KR20090117081A - Conditioning shampoo composition containing biosurfactant - Google Patents

Abstract

PURPOSE: A conditioning shampoo composition containing biosurfactant is provided to maximize the formation of coacervate and ensure hair conditioning effect. CONSTITUTION: A conditioning shampoo composition contains biosurfactant, glyceryl quaternary ammonium cation surfactant of the chemical formula 1 and cationic polymer as active ingredient. In the chemical formula 1, R1 is alkyl group of 12-22 carbon atoms, branched alkyl group or alkenyl group, R2 and R3 are independently alkyl group of 1-3 carbon atoms; and R4 is (CH2CHOHCH2O)nH. The biosurfactant is glycolipid, lipopeptide, lipotprotein, phospholipid, sugar esters or polymer biosurfactant.

Description

Conditioning shampoo composition containing biosurfactant

The present invention relates to a biosurfactant-containing conditioning shampoo composition, and more particularly, by simultaneously containing a biosurfactant, a glyceryl quaternary alkyl ammonium cationic surfactant, and a cationic polymer, it is possible to maximize the production of coacervate having a good feeling. It relates to a conditioning shampoo composition that exhibits an excellent hair conditioning effect.

Recently, hair is damaged by various physical and chemical factors such as frequent combing, perm, and dyeing, thereby increasing roughness and losing luster, resulting in a drop in softness and softening effect. As a result, hair care becomes difficult, and problems such as hair cut or split ends occur.

In order to solve this problem, there has been a continuous study of cleaning agents or hair conditioning ingredients to improve the softness of the hair at the time of cleaning or after cleaning and to restore damaged hair. In particular, in order to protect hair, prevent damage and impart conditioning effect to the shampoo that used to be an anionic surfactant as a main ingredient to remove the contamination of hair and scalp, by emphasizing only the cleaning function, the main ingredient is a cleaning function. In addition to the surfactant of the so-called conditioning shampoos further added to the conditioning agent has been developed and put to practical use, the use is increasing trend.

Recently, US Pat. Nos. 5,104,646, 6,930,078 and the like have attempted to increase the conditioning effect by increasing the adsorption of hair conditioning components such as silicone to the hair using coacetate produced by anionic surfactants and cationic polymers. However, they provide a conditioning effect by simply adding a conditioning component or by generating a coacervate by a simple combination of an anionic detergent and a cationic polymer, which has a disadvantage in that the amount of coacetate is not generated and thus the conditioning effect is weak.

In addition, the coacervate exhibits various physical properties according to the type, content, and the like of the polymer, and since the physical properties have a great influence on the conditioning effect of the shampoo, the selection of the cationic polymer is very important.

Accordingly, the present inventors have studied to solve the above problems, and by simultaneously containing a biosurfactant, a glyceryl quaternary alkyl ammonium cationic surfactant, and a cationic polymer to produce a coacervate excellent in use, and also maximize the formation of such coacervate The present invention has been completed by confirming that a conditioning shampoo composition with enhanced conditioning effect can be provided.

Accordingly, it is an object of the present invention to provide a conditioning shampoo composition that can maximize the production of coacervate with excellent usability by simultaneously including a biosurfactant, a glyceryl quaternary alkyl ammonium cationic surfactant, and a cationic polymer.

The present invention provides a conditioning shampoo composition comprising a biosurfactant, a glyceryl quaternary alkyl ammonium cationic surfactant, and a cationic polymer simultaneously.

Hereinafter, the configuration of the present invention will be described in detail.

Biosurfactant in the narrow sense means an amphiphilic material produced using microorganisms or enzymes, but broadly refers to a natural surfactant that is an amphiphilic material produced by organisms such as plants, animals and microorganisms. Such biosurfactants are biodegradable as compared with chemically synthesized surfactants, and maintain activity even under extreme conditions (temperature, pH, salinity) and have low toxicity.

In the present invention, the use of the biosurfactant is excellent in the hair conditioning effect, which is that the various hydrophilic and lipophilic groups of the biosurfactant make the relatively large size of the coacervate made by the anionic surfactant and the cationic polymer to adsorb the hair We believe this is due to increased volume.

The biosurfactant mentioned in the present invention is a narrow biosurfactant, and the types thereof are glycolipid, lipopeptide, lipoprotein, phospholipid, and sugar ester. Esters), polymer biosurfactants, and the like.

Glycolipid is the most well-known biosurfactant, which combines long fatty acids with carbohydrates, which have excellent interfacial tension and emulsification ability, and Rhamnolipid, Sophorolipid and Tre, which are stable to temperature and pH changes. Trehalolipid and the like.

Lipopeptide and Lipoprotein series are sulfatin sold under the trade name "Aminofect" (Manufacturer Showa Denko), which has excellent interfacial tension-lowering ability in which a peptide is bound to a lipid with a hydrophilic group. There is Surfactin.

Phospholipid family is derived from glycerol, sphingosine, or more complex alcohols, such as phosphatidylserine, phosphatidylethanolamine, phosphatidylcholine, and lysolecithin. ).

Sugar Esters group is formed by ester bonds of sugars and fatty acids with long carbon chains, such as sucrose monoesters.

Polymer biosurfactants include emulsan, liposan, and mannoprotein, and emulsan, which is excellent in emulsification and stabilization, is typical.

In a preferred embodiment of the present invention, the biosurfactant may use one or more selected from the above-mentioned biosurfactants.

In addition, in the conditioning shampoo composition of the present invention, a glyceryl quaternary alkyl ammonium cation surfactant represented by the following formula (1) is used together.

Wherein R ₁ is any one selected from the group consisting of a straight alkyl group having 12 to 22 carbon atoms, a branched alkyl group and an alkenyl group, R ₂ and R ₃ are independently an alkyl group having 1 to 3 carbon atoms, R ₄ Is (CH ₂ CHOHCH ₂ O) _n H, n is 1 to 10, and X is any one selected from the group consisting of a halogen group element, a sulfate group and an acetate group.

In addition, the conditioning shampoo composition of the present invention uses a cationic polymer together.

In a preferred embodiment of the present invention, cationic polymers include polyquaternium-7, polyquaternium-10 or guarhydroxypropyltrimonium chloride, which are generally used in cosmetics, and are selected solely from these. Or in the form of a mixture of two or more thereof.

In a preferred embodiment of the present invention, in the above-mentioned conditioning shampoo composition, the content of biosurfactant is 0.1 to 40% by weight based on the total weight of the composition, and the content of quaternary ammonium cationic surfactant is 0.01 to 10% by weight relative to the total weight of the composition. Can be.

In addition, in a preferred embodiment of the present invention, the content of the cationic polymer in the above-described conditioning shampoo composition may be 0.01 to 10% by weight relative to the total weight of the composition.

Hereinafter, the conditioning shampoo composition of the present invention will be described in more detail.

The conditioning shampoo composition of the present invention also includes an anionic surfactant as a cleaning component.

The anionic surfactant that can be used in the present invention is not particularly limited as long as it can be used in a conventional shampoo composition, the content of the anionic surfactant is preferably 1 to 50% by weight relative to the total weight of the composition. If the content is less than 1% by weight, the cleaning function is not properly exhibited, and if the content exceeds 50% by weight, the cleaning power may be excessive to give a rough feeling to the hair.

As the anionic surfactant that can be used in the present invention, for example, sodium lauryl sulfate, ammonium lauryl sulfate, magnesium lauryl sulfate, lauryl triethanolamine, sodium polyoxyethylene lauryl sulfate, polyoxyethylene lauryl sulfate One or more may be used, but is not limited thereto.

The conditioning shampoo composition of the present invention may further contain a nonionic surfactant and an amphoteric surfactant within the range of not impairing the object of the present invention for the purpose of increasing cleaning power and the like.

As the nonionic surfactant that may be used in the present invention, for example, lauryl acid diethanolamide, palm oil fatty acid diethanolamide, palm oil fatty acid monoethanolamide, and the like may be used, but are not limited thereto.

In addition, as the amphoteric surfactant that can be used in the present invention, for example, betaine, amido propyl betaine, coco amppocarboxy glycinate, alkyl sulfobetaine and the like can be used, but is not limited thereto. It doesn't happen.

The conditioning shampoo composition of the present invention may contain one or more conditioning agents selected from the above cationic polymers, silicone compounds and oils in order to enhance the conditioning effect.

The silicone compound to be applied to the conditioning shampoo composition of the present invention is not particularly limited as long as it can be used in the shampoo composition, for example, water insoluble non-volatile dimethicone, cyclomethicone, aminated silicone, trimethylsilyl One or more components commonly referred to as silicones such as moditicone and vinyl silicone and derivatives thereof can be used.

The oily oil applied to the conditioning shampoo composition of the present invention is not particularly limited as long as it can be used in the shampoo composition, for example, hydrocarbon oil and synthetic ester oil and the like can be used. Hydrocarbon oils include liquid paraffin (Mineral Oil), iso-paraffin, hydrogenated polydecene, etc. can be used (Hydrogenated Polydecene), and ester oils include myristic acid isopropyl, palmitic acid isopropyl, stearic acid, isostearyl, _-15 C ₁₂ alkyl Benzoate and the like may be used, but is not limited thereto.

In addition to this, the shampoo composition according to the present invention may further contain additives such as preservatives, thickeners, viscosity adjusters, pH adjusters, fragrances, dyes, conditioning agents, etc., which can be commonly used as a component of the shampoo composition, which are commercially available. It can be easily purchased and used. Examples of the preservative include methyl paraoxybenzoate, methylchloroisothiazolinone and a mixture of methylisothiazolinone (trade name: Kathon CG, manufactured by Rohm & Haas, USA). Examples of the thickener and the viscosity modifier include hydroxypropyl methyl cellulose, hydroxymethyl cellulose, sodium chloride, ammonium chloride, propylene glycol, hexylene glycol, and the like. Citric acid, sodium hydroxide, triethanolamine, etc. are mentioned as a pH adjuster. Examples of the dyes include water-soluble tar pigments. Conditioning agents include animal and vegetable extracts, proteins and protein variants, higher fatty acids, and the like.

The biosurfactant-containing conditioning shampoo composition of the present invention can maximize the production of coacervate with excellent usability by simultaneously including a biosurfactant, a glyceryl quaternary alkyl ammonium cation surfactant, and a cationic polymer, thereby exhibiting excellent hair conditioning effect.

Hereinafter, the present invention will be described in detail with reference to Examples. However, embodiments according to the present invention can be modified in many different forms, the scope of the present invention should not be construed as limited to the embodiments described below. Embodiments of the present invention are provided to more fully describe the present invention to those skilled in the art.

Synthesis of Glyceryl Quaternary Ammonium Cationic Surfactant

As a cationic surfactant in the form of quaternary ammonium, a monotype containing one quaternary ammonium group was synthesized in the following manner.

1.N, N- Dimethyl -N- Monoglyceryl Lauryl Ammonium Of Chloride  synthesis

In Scheme 1, R is C ₁₂ H ₂₅ .

Isopropyl alcohol (IPA; 120 g), dodecyl dimethylamine (315 g, 1.4 mol), 1-chloro-2,3-propanediol (166 g, 1.47 mol) were added to a three-necked flask, and sodium iodide was used as a catalyst. (sodium iodide) (2.4 g) was added followed by reflux. The reaction progress was checked by measuring the amine%. The reaction proceeded 95% by raising the temperature of the reactor to 120 ° C. and reacting for 10 hours. The reaction product was poured into acetone, cooled and recrystallized. The result was hygroscopic, and the result obtained through the manure after recrystallization was immediately dried in vacuo.

2.N, N- Dimethyl -N- Diglyceryl Lauryl Ammonium Chloride Synthesis of

In Scheme 1, R is C ₁₂ H ₂₅ .

In order to synthesize the diglyceryl compound in which two glyceryl groups were substituted, the glyceryl group was further introduced in the monoglyceryl compound.

Isopropyl alcohol (IPA; 140 g), a monoglyceryl compound (227 g, 0.7 mol) and glycidol (61 g, 96%, 0.7 mol) were added to a three-necked flask, followed by stirring at 50 ° C. for 1 hour. Completed. Isopropyl alcohol was removed from the mixture by distillation under reduced pressure. The result was hygroscopic, so the result was stored as a 50% solution in distilled water.

<Sophorolipid Production Method>

Was inoculated with Candida (Candida) Candida spring rain coke as in yeast (Candida bombicola) a 4 ℃, YM medium (yeast extract 3g, Malt Extract 3g, Peptone 5g , Glucose 10g in 1 liter of water) as a producing strain and cultured for 2 days, The high temperature sterilized fermenter was set at 30 ° C to inoculate the cultured bacteria. After culturing for one week, the culture solution was extracted with ethyl acetate and the solvent was removed by distillation under reduced pressure to obtain crude Sophorolipid (Sophorolipid). Two times of water was added thereto to remove residual oil components, and distillation under reduced pressure again to obtain purified Sophorolipid.

<Production of Example 1-5 and Comparative Example 1-3>

To prepare a shampoo composition in the composition and content shown in Table 1. After dissolving polyquaternium-7, polyquaternium-10 or guarhydroxypropyltrimonium chloride in purified water, sodium lauryl sulfate as sodium anion surfactant, sodium polyoxyethylene lauryl sulfate, and sophorolipid as biosurfactant ), Sulfacin (Surfactin), a quaternary ammonium cation interface represented by dimethicone, myristic acid isopropyl, and the following formula (2) after the addition of nonionic surfactant palm oil fatty acid diethanolamide as a viscosity modifier and bubble stabilizer The active agent was added and stirred for 30 minutes. After stirring, Carbopol-1342, perfume, preservative, NaOH, and distilled water, which were previously dissolved in purified water, were added thereto, followed by stirring for 30 minutes to prepare a shampoo.

In Chemical Formula 2, R is C ₁₂ H ₂₅ .

Raw material name (% by weight) Example Comparative example One 2 3 4 5 One 2 3 Purified water 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 Polyquaternium-7 (1) 6.25 - - 6.25 - - - - Polyquaternium-10 (2) - 0.50 - - 0.50 0.50 0.50 Guarhydroxypropyltrimonium chloride (3) - - 0.50 - - - - - Sodium Lauryl Sulfate (30%) 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 Sodium polyoxyethylene lauryl sulfate (30%) 30.00 30.00 30.00 30.00 30.00 30.00 30.00 30.00 Sophorolipid 5.00 - 10.00 - 5.00 10.00 - - Surfactin (4) - 5.00 - 10.00 5.00 - - - Palm oil fatty acid diethanolamide 3.00 3.00 3.00 3.00 3.00 3.00 3.00 3.00 Dimethicone (5) 2.00 - 2.00 - - 2.00 2.00 2.00 Quaternary ammonium cationic surfactants of formula (2) 1.00 1.00 1.00 2.00 2.00 - 2.00 - Carbopol-1342 (7) 0.30 0.30 0.30 0.30 0.30 0.30 0.30 0.30 Paraoxybenzoic acid ester 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.20 Spices 0.50 0.50 0.50 0.50 0.50 0.50 0.50 0.50 NaOH 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 water Remaining amount (add until 100% by weight)

In Table 1, (1) is a brand name Merquat 550 (Nalco company), (2) a brand name Polymer JR-400 (Amerchol company), (3) a brand name Jaguar C-13 (Rhodia company), (4) a brand name Aminofect (Showa Denko), (5) are DC 200F 10,000 cst (Dow Corning), (6) is N, N-dimethyl-N-diglyceryl lauryl ammonium chloride, (7) is Noveon Was used.

<Evaluation of coacervate production amount>

In order to measure the amount of coacervate produced to enhance hair adsorption of the conditioning component, the concentration using the actual shampoo was determined to be 10% by weight of shampoo. The resulting coacervate was centrifuged (3,000 rpm, 30 minutes), the supernatant was discarded, and the precipitated portion was taken to determine the amount of coacervate produced. In some cases, when the coacervate production concentration is 10% or less, since it is easy to be washed off when rinsing using the actual shampoo, the present invention is based on 10% by weight of the shampoo. The results are shown in Table 2 below.

division Example Comparative example One 2 3 4 5 One 2 3 Coacervate production amount (mg) 77 86 97 175 219 0 21 13

<Evaluation of Conditioning Effect of Shampoo>

Sensory evaluation of the hair products 80 women were experienced to use the shampoo prepared in Examples 1 to 5 and Comparative Examples 1 to 3 by the usual shampoo method was used to evaluate the hair texture. The evaluation method is 1 point for a very bad hair texture, 2 points for a bad hair texture, 3 points for a normal hair texture, 4 points for a good hair texture, and 5 points for a very good hair texture. The results are shown in Table 3 below.

division Example Comparative example One 2 3 4 5 One 2 3 Hair texture 4.2 4.4 4.0 4.6 4.4 1.9 2.7 2.3

As can be seen in Tables 2 and 3 above, a biosurfactant such as Sophorolipid or Sulftin and N, N-dimethyl-N-diglyceryl lauryl ammonium of Formula 2 In the conditioning shampoo composition of the examples containing the chloride with a lot of coacetate production, it was confirmed that the hair conditioning effect is more excellent.

As described above, the biosurfactant-containing conditioning shampoo composition of the present invention includes a biosurfactant, a glyceryl quaternary alkyl ammonium cationic surfactant, and a cationic polymer at the same time, thereby maximizing the production of coacervate having excellent usability. Since it shows excellent hair conditioning effect can be a very useful invention in the hair conditioning products industry.

Claims (11)

A conditioning shampoo composition comprising a biosurfactant, a glyceryl quaternary ammonium cationic surfactant represented by Formula 1 below, and a cationic polymer as an active ingredient: [Formula 1]

In Formula 1, R ₁ is any one selected from the group consisting of a straight alkyl group having 12 to 22 carbon atoms, a branched alkyl group and an alkenyl group, and R ₂ and R ₃ are independently an alkyl group having 1 to 3 carbon atoms, R ₄ is (CH ₂ CHOHCH ₂ O) _n H, n is 1 to 10, and X is any one selected from the group consisting of halogenated elements, sulfate groups and acetate groups. According to claim 1, Conditioning shampoo composition, characterized in that the content of the biosurfactant is 0.1 to 40% by weight based on the total weight of the composition. The conditioning shampoo composition of claim 1, wherein the content of the quaternary ammonium cationic surfactant is 0.01 to 10% by weight based on the total weight of the composition. The shampoo composition of claim 1, wherein the amount of the cationic polymer is 0.01 to 10 wt% based on the total weight of the composition. According to claim 1, wherein the biosurfactant is a group consisting of glycolipid (Glycolipid), Lipopeptide, Lipoprotein (Lipoprotein), Phospholipid (Sugar Esters) and polymer biosurfactant Conditioning shampoo composition, characterized in that at least one selected from. According to claim 5, The glycolipid (Glycolipid) is a conditioning shampoo composition characterized in that at least one selected from the group consisting of Rhamnolipid (Rhamnolipid), Sophorolipid and Trehalolipid . The conditioning shampoo composition of claim 5, wherein the lipopeptide or lipoprotein is sulfatin. The phosphatilipid phosphatidylserine, phosphatidylethanolamine, phosphatidylcholine, and lysolecithin are selected from the group consisting of lysolecithin. Conditioning Shampoo Composition. The conditioning shampoo composition of claim 5, wherein the sugar esters are sucrose monoesters. The conditioning shampoo composition of claim 5, wherein the polymer biosurfactant is at least one selected from the group consisting of emulsan, liposan, and mannoprotein. The conditioning shampoo composition of claim 1, wherein the cationic polymer is at least one selected from the group consisting of polyquaternium-7, polyquaternium-10 and guahydroxypropyltrimonium chloride.