WO2013131575A1 - Compositions de coloration moussante contenant un polymère thermosensible - Google Patents

Compositions de coloration moussante contenant un polymère thermosensible Download PDF

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Publication number
WO2013131575A1
WO2013131575A1 PCT/EP2012/054089 EP2012054089W WO2013131575A1 WO 2013131575 A1 WO2013131575 A1 WO 2013131575A1 EP 2012054089 W EP2012054089 W EP 2012054089W WO 2013131575 A1 WO2013131575 A1 WO 2013131575A1
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WIPO (PCT)
Prior art keywords
foamable
ready
amino
composition according
use composition
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PCT/EP2012/054089
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English (en)
Inventor
Otto Goettel
Johann Aeby
Alberto FINAZZI
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Alfaparf Group S.P.A.
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Publication date
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Priority to PCT/EP2012/054089 priority Critical patent/WO2013131575A1/fr
Publication of WO2013131575A1 publication Critical patent/WO2013131575A1/fr

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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
    • A61Q5/10—Preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/046—Aerosols; Foams
    • 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
    • A61K8/87—Polyurethanes
    • 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
    • A61K8/90—Block copolymers
    • 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
    • A61K2800/54—Polymers characterized by specific structures/properties

Definitions

  • the present invention relates to a foamable ready-to-use composition for coloring human hair which after application to the head transforms into a transparent drip-free gel.
  • oxidation dyes have attained substantial cosmetic significance in the field of conventional hair dyeing.
  • the color is created by reaction of certain primary intermediates and couplers in the presence of an oxidant.
  • very high requirements are placed on oxidation dyes that are intended for the treatment of human hair.
  • the dyes must be safe from a toxicological and dermatological point of view.
  • it must be possible, by a combination of suitable primary intermediates and couplers, to produce a wide range of different color nuances.
  • the hair colorations produced are required to have good wash fastness, light fastness, perspiration resistance, resistance to permanent wave treatments, acid resistance, base resistance and abrasion resistance. At any rate, such hair colorations must remain stable for at least four to six weeks under normal everyday conditions.
  • the oxidative system is based on the reaction of so called primary intermediates with couplers; both molecule types are practically colorless.
  • primary intermediates such as hydrogen peroxide primary aromatic amines with an additional hydroxy group, amino group, mono- or di- substituted amino group in the para or ortho position react with couplers which are of the resorcinol, m-aminophenol, m-phenylenediamine or 1-naphthol type.
  • the base used for pH adjustment has preferably been ammonium hydroxide.
  • ammonium hydroxide The advantage of using ammonium hydroxide is that the combination with hydrogen peroxide provides slight enlightening of the hair. During processing, enlightening occurs in parallel with coloring the hair. In this connection the lightening effect is essential for providing even color results.
  • ammonium hydroxide which has a characteristic pungent odor
  • numerous primary hydroxyalkylamines which are widely odorless can be used instead.
  • alkanolamines are not volatile under hair coloring conditions the hair has to be well rinsed after processing.
  • coloring compositions are disclosed in the standard literature, e.g. K. Schrader, "Grundlagen und Japanese pulp der Kosmetika", 2 nd edition (1989, Huthig Buchverlag), pp. 784-804.
  • EP 1470812A1 claims a hair cosmetic product in form of a foam.
  • the hair treatment method comprises discharging a mixed liquid of dye and developer preparations from a foamer vessel. After the application to the hair, the mixture is allowed to act for 3 to 60 minutes to bleach and/or color the hair.
  • the claimed composition can also have significant inconveniences.
  • the composition on the head may not always have the required stability over the whole processing time.
  • compositions have the tendency of running down from the head and produce stains on the skin. This becomes especially critical if, for example caused by the individual hair quality, the foam breaks down and an important amount of liquid is reformed which cannot be retained by the hair.
  • compositions having viscosities in the lower range may be easily foamable; but when the foam is braking down the risk of dripping is given.
  • Compositions having viscosities in the higher viscosity range may have improved on-head stability; however, efforts to produce foam with liquids of increased viscosities via pump or squeeze foamer may be considerable as frequent pushing or squeezing a foamer device cannot be fatigue-free in use.
  • Foaming of more viscous liquids require foamer types which are able to produce foams having a higher air-to-liquid ratio. This is unfavorable in so far as active ingredients dissolved in the liquid phase of the foam can hardly be in contact with the hair fibers because of the high foam volume. For this reason high air-to-liquid ratios combined with high foam stability is unfavorable to produce intense colors.
  • composition should be easily applicable and be drop-free once applied to the head.
  • An object of the present invention was therefore to find a color composition which allows easy foaming by means of a non-aerosol device.
  • Another object of the present invention was that once the foam was applied to the head most of the foam should break down quickly to obtain strong colorations.
  • composition should remain localized over the whole processing times which are usually between 10 to 60 minutes.
  • the present invention relates to a foamable ready-to-use composition for coloring hair in the form of aqueous solution comprising:
  • thermo-sensitive polymer At least one thermo-sensitive polymer
  • thermo-sensitive polymer At least one thermo-sensitive polymer
  • composition may optionally comprise auxiliary agents and/or additives, as needed.
  • the composition may be used for simultaneous lightening and coloring hair, especially human hair.
  • Thermo-sensitive polymers are able to change their physical state upon a change in temperature; this change preferably occurs in the temperature range between 20 to 80°C.
  • Useful for the current compositions are such polymers which are distinctly soluble in water.
  • Particularly useful for the current invention are polymers comprising hydrophobic blocks of polypropylene oxide (PPO), hydrophilic blocks of polyethylene oxide (PEO) or both.
  • PPO polypropylene oxide
  • PEO polyethylene oxide
  • Such polymers are for instance described in US7339013, which makes explicit reference to this.
  • Especially useful thermo- sensitive polymers may be obtained from PolymerExpert SA, France, and have the trade name ExpertGel ® .
  • thermo- sensitive polymer is bis-methoxy PEG- 13 PEG-438/PPG- 1 10 SMDI copolymer (ExpertGel ® EG 56), bis-methoxy PEG- 13 PEG-502/PPG-57/SMDI copolymer (ExpertGel ® EG 230) or a mixture thereof.
  • thermo-sensitive polymers may be used in an amount from 0. 1 to 10 percent by weight of the composition, preferably the concentrations vary from 0.25 to 4% by weight, more preferably from 0.5 to 2.5% by weight.
  • the tenside may be selected from anionic, neutral, amphoteric or cationic surface -active compounds.
  • Anionic tensides may be selected from the group consisting of alkylsulfate, alky lether sulfate, alkylsulfonate, alkylarylsulfonate, alkylsuccinate, alkylsulfosuccinate, N-alkoylsarkosinate, acyltaurate, acylisethionate, alkylphosphate, alkyletherphosphate, alkylethercarboxylate, alpha-olefinsulfonate, especially selected from their alkali, such as sodium, ammonium and triethanolamine salts.
  • the alkylethersulfate, alkyletherphosphate and alkylethercarboxylate may comprise between 1 to 10 ethylenoxide or propylenoxide units, preferably 1 to 3 ethylenoxide -units per molecule.
  • Preferred tensides are sodium lauryl sulfate, ammonium lauryl sulfate, sodium laurylethersulfate, ammonium laurylethersulfate, sodium lauroylsarkonisate, sodiumoleylsuccinate, ammonium laurylsulfosuccinate, sodium dodecylbenzolsulfonate, triethanolamidodecylbenzolsulfonate.
  • Suitable amphoteric tensides may be alkylbetaine, alkylamidopropylbetaine, alkylsulfobetaine, alkylglycinate, alkylcarboxyglycmate, alkylamphoacetate or propionate, alkylamphodiacetate or dipropionate, such as for example cocodimethyl sulfopropylbetain, laurylbetain, cocamidopropylbetain or sodium cocamphopropionate.
  • suitable cationic tensides may be for example quaternized ammonium compounds such as cetyltrimethylammonium chloride (INCI: cetrimonium chloride), hydroxyethylcetyldimonium phosphate (INCI: Quaternium-44), Luviquat® Mono LS (INCI: cocotrimoniummethosulfate), poly(oxy- 1,2-ethandiyl), (octadecylnitrilio)tri-2, l-ethandiyl)tris-(hydroxy)- phosphate (INCI Quaternium-52).
  • quaternized ammonium compounds such as cetyltrimethylammonium chloride (INCI: cetrimonium chloride), hydroxyethylcetyldimonium phosphate (INCI: Quaternium-44), Luviquat® Mono LS (INCI: cocotrimoniummethosulfate), poly(oxy- 1,2-ethandiyl), (octade
  • the tensides, useful as foaming agents may be used from 0.1 to 20 percent by weight of the composition.
  • dye forming components can be used common primary intermediates and couplers as well as known dye intermediates.
  • the primary intermediates may be p-phenylenediamine type, p-amino- phenol type, 4,5-diaminopyrazole type primary intermediates.
  • precursors suitable for use according to the present invention and which may function as primary intermediates are: 1,4-diamino- benzene (p-phenylenediamine); l,4-diamino-2-methyl-benzene
  • the couplers may be m-dihydroxybenzene type, m-aminophenol type, m-phenylenediamine type or the o-aminophenol type couplers.
  • couplers suitable for use according to the present invention are 2,6-diamino-pyridine; 2-amino-4-[(2-hydroxyethyl)amino]anisole; 2,4-diamino- l-fluoro-5-methylbenzene; 2,4-diamino-l-methoxy-5- methylbenzene 2,4-diamino-l-ethoxy-5-methyl-benzene; 2,4-diamino-l-(2- hydroxyethoxy)-5-methylbenzene; 2,4-di[(2-hydroxyethyl)amino]- l,5- dimethoxybenzene; 2,3-diamino-6-methoxy-pyridine; 3-amino-6-methoxy-2- (methylamino)pyridine; 2,6-diamino-3,5-dimethoxypyridine; 3,5-diamino-2,6- dimethoxy-pyridine; 1,3-diaminobenz
  • the primary intermediates and couplers can be employed both as free bases and also in form of their physiologically compatible salts with inorganic or organic acids, such as hydrochloric acid, sulfuric acid, phosphoric acid, lactic acid or citric acid.
  • composition according to the invention can also contain at a further dye intermediate, such as for example 6-amino-2-methylphenol and 2-amino- 5-ethylphenol.
  • a further dye intermediate such as for example 6-amino-2-methylphenol and 2-amino- 5-ethylphenol.
  • the direct dyes that may be used according to the invention are preferably chosen from neutral, acidic or cationic nitrobenzene direct dyes; neutral, acidic or cationic azo direct dyes; neutral, acidic or cationic quinone and in particular anthraquinone direct dyes, azine direct dyes, triarylmethane direct dyes, indoamine direct dyes and natural direct dyes.
  • Such direct-dyeing compounds can be for instance:
  • neutral dyes such as:
  • cationic dyes such as:
  • Basic Blue 77 3-[(4-amino-6-bromo-5,8-dihydro-l- hydroxy-8-imino-5-oxo-2-naphthalenyl)amino]-N,N,N- trimethylbenzenaminium chloride (C.I. 56059; Basic Blue 99); bis[4- (diethylamino)phenyl]phenylcarbenium-hydrogenosulfate(l : 1) (C.I. 42040; Basic Green 1); l,3-bis[(2,4-diamino-5-methylphenyl)azo]-3-methylbenzene (C.I.
  • Disperse Yellow 3 l-(4'-aminophenylazo)-4-nitrobenzene (C.I. 11005; Disperse Orange 3); l-[di(2-hydroxyethyl)amino]-3-methyl-4-[(4- nitrophenyl)azo] -benzene (C.I. 1 1210, Disperse Red 17) and 4-((4-(di(2- hydroxyethyl)amino)phenyl)azo)-aniline (Disperse Black 9).
  • azo direct dyes that may also be included are the following dyes described in the Colour Index International, 3rd edition:
  • Acid Yellow 1 Acid Yellow 9; Acid Yellow 23; Acid Yellow 36; Acid Orange 7; Acid Orange 24; Acid Red 33 ; Acid Red 35; Acid Red 92; Acid Violet 43 ; Acid Violet 49; Acid Blue 1; Acid Blue 3 ; Acid Blue 9; Acid Blue 62; Acid Black 1.
  • dye compounds may be contained in the dye composition of the invention in amounts from about 0.01 to 4.0 percent by weight of the composition.
  • the total amount of dyes can range from 0.01 to 10 percent by weight of the composition, preferably from 0.01 to 8% by weight.
  • Suitable alkaline reacting agents may be selected from ammonium carbonate, ammonium hydrogen carbonate, sodium carbonate, sodium hydrogen carbonate as well as ammonium hydroxide, monoethanolamine (MEA), l-amino-2-propanol, 2-amino-2-methyl-propanol (AMP), 2-amino-2- methyl- 1,3 -propanediol, 2-amino-2-ethyl-l,3-propanediol and tris(hydroxymethyl)-aminomethane (Tromethamine, Tris).
  • Ready-to-use composition may also contain a combination of at least one inorganic alkaline reacting salt with at least one alkanolamine.
  • the total amount of alkaline reacting agent can vary from 0.5 to 10 percent by weight of the composition.
  • Auxiliary agents may be for instance ammonium chloride, ammonium citrate, triammonium phosphate or amino acids, such as glycine or arginine, and salts thereof.
  • composition according to the invention may also contain one or more additive.
  • the additives may be used in lower amounts, such as stabilizers and complexing agents, and are preferably selected from: salicylic acid, 8-hydroxyquinoline, 1 -hydroxy ethane- 1, 1 -diphosphonic acid, ethylenediamine tetraacetic acid (EDTA), ethylenediamine-N,N'-disuccinic acid (EDDS), iminodisuccinic acid and the corresponding sodium or ammonium salts thereof.
  • EDTA ethylenediamine tetraacetic acid
  • EDDS ethylenediamine-N,N'-disuccinic acid
  • iminodisuccinic acid iminodisuccinic acid and the corresponding sodium or ammonium salts thereof.
  • a perfume may also be added optionally.
  • Auxiliary agents may be used in variable amounts from 1 to 10% by weight of the composition, whereas the additives may be used in much lower amounts, e.g. in amounts form 0.1 to 1.0% by weight each of the composition.
  • composition according to the invention may also contain cationic polymers with the INCI name Polyquaternium, such as for example copolymers of vinylpyrrolidone/N-vinylimidazolium salts (products commercially available under the name "Luviquat®”), copolymers of N-vinylpyrrolidone/dimethylaminoethyl methacrylate, quaternized with diethylsulfate, copolymers of N-vinylcaprolactam/N-vinylpyrrolidone/N- vilylimidazolium salts; cationic cellulose derivatives (Polyquaternium-4 and - 10), acrylamide/diallyldimethylammonium chloride copolymers (Polyquaternium-7).
  • a particularly preferred cationic polymer is the, if desired crosslinked, poly(methacryloyloxyethyltrimethylammonium chloride) with the INCI name Polyquaternium-37.
  • the preferred on-head amount of such polymers may vary from 0.01 to 1% by weight, more preferably from 0.01 to 0.5% by weight of the composition.
  • Hydrogen peroxide solutions suitable for the current invention are preferably clear aqueous solutions which can be stabilized as usually.
  • concentration of hydrogen peroxide may vary in a wide range, preferred are commercially available qualities such as aqueous solutions of 3%, 6%, 9%, or 12% strength.
  • the solutions having the above standard strength are mixed with the dye solutions in a 1 : 1, 1 : 1.5 or 1 :2 ratio, whereby the hydrogen peroxide concentration in the ready-to-use composition normally does not exceed 8% by weight of the composition, preferably it does not exceed 6% by weight of the composition and more preferably it ranges from 1 to 6% by weight of the composition or the amount of the hydrogen peroxide adduct ranges from 2.5% to 17% by weight of the composition.
  • a hydrogen peroxide adduct from which hydrogen peroxide is split off for example a urea-hydrogen peroxide adduct (urea peroxide, carbamide peroxide), a melamine-hydrogen peroxide adduct (melamine peroxide), an amino acid-hydrogen peroxide adduct typified by a histidine-hydrogen peroxide adduct (histidine peroxide).
  • urea-hydrogen peroxide adduct urea peroxide, carbamide peroxide
  • melamine-hydrogen peroxide adduct melamine peroxide
  • an amino acid-hydrogen peroxide adduct typified by a histidine-hydrogen peroxide adduct (histidine peroxide).
  • urea peroxide is used.
  • the amount of released hydrogen peroxide normally does not exceed 8% by weight referred to the ready-to-use composition, preferably it does not exceed 6%. More preferably, the hydrogen peroxide adduct provides a one- head concentration of 1 to 6% by weight of the composition.
  • the pH of the ready-to-use composition may vary between 7.5 and 11.5, preferably from 8.5 to 10.5.
  • composition according to the invention is a solution having a viscosity that may vary from 10 to 40 cP at 22°C.
  • the ready-to-use compositions free of any insoluble materials are ideal for being applied to the dry hair by a foamer device which can either be a squeeze foamer, a pump foamer or a squeeze foamer for upside-down usage.
  • the foam of the composition can also be produced by means of a hair color shaker bowl of 300-500 ml volume which gives a useful foam quality after intense shaking of the composition for approximately 10 to 20 seconds.
  • the composition produces a foam quality which is widely independent from the used foamer device; especially it is independent from mesh coarsenesses of all tested foamer heads.
  • the foamable composition may be used for coloring human hair and after application to the head transforms into a drip-free gel in the course of its application and the period of processing.
  • the processing time is predominantly depending from the design of the colorants and the target shades and is usually between 10 minutes up to 1 hour. Shorter processing times are chosen for fast developing colorants which normally require a somewhat higher dye load compared to colorants which require a standard processing time of 30 minutes.
  • the foamable hair colorant composition is easy foamable and applicable, a drip-free foam and finally a drip-free and very compact gel on the head. All these factors ensure easy and fast application combined with outstanding performance.
  • aqueous system as chassis which is free of commonly used higher alcohols, waxes and emulsifiers, is used. Consequently, the viscosity of the solution is low.
  • the addition of a thermo- sensitive polymer does not significantly change the viscosity of this system.
  • the foam Once the foam is applied to the head the consistency of the foam changes very quickly. Upon contacting the hair, the foam becomes very creamy and transforms progressively into a drip-free coloring gel whereby the transformation of important amounts of the foam occurs within a few minutes, which is accompanied by a strong increase in viscosity. In the course of the transition from the starting liquid to the gel on the head, neither in the status of the mousse, nor in the form of the gel, nor in the transition phase, any dripping off the head is observed. Surprisingly, the compositions have not exhibited any inconveniences in terms of delayed gelation although the tested compositions were highly salt-loaded.
  • thermo-sensitive polymer nor the high load with various color ingredients has any significant impact in the excellent foaming and gelation properties of the composition once applied to the head.
  • the foam exhibits excellent adhesion properties on the head.
  • the composition has the appropriate physical consistency that the active ingredients of the colorant can efficiently interact with hair fibers and provide the desired color.
  • composition of the invention is particularly well suited for using in cosmetic hair treatments, especially for simultaneous lightening and coloring human hair, in particular, for the treatment of dyed hair which shows naturally pigmented regrow at the root parts.
  • thermo-sensitive polymer Due to its excellent overall properties the foam composition containing a thermo-sensitive polymer is not only suitable for full-head applications but also for creative stand techniques.
  • the recipes of the developer compositions given in Table 1 represent widely used standard compositions (not inventive).
  • the pH of the compositions is 3.0.
  • Disodium pyrophosphate 0.05 g 0.05 g
  • compositions were prepared, mixed 1 : 1 (w/w) with a standard developer according to Example 1. Viscosities of the compositions were all in the range from 15 to 30 cP measured at 22°C (viscosity measurements were performed with a Brookfield DV-II Viscometer D 220).
  • compositions and color results are given in Table 2.
  • Plantacare 818 UP 12.00 g 5.00 g
  • Resorcinol 1.10 g 0.60 g 0.070 g
  • compositions were prepared, mixed 1 : 1 (w/w) with a standard developer according to Example 1. Viscosities of both compositions were in the range from 15 to 30 cP measured at 22°C.
  • compositions and color results are given in Table 3.

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Abstract

La présente invention se rapporte à une composition moussante prête à l'emploi pour colorer des cheveux, qui après avoir été appliquée sur la tête se transforme en un gel transparent qui ne goutte pas. La composition selon l'invention est à base d'eau et comprend au moins un polymère thermosensible, au moins un agent tensio-actif, au moins un colorant, au moins un agent réagissant en milieu alcalin, du peroxyde d'hydrogène ou un produit d'addition de peroxyde d'hydrogène.
PCT/EP2012/054089 2012-03-09 2012-03-09 Compositions de coloration moussante contenant un polymère thermosensible WO2013131575A1 (fr)

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9408785B2 (en) 2012-10-15 2016-08-09 L'oreal Hair styling compositions containing aqueous wax dispersions
KR101815127B1 (ko) * 2014-12-12 2018-01-05 애경산업(주) 온도 감응성 색조 화장료 조성물 및 이의 제조방법
RU2654033C1 (ru) * 2017-11-24 2018-05-15 Общество с Ограниченной Ответственностью "Фитокосметик" Оттеночная краска для волос
RU2654015C1 (ru) * 2017-11-24 2018-05-15 Общество с Ограниченной Ответственностью "Фитокосметик" Оттеночная краска для волос на гелевой основе
RU2654751C1 (ru) * 2017-11-24 2018-05-22 Общество с Ограниченной Ответственностью "Фитокосметик" Оттеночная краска для волос на пеномоющей основе
KR20180075670A (ko) * 2015-11-30 2018-07-04 킴벌리-클라크 월드와이드, 인크. 감열성 겔을 함유한 구조
US10433700B2 (en) 2013-11-27 2019-10-08 Kimberly-Clark Worldwide, Inc. Multi-purpose tough stain removal articles
US10561596B2 (en) 2014-04-11 2020-02-18 L'oreal Compositions and dispersions containing particles comprising a polymer
US10626294B2 (en) 2012-10-15 2020-04-21 L'oreal Aqueous wax dispersions containing volatile solvents

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WO2002074273A1 (fr) * 2001-03-20 2002-09-26 The Procter & Gamble Company Compositions oxydantes comprenant un agent chelatant et un agent revitalisant et procedes de traitement des cheveux
EP1470812A1 (fr) 2003-04-25 2004-10-27 Kao Corporation Produit cosmétique pour les cheveux
WO2005051336A1 (fr) * 2003-11-21 2005-06-09 Henkel Kommanditgesellschaft Auf Aktien Procede de coloration de fibres keratiniques
US20050175573A1 (en) * 2002-06-14 2005-08-11 Polymerexpert Sa Thermosensitive polymers and thermoreversible gels obtained from these polymers
EP2324811A2 (fr) 2009-11-18 2011-05-25 Henkel AG & Co. KGaA Colorant mousseux

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002074273A1 (fr) * 2001-03-20 2002-09-26 The Procter & Gamble Company Compositions oxydantes comprenant un agent chelatant et un agent revitalisant et procedes de traitement des cheveux
US20050175573A1 (en) * 2002-06-14 2005-08-11 Polymerexpert Sa Thermosensitive polymers and thermoreversible gels obtained from these polymers
US7339013B2 (en) 2002-06-14 2008-03-04 Polymerexpert Sa Thermosensitive polymers and thermoreversible gels obtained from these polymers
EP1470812A1 (fr) 2003-04-25 2004-10-27 Kao Corporation Produit cosmétique pour les cheveux
WO2005051336A1 (fr) * 2003-11-21 2005-06-09 Henkel Kommanditgesellschaft Auf Aktien Procede de coloration de fibres keratiniques
EP2324811A2 (fr) 2009-11-18 2011-05-25 Henkel AG & Co. KGaA Colorant mousseux

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K. SCHRADER: "Grundlagen und Rezepturen der Kosmetika", 1989, HIITHIG BUCHVERLAG, pages: 784 - 804

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9408785B2 (en) 2012-10-15 2016-08-09 L'oreal Hair styling compositions containing aqueous wax dispersions
US10626294B2 (en) 2012-10-15 2020-04-21 L'oreal Aqueous wax dispersions containing volatile solvents
US10888504B2 (en) 2012-10-15 2021-01-12 L'oreal Hair styling compositions containing aqueous wax dispersions
US10433700B2 (en) 2013-11-27 2019-10-08 Kimberly-Clark Worldwide, Inc. Multi-purpose tough stain removal articles
US10561596B2 (en) 2014-04-11 2020-02-18 L'oreal Compositions and dispersions containing particles comprising a polymer
KR101815127B1 (ko) * 2014-12-12 2018-01-05 애경산업(주) 온도 감응성 색조 화장료 조성물 및 이의 제조방법
KR20180075670A (ko) * 2015-11-30 2018-07-04 킴벌리-클라크 월드와이드, 인크. 감열성 겔을 함유한 구조
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RU2654751C1 (ru) * 2017-11-24 2018-05-22 Общество с Ограниченной Ответственностью "Фитокосметик" Оттеночная краска для волос на пеномоющей основе

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