GB2168082A - Dye compositions - Google Patents
Dye compositions Download PDFInfo
- Publication number
- GB2168082A GB2168082A GB08517349A GB8517349A GB2168082A GB 2168082 A GB2168082 A GB 2168082A GB 08517349 A GB08517349 A GB 08517349A GB 8517349 A GB8517349 A GB 8517349A GB 2168082 A GB2168082 A GB 2168082A
- Authority
- GB
- United Kingdom
- Prior art keywords
- composition
- dye
- composition according
- weight
- cationic surfactant
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions 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)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/432—Direct dyes
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Abstract
A dye composition for treating hair contains a cationic surfactant, a direct dye and a liquid vehicle. The colour intensity of the dye is increased by the use of cationic surfactants. Amphoteric surfactants are incorporated to increase foam producing ability without reducing to any great extent the dyeing capability.
Description
SPECIFICATION
Compositions
The present invention relates to dye compositions useful in dyeing natural fibres, and in particular for dyeing human hair.
Direct dyes are commonly used to colour fibrous materials, for instance human hair, for a limited time and may be useful when repeated changes in colour are required. However, direct dyes often impart a low colour intensity to a substrate and safety considerations may prevent the use of more concentrated compositions.
It has now been found that the colour intensity of direct dyes deposited onto human hair can be increased by the use of cationic surfactants, the surfactants facilitating higher deposition of dye onto the hair.
Accordingly, the present invention provides a dye composition for treating hair, comprising a cationic surfactant, a direct dye and a liquid vehicle. Preferably the liquid vehicle is an aqueous vehicle.
Examples of direct dyes include anthraquinone, azo, nitro, basic, triarylmethane, or disperse dyes or any combination thereof.
Anthraquinone dyes are those containing the group
and a particular example is Disperse Blue No. 1, of formula
Azo dyes are those containing the -N=N- group, and a particular example is Disperse Orange
No. 3, of formula
Nitro dyes are those containing the -NO2 group, and a particular example is 2 nitro-pphenylene diamine, of formula
Basic dyes are those containing coloured cations, and a particular example is Basic Yellow 9, of formula
Triarylmethane dyes are those containing the group
and a particular example is Basic Violet 14, of formula
Disperse dyes are those which are substantially insoluble in water and are used as a dispersion in the medium.A particular example is Disperse Yellow 1 of formula
The cationic surfactants for use in the composition of the invention include: quanternised cellulose derivatives, polypropoxylated dialkyl ammonium chloride, quarternised silicone derivatives, diamino functional silicones, polyhalide salts of polyionenes terminated with triethanolammonium groups, quarternised derivatives of gluconic acid, and quaternary oleyl amine esters.
Preferably the cationic surfactant is a quaternised silicone derivative, diamino functional silicone or a polypropoxylated dialkyl ammonium chloride. Preferred diamino functional silicones are those of general formula (I)
in which X and Y, which may be the same or different, are each Cl 6 alkyl, preferably y -CH3, or -OH, R is C13 alkyl and m and n are each integers of from 1 to 100.
A particularly preferred compound of formula (I) is Amodimethicone, manufactured by Dow
Corning as DC929 emulsion.
Preferably, the compounds of formula (I) are used in the form of emulsions.
The quaternised silicone derivatives may be soluble or insoluble in the liquid vehicle. When insoluble they will preferably be present as emulsions.
In a preferred form of the invention the liquid vehicle and the cationic surfactant comprise a conditioner base.
The compositions of the invention may optionally include further surfactants which may be cationic or non-ionic to modify the antistatic, combability and gloss properties of the substrate.
Hitherto, it has been found desirable, for consumer appeal, to provide dye compositions which generate some foam during use. However, this can reduce the dyeing efficiency of the composition, We have found that by including in the composition amphoteric surfactants with foam producing ability, there is little or no reduction in dyeing capability. Accordingly, in a further aspect of the present invention, the dye composition of the invention additionally contains an amphoteric surfactant. Preferred surfactants are those of the betaine type, such as long chain alkyl betaines or long chain alkyl amido alkyl betaines, and they are preferably present in an amount of from 0.1 to 5% by weight of the composition.
The total cationic surfactant content of the composition of the invention is preferably within the range of 0.1 to 10% by weight of the composition, more preferably 0.1 to 5% by weight, and particularly 0.1 to 3% by weight.
The total dye content is preferably in the range 0.01 to 10% by weight of the composition.
Suitably the dye, or when a mixture of dyes is used, each dye, may be present in the composition of the invention at from 0.01 to 5% by weight, preferably 0.01 to 3%.
The non-ionic surfactants may be present in the composition of the invention at from 0.1 to 5% by weight of the composition. Total non-ionic surfactant content is preferably in the range of from 0.1 to 10% by weight of the composition.
It will be appreciated that in formulating the composition, the skilled man would consider the toxicity of each component and would accordingly use a non-toxic amount of dye, cationic surfactant or any other component.
Dye compositions of the invention may also comprise conventional toiletries additives such as thickening and suspending agents, opacifiers, pearlescent agents, sequestrants, colour stabilising agents, perfumes, preservatives, glycols and other dye solubilisers.
The pH of the compositions of the invention may be from 1 to 10 preferably from 5 to 7. If necessary the pH may be adjusted using conventional agents.
When used herein the term 'liquid vehicle' includes water or water admixed with other nonaqueous liquids which together can dissolve or support the direct dye and cationic surfactant.
In a further aspect the present invention provides a process for the preparation of a dye composition, which comprises:
(a) optionally dissolving thickeners in a liquid vehicle, heating if necessary to between 30 C and 90"C to effect dissolution;
(b) admixing a cationic surfactant with the liquid vehicle at ambient or slightly elevated temperature;
(c) admixing a direct dye with the liquid vehicle;
(d) and adjusting the pH of the composition to within the range of from 4 to 10, preferably from 5 to 7.
Further toiletries additives may be added at any convenient stage in the process, preferably before final pH adjustment.
The direct dye may be in dry powder form or may be predispersed, suspended or dissolved in a suitable solvent, preferably a glycol for example glycerin or propylene glycol.
The invention further provides a method for treating non-human or human hair comprising applying an effective, non-toxic amount of composition as hereinbefore defined to the hair.
The compositions of the invention will now be illustrated by way of the following Examples.
Example 1 Weight Percent
Hydroxy ethyl cellulose 0.7
Oleyl amino-bis-(2-hydroxypropyl-trimethyl ammonium chloride) 0.8
Glycerin 4.5 2-Nitro-p-phenylene diamine 0.4
Perfume qs
Preservatives qs
Deionised water qs to 100
Example 2 Weight Percent
Hydroxy ethyl cellulose 0.7 y-GIuconamido propyl dimethyl-2 hydroxy ethyl ammonium chloride 0.2
Glycerin 4.5
N4-(2-hydroxyethyl)-2-nitro-p-phenylene diamine 0.7
Perfume qs
Preservatives qs
Deionised water qs to 100
Example 3 Weight Percent
Hydroxy ethyl cellulose 0.7
Poly(dimethyl butenyl ammonium chloride)-a,ebis- (triethanolammonium chloride) 2.0
Glycerin 4.5 N' ,N4,N4,tris(2-hydroxyethyl)-2-nitro- p-phenylene diamine 0.4
Perfume qs
Preservatives qs
Deionised water qs to 100
Example 4 Weight Percent
Hydroxy propyl guar 0.7
Amino functional polydimethyl siloxane (emulsified with Polyoxyethylene (10) nonyl phenyl ether) 1.0
Glycerin 4.5
N4-(2-hydroxyethyl)-2-nitro-p-phenylene diamine 0.4 4-Nitro-o-phenylene diamine 0.2
Perfume qs
Preservatives qs
Deionised water qs to 100
Test Procedure
Compositions were evaluated by dyeing hair tresses using the following procedure:
Hair tresses were prepared using virgin human hair (Ig) bound with waxed twine. The colourant composition (0.5g) was applied evenly to the dampened hair tress and allowed to penetrate for 20 minutes before being rinsed in warm water. Finally the tresses were dried with warm air and assessed in natural daylight.
Results
Example Initial Final Shade 1 light brown bright red 2 light brown deep plum 3 light blonde ash-blue 4 dark brown deep burgundy
Claims (9)
1. A dye composition for treating hair, comprising a cationic surfactant, a direct dye and a liquid vehicle.
2. A composition according to claim 1, in which the cationic surfactant is selected from quaternised cellulose derivatives, polypropoxylated dialkyl ammonium chloride, quaternised silicone derivatives, diamino functional silicones, polyhalide salts of polyionenes terminated with triethanolammonium groups, quaternised derivatives of gluconic acid, and quaternary oleyl amine esters.
3. A composition according to claim 1 or claim 2, in which the direct dye is selected from anthraquinone, azo, nitro, basic, triarylmethane or disperse dyes.
4. A composition according to any one of claims 1 to 3, in which the cationic surfactant is present within a range of from 0.1 to 10% by weight of the composition.
5. A composition according to any one of claims 1 to 4, in which the total dye content is in the range 0.01 to 10% by weight of the composition.
6. A composition according to any one of claims 1 to 5, additionally comprising a non-ionic surfactant.
7. A composition according to any one of claims 1 to 6 additionally comprising an amphoteric surfactant.
8. A composition according to claim 7 wherein the amphoteric surfactant is present in an amount of from 0.1 to 5% by weight of the composition.
9. A dye composition for treating hair, substantially as hereinbefore described in any one of the Examples.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB848419518A GB8419518D0 (en) | 1984-07-31 | 1984-07-31 | Dye compositions |
GB858501115A GB8501115D0 (en) | 1985-01-16 | 1985-01-16 | Compositions |
Publications (3)
Publication Number | Publication Date |
---|---|
GB8517349D0 GB8517349D0 (en) | 1985-08-14 |
GB2168082A true GB2168082A (en) | 1986-06-11 |
GB2168082B GB2168082B (en) | 1988-09-14 |
Family
ID=26288050
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB08517349A Expired GB2168082B (en) | 1984-07-31 | 1985-07-09 | Dye compositions |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB2168082B (en) |
Cited By (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0312343A2 (en) * | 1987-10-15 | 1989-04-19 | Unilever Plc | Hair treatment product |
US4943430A (en) * | 1986-07-30 | 1990-07-24 | Lever Brothers Company | Treatment of keratinous fibres |
JPH03294217A (en) * | 1990-04-10 | 1991-12-25 | Hoyu Co Ltd | Hair dye |
US5281240A (en) * | 1992-09-21 | 1994-01-25 | Dow Corning Corporation | Method of coloring hair with water soluble acid dyes |
FR2713927A1 (en) * | 1993-12-22 | 1995-06-23 | Oreal | Process for the direct dyeing of human keratin fibers using water vapor |
FR2724560A1 (en) * | 1994-09-21 | 1996-03-22 | Oreal | PROCESS FOR DIRECT COLORING OF KERATIN FIBERS USING CATIONIC DIRECT DYES AND WATER VAPOR |
EP0756861A2 (en) * | 1995-07-31 | 1997-02-05 | Kao Corporation | Composition for dyeing of human hair |
WO1999011227A1 (en) * | 1997-09-04 | 1999-03-11 | Cognis Deutschland Gmbh | Use of ester quaternaries as emulsifiers for producing preparations for coloring keratin fibers |
WO2000012057A1 (en) * | 1998-08-26 | 2000-03-09 | L'oreal | Dyeing composition for keratinous fibres with a cationic direct colouring agent and a silicone |
DE19758272C5 (en) * | 1997-12-31 | 2004-10-07 | Kpss-Kao Professional Salon Services Gmbh | Use of a hair treatment product |
WO2005102253A1 (en) * | 2004-04-26 | 2005-11-03 | Henkel Kommanditgesellschaft Auf Aktien | Hair dye agent comprising organosilicon copolymers with amino groups and polyoxyalkylene groups and use thereof |
US7981687B2 (en) * | 2004-03-30 | 2011-07-19 | Sakura Color Products Corporation | Ink composition for sensing gas exposure and gas exposure indicator |
US20160141192A1 (en) | 2013-08-22 | 2016-05-19 | Sakura Color Products Corporation | Indicator used in electronic device manufacturing apparatus and method for designing and/or managing the apparatus |
FR3045346A1 (en) * | 2015-12-21 | 2017-06-23 | Oreal | COLORING COMPOSITION COMPRISING A DIRECT COLOR OF TRIARYLMETHANE STRUCTURE AND SILICONE |
US10180413B2 (en) | 2014-12-02 | 2019-01-15 | Sakura Color Products Corporation | Ink composition for plasma processing detection, and indicator for plasma processing detection using said ink composition |
US10180392B2 (en) | 2014-05-09 | 2019-01-15 | Sakura Color Products Corporation | Plasma processing detection indicator using inorganic substance as a color-change layer |
US10184058B2 (en) | 2014-04-21 | 2019-01-22 | Sakura Color Products Corporation | Ink composition for detecting plasma treatment and indicator for detecting plasma treatment |
US10401338B2 (en) | 2014-02-14 | 2019-09-03 | Sakura Color Products Corporation | Plasma processing detection indicator |
US10400125B2 (en) | 2014-09-16 | 2019-09-03 | Sakura Color Products Corporation | Ink composition for plasma treatment detection, and plasma treatment detection indicator |
US11000464B2 (en) | 2015-12-21 | 2021-05-11 | L'oreal | Dyeing composition at acidic pH comprising a direct dye of triarylmethane structure |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2110722A (en) * | 1981-12-02 | 1983-06-22 | Oreal | Use of benzoquinones for the direct dyeing of keratin fibres |
GB2110723A (en) * | 1981-12-02 | 1983-06-22 | Oreal | Use of hydroxynaphthoquinones for dyeing human keratin fibres |
GB2129022A (en) * | 1982-01-26 | 1984-05-10 | Oreal | Hair dyeing compositions containing 1-(substituted phenoxy)-3-amino-propan-2-ol compounds |
GB2132643A (en) * | 1982-12-08 | 1984-07-11 | Oreal | Use of 5-hydroxynaphthoquinones for dyeing human keratin fibres |
GB2135329A (en) * | 1983-01-28 | 1984-08-30 | Schwarzkopf Gmbh Hans | Substituted 4-amino-3-nitrophenols processes for their preparation and hair-colouring agents containing them |
GB2142348A (en) * | 1983-06-27 | 1985-01-16 | Oreal | Dyeing compositions for keratin fibres, based on direct dyestuffs and xanthan gums |
-
1985
- 1985-07-09 GB GB08517349A patent/GB2168082B/en not_active Expired
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2110722A (en) * | 1981-12-02 | 1983-06-22 | Oreal | Use of benzoquinones for the direct dyeing of keratin fibres |
GB2110723A (en) * | 1981-12-02 | 1983-06-22 | Oreal | Use of hydroxynaphthoquinones for dyeing human keratin fibres |
GB2129022A (en) * | 1982-01-26 | 1984-05-10 | Oreal | Hair dyeing compositions containing 1-(substituted phenoxy)-3-amino-propan-2-ol compounds |
GB2132643A (en) * | 1982-12-08 | 1984-07-11 | Oreal | Use of 5-hydroxynaphthoquinones for dyeing human keratin fibres |
GB2135329A (en) * | 1983-01-28 | 1984-08-30 | Schwarzkopf Gmbh Hans | Substituted 4-amino-3-nitrophenols processes for their preparation and hair-colouring agents containing them |
GB2142348A (en) * | 1983-06-27 | 1985-01-16 | Oreal | Dyeing compositions for keratin fibres, based on direct dyestuffs and xanthan gums |
Cited By (38)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4943430A (en) * | 1986-07-30 | 1990-07-24 | Lever Brothers Company | Treatment of keratinous fibres |
EP0312343A3 (en) * | 1987-10-15 | 1989-07-12 | Unilever Plc | Hair treatment product |
US4964874A (en) * | 1987-10-15 | 1990-10-23 | Unilever Patent Holdings B.V. | Hair treatment product |
EP0312343A2 (en) * | 1987-10-15 | 1989-04-19 | Unilever Plc | Hair treatment product |
JPH078778B2 (en) * | 1990-04-10 | 1995-02-01 | ホーユー株式会社 | Hair dye |
JPH03294217A (en) * | 1990-04-10 | 1991-12-25 | Hoyu Co Ltd | Hair dye |
EP0589656A2 (en) * | 1992-09-21 | 1994-03-30 | Dow Corning Corporation | Method of coloring hair with water soluble acid dyes |
EP0589656A3 (en) * | 1992-09-21 | 1994-10-12 | Dow Corning | Method of coloring hair with water soluble acid dyes. |
US5281240A (en) * | 1992-09-21 | 1994-01-25 | Dow Corning Corporation | Method of coloring hair with water soluble acid dyes |
FR2713927A1 (en) * | 1993-12-22 | 1995-06-23 | Oreal | Process for the direct dyeing of human keratin fibers using water vapor |
EP0659399A1 (en) * | 1993-12-22 | 1995-06-28 | L'oreal | Process of direct hair using steam |
US5496377A (en) * | 1993-12-22 | 1996-03-05 | L'oreal | Process for the direct dyeing of keratinous fibres using water vapor |
US5711765A (en) * | 1994-09-21 | 1998-01-27 | L'oreal | Process for the direct dyeing of human keratin fibres using cationic dyes and water vapor |
FR2724560A1 (en) * | 1994-09-21 | 1996-03-22 | Oreal | PROCESS FOR DIRECT COLORING OF KERATIN FIBERS USING CATIONIC DIRECT DYES AND WATER VAPOR |
EP0705597A1 (en) * | 1994-09-21 | 1996-04-10 | L'oreal | Process of direct hair dyeing using cationic direct dyes and steam |
EP0756861A3 (en) * | 1995-07-31 | 1999-06-16 | Kao Corporation | Composition for dyeing of human hair |
EP0756861A2 (en) * | 1995-07-31 | 1997-02-05 | Kao Corporation | Composition for dyeing of human hair |
JPH09100223A (en) * | 1995-07-31 | 1997-04-15 | Kao Corp | Hair dye composition |
WO1999011227A1 (en) * | 1997-09-04 | 1999-03-11 | Cognis Deutschland Gmbh | Use of ester quaternaries as emulsifiers for producing preparations for coloring keratin fibers |
AU744100B2 (en) * | 1997-09-04 | 2002-02-14 | Cognis Deutschland Gmbh | Use of ester quaternaries as emulsifiers for producing preparations for coloring keratin fibers |
DE19758272C5 (en) * | 1997-12-31 | 2004-10-07 | Kpss-Kao Professional Salon Services Gmbh | Use of a hair treatment product |
US7507260B2 (en) | 1998-08-26 | 2009-03-24 | L'oreal S.A. | Composition for dyeing keratinous fibres with a cationic direct dye and a silicone |
WO2000012057A1 (en) * | 1998-08-26 | 2000-03-09 | L'oreal | Dyeing composition for keratinous fibres with a cationic direct colouring agent and a silicone |
FR2783416A1 (en) * | 1998-08-26 | 2000-03-24 | Oreal | DYEING COMPOSITION FOR KERATINIC FIBERS WITH DIRECT CATIONIC COLOR AND SILICONE |
AU728730B2 (en) * | 1998-08-26 | 2001-01-18 | L'oreal | Composition for dyeing keratinous fibres with a cationic direct dye and a silicone |
US7981687B2 (en) * | 2004-03-30 | 2011-07-19 | Sakura Color Products Corporation | Ink composition for sensing gas exposure and gas exposure indicator |
WO2005102253A1 (en) * | 2004-04-26 | 2005-11-03 | Henkel Kommanditgesellschaft Auf Aktien | Hair dye agent comprising organosilicon copolymers with amino groups and polyoxyalkylene groups and use thereof |
US20160141192A1 (en) | 2013-08-22 | 2016-05-19 | Sakura Color Products Corporation | Indicator used in electronic device manufacturing apparatus and method for designing and/or managing the apparatus |
US10181414B2 (en) | 2013-08-22 | 2019-01-15 | Sakura Color Products Corporation | Indicator used in electronic device manufacturing apparatus and method for designing and/or managing the apparatus |
US10401338B2 (en) | 2014-02-14 | 2019-09-03 | Sakura Color Products Corporation | Plasma processing detection indicator |
US10184058B2 (en) | 2014-04-21 | 2019-01-22 | Sakura Color Products Corporation | Ink composition for detecting plasma treatment and indicator for detecting plasma treatment |
US10180392B2 (en) | 2014-05-09 | 2019-01-15 | Sakura Color Products Corporation | Plasma processing detection indicator using inorganic substance as a color-change layer |
US10400125B2 (en) | 2014-09-16 | 2019-09-03 | Sakura Color Products Corporation | Ink composition for plasma treatment detection, and plasma treatment detection indicator |
US10180413B2 (en) | 2014-12-02 | 2019-01-15 | Sakura Color Products Corporation | Ink composition for plasma processing detection, and indicator for plasma processing detection using said ink composition |
FR3045346A1 (en) * | 2015-12-21 | 2017-06-23 | Oreal | COLORING COMPOSITION COMPRISING A DIRECT COLOR OF TRIARYLMETHANE STRUCTURE AND SILICONE |
WO2017108828A1 (en) * | 2015-12-21 | 2017-06-29 | L'oreal | Dyeing composition comprising a direct dye of triarylmethane structure, and a silicone |
US11000464B2 (en) | 2015-12-21 | 2021-05-11 | L'oreal | Dyeing composition at acidic pH comprising a direct dye of triarylmethane structure |
US11007131B2 (en) | 2015-12-21 | 2021-05-18 | L'oreal | Dyeing composition comprising a direct dye of triarylmethane structure, and a silicone |
Also Published As
Publication number | Publication date |
---|---|
GB2168082B (en) | 1988-09-14 |
GB8517349D0 (en) | 1985-08-14 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19920709 |