 wherein the thickening agent is a carboxylic acid/carboxylate copolymer.
20. The hair care kit according to Claim 19 wherein the carboxylic acid/carboxylate copolymer is an acrylic acid/alkyl acrylate copolymer having the following formula:
Figure imgf000082_0001
wherein R51 , independently, is a hydrogen or an alkyl of 1 to 30 carbons wherein at least one of R51 is a hydrogen, R^2 is as defined above, n, n', m and m' are integers in which n+n'+m+m' is from about 40 to about 100, n" is an integer of from 1 to about 30, and £ is defined so that the copolymer has a molecular weight of about 600,000 to about 3,000,000.
21. The hair care kit according to Claim 13, wherein the hair conditioning composition further comprises an amphoteric conditioning polymer.
22. The hair care kit according to Claim 13, wherein the hair conditioning composition further comprises a humectant.
23. A method of styling and conditioning the hair comprising the steps of: providing the hair care kit according to Claim 1 ; mixing the hair styling composition and hair conditioning composition to obtain a mixture before applying to hair; and applying the mixture to the hair.
PCT/US2001/017324 2001-05-29 2001-05-29 Hair care kits comprising hair styling composition and hair conditioning composition WO2002096381A1 (en)

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WO2004100908A1 (en) * 2003-05-15 2004-11-25 Henkel Kommanditgesellschaft Auf Aktien Hair care products with styling properties
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WO2007038997A1 (en) * 2005-10-05 2007-04-12 Henkel Kommanditgesellschaft Auf Aktien Two-component product for the treatment of keratin fibres
EP1800659A1 (en) * 2005-12-22 2007-06-27 L'Oréal Cosmetic composition comprising at least one cationic polyvinyllactam, at least one fatty alcohol and at least one polyol, method for treatment of keratin fibres and use
WO2013178556A3 (en) * 2012-06-01 2014-06-12 Unilever Plc Kit comprising a hair conditioning composition and an activator composition
US8936779B2 (en) 2005-12-22 2015-01-20 L'oreal Cosmetic composition comprising at least one cationic poly(vinyllactam), at least one fatty alcohol and at least one amino silicone, cosmetic process and use of the composition
US8940283B2 (en) 2005-12-22 2015-01-27 L'oreal Cosmetic composition comprising at least one cationic poly(vinyllactam), at least one fatty alcohol, and at least one polyol, cosmetic process for treating keratin fibers and use of the composition
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WO2015110506A1 (en) * 2014-01-23 2015-07-30 Unilever Plc Hair conditioning composition comprising benzyl alcohol as preservative
CN105916483A (en) * 2014-01-23 2016-08-31 荷兰联合利华有限公司 Use of a hair conditioning composition for styling the hair
WO2018000068A1 (en) * 2016-06-29 2018-01-04 Dow Brasil Sudeste Industrial Ltda. Hair care formulation from concentrate
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Cited By (23)

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EP1391196A1 (en) * 2002-08-17 2004-02-25 Beiersdorf AG Hair care product
WO2004100908A1 (en) * 2003-05-15 2004-11-25 Henkel Kommanditgesellschaft Auf Aktien Hair care products with styling properties
US9554972B2 (en) 2004-03-05 2017-01-31 Kao Germany Gmbh Hair treatment composition
EP1570833A1 (en) 2004-03-05 2005-09-07 KPSS-Kao Professional Salon Services GmbH Hair treatment composition
US20050196372A1 (en) * 2004-03-05 2005-09-08 Kpss-Kao Professional Salon Services Gmbh Hair treatment composition
WO2007038997A1 (en) * 2005-10-05 2007-04-12 Henkel Kommanditgesellschaft Auf Aktien Two-component product for the treatment of keratin fibres
FR2895250A1 (en) * 2005-12-22 2007-06-29 Oreal COSMETIC COMPOSITION COMPRISING AT LEAST ONE CATIONIC POLY (VINYLLACTAM), AT LEAST ONE FATTY ALCOHOL AND AT LEAST ONE POLYOL, PROCESS FOR TREATING KERATIN FIBERS AND USE OF THE COMPOSITION
US8936779B2 (en) 2005-12-22 2015-01-20 L'oreal Cosmetic composition comprising at least one cationic poly(vinyllactam), at least one fatty alcohol and at least one amino silicone, cosmetic process and use of the composition
US8940283B2 (en) 2005-12-22 2015-01-27 L'oreal Cosmetic composition comprising at least one cationic poly(vinyllactam), at least one fatty alcohol, and at least one polyol, cosmetic process for treating keratin fibers and use of the composition
EP1800659A1 (en) * 2005-12-22 2007-06-27 L'Oréal Cosmetic composition comprising at least one cationic polyvinyllactam, at least one fatty alcohol and at least one polyol, method for treatment of keratin fibres and use
WO2013178556A3 (en) * 2012-06-01 2014-06-12 Unilever Plc Kit comprising a hair conditioning composition and an activator composition
EA030950B1 (en) * 2012-06-01 2018-10-31 Юнилевер Н.В. Kit comprising a hair conditioning composition and an activator composition
US9402796B2 (en) 2012-06-01 2016-08-02 Conopco, Inc. Kit comprising a hair conditioning composition and an activator composition
WO2015110511A1 (en) * 2014-01-23 2015-07-30 Unilever Plc Hair conditioning composition comprising a zwitterion or proteincaeous material
CN105916483A (en) * 2014-01-23 2016-08-31 荷兰联合利华有限公司 Use of a hair conditioning composition for styling the hair
CN105934235A (en) * 2014-01-23 2016-09-07 荷兰联合利华有限公司 Hair conditioning composition comprising benzyl alcohol as preservative
CN105916484A (en) * 2014-01-23 2016-08-31 荷兰联合利华有限公司 Hair conditioning composition comprising a zwitterion or proteincaeous material
JP2017503827A (en) * 2014-01-23 2017-02-02 ユニリーバー・ナームローゼ・ベンノートシヤープ Hair conditioning composition comprising zwitterionic or protein caerce material
JP2017503829A (en) * 2014-01-23 2017-02-02 ユニリーバー・ナームローゼ・ベンノートシヤープ Hair conditioning composition containing benzyl alcohol as a preservative
WO2015110506A1 (en) * 2014-01-23 2015-07-30 Unilever Plc Hair conditioning composition comprising benzyl alcohol as preservative
WO2018000068A1 (en) * 2016-06-29 2018-01-04 Dow Brasil Sudeste Industrial Ltda. Hair care formulation from concentrate
US11071702B2 (en) 2016-06-29 2021-07-27 Dow Brasil Sudeste Industrial Ltda Hair care formulation from concentrate
US20180228716A1 (en) * 2017-02-14 2018-08-16 Mcleanics Technology Corporation Essence of alayah - hair seen

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