WO2007021604A2 - Composition de traitement revitalisant pour fibre et fibre capillaire - Google Patents

Composition de traitement revitalisant pour fibre et fibre capillaire Download PDF

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Publication number
WO2007021604A2
WO2007021604A2 PCT/US2006/030528 US2006030528W WO2007021604A2 WO 2007021604 A2 WO2007021604 A2 WO 2007021604A2 US 2006030528 W US2006030528 W US 2006030528W WO 2007021604 A2 WO2007021604 A2 WO 2007021604A2
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WO
WIPO (PCT)
Prior art keywords
hair
functionalised
composition
fiber
polymer
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PCT/US2006/030528
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English (en)
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WO2007021604A3 (fr
Inventor
Simon Paul Godfrey
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The Procter & Gamble Company
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Filing date
Publication date
Priority claimed from EP06013725A external-priority patent/EP1754517A1/fr
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to JP2008525246A priority Critical patent/JP2009509919A/ja
Priority to MX2008002258A priority patent/MX2008002258A/es
Publication of WO2007021604A2 publication Critical patent/WO2007021604A2/fr
Publication of WO2007021604A3 publication Critical patent/WO2007021604A3/fr

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Classifications

    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/004—Preparations used to protect coloured hair
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • 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
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers
    • 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
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits

Definitions

  • Oxidative dyeing otherwise known as permanent coloring and hair bleaching lead to irreversible physico-chemical changes to the hair.
  • at least two components are mixed together prior to application to the hair. These usually comprise one component containing an oxidising agent, such as hydrogen peroxide, and a second component containing an alkaliser buffered at high pH, typically around 8.5 to 10.5 and optionally dyeing materials, such as oxidative dye precursors and couplers.
  • an oxidising agent such as hydrogen peroxide
  • an alkaliser buffered at high pH typically around 8.5 to 10.5
  • optionally dyeing materials such as oxidative dye precursors and couplers.
  • this change in hair hydrophilicity appears to be due, among other things, to the oxidation of the keratin-keratin cystine amino acids within the hair creating more hydrophilic cysteic acid amino acid residues and to the removal by hydrolysis of nature's hydrophobic F-Layer.
  • This coloring process is usually repeated regularly by consumers in order to maintain their desired hair color and color intensity and also to ensure that new hair growth has the same color as the older hair.
  • the hair changes polarity from a relatively hydrophobic surface near the scalp where it could be experiencing its first color treatment to a progressively more polar substrate at the hair tips, which may have been subjected to multiple coloring treatments.
  • conditioners within the coloring process. Conditioning materials can be added to the colorant product, or alternatively these can be supplied within the colorant kit as a separate conditioner, and can thereby be applied to the hair either during the coloring event or after the colorant has been rinsed off. As described in EP 0 275 707, it is known to use aminosilicones for this purpose.
  • Improving deposition evenness between more and less damaged hair represents a major improvement area. This would enable sufficient deposition at the more polar/damaged tips for a noticeable conditioning benefit where it is needed most without over-depositing at the roots. Moreover, this technical challenge represents an even bigger issue across differing consumer populations. For instance, the varying damage levels found in different individuals can result in the same silicone generating acceptable deposition in some cases, but over-deposition, with the accompanying negative sensory implications, in others (e.g. first time colorers verses frequent colorers, brunettes verses bleached blondes etc). Hence, a silicone active that deposits across all hair types and damage levels is highly desirable.
  • ethoxylated quaternary ammonium functionalized silicones proposed to achieve these aims, such as ABILQUAT 3272 and ABIL-QUAT 3270 (both having the CTFA designation of quaternium-80), produced by the Goldschmidt Chemical Corporation, Hopewell, Va, are so hydrophilic, however, that they are rapidly washed off during subsequent shampooings. In other words, they do not achieve sufficient durability to meet consumer needs. In terms of polarity, these silicones are at the other end of the spectrum from the PDMS-type materials, but they are similarly non-durable and therefore unsuitable. US 20030152542, US20030152541, US 20030152534, US 20030147842, US
  • WO 98/43599 WO 03/075866, WO 99/29286, WO 99/49836, WO 99/34768, WO 03/092637, WO 03/096375 describe silicone containing conditioning compositions.
  • the invention will ideally provide a fiber or hair fiber conditioning treatment composition comprising a functionalized silicone conditioning agent which can deposit on all types of hair, which occur in today's human population, from undamaged, virgin hair, at the one extreme, to hair exposed to multiple oxidative dye treatments, at the other.
  • the invention will ideally provide a fiber or hair fiber conditioning treatment composition comprising a specific functionalized silicone conditioning agent which deposits over the whole length of a hair strand, including both lengths of uncolored scalp hair i.e. virgin hair and hair previously colored with an oxidative colorant.
  • the present invention will ideally provide a fiber or hair fiber conditioning treatment composition
  • a fiber or hair fiber conditioning treatment composition comprising a specific functionalised aminosilicone polymer conditioning agent preferably in combination with a non functionalised silicone polymer for use on oxidation dyed or bleached hair, which can be used immediately after oxidative coloring or bleaching and as part of the consumer's post coloring treatment and also as conditioner used as part of their regular shampoo and conditioning routine without over conditioning negatives.
  • a fiber or hair conditioning treatment composition comprising a functionalized silicone according to the formula : 6 030528
  • Ri 4 , Rj 5 , Ri 6 may be identical or different, and are selected from a hydroxyl radical, C1-C4 alkoxy radicals, methyl radical and mixtures thereof
  • A is selected from linear and branched C3-C8 alkyl radicals and mixtures thereof
  • Rj 7 is selected from H, phenyl, linear or branched C1-C4 alkyl radical, linear or branched (Cl-CS)NH 2 and mixtures thereof
  • G is selected from H, phenyl, hydroxyl, C1-C8 alkyl and mixtures thereof, preferably methyl and wherein said functionalised aminosilicone polymer is a random type or block type and wherein m and n are both at least 1 or greater, the sum of (n+m) is greater than 50, and wherein the average ratio of m:n is 1:2000 to 1:200.
  • the fiber or hair fiber conditioning treatment composition comprises the functionalized silicone as defined herein and further comprises a non functionalized silicone polymer, wherein the viscosity of said non functionalised silicone polymer is greater than 60000 cps.
  • fiber includes strands of natural or synthetic materials.
  • Non-limiting examples of natural materials are amino acid based materials, including protinaceous materials such as wool, human hair, including velus hair, and animal fur; cotton; cellulose and silk.
  • Non-limiting examples of synthetic materials are polyester, nylon and rayon.
  • the fiber conditioning treatment composition according to the invention finds particular advantageous utility as a hair fiber treatment composition.
  • the term "functionalized” silicone includes polydimethylsiloxanes (PDMS) in which at least one methyl group has been replaced by a different group, which contains a nitrogen atom.
  • PDMS polydimethylsiloxanes
  • non functionalised silicone includes alkyl substituted silicones without any additional functionality, except terminal hydroxyl or alkoxy groups which remain due to the condensation polymerisation process.
  • the functional and non functionalised silicone components can be either miscible or non miscible with one another.
  • HLB value' is known to the skilled person working in this technical area; see for example R ⁇ mpp Chemie Lexikon, Thieme Verlag, Stuttgart, 9 th Edition, 1995 under "HLB-Wert”.
  • compositions according to the invention include silicones according to the formula: -
  • R 14 , R 15 , R 16 may be identical or different, and are selected from a hydroxyl radical, C1-C4 alkoxy radicals, methyl and mixtures thereof
  • A is selected from linear and branched C3-C8 alkyl radicals and mixtures thereof
  • Ri 7 is selected from H, phenyl, linear or branched C1-C4 alkyl radical, benzyl, linear or branched (C1-C8)NH 2 and mixtures thereof
  • G is selected from H, phenyl, hydroxyl, C1-C8 alkyl and mixtures thereof, preferably methyl, and wherein said functionalised aminosilicone polymer is a random type or block type and wherein m and n are both at least 1 or greater.
  • G is a methyl
  • R 14 , Rj 5 , Ri 6 which may be identical or different, are selected from a hydroxyl radical, C1-C4 alkoxy radicals and methyl
  • A is either (CH 2 ) 3 or (CH 2 CHCH 3 CH 2 ) and R n is either H or (CH 2 ) 2 NH 2
  • the average ratio m:n is 1:1500 to 1 :200, more preferably 1:800 to 1 :200, even more preferably 1 :500 to 1 :200 and most preferably 1 :500 to 1:250 and the sum of m+n is in the range of 50 to 2000, preferably 100 to 1500, more preferably 300 to 1200, even more preferably 500 to 1000, most preferably 500 - 900 and even most preferably 550 - 850.
  • R 1 and R 2 are a mixture of OH and OMe.
  • the functionalized silicones of the present invention have a particle size of greater than 500 nm, preferably greater than 1 ⁇ m, more preferably greater than 2 ⁇ m. Particle size is determined according to the test method described hereinbelow.
  • composition according to the present invention may comprise from 0.1 % to 10 % preferably 0.3 % to 9%, more preferably 0.5% to 8%, most preferably 1 % to 7.5% by weight of the functionalised aminosilicone polymer.
  • the fiber conditioning treatment compositions preferably further comprises a non functionalized aminosilicone polymer. It has been surprisingly found that the benefits of the functionalized aminosilicone of the present invention can still be maintained if a portion of the functionalized aminosilicone is replaced by a non functionalized silicone. This has the advantage of reducing the cost associated with the compositions whilst still maintaining the benefits.
  • Suitable non functionalized aminosilicone polymers are alkyl, phenyl or aryl substituted. Particularly preferred non functionalised silicones are selected from PDMS fluid and Gums with a viscosity greater than 60,000 cps.
  • composition according to the present invention comprises from 0 % to 10 % preferably from 0.1 % to 9%, more preferably from 0.2 % to 8 %, most preferably from 0.5 % to 7 %, by weight of the non functionalised silicone polymer.
  • the blend of functionalized silicone and non functionalized silicone is present in an amount ranging from 0.1 to 20% by weight preferably from 0.5 to 10% by weight of the fiber conditioning treatment composition.
  • the functional and non functional silicone components may be blended either within the formula or pre-blended as a pre-mix prior to inclusion within the formula.
  • the functional and non functional silicone components are pre-blended as a pre-mix prior to inclusion.
  • the weight ratio of the functionalised aminosilicone polymer to the non functionalised silicone polymer is from 5:95 to 95:5, more preferably 5:95 to 70:30, most preferably 10:90 to 50:50.
  • the non functionalised aminosilicone polymer has a particle size of greater than 500 nm, preferably greater than 1 ⁇ m, more preferably greater than 2 ⁇ m, as measured according to the method described hereinafter.
  • the non functionalised aminosilicone has a viscosity greater than 60000cps as measured according to the method described hereinafter.
  • silicones both functional and non functional can be prepared by methods known to those skilled in the art, via steps including known silicone polymerization reactions, for example equilibration or condensation.
  • the fiber conditioning treatment composition according to the present invention may include a cosmetically acceptable vehicle to act as a diluent, dispersant, or carrier for the silicone oil in the composition, so as to facilitate the distribution of the silicone oil when the composition is applied.
  • vehicle may be an aqueous emulsion, water, liquid or solid emollients, solvents, humectants, propellants, thickeners and powders.
  • the fiber conditioning treatment compositions according to the present invention may be in the form an emulsion with water as a primary component, although aqueous organic solvents may also be included.
  • the emulsion is preferably an oil-in-oil-in-water (silicone-in-silicone-in-water) emulsion.
  • the aqueous continuous phase of the emulsion treatment compositions of the present invention may further comprise an emulsifier to facilitate the formation of the emulsion.
  • Emulsifiers for use in the aqueous continuous phase of the present emulsion treatment compositions may include an anionic surfactant, cationic surfactant, amphoteric surfactant, water-soluble polymeric surfactant, water-soluble silicone-containing surfactant, nonionic surfactant having an HLB of greater than about 10, or a surfactant system capable of forming stabilizing liquid crystals around the silicone droplets.
  • the nonionic surfactant preferably has an HLB of at least 12, and more preferably, an HLB value of at least about 15. Surfactants belonging to these classes are listed in McCutcheon's Emulsifiers and Detergents, North American and International Editions, MC Publishing Co., Glen Rock NJ, pages 235-246 (1993).
  • the emulsifier for the aqueous phase does not gel the aqueous phase.
  • the emulsifier however may be capable of forming a stabilizing layer of lamellar liquid crystals around silicone droplets. This barrier film prevents coalescence between emulsion droplets.
  • the surfactant system can be a single surfactant or a blend of surfactants.
  • a particular surfactant cannot form a liquid crystal structure alone, but can participate in the formation of liquid crystals in the presence of a second surfactant.
  • Such a surfactant system forms a layer of lamellar liquid crystals around the silicone to provide a barrier between the silicone and the aqueous phase.
  • This type of an emulsion is different from the conventional emulsions, which rely upon the orientation of the hydrophobic and hydrophilic components of a surfactant at an silicone-water interface.
  • the formation of a layer of lamellar liquid crystals around the silicone can be 30528
  • Exemplary classes of surfactants capable of participating in the formation of a liquid crystal structure around the silicone droplets include, but are not limited to specific cationic surfactants, anionic surfactants, nonionic surfactants, quaternary ammonium surfactants, lipid surfactants and mixtures thereof.
  • Preferred surfactants for the formation of liquid crystals in the aqueous continuous phase are of the nonionic type and include C16-C22 fatty alcohols, and C16-C22 fatty alcohol ethoxylates with 1 to 30 ethylene oxide groups.
  • Specific examples include cetearyl alcohol, cetyl alcohol, stearyl alcohol, arachidyl alcohol, oleyl alcohol, ceteareth ethoxylates with between 10 and 30 ethylene oxide groups, ceteth ethoxylates with between 10 to 30 ethylene oxide groups, steareth ethoxylates with between 10 and 30 ethoxylates, and combinations thereof.
  • C16-C22 fatty alcohols are used in combination with C16-C22 fatty alcohol ethoxylates at a ratio of between 10:1 to 0.5:1, more preferably between 6:1 and 1 :1, and most preferably between 5:1 and 1.5:1.
  • Preferred cationic surfactants contain quaternary ammonium compounds of formula: [Ri 8 Ri 9 R 2 oR 2 iN]+X-, where R 18 is an alkyl or alkenyl group having from about
  • Ri 9 and R 20 are both independently either an alkyl or alkenyl group having from about 8 to 22 carbon atoms or alkyl or hydroxyalkyl group having from about 1 to 4 carbon atoms
  • R 2 i is an alkyl or hydroxyalkyl group having from about 1 to 4 carbon atoms
  • X- is a salt forming anion (e.g. chloride, bromide, acetate, alkylsulfate).
  • Specific examples include cetrimonium chloride, behentrimonium chloride and dicetyldimonium chloride.
  • the surfactant system may also comprise amidoamines of the following general formula: R 22 CONH(CH 2 )In N (R 23 ) 25 wherein R 22 is a residue of C8-C24 fatty acids, R 23 is a Cl - C4 alkyl, and m is an integer from 1 to 4.
  • Preferred amidoamine useful in the present invention includes stearamidopropyldimethylamine, stearamidopropyldiethylamine, stearamidoethyl-diethylamine, stearamidoethyldimethylamine, palmitamidopropyldimethylamine, paimit-amidopropyldiethylamine, palmitamidoethyldiethylamine, palmitamido-ethyldimethylamine, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethylamine, behenamidoethyldiniethylamine, arachidamido- propyldimethylamine, arachidamido-propyldiethylamine, arachidamidoethyldiethyl- amine, arachidamidoethyldimethylamine, and mixtures thereof
  • the amidoamines are partially quaternized with the acids selected from the group consisting of L-glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, L-glutamicio acid hydrochloride, tartaric acid, and mixtures thereof; preferably L-glutamic acid, lactic acid, hydrochloric acid, and mixtures thereof.
  • the mole ratio of amidoamine to acid is from about 1 :0.3 to about 1:1 , more preferably from about 1 :0.5 to about 1 :0.95
  • the aqueous continuous phase should ideally comprise the emulsifier in an amount sufficient to stabilize the silicone.
  • the aqueous continuous phase comprises the emulsifier in an amount of from about 0.1% to about 15%, and more preferably from about 0.1% to about 10%, based on the weight of the aqueous continuous phase.
  • the conditioning composition of the present invention may include optional benefit materials and cosmetic adjuncts, as long as the benefit materials or the adjuncts do not eliminate or substantially reduce the performance or shelf stability of the composition.
  • the additional ingredients may include, for example dyes and coloring agents, fragrances; anionic, cationic, non-ionic, amphoteric or zwitterionic surfactants; buffers, masking fragrances, dispersing agents, stabilizers, cationic polymers, perfumes, non-ionic polymers, anionic polymers, complex coacervates, complex coacervate capsules, metal salts, lewis acids, buffering agents, particulate thickeners, polymeric thickeners, wax thickeners, oils, emollients, humectants, moisturizers, pearlescents, opacifiers, enzymes, suspending agents, antimicrobials, preservatives, proteins, herb and plant extracts, bleach, 006/030528
  • pH adjusting agents including pH buffers, viscosity modifiers, preservatives, viscosity enhancers, gelling agents, chelators, oxidising agents, reducing agents, UV filters, emulsifying agents, antioxidants, moisturizing and conditioning agents, and other common adjuvants well known to those skilled in the art.
  • compositions of the present invention may also optionally further comprise additional conditioning agents such as silicones or aminosilicones not described within the aforementioned descriptions to further improve the conditioning performance.
  • additional conditioning agents such as silicones or aminosilicones not described within the aforementioned descriptions to further improve the conditioning performance.
  • composition of the present invention may optionally further comprise at least about 0.01% of polymer as an additional thickener, rheology modifier, stabilizer and/or conditioning agent.
  • the polymer can be chosen, for example, from associative polymers.
  • associative polymer means an amphiphilic polymer comprising both hydrophilic units and hydrophobic units, for example, at least one C8-C30 fatty chain and at least one hydrophilic unit.
  • associative polymers that may be used are associative polymers chosen from: (i) nonionic amphiphilic polymers comprising at least one fatty chain and at least one hydrophilic unit; for example celluloses or hydroxyethylcelluloses modified with groups comprising at least one fatty chain, hydroxypropyl guars modified with groups comprising at least one fatty chain, polyether urethanes comprising at least one fatty chain, copolymers of vinylpyrrolidone and of fatty-chain hydrophobic monomers, copolymers of hydrophilic acrylates or methacrylates and of hydrophobic monomers comprising at least one fatty chain.
  • anionic amphiphilic polymers comprising at least one hydrophilic unit and at least one fatty-chain unit; these, for example, may be chosen from those comprising at least one fatty-chain allyl ether unit and at least one hydrophilic unit comprising an ethylenic unsaturated anionic monomelic unit, or from those comprising at least one hydrophilic unit of unsaturated olefinic carboxylic acid type, and at least one hydrophobic unit of the US2006/030528
  • anionic amphopilic polymers may be further cross-linked, (iii) cationic amphophilic polymers comprising at least one hydrophilic unit and at least one fatty-chain unit; these, for example, may be chosen from quaternized cellulose derivatives and polyacrylates comprising amino side groups.
  • amphoteric amphiphilic polymers comprising at least one hydrophilic unit and at least one fatty-chain unit; mention may be made, for example, of methacrylamidopropyl- trimethylammonium chloride/acrylic acid/C10-C30 alkyl methacrylate copolymers, wherein the alkyl radical is, for example, a stearyl radical.
  • the polymer can be chosen from crosslinked acrylic acid homopolymers, crosslinked copolymers of (meth)acrylic acid and of (Cl-C ⁇ )alkyl acrylate or polysaccharides. The polymer may also serve as conditioning agents, as described below.
  • acrylates/stereath-20 methacrylate copolymer (Aculyn 22 supplied by Rohm and Haas) and acrylates copolymer (Aculyn 33 supplied by Rohm and Haas) and Xanthan gum, Carbopol, Rheozan and mixtures thereof.
  • the polymer will generally be used at levels of from about 0.01% to about 20.0% by weight of the composition, preferably of from about 0.1% to about 5%.
  • the conditioning compositions according to an embodiment of the invention may be provided at a pH from about 3 to 11, preferably from 4 to 10.5.
  • compositions according to the present invention may be provided in any suitable physical form, for example as low to moderate to high viscosity liquids, lotions, milks, mousses, dispersions, sprays, gels, foams, aerosols, and creams. These compositions may be produced by procedures well known to the skilled artisan.
  • the conditioning compositions of the present invention can be formulated as a fluid, lotion, fluid cream or cream having a viscosity from 500 to 100,000 cps or above.
  • the compositions can be packaged in a suitable container to suit its viscosity and intended use by the consumer.
  • a lotion or fluid cream can be packaged in a bottle, a roll-ball applicator, a propellant-driven aerosol device, a container fitted with a pump suitable for hand or finger operation, or the like.
  • the composition When the composition is a cream, it can simply be stored in a non-deformable bottle or squeeze container, such as a tube or a lidded jar.
  • the hair fiber conditioner can be sold within a conditioning hair fiber coloring treatment kit.
  • a hair conditioning fiber coloring treatment kit comprising: (a) a first oxidative bleaching composition, (b) a coloring composition, and or (c) a second oxidative bleaching compostion wherein the hair fiber conditioning treatment composition as defined hereinabove is comprised within component (a) and/or within component (b), and or within component (c) and/or is provided as a separate component, which can be combined with the other components before use or used separately therefrom.
  • the hair fiber conditioning treatment composition is provided as a separate component.
  • the composition according to the present application finds particular utility in hair bleaching, hair coloring and highlighting compositions especially oxidative hair colorants wherein the hair is subjected to a particularly aggressive environment.
  • the present invention may further comprise a hair coloring or bleaching composition comprising at least one source of an oxidizing agent and mixtures thereof.
  • Preferred oxidizing agents for use herein are water-soluble peroxygen oxidizing agents.
  • Water-soluble as defined herein means that in standard condition at least O.lg, preferably 1 g, more preferably 1 Og of said oxidizing agent can be dissolved in 1 liter of deionized water.
  • the oxidizing agents are valuable for the initial solubilisation and decolorisation of the melanin (bleaching) and accelerate the oxidation of the oxidative dye precursors (oxidative dyeing) in the hair shaft.
  • Preferred water-soluble oxidizing agents are inorganic peroxygen materials capable of yielding hydrogen peroxide in an aqueous solution, and include hydrogen peroxide, inorganic alkali metal peroxides such as sodium periodate and sodium peroxide and organic peroxides such as urea peroxide, melamine peroxide, and inorganic perhydrate salt bleaching compounds, such as the alkali metal salts of perborates, percarbonates, perphosphates, persilicates, persulphates and the like, which may be incorporated as monohydrates, tetrahydrates etc., and alkyl and aryl peroxides, and or peroxidases.
  • the oxidizing agents may be provided in aqueous solution or as a powder which is dissolved prior to use.
  • Preferred for use in the compositions according to the present invention are hydrogen peroxide, percarbonate, persulphates and combinations thereof.
  • the hair coloring or bleaching compositions comprise from about 0.1% to about 15% by weight, preferably from about 1 % to about 10% by weight, and most preferably from about 2% to about 7% by weight of an oxidizing agent.
  • Another preferred oxidizing agent for use herein is a source of peroxymonocarbonate ions.
  • a source is formed in situ from a source of hydrogen peroxide and a hydrogen carbonate ion source.
  • Such an oxidizing agent has been found to be particularly effective at a pH of up to and including 9.5, preferably from 7.5 to 9.5 more preferably from 8.4 to 9.5 and most preferably at about pH 9.
  • this system is also particularly effective in combination with a source of ammonia or ammonium ions. It has been found that this oxidizing agent can deliver improvements to the desired hair color results particularly with regard to the delivery of high lift, whilst considerably reducing the odour, skin and scalp irritation and damage to the hair fibers.
  • Suitable sources for use herein include sodium, potassium, guanidine, arginine, lithium, calcium, magnesium, barium, ammonium salts of carbonate, carbamate and hydrocarbonate ions and mixtures thereof such as sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, guanidine carbonate, guanidine hydrogen carbonate, lithium carbonate, calcium carbonate, magnesium carbonate, barium carbonate, ammonium carbonate, ammonium hydrogen carbonate and mixtures thereof.
  • Percarbonate salts may also be utilized to provide both the source of carbonate ions and oxidizing agent.
  • Preferred sources of carbonate ions, carbamate and hydrocarbonate ions are sodium hydrogen carbonate, potassium hydrogen carbonate, ammonium carbamate, and mixtures thereof.
  • the hair coloring or bleaching compositions comprise from about 0.1% to about 15% by weight, preferably from about 1% to about 10% by weight, and most preferably from about 1% to about 8% by weight of a hydrogencarbonate ion and from about 0.1% to about 10% by weight, preferably from about 1% to about 7% by weight, and most preferably from about 2% to about 5% by weight of a source of hydrogen peroxide.
  • the hair coloring or bleaching compositions of the present invention may further comprise additional ingredients which include, but are not limited to; alkalising agents, surfactants, hair dyeing agents such as oxidative dye precursors, non-oxidative preformed dyes, thickeners and / or rheology modifiers, opacifiers such as mica, solvents, enzymes, surfactants, conditioning agents, carriers, antioxidants, stabilizers, chelants, perming actives, perfume, reducing agents, hair swelling agents and/or polymers.
  • alkalising agents such as oxidative dye precursors, non-oxidative preformed dyes, thickeners and / or rheology modifiers
  • opacifiers such as mica, solvents, enzymes, surfactants, conditioning agents, carriers, antioxidants, stabilizers, chelants, perming actives, perfume, reducing agents, hair swelling agents and/or polymers.
  • the hair coloring or bleaching composition may optionally comprise at least one source of alkalizing agent, preferably a source of ammonium ions and or ammonia.
  • alkalizing agents are those which provide a source of ammonium ions.
  • Preferred sources include ammonium chloride, ammonium sulphate, ammonium nitrate, ammonium phosphate, ammonium acetate, ammonium carbonate, ammonium hydrogen carbonate, ammonium carbamate, ammonium hydroxide, percarbonate salts, ammonia and mixtures thereof.
  • Particularly preferred are ammonium carbonate, ammonium hydrogen carbonate, ammonium carbamate, ammonia and mixtures thereof.
  • compositions of the present invention may comprise from about 0.1% to about 10% by weight, preferably from about 0.5% to about 5%, most preferably from about 1% to about 3% of an alkalizing agent, preferably ammonium ions.
  • an alkalizing agent preferably ammonium ions.
  • the ammonium ions and carbonate ions are present in the composition at a weight ratio of from 3:1 to 1:10, preferably 2:1 to 1:5.
  • the hair coloring compositions have a pH of from about 11 to about 7, preferably from about 9.5 to about 7.5, more preferably from about 9.5 to about 8.4 and most preferably from about 9.4 to about 8.5 and even more preferably about pH 9.0.
  • the pH of the compositions can be determined by using either a Mettler Toledo MP220 or a MP225 pH equipment, fitted with a standard laboratory pH electrode. The equipment is calibrated before each use using standard calibration buffers and using standard calibration procedure. US2006/030528
  • hair coloring compositions comprise but are not limited to oxidative dyeing compositions.
  • Such compositions comprise oxidative hair dye precursors also known as primary intermediates and couplers that will deliver a variety of hair colors to the hair. These small molecules are activated by the oxidizing agent and react with further molecules to form a larger colored complex in the hair shaft.
  • the precursors can be used alone or in combination with other precursors, and one or more can be used in combination with one or more couplers.
  • Couplers also known as color modifiers or secondary intermediates
  • precursors and couplers will be determined by the color, shade and intensity of coloration that is desired.
  • the precursors and couplers can be used herein, singly or in combination, to provide dyes having a variety of shades ranging from ash blonde to black.
  • These compounds are well known in the art, and include aromatic diamines, aminophenols, aromaticdiols and their derivatives (a representative but not exhaustive list of oxidation dye precursor can be found in Sagarin, "Cosmetic Science and Technology", "Interscience, Special Edn. Vol. 2 pages 308 to 310).
  • the hair coloring compositions may also include non oxidative hair dyes. i.e. direct dyes which may be used alone or in combination with the above described oxidative dyes. Suitable direct dyes include azo or anthraquinone dyes and nitro derivatives of the benzene series and or melanin precursors and mixtures thereof. Such direct dyes are particularly useful to deliver shade modification or highlights. Particularly preferred are Basic Red 51 , Basic Orange 31 , Basic Yellow 87 and mixtures thereof.
  • compositions providing low intensity dyeing such as natural blonde to light brown hair shades generally comprise from about 0.001% to about 5%, preferably from about 0.1% to about 2%, more preferably from about 0.2% to about 1% by weight of dyeing composition of precursors and couplers.
  • Darker shades such as browns and black typically comprise from 0.001% to about 10% by weight, preferably from about 0.05% to about 7% by weight, more preferably from about 1% to about 5% of precursors and couplers.
  • the hair coloring or bleaching compositions may optionally comprise chelants.
  • Chelants are well known in the art and refer to a molecule or a mixture of different molecules each capable of forming a chelate with a metal ion. Chelants may be incorporated into the hair coloring or bleaching compositions as stabilizers and or preservatives. In addition, it has also been found that chelants provide hair fiber damage benefits and thus they may be utilized in order to further improve the hair damage profile of the present invention. Chelants are well known in the art and a non-exhaustive list thereof can be found in AE Martell & RM Smith, Critical Stability Constants, Vol.
  • chelants suitable for use herein include EDDS (ethylenediaminedisuccinic acid), carboxylic acids (in particular aminocarboxylic acids), phosphonic acids (in particular aminophosphonic acids) and polyphosphoric acids (in particular linear polyphosphoric acids), their salts and derivatives.
  • EDDS ethylenediaminedisuccinic acid
  • carboxylic acids in particular aminocarboxylic acids
  • phosphonic acids in particular aminophosphonic acids
  • polyphosphoric acids in particular linear polyphosphoric acids
  • the hair coloring or bleaching compositions may further optionally comprise a solvent system.
  • Suitable solvents for use in the solvent system herein include, but are not limited to, amides, esters, ethers, ketones, cyclic amides, cyclic esters, cyclic ketones, cyclic ethers, water and mixtures thereof.
  • Nonlimiting examples of such solvents include ethyl formate, dimethyl isosorbide, acetylacetone, 2-butanone, acetone, methyl acetate, ethyl acetate, propyl acetate, ethoxyethanol, dipropylene glycol monomethyl ether, butyl lactate, t-butyl alcohol, phenyl acetate, 2-propoxyethanol, isopropoxyethanol, methoxypropanol, isopropyl lactate, hexyl alcohol, butoxyethanol, tripropylene glycol (PPG-3), triacetin, methoxyethanol, isopropyl alcohol, PEG- ⁇ , methyl lactate, PEG-6, PEG-5, PEG-4, N-methylpyrrolidone, propyl alcohol, dipropylene glycol (PPG-2), acetonitrile, phenoxyethanol, triethylene glycol, hexylene glycol, ethyl alcohol, ⁇ - butyrolactone,
  • ethylene carbonate ethylene glycol, acetamide, glycerin, butyl carbitol, 1,3-dioxolane, dimethoxymethane, 1 ,2-hexanediol, dipropylene glycol butyl ether, dipropylene glycol t- butyl ether, propionaldehyde, diethoxymethane and glycerol formaldehyde.
  • Preferred solvents for use in the solvent system herein include lower alkanols, C2-
  • C6 polyols glycol mono-lower alkyl ethers, diglycol mono-lower-alkyl ethers, and N- lower alkylpyrrolidones.
  • lower refers to the number of carbon atoms being 3 or less.
  • lower alcanols such as Ethanol, Isopropyl alcohol, lower polyols such as ethylene glycol, propyleneglycol, 1,3-butanediol, diethyleneglycol, glycerine; glycol monoethers such as 2-methoxyethanol and 2-ethoxyethanol; diglycol mono-lower alkyl ethers such as methoxydiglycol, ethoxydiglycol and N-lower- alkylpyrrolidones such as N-methylpyrrolidone and N-ethylpyrrolidone.
  • lower alcanols such as Ethanol, Isopropyl alcohol
  • lower polyols such as ethylene glycol, propyleneglycol, 1,3-butanediol, diethyleneglycol, glycerine
  • glycol monoethers such as 2-methoxyethanol and 2-ethoxyethanol
  • diglycol mono-lower alkyl ethers such as methoxy
  • the hair coloring or bleaching compositions may also comprise a source of radical scavenger.
  • radical scavenger refers to a species that can react with a radical, preferably carbonate radical to convert the radical by a series of fast reactions to a less reactive species.
  • the radical scavenger is also preferably selected such that it is not an identical species as the alkalizing agent and in present in an amount sufficient to reduce damage to hair during the colouring process.
  • the compositions of the present invention preferably comprise from about 0.1% to about 10% by weight, preferably from about 1% to about 7% by weight of radical scavenger.
  • Preferred radical scavengers are selected from the classes of alkanolamines, amino sugars, amino acids, esters of amino acids and mixtures thereof. Particularly preferred compounds are: monoethanolamine, 3-amino-l-propanol, 4-amino-l-butanol,5-amino-l- pentanol, l-amino-2-pro ⁇ anol, l-amino-2-butanol, l-amino-2-pentanol, l-amino-3- pentanol, l-amino-4-pentanol, 3-amino-2-methylpropan-l-ol, l-amino-2-methylpropan-2- ol, 3-aminopropane-l,2-diol, glucosamine, N-acetyl glucosamine, glycine, arginine, lysine, proline, glutamine, histidine, sarcosine,
  • Especially preferred compounds are glycine, sarcosine, lysine, serine, 2 methoxyethylamine, glucosamine, glutamic acid, morpholine, piperdine, ethylamine, 3 amino- 1-propanol and mixtures thereof.
  • the hair coloring or bleaching compositions may optionally further comprise at least about 0.01% of polymer as an additional thickener, rheology modifiers, stabilizers and/or conditioning agents as described hereinabove in the context of the fiber conditioning treatment composition and any other ingredients commonly utilized in such compositions.
  • Another embodiment of the present invention relates to a method of hair treatment, whereby the hair fiber conditioning composition is applied to the hair and worked for a few minutes (to insure uniform application to all of the hair). The composition is then allowed to remain on the hair for a time period of less than about 20 minutes, preferably less than about 15 minutes, more preferably from about 10 seconds to about 10 minutes. The consumer then rinses his/her hair thoroughly with water and allows it to dry and or styles the hair as usual.
  • the method of hair treatment is also a sequential hair treatment method comprising the steps of between two and 30 sequential hair fiber conditioning composition treatments wherein the time period between each treatment is from 1 to 30 days, preferably from 1 to 14 days, more preferably from 1 to 7 days, even more preferably from 1 to 5 days and most preferably from 1 to 3 days.
  • the time that the composition is retained on head may be less than about 15 minutes and is preferably less than about 10 minutes and most preferably from about 10 seconds to about 5 minutes. This method allows the consumer to maintain the treatment benefits over the wash and styling cycle until the next coloring event.
  • the hair fiber conditioning compositions may be sold individually or may be sold as part of a hair coloring, bleaching kit or highlighting kit such as oxidative hair coloring, bleaching or highlighting kits.
  • These compositions may comprise the fiber conditioning treatment composition as part of the oxidative hair coloring, bleaching or highlighting compositions' container, or may be provided separately in a third container. In the latter case, all three compositions can be mixed immediately before use and applied together, or the content of the third container can be applied (after an optional rinse step) as a post-treatment immediately after the oxidative dye composition or bleaching composition resulting from the mixture of the other containers.
  • Such oxidative hair coloring compositions are usually sold in kits comprising, in individually packaged components such as separate containers, a coloring or dye component (also called “dye cream” for emulsions or “dye liquid” for solutions) comprising the oxidative colorant or dye, precursors and alkalizing agent which is typically ammonia in a suitable carrier and; a hydrogen peroxide component (also called “hydrogen peroxide cream” for emulsions or “hydrogen peroxide liquid” for solutions) comprising the oxidizing agent (usually hydrogen peroxide).
  • a coloring or dye component also called “dye cream” for emulsions or “dye liquid” for solutions
  • a hydrogen peroxide component also called “hydrogen peroxide cream” for emulsions or “hydrogen peroxide liquid” for solutions
  • the consumer mixes the coloring component and hydrogen peroxide component together immediately before use and applies it onto the hair.
  • kits further comprise an after coloring conditioning composition.
  • bleaching compositions are also usually sold as a kit comprising individually packaged components typically in separate containers.
  • the first component comprises the ammonium ion source (e.g. ammonia)
  • the second component comprises the oxidizing agent
  • the third (optional) component comprises a second oxidizing agent.
  • the bleaching compositions are obtained by mixing the above-mentioned compositions immediately before use and application to the hair.
  • kits also typically further comprise an after bleaching conditioning composition. After working the mixture for a few minutes (to insure uniform application to all of the hair), the oxidative dye or bleach composition is allowed to remain on the hair for an amount sufficient for the dyeing or bleaching to take place (usually from about 2 to 60 minutes, typically about 30 to 45 minutes). The consumer then rinses his/her hair thoroughly with water.
  • the conditioning treatment of the present invention can then be applied and optionally rinsed from the hair.
  • the oxidative hair dye or bleaching compositions may comprise as an optional fourth component a color refresher composition.
  • a color refresher composition comprise at least one pre-formed dye and may be applied to the hair immediately after the oxidative color i.e. from about 1 minute after oxidative hair dye or bleach application to 60 days after the application.
  • Such color refresher compositions can be used to increase the initial color obtained and or boost the color during the wash and style cycle until the next oxidative coloring or bleaching event.
  • the color refresher composition may be comprised within the fiber or hair fiber conditioning composition thereby ensuring a color boost with each application of the fiber or hair fiber conditioner treatment.
  • the hair coloring and or bleaching and or highlighting kits further comprises a device for the application of the composition onto the hair of the consumer.
  • a device for the application of the composition onto the hair of the consumer include, brushes and combs, which may be directly attached to the composition container(s) or used separately, and highlighting caps and foils and the like.
  • a microscope (Nikon Eclipse E800) is utilised to determine the silicone particle size in the final product.
  • pictures are taken (JVC color video camera KY-F50) of the final product at a magnification ranging from 10Ox to 40Ox.
  • a scale is superimposed (Image software - Lucia G Version 4.51 (build 028), Laboratory Imaging) previously calibrated using a 100 ⁇ m Graticule (Graticules Ltd, Tonbridge Wells, Kent, England) and compared to the average silicone particle within the sample to provide an estimation of particle size.

Abstract

L'invention concerne une composition de traitement revitalisant pour fibre ou fibre capillaire contenant un polymère aminosilicone fonctionnalisé et de préférence combiné à un polymère d'aminosilicone non fonctionnel afin de fournir un pouvoir revitalisant amélioré sans les inconvénients d'un traitement revitalisant excessif.
PCT/US2006/030528 2005-08-17 2006-08-03 Composition de traitement revitalisant pour fibre et fibre capillaire WO2007021604A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2008525246A JP2009509919A (ja) 2005-08-17 2006-08-03 繊維及び毛髪繊維コンディショニングトリートメント組成物
MX2008002258A MX2008002258A (es) 2005-08-17 2006-08-03 Una composicion de tratamiento acondicionador de fibras y fibras de cabello.

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP05017806 2005-08-17
EP05017806.0 2005-08-17
EP06013725.4 2006-07-03
EP06013725A EP1754517A1 (fr) 2005-08-17 2006-07-03 Composition conditionnante pour les fibres et les fibres capillaires

Publications (2)

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WO2007021604A2 true WO2007021604A2 (fr) 2007-02-22
WO2007021604A3 WO2007021604A3 (fr) 2007-04-26

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101367942B (zh) * 2008-07-11 2011-06-15 黄山市强力化工有限公司 一种支链型氨基长链烷基共改性硅油及其微乳液的制备方法和应用
FR2968940A1 (fr) * 2010-12-21 2012-06-22 Oreal Composition cosmetique comprenant un sel de zinc particulier et une silicone aminee

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US5415857A (en) * 1989-06-21 1995-05-16 Colgate-Palmolive Company Hair conditioning shampoos containing aminosilicone conditioning agent
US6251379B1 (en) * 1999-02-26 2001-06-26 Shiseido Co., Ltd. Hair cosmetic composition
EP1160372A1 (fr) * 2000-05-31 2001-12-05 Dow Corning Toray Silicone Co., Ltd. Composition pour le traitement de fibres synthetiques
US20040010863A1 (en) * 2001-11-08 2004-01-22 Jonathan Gawtrey Use of particular aminosilicones as post-treatment of processes for coloring keratin fibres with direct dyes or with oxidation dyes
US20040103488A1 (en) * 2002-11-27 2004-06-03 Takahiro Yamashita Hair dye composition
WO2004050049A1 (fr) * 2002-11-28 2004-06-17 Kao Corporation Composition de decoloration ou de coloration capillaire
WO2005030153A1 (fr) * 2003-09-24 2005-04-07 The Procter & Gamble Company Composition d'apres-shampooing contenant de l'aminosilicone

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5415857A (en) * 1989-06-21 1995-05-16 Colgate-Palmolive Company Hair conditioning shampoos containing aminosilicone conditioning agent
US6251379B1 (en) * 1999-02-26 2001-06-26 Shiseido Co., Ltd. Hair cosmetic composition
EP1160372A1 (fr) * 2000-05-31 2001-12-05 Dow Corning Toray Silicone Co., Ltd. Composition pour le traitement de fibres synthetiques
US20040010863A1 (en) * 2001-11-08 2004-01-22 Jonathan Gawtrey Use of particular aminosilicones as post-treatment of processes for coloring keratin fibres with direct dyes or with oxidation dyes
US20040103488A1 (en) * 2002-11-27 2004-06-03 Takahiro Yamashita Hair dye composition
WO2004050049A1 (fr) * 2002-11-28 2004-06-17 Kao Corporation Composition de decoloration ou de coloration capillaire
WO2005030153A1 (fr) * 2003-09-24 2005-04-07 The Procter & Gamble Company Composition d'apres-shampooing contenant de l'aminosilicone

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101367942B (zh) * 2008-07-11 2011-06-15 黄山市强力化工有限公司 一种支链型氨基长链烷基共改性硅油及其微乳液的制备方法和应用
FR2968940A1 (fr) * 2010-12-21 2012-06-22 Oreal Composition cosmetique comprenant un sel de zinc particulier et une silicone aminee
WO2012084903A1 (fr) * 2010-12-21 2012-06-28 L'oreal Composition cosmétique comprenant un sel de zinc particulaire et une aminosilicone
US8802066B2 (en) 2010-12-21 2014-08-12 L'oreal Cosmetic composition comprising a particular zinc salt and an amino silicone

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