WO2014020167A2 - Composition de colorant comprenant au moins un composé sulfonique et un polymère d'épaississement, procédé de teinture et dispositif approprié - Google Patents

Composition de colorant comprenant au moins un composé sulfonique et un polymère d'épaississement, procédé de teinture et dispositif approprié Download PDF

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WO2014020167A2
WO2014020167A2 PCT/EP2013/066321 EP2013066321W WO2014020167A2 WO 2014020167 A2 WO2014020167 A2 WO 2014020167A2 EP 2013066321 W EP2013066321 W EP 2013066321W WO 2014020167 A2 WO2014020167 A2 WO 2014020167A2
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weight
composition
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composition according
fatty
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PCT/EP2013/066321
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WO2014020167A3 (fr
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Delphine Charrier
Géraldine Fack
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L'oreal
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    • 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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • 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
    • A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
    • 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

Definitions

  • the present invention relates to a dye composition
  • a dye composition comprising at least one oxidation dye precursor, at least one particular sulfonic compound, and at least 0.1 % by weight of at least one non ionic, cationic or amphoteric thickening polymer, and also to a dyeing process using the said composition in the presence of an oxidizing agent other than atmospheric oxygen.
  • the present invention also relates to a suitable multi-compartment device.
  • oxidation dyeing or permanent dyeing. More particularly, this form of dyeing uses one or more oxidation dyes, usually one or more oxidation bases optionally combined with one or more couplers.
  • the oxidation bases are chosen from ortho- or para- phenylenediamines, ortho- or para-aminophenols and heterocyclic compounds. These oxidation bases are colourless or weakly coloured compounds which, when combined with oxidizing products, can give access to coloured entities.
  • the shades obtained with these oxidation bases are often varied by combining them with one or more couplers, these couplers being chosen especially from aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds, such as indole compounds.
  • Permanent dyeing processes thus consist in using, with the dye composition containing the oxidation dyes, an aqueous composition comprising at least one oxidizing agent such as hydrogen peroxide, under alkaline pH conditions in the vast majority of cases.
  • the alkaline agent conventionally used is aqueous ammonia or it may be chosen from other alkaline agents, such as alkanolamines.
  • compositions are not entirely satisfactory especially in terms of the working qualities and particularly in terms of the ease of application and ease of rinsing after the leave-on time.
  • dyeing properties especially in terms of power and selectivity, are still not optimal.
  • composition for dyeing human keratin fibres, such as the hair comprising:
  • a subject of the invention is also a dyeing process in which such a composition is used, in the presence of an oxidizing agent other than atmospheric oxygen.
  • the invention relates to a multi-compartment device comprising a compartment containing a composition free of oxidizing agent other than atmospheric oxygen, comprising at least one oxidation dye precursor, at least one aminoalkane sulfonic, sulfonothioic or sulfinic acid, and also salts or amide derivatives or functional analogues thereof; at least 0.1 % by weight of at least one thickening polymer chosen from nonionic, cationic and amphoteric polymers, and mixtures thereof ; and a compartment containing an oxidizing composition.
  • composition of the invention makes it possible to obtain good dyeing properties, such as strength of the colour, resistance to external agents (shampoo, perspiration, light) and homogeneity, which are particularly efficient.
  • composition according to the invention is easy to apply to the fibres. Similarly, it rinses off easily after the leave-on time.
  • the term "at least one" associated with an ingredient of the composition signifies "one or more”.
  • the human keratin fibres treated by means of the process according to the invention are preferably the hair.
  • the dyeing composition according to the invention comprises at least one oxidation dye precursor.
  • oxidation dye precursors use may be made of oxidation bases and couplers.
  • the oxidation bases are chosen from para- phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho- aminophenols and heterocyclic bases, and the addition salts thereof.
  • para-phenylenediamines that may be mentioned, for example, are para-phenylenediamine, para-tolylenediamine, 2-chloro-para-phenylenediamine, 2,3- dimethyl-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl- para-phenylenediamine, 2,5-dimethyl-para-phenylenediamine, N,N-dimethyl-para- phenylenediamine, ⁇ , ⁇ -diethyl-para-phenylenediamine, N,N-dipropyl-para- phenylenediamine, 4-amino-N,N-diethyl-3-methylaniline, N,N-bis( -hydroxyethyl)- para-phenylenediamine, 4-N,N-bis( -hydroxyethyl)amino-2-methylaniline, 4-N,N- bis( -hydroxyethyl)
  • para-phenylenediamine para-tolylenediamine, 2-isopropyl-para-phenylenediamine, 2- -hydroxyethyl-para- phenylenediamine, 2- -hydroxyethyloxy-para-phenylenediamine, 2,6-dimethyl-para- phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para- phenylenediamine, N,N-bis( -hydroxyethyl)-para-phenylenediamine, 2-chloro-para- phenylenediamine and 2- -acetylaminoethyloxy-para-phenylenediamine, and the addition salts thereof with an acid, are particularly preferred.
  • para-aminophenols that may be mentioned, for example, are para- aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3- chlorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2- hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2- aminomethylphenol, 4-amino-2-( -hydroxyethylaminomethyl)phenol and 4-amino-2- fluorophenol, and the addition salts thereof with an acid.
  • ortho-aminophenols that may be mentioned, for example, are 2- aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2- aminophenol, and the addition salts thereof.
  • heterocyclic bases mention may be made, by way of example, of pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.
  • pyridine derivatives that may be mentioned are the compounds described, for example, in patents GB 1 026 978 and GB 1 153 196, for instance 2,5- diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridine and 3,4- diaminopyridine, and the addition salts thereof.
  • pyridine oxidation bases of use in the present invention are the 3- aminopyrazolo[1 ,5-a]pyridine oxidation bases or addition salts thereof described, for example, in patent application FR 2 801 308. Mention may be made, by way of example, of pyrazolo[1 ,5-a]pyrid-3-ylamine, 2-(acetylamino)pyrazolo[1 ,5-a]pyrid-3- ylamine, 2-(morpholin-4-yl)pyrazolo[1 ,5-a]pyrid-3-ylamine, 3-aminopyrazolo[1 ,5- a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[1 ,5-a]pyrid-3-ylamine, (3- aminopyrazolo[1 ,5-a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[1 ,5-a]pyrid-5-yl
  • pyrimidine derivatives that may be mentioned are the compounds described, for example, in patents DE 2359399, JP 88-169571 , JP 05-63124 and EP 0 770 375 or patent application WO 96/15765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,4- dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine and addition salts thereof, and tautomeric forms thereof, when a tautomeric equilibrium exists.
  • pyrazole derivatives that may be mentioned, for example, are the compounds described in the patents DE 3843892, DE 4133957 and patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, such as 4,5-diamino-1 -methylpyrazole, 4,5-diamino-1-( -hydroxyethyl)pyrazole, 3,4- diaminopyrazole, 4,5-diamino-1 -(4'-chlorobenzyl)pyrazole, 4,5-diamino-1 ,3- dimethylpyrazole, 4,5-diamino-3-methyl-1 -phenylpyrazole, 4,5-diamino-1 -methyl-3- phenylpyrazole, 4-amino-1 ,3-dimethyl-5-hydrazinopyrazole, 1 -benzyl-4,5-diamino-3- methylpyrazole,
  • Use will preferably be made of a 4,5-diaminopyrazole and even more preferentially of 4,5-diamino-1-( -hydroxyethyl)pyrazole and/or a salt thereof.
  • Pyrazole derivatives that may also be mentioned include diamino-N,N- dihydropyrazolopyrazolones and especially those described in patent application FR- A-2 886 136, such as the following compounds and the addition salts thereof: 2,3- diamino-6,7-dihydro-1 H,5H-pyrazolo[1 ,2-a]pyrazol-1 -one, 2-amino-3-ethylamino-6,7- dihydro-1 H,5H-pyrazolo[1 ,2-a]pyrazol-1 -one, 2-amino-3-isopropylamino-6,7-dihydro-
  • Use will preferably be made, as heterocyclic bases, of 4,5-diamino-1-(P- hydroxyethyl)pyrazole and/or 2,3-diamino-6,7-dihydro-1 H,5H-pyrazolo[1 ,2-a]pyrazol- 1 -one and/or a salt thereof.
  • couplers that may be used in the composition according to the invention, mention may be made in particular of meta-phenylenediamines, meta- aminophenols, meta-diphenols, naphthalene-based couplers, heterocyclic couplers, for instance indole derivatives, indoline derivatives, sesamol and derivatives thereof, pyridine derivatives, pyrazolotriazole derivatives, pyrazolones, indazoles, benzimidazoles, benzothiazoles, benzoxazoles, 1 ,3-benzodioxoles, quinolines, and the addition salts of these compounds with an acid.
  • meta-phenylenediamines meta- aminophenols, meta-diphenols, naphthalene-based couplers
  • heterocyclic couplers for instance indole derivatives, indoline derivatives, sesamol and derivatives thereof, pyridine derivatives, pyrazolotriazole derivatives, pyrazol
  • couplers are more particularly chosen from 2,4-diamino-1-(P- hydroxyethyloxy)benzene, 2-methyl-5-aminophenol, 5-N-( -hydroxyethyl)amino-2- methylphenol, 3-aminophenol, 1 ,3-dihydroxybenzene, 1 ,3-dihydroxy-2- methylbenzene, 4-chloro-1 ,3-dihydroxybenzene, 2-amino-4-( -hydroxyethylamino)-1 - methoxybenzene, 1 ,3-diaminobenzene, 1 ,3-bis(2,4-diaminophenoxy)propane, sesamol, 1 -amino-2-methoxy-4,5-methylenedioxybenzene, oc-naphthol, 6- hydroxyindole, 4-hydroxyindole, 4-hydroxy-N-methylindole, 6-hydroxyindoline, 2,6- dihydroxy-4-methyl
  • the addition salts of the oxidation bases and couplers are in particular chosen from the addition salts with an acid, such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates.
  • an acid such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates.
  • the oxidation base(s) are generally each present in an amount from 0.0001 % to 10% by weight relative to the total weight of the composition of the invention, and preferably from 0.005% to 5% by weight relative to the total weight of the composition.
  • the coupler(s) each generally represent from 0.0001 % to 10% by weight relative to the total weight of the composition and preferably from 0.005% to 5% by weight relative to the total weight of the composition of the invention.
  • composition used in the process according to the invention may optionally comprise synthetic or natural, cationic or nonionic, direct dyes.
  • direct dyes include nitrobenzene dyes; azo direct dyes; azomethine direct dyes; methine direct dyes; azacarbocyanin direct dyes, for instance tetraazacarbocyanins (tetraazapentamethines); quinone and in particular anthraquinone, naphthoquinone or benzoquinone direct dyes; azine direct dyes; xanthene direct dyes; triarylmethane direct dyes; indoamine direct dyes; indigoid direct dyes; phthalocyanine direct dyes, porphyrin direct dyes and natural direct dyes, alone or as mixtures.
  • direct dyes from among: azo; methine; carbonyl; azine; nitro (hetero)aryl; tri(hetero)arylmethane; porphyrin; phthalocyanine and natural direct dyes, alone or as mixtures.
  • the direct dye(s) more particularly represent from 0.0001 % to 10% by weight of the total weight of the dye composition and preferably from 0.005% to 5% by weight.
  • composition according to the invention comprises at least one aminoalkane sulfonic, sulfonothioic or sulfinic acid, and salts or amide derivatives or functional analogues thereof.
  • such compounds are chosen from the compounds corresponding to formula (A) or (B) below: in which:
  • R denotes hydrogen or a linear Ci-C 4 alkyl radical
  • Y denotes S or O
  • X denotes hydrogen, a cation M p+ of valency p, or an organic amine
  • Z denotes hydrogen, a cation M p+ of valency p, or an organic amine
  • n is an integer greater than or equal to 2;
  • p is an integer greater than or equal to 1 .
  • R denotes hydrogen or a linear d-C 4 alkyl radical and more preferentially methyl; p is 1 or 2;
  • n 2 or 3;
  • X denotes hydrogen or a cation M p+ chosen from alkali metals (K + , Na + ), alkaline- earth metals (Mg 2+ , Ca 2+ ) and the ammonium ion;
  • Z denotes hydrogen or a cation M p+ chosen from alkali metals (K + , Na + ), alkaline-earth metals (Mg 2+ , Ca 2+ ) and the ammonium ion.
  • potassium taurate in particular potassium taurate as a mixture with lauric acid (I NCI name: Potassium Taurate Laurate) such as the commercial product L-TK sold by the company NOF Corporation;
  • aminoalkane sulfonic, sulfonothioic or sulfinic acid compounds, and also the salts thereof or amide derivatives thereof may also be chosen from functional analogues of taurine such as those described in the article Taurine analogues, a new class of therapeutics: retrospect and prospects, Gupta R.C., Win T., Bittner S. Curr.
  • Taurine, homotaurine or hypotaurine or salts thereof will be chosen more particularly, and even more particularly taurine and salts thereof.
  • the aminoalkane sulfonic, sulfonothioic or sulfinic acid compound(s), and the salts thereof, amide derivatives thereof or functional analogues thereof in accordance with the invention are present in the composition in concentrations ranging from 0.001 % to 20% by weight, preferably from 0.005% to 10% by weight, more particularly from 0.01 % to 5% by weight and advantageously from 0.1 % to 3% by weight relative to the total weight of the composition.
  • the composition also comprises at least one thickening polymer chosen form nonionic, cationic and amphoteric polymers, and mixtures thereof, and preferably a thickening polymer chosen from non-ionic and cationic polymers, and mixtures thereof.
  • This thickening polymer is chosen from nonionic, cationic and amphoteric non- associative polymers, or from non ionic, cationic and amphoteric associative polymers, and also mixtures thereof.
  • thickening polymer means a polymer which, when introduced at 1 % in a pure aqueous solution or an aqueous- alcoholic solution containing 30% ethanol, and at pH 7, makes it possible to achieve a viscosity of at least 100 cps and preferably of at least 500 cps, at 25°C and at a shear rate of 1 s ' This viscosity may be measured using a cone/plate viscometer (Haake R600 rheometer or the like).
  • these polymers increase, by virtue of their presence, the viscosity of the compositions into which they are introduced by at least 50 cps and preferably 200 cps, at 25°C and a shear rate of 1 s "1 .
  • non-associative thickening polymers are thickening polymers not containing any C 8 -C 30 fatty chains.
  • non-associative thickening polymers mention may be made of: a) nonionic guar gums,
  • biopolysaccharide gums of microbial origin gums derived from plant exudates
  • celluloses in particular hydroxypropyl- or carboxymethylcelluloses
  • Non-associative thickening polymers that may be mentioned include nonionic guar gums, for instance the unmodified nonionic guar gums sold under the name Vidogum GH 175 by the company Unipectine and under the name Jaguar C by the company Meyhall.
  • the nonionic guar gums that may be used according to the invention are preferably modified with Ci-C 6 hydroxyalkyl groups.
  • hydroxyalkyl groups that may be mentioned, for example, are hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl groups.
  • guar gums are well known in the prior art and may be prepared, for example, by reacting the corresponding alkene oxides, for instance propylene oxides, with the guar gum so as to obtain a guar gum modified with hydroxypropyl groups.
  • the degree of hydroxyalkylation which corresponds to the number of alkylene oxide molecules consumed by the number of free hydroxyl functions present on the guar gum, preferably ranges from 0.4 to 1 .2.
  • nonionic guar gums optionally modified with hydroxyalkyl groups are sold, for example, under the trade names Jaguar HP8, Jaguar HP60 and Jaguar HP120, Jaguar DC 293 and Jaguar HP 105 by the company Meyhall or under the name Galactasol 4H4FD2 by the company Aqualon.
  • Suitable non-associative thickening polymers include biopolysaccharide gums of microbial origin such as scleroglucan gum or xanthan gum.
  • Gums that are also suitable for use are those derived from plant exudates, such as gum arabic, ghatti gum, karaya gum and gum tragacanth; celluloses, in particular hydroxypropyl- or carboxymethyl- celluloses; pectins and alginates.
  • associative polymers are hydrophilic polymers that are capable, in an aqueous medium, of reversibly associating with each other or with other molecules.
  • Their chemical structure more particularly comprises at least one hydrophilic region and at least one hydrophobic region.
  • hydrophobic group means a radical or polymer with a saturated or unsaturated, linear or branched hydrocarbon-based chain, comprising at least 8 carbon atoms, preferably from 10 to 30 carbon atoms, in particular from 12 to 30 carbon atoms and more preferentially from 18 to 30 carbon atoms.
  • the hydrocarbon-based group is derived from a monofunctional compound.
  • the hydrophobic group may be derived from a fatty alcohol such as stearyl alcohol, dodecyl alcohol or decyl alcohol. It may also denote a hydrocarbon-based polymer, for instance polybutadiene.
  • the alkyl radicals borne by the above quaternized celluloses or hydroxyethylcelluloses preferably comprise from 8 to 30 carbon atoms.
  • the aryl radicals preferably denote phenyl, benzyl, naphthyl or anthryl groups.
  • Examples of quaternized alkylhydroxyethylcelluloses containing C 8 -C 30 fatty chains that may be mentioned include the products Quatrisoft LM 200®, Quatrisoft LM-X 529-18-A®, Quatrisoft LM-X 529-18B® (C i2 alkyl) and Quatrisoft LM-X 529-8® (Ci8 alkyl) sold by the company Amerchol, and the products Crodacel QM®, Crodacel QL® (Ci2 alkyl) and Crodacel QS® (Ci 8 alkyl) sold by the company Croda.
  • Polyacrylate-1 Crosspolymer is the product of polymerization of a monomer mixture comprising:
  • R-i and R 2 which may be identical or different, represent a hydrogen atom or a methyl radical
  • R 3 , R 4 and R 5 which may be identical or different, represent a linear or branched alkyl radical containing from 1 to 30 carbon atoms
  • Z represents an NH group or an oxygen atom
  • n is an integer from 2 to 5
  • a " is an anion derived from an organic or mineral acid, such as a methosulfate anion or a halide such as chloride or bromide;
  • R 6 and R 7 which may be identical or different, represent a hydrogen atom or a methyl radical
  • R 6 and R 7 which may be identical or different, represent a hydrogen atom or a methyl radical
  • X denotes an oxygen or nitrogen atom
  • R 8 denotes a linear or branched alkyl radical containing from 1 to 30 carbon atoms
  • At least one of the monomers of formula (la), (I la) or (Ilia) comprising at least one fatty chain containing 8 to 30 carbon atoms.
  • the monomers of formulae (la) and (I la) of the present invention are preferably chosen from the group consisting of:
  • the monomer of formula (la) is chosen from acrylamidopropyltrimethylammonium chloride and methacrylamidopropyltrimethylammonium chloride.
  • the monomers of formula (Ilia) of the present invention are preferably chosen from the group consisting of acrylic acid, methacrylic acid, crotonic acid and 2- methylcrotonic acid. More particularly, the monomer of formula (Ilia) is acrylic acid.
  • the monomers of formula (IVa) of the present invention are preferably chosen from the group consisting of C12-C22 and more particularly Ci 6 -Ci 8 alkyl acrylates or methacrylates.
  • the monomers constituting the fatty-chain amphoteric polymers of the invention are preferably already neutralized and/or quaternized.
  • the ratio of the number of cationic charges/anionic charges is preferably equal to about 1 .
  • amphoteric associative polymers according to the invention preferably comprise from 1 mol% to 10 mol% of the monomer comprising a fatty chain (monomer of formula (la), (I la) or (IVa)), and preferably from 1 .5 mol% to 6 mol%.
  • the weight-average molecular weights of the amphoteric associative polymers according to the invention may range from 500 to 50 000 000 and are preferably between 10 000 and 5 000 000.
  • amphoteric associative polymers according to the invention may also contain other monomers such as nonionic monomers and in particular such as C C 4 alkyl acrylates or methacrylates. Amphoteric associative polymers according to the invention are described and prepared, for example, in patent application WO 98/44012.
  • amphoteric associative polymers the ones that are preferred are acrylic acid/(meth)acrylamidopropyltrimethylammonium chloride/stearyl methacrylate terpolymers.
  • groups comprising at least one fatty chain containing 8 to 30 carbon atoms and preferably from 10 to 22 carbon atoms, such as alkyl, arylalkyl or alkylaryl groups, or mixtures thereof, and in which the alkyl groups are preferably C 8 -C 2 2, for instance the product Natrosol Plus Grade 330 CS® (Ci 6 alkyls) sold by the company Aqualon, or the product Bermocoll EHM 100® sold by
  • alkylphenyl polyalkylene glycol ether groups such as the product Amercell Polymer HM-1500® (polyethylene glycol
  • associative anionic copolymers of hydrophilic acrylates or methacrylates and of hydrophobic monomers comprising at least one fatty chain containing from 8 to 30 carbon atoms and preferably from 10 to 22 carbon atoms, for instance the polyethylene glycol methacrylate/lauryl methacrylate copolymer.
  • associative nonionic polyurethane polyethers comprising in their chain both hydrophilic blocks, which are preferably polyoxyethylenated, and hydrophobic blocks which may be aliphatic sequences alone and/or cycloaliphatic and/or aromatic sequences comprising from 8 to 30 carbon atoms and preferably from 10 to 22 carbon atoms.
  • associative nonionic polymers bearing an aminoplast ether backbone containing at least one fatty chain comprising from 8 to 30 carbon atoms and preferably from 10 to 22 carbon atoms, such as the Pure Thix® compounds sold by the company Sud- Chemie.
  • the thickening polymer(s) are chosen from nonionic and cationic polymers.
  • the thickening polymer(s) are chosen from nonionic non-associative polymers and in particular from guar gums.
  • the content of non-ionic, cationic and amphoteric thickening polymer ranges from 0.1 % to 10% by weight, preferably from 0.2% to 5% by weight and better still from 0.5% to 3% by weight relative to the total weight of the composition.
  • composition according to the invention may contain, in addition to the cationic, amphoteric or nonionic thickening polymer, an anionic thickening polymer, that may be chosen from anionic non-associative polymers, or from anionic associative polymers, and also mixtures thereof.
  • an anionic thickening polymer that may be chosen from anionic non-associative polymers, or from anionic associative polymers, and also mixtures thereof.
  • anionic non-associative polymers that are suitable for use in the invention, mention may be made of:
  • a first family of suitable non-associative thickening polymers is represented by crosslinked acrylic acid homopolymers, such as those crosslinked with an allyl ether of an alcohol from the sugar series, for instance the products sold under the names Carbopol 980, 981 , 954, 2984 and 5984 by the company Noveon or the products sold under the names Synthalen M and Synthalen K by the company 3 VSA.
  • the non-associative thickening polymers may also be crosslinked (meth)acrylic acid copolymers, such as the polymer sold under the name Aqua SF1 by the company Noveon.
  • the non-associative thickening polymers may be chosen from crosslinked 2- acrylamido-2-methylpropanesulfonic acid homopolymers and the crosslinked acrylamide copolymers thereof.
  • X + denotes a cation or a mixture of cations, or a proton.
  • the cations are chosen from alkali metals (for instance sodium or potassium), ammonium ions optionally substituted with 1 to 3 alkyl radicals, which may be identical or different, containing from 1 to 6 carbon atoms, optionally bearing at least one hydroxyl radical, cations derived from N-methylglucamine or from basic amino acids, for instance arginine and lysine.
  • the cation is an ammonium or sodium ion.
  • the polymer comprises from 0.01 % to 10% by weight, relative to the total weight of the polymer, of crosslinking units derived from at least one monomer containing at least two ethylenic unsaturations (carbon-carbon double bond).
  • the crosslinking monomers containing at least two ethylenic unsaturations are chosen, for example, from diallyl ether, triallyl cyanurate, diallyl maleate, allyl (meth)acrylate, dipropylene glycol diallyl ether, polyglycol diallyl ethers, triethylene glycol divinyl ether, hydroquinone diallyl ether, tetraallyloxyethane, tetra- or diethylene glycol di(meth)acrylate, triallylamine, tetraallylethylenediamine, trimethylolpropane diallyl ether, trimethylolpropane triacrylate, methylenebis(meth)acrylamide or divinylbenzene, allylic ethers of alcohols of the sugar series, or other allylic or vinyl ethers of polyfunctional alcohols, and also allylic esters of phosphoric and/or vinylphosphonic acid derivatives, or mixtures of these compounds.
  • the composition may similarly comprise, as non-associative thickening polymers, ammonium acrylate homopolymers or copolymers of ammonium acrylate and of acrylamide.
  • ammonium acrylate homopolymers that may be mentioned is the product sold under the name Microsap PAS 5193 by the company Hoechst.
  • copolymers of ammonium acrylate and of acrylamide that may be mentioned is the product sold under the name Bozepol C Dortmund or the product PAS 5193 sold by the company Hoechst.
  • composition may also comprise dimethylaminoethyl methacrylate homopolymers quaternized with methyl chloride or dimethylaminoethyl methacrylate copolymers quaternized with methyl chloride and acrylamide.
  • anionic associative polymers that are suitable for use in the invention, mention may be made of:
  • anionic associative polymers comprising at least one hydrophilic unit of the type such as an ethylenic unsaturated anionic monomer, in particular a vinyl carboxylic acid, and most particularly an acrylic acid or a methacrylic acid or mixtures thereof, and at least one fatty-chain allyl ether unit comprising from 8 to 30 carbon atoms, corresponding especially to the monomer of formula (I) below:
  • R' denotes H or CH 3
  • B denotes an ethylenoxy radical
  • n is zero or denotes an integer ranging from 1 to 100
  • R denotes a hydrocarbon-based radical chosen from alkyl, arylalkyl, aryl, alkylaryl and cycloalkyl radicals, containing from 8 to 30 carbon atoms, preferably 10 to 24 carbon atoms and even more particularly from 12 to 18 carbon atoms.
  • a unit of formula (I) that is more particularly preferred is a unit in which R' denotes H, n is equal to 10, and R denotes a stearyl radical (Ci 8 ).
  • Anionic associative polymers of this type are described and prepared, according to an emulsion polymerization process, in patent EP-0 216 479.
  • anionic associative polymers those that are particularly preferred according to the invention are polymers formed from 20% to 60% by weight of acrylic acid and/or of methacrylic acid, from 5% to 60% by weight of lower alkyl (meth)acrylates, from 2% to 50% by weight of fatty-chain allyl ether of formula (I), and from 0 to 1 % by weight of a crosslinking agent which is a well-known copolymerizable unsaturated polyethylenic monomer, for instance diallyl phthalate, allyl (meth)acrylate, divinylbenzene, (poly)ethylene glycol dimethacrylate or methylenebisacrylamide.
  • a crosslinking agent which is a well-known copolymerizable unsaturated polyethylenic monomer, for instance diallyl phthalate, allyl (meth)acrylate, divinylbenzene, (poly)ethylene glycol dimethacrylate or methylenebisacrylamide.
  • crosslinked terpolymers of methacrylic acid, of ethyl acrylate and of polyethylene glycol (10 EO) stearyl alcohol ether (Steareth-10), in particular those sold by the company Ciba under the names Salcare SC 80® and Salcare SC 90®, which are aqueous 30% emulsions of a crosslinked terpolymer of methacrylic acid, of ethyl acrylate and of steareth-10 allyl ether (40/50/10);
  • anionic associative polymers comprising at least one hydrophilic unit of unsaturated olefinic carboxylic acid type and at least one hydrophobic unit of the type such as a (Ci 0 -C 3 o)alkyl ester of an unsaturated carboxylic acid.
  • polymers are preferably chosen from those in which the hydrophilic unit of unsaturated olefinic carboxylic acid type corresponds to the monomer having the following formula (II):
  • R-i denotes H or CH 3 or C 5 H 5 , i.e. acrylic acid, methacrylic acid or ethacrylic acid units, and of which the hydrophobic unit of the type such as a (Cio-C 30 )alkyl ester of an unsaturated carboxylic acid corresponds to the monomer having the following formul
  • R 2 denotes H or CH 3 or C 2 H 5 (i.e. acrylate, methacrylate or ethacrylate units) and preferably H (acrylate units) or CH 3 (methacrylate units), R 3 denoting a Ci 0 - C 30 and preferably C12-C22 alkyl radical.
  • (Cio-C 30 )alkyl esters of unsaturated carboxylic acids according to the invention include, for example, lauryl acrylate, stearyl acrylate, decyl acrylate, isodecyl acrylate and dodecyl acrylate, and the corresponding methacrylates, lauryl methacrylate, stearyl methacrylate, decyl methacrylate, isodecyl methacrylate and dodecyl methacrylate.
  • anionic associative polymers of this type that will be used more particularly are polymers formed from a monomer mixture comprising:
  • a crosslinking agent which is a well-known copolymerizable unsaturated polyethylenic monomer, for instance diallyl phthalate, allyl (meth)acrylate, divinylbenzene, (poly)ethylene glycol dimethacrylate and methylenebisacrylamide.
  • anionic associative polymers of this type that will be used more particularly are those consisting of from 95% to 60% by weight of acrylic acid (hydrophilic unit), 4% to 40% by weight of Ci 0 -C 3 o alkyl acrylate (hydrophobic unit) and 0 to 6% by weight of crosslinking polymerizable monomer, or alternatively those consisting of from 98% to 96% by weight of acrylic acid (hydrophilic unit), 1 % to 4% by weight of Ci 0 -C 3 o alkyl acrylate (hydrophobic unit) and 0.1 % to 0.6% by weight of crosslinking polymerizable monomer such as those described above.
  • those most particularly preferred according to the present invention are the products sold by the company Goodrich under the trade names Pemulen TR1 ®, Pemulen TR2® and Carbopol 1382®, and even more preferentially Pemulen TR1 ®, and the product sold by the company SEPPIC under the name Coatex SX®.
  • This additional monomer may especially be a vinyllactam and in particular vinylpyrrolidone.
  • polystyrene resin sold under the name Acrylidone LM by the company ISP.
  • maleic anhydride/C 30 -C 38 oc-olefin/alkyl maleate anionic associative terpolymers such as the product (maleic anhydride/C 30 -C 38 oc-olefin/isopropyl maleate copolymer) sold under the name Performa V 1608® by the company Newphase Technologies, d) acrylic anionic associative terpolymers comprising:
  • a nonionic monourethane which is the product of reaction of a monohydric surfactant with a monoethylenically unsaturated monoisocyanate
  • Example 3 such as those described in patent application EP-A-0 173 109 and more particularly the terpolymer described in Example 3, namely a methacrylic acid/methyl acrylate/behenyl alcohol dimethyl-meta-isopropenylbenzylisocyanate ethoxylated (40 EO) terpolymer, as an aqueous 25% dispersion.
  • a methacrylic acid/methyl acrylate/behenyl alcohol dimethyl-meta-isopropenylbenzylisocyanate ethoxylated (40 EO) terpolymer as an aqueous 25% dispersion.
  • anionic associative copolymers comprising among their monomers an ⁇ , ⁇ - monoethylenically unsaturated carboxylic acid and an ester of an ⁇ , ⁇ - monoethylenically unsaturated carboxylic acid and of an oxyalkylenated fatty alcohol.
  • these compounds also comprise as monomer an ester of an ⁇ , ⁇ - monoethylenically unsaturated carboxylic acid and of a Ci-C 4 alcohol.
  • Aculyn 22® sold by the company Rohm & Haas, which is a methacrylic acid/ethyl acrylate/oxyalkylenated stearyl methacrylate terpolymer.
  • the content of thickening polymer(s) ranges from 0.1 % to 10% by weight, preferably from 0.1 % to 5% by weight and better still from 0.2% to 3% by weight, relative to the total weight of the composition.
  • composition according to the invention also preferably comprises at least one alkaline agent other than the sulfonic, sulfonothioic or sulfinic compounds (b).
  • the basifying agent may be mineral or organic or hybrid (amine salts).
  • the mineral basifying agent(s) are preferably chosen from aqueous ammonia, alkali metal carbonates or bicarbonates such as sodium or potassium carbonates and sodium or potassium bicarbonates, sodium hydroxide or potassium hydroxide, or mixtures thereof.
  • the organic amine(s) are preferably chosen from organic amines with a pKb at 25°C of less than 12, preferably less than 10 and even more advantageously less than 6. It should be noted that it is the pKb corresponding to the function of highest basicity.
  • organic amine(s) are chosen, for example, from alkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines, amino acids and the compounds having the following formula:
  • W is a Ci-C 6 alkylene residue optionally substituted with a hydroxyl group or a Ci-C 6 alkyl radical
  • Rx, Ry, Rz and Rt which may be identical or different, represent a hydrogen atom or a Ci-C 6 alkyl, CrC 6 hydroxyalkyl or CrC 6 aminoalkyl radical.
  • amines that may be mentioned include 1 ,3-diaminopropane, 1 ,3-diamino-2-propanol, spermine and spermidine.
  • alkanolamine means an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched CrC 8 alkyl groups bearing one or more hydroxyl radicals.
  • Alkanolamines such as monoalkanolamines, dialkanolamines or trialkanolamines comprising from one to three identical or different CrC 4 hydroxyalkyi radicals are in particular suitable for implementing the invention.
  • amino acids that may be used are of natural or synthetic origin, in their L, D or racemic form, and comprise at least one acid function chosen more particularly from carboxylic acid, phosphonic acid or phosphoric acid functions.
  • the amino acids may be in neutral or ionic form.
  • the amino acids are basic amino acids comprising an additional amine function optionally included in a ring or in a ureido function.
  • Such basic amino acids are preferably chosen from those corresponding to the formula below:
  • i e a group chosen from:
  • the compounds corresponding to the formula above are histidine, lysine, arginine, ornithine and citrulline.
  • the organic amine may also be chosen from organic amines of heterocyclic type. Besides histidine that has already been mentioned in the amino acids, mention may be made in particular of pyridine, piperidine, imidazole, triazole, tetrazole and benzimidazole.
  • the organic amine can also be chosen from amino acid dipeptides.
  • amino acid dipeptides that may be used in the present invention, mention may be made especially of carnosine, anserine and balenine.
  • the organic amine is chosen from compounds comprising a guanidine function.
  • amines of this type that may be used in the present invention, besides arginine, which has already been mentioned as an amino acid, mention may be made especially of creatine, creatinine, 1 ,1 -dimethylguanidine, 1 ,1 - diethylguanidine, glycocyamine, metformin, agmatine, N-amidinoalanine, 3- guanidinopropionic acid and 4-guanidinobutyric acid.
  • Organic amine salts that may be mentioned in particular include guanidine carbonate and monoethanolamine hydrochloride.
  • the organic amine is chosen from alkanolamines and is most particularly monoethanolamine.
  • the composition more particularly has a content of basifying agent(s) and preferably of organic amine(s) of at least 0.01 % and preferably of at least 0.5% by weight relative to the weight of the composition, advantageously ranging from 0.01 % to 30% by weight and better still from 0.5% to 10% by weight relative to the weight of the said composition.
  • the composition may comprise one or more fatty substances, preferably to a proportion of at least 10% by weight relative to the weight of the composition.
  • fatty substance means an organic compound that is insoluble in water at ordinary temperature (25°C) and at atmospheric pressure (760 mmHg) (solubility of less than 5%, preferably less than 1 % and even more preferentially less than 0.1 %). They have in their structure at least one hydrocarbon-based chain containing at least 6 carbon atoms or a sequence of at least two siloxane groups.
  • the fatty substances are generally soluble in organic solvents under the same temperature and pressure conditions, for instance chloroform, dichloromethane, carbon tetrachloride, ethanol, benzene, toluene, tetrahydrofuran (THF), liquid petroleum jelly or decamethylcyclopentasiloxane.
  • the fatty substances of the invention do not contain any salified carboxylic acid groups.
  • the fatty substances of the invention are also not (poly)oxyalkylenated or (poly)glycerolated ethers.
  • o/T means a "fatty substance” that is liquid at room temperature (25°C) and at atmospheric pressure (760 mmHg).
  • non-silicone o/T means an oil not containing any silicon (Si) atoms and the term "silicone o/T means an oil containing at least one silicon atom.
  • the fatty substances are chosen from C 6 -Ci 6 hydrocarbons, hydrocarbons containing more than 16 carbon atoms, non-silicone oils of animal origin, plant oils of triglyceride type, synthetic triglycerides, fluoro oils, fatty alcohols, fatty acid and/or fatty alcohol esters other than triglycerides and plant waxes, non- silicone waxes and silicones, and mixtures thereof.
  • fatty alcohols, esters and acids more particularly exhibit at least one saturated or unsaturated and linear or branched hydrocarbon- based group which comprises from 6 to 30 and better still from 8 to 30 carbon atoms and which is optionally substituted, in particular with one or more hydroxyl groups (in particular 1 to 4). If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
  • C 6 -Ci 6 hydrocarbons they are linear, branched or optionally cyclic, and are preferably alkanes. Examples that may be mentioned include hexane, dodecane and isoparaffins such as isohexadecane and isodecane.
  • Mention may be made, as hydrocarbon-based oils of animal origin, of perhydrosqualene.
  • the triglyceride oils of plant or synthetic origin are preferably chosen from liquid fatty acid triglycerides comprising from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearineries Dubois or those sold under the names Miglyol® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil.
  • liquid fatty acid triglycerides comprising from 6 to 30 carbon atoms
  • heptanoic or octanoic acid triglycerides or alternatively, for example, sunflower oil, corn oil, soybean oil, m
  • the linear or branched hydrocarbons of mineral or synthetic origin having more than 16 carbon atoms are preferably chosen from liquid paraffins, petroleum jelly, liquid petroleum jelly, polydecenes or hydrogenated polyisobutene, such as Parleam®.
  • C 6 -Ci 6 alkanes they are linear, branched or optionally cyclic.
  • oils of animal, plant, mineral or synthetic origin that may be used in the composition of the invention, examples that may be mentioned include:
  • fluoro oils which may be chosen from perfluoromethylcyclopentane and perfluoro- 1 ,3-dimethylcyclohexane, sold under the names Flutec ® PC1 and Flutec ® PC3 by the company BNFL Fluorochemicals; perfluoro-1 ,2-dimethylcyclobutane; perfluoroalkanes such as dodecafluoropentane and tetradecafluorohexane, sold under the names PF 5050 ® and PF 5060 ® by the company 3M, or alternatively bromoperfluorooctyl sold under the name Foralkyl ® by the company Atochem; nonafluoromethoxybutane and nonafluoroethoxyisobutane; perfluoromorpholine derivatives such as 4-trifluoromethyl perfluoromorpholine sold under the name PF 5052 ® by the company 3M.
  • the fatty alcohols which are suitable for the implementation of the invention are more particularly chosen from saturated or unsaturated and linear or branched alcohols comprising from 6 to 30 carbon atoms and preferably from 8 to 30 carbon atoms. Examples that may be mentioned include cetyl alcohol, stearyl alcohol and the mixture thereof (cetylstearyl alcohol), octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol, oleyl alcohol and linoleyl alcohol.
  • esters which are advantageously different from the triglycerides mentioned above, mention may be made in particular of esters of saturated or unsaturated and linear or branched Ci-C 2 6 aliphatic monoacids or polyacids and of saturated or unsaturated and linear or branched C C 2 6 aliphatic monoalcohols or polyalcohols, the total carbon number of the esters being greater than or equal to 6 and more advantageously greater than or equal to 10.
  • dihydroabietyl behenate octyldodecyl behenate; isocetyl behenate; cetyl lactate; Ci 2 -Ci 5 alkyl lactate; isostearyl lactate; lauryl lactate; linoleyl lactate; oleyl lactate; (iso)stearyl octanoate; isocetyl octanoate; octyl octanoate; cetyl octanoate; decyl oleate; isocetyl isostearate; isocetyl laurate; isocetyl stearate; isodecyl octanoate; isodecyl oleate; isononyl isononanoate; isostearyl palmitate; methylacetyl ricinoleate; myristyl stearate
  • esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1-C22 alcohols and esters of mono-, di- or tricarboxylic acids and of C 2 -C 2 6 di-, tri-, tetra- or pentahydroxy alcohols may also be used.
  • esters mentioned above use is preferably made of ethyl, isopropyl, myristyl, cetyl or stearyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates, such as isopropyl, butyl, cetyl or 2-octyldodecyl myristate, hexyl stearate, butyl stearate, isobutyl stearate, dioctyl malate, hexyl laurate, 2- hexyldecyl laurate, isononyl isononanoate or cetyl octanoate.
  • alkyl myristates such as isopropyl, butyl, cetyl or 2-octyldodecyl myristate, hexyl stearate, butyl stearate, isobutyl
  • composition may also comprise, as fatty ester, sugar esters and diesters of
  • sugar means oxygen-bearing hydrocarbon-based compounds containing several alcohol functions, with or without aldehyde or ketone functions, and which comprise at least 4 carbon atoms. These sugars can be monosaccharides, oligosaccharides or polysaccharides.
  • sucrose or saccharose
  • glucose or saccharose
  • galactose or ribose
  • fucose maltose
  • maltose fructose
  • mannose mannose
  • arabinose xylose
  • lactose and derivatives thereof, in particular alkyl derivatives, such as methyl derivatives, for instance methylglucose.
  • the sugar esters of fatty acids may be chosen in particular from the group comprising the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated C 6 -C 3 o and preferably C12-C22 fatty acids. If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
  • esters according to this variant may also be chosen from mono-, di-, tri- and tetraesters, polyesters, and mixtures thereof.
  • esters can, for example, be oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates, arachidonates or mixtures thereof, such as, in particular, oleate/palmitate, oleate/stearate or palmitate/stearate mixed esters.
  • monoesters and diesters and in particular mono- or di-oleate, -stearate, -behenate, -oleate/palmitate, -linoleate, -linolenate or - oleate/stearate of sucrose, of glucose or of methylglucose.
  • mono- or di-oleate -stearate, -behenate, -oleate/palmitate, -linoleate, -linolenate or - oleate/stearate of sucrose, of glucose or of methylglucose.
  • Glucate® DO by the company Amerchol, which is a methylglucose dioleate.
  • esters or mixtures of esters of sugar and of fatty acid examples include:
  • Ryoto Sugar Esters for example referenced B370 and corresponding to sucrose behenate formed from 20% monoester and 80% diester-tri ester-polyester;
  • sucrose monopalmitate/stearate-dipalmitate/stearate sold by the company Goldschmidt under the name Tegosoft ® PSE.
  • the non-silicone wax(es) are chosen in particular from carnauba wax, candelilla wax, esparto wax, paraffin wax, ozokerite, plant waxes, such as olive tree wax, rice wax, hydrogenated jojoba wax or absolute flower waxes, such as the blackcurrant blossom essential wax sold by the company Bertin (France), or animal waxes, such as beeswaxes or modified beeswaxes (cerabellina); other waxes or waxy starting materials which can be used according to the invention are in particular marine waxes, such as that sold by the company Sophim under the reference M82, polyethylene waxes or polyolefin waxes in general.
  • the silicones that can be used in the dye composition according to the present invention are volatile or non-volatile, cyclic, linear or branched silicones, which are unmodified or modified by organic groups, having a viscosity from 5x 10 "6 to 2.5 m 2 /s at 25°C, and preferably 1 x 10 "5 to 1 m 2 /s.
  • the silicones that may be used in accordance with the invention may be in the form of oils, waxes, resins or gums.
  • the silicone is chosen from polydialkylsiloxanes, in particular polydimethylsiloxanes (PDMSs), and organomodified polysiloxanes comprising at least one functional group chosen from amino groups and alkoxy groups.
  • PDMSs polydimethylsiloxanes
  • organomodified polysiloxanes comprising at least one functional group chosen from amino groups and alkoxy groups.
  • Organopolysiloxanes are defined in greater detail in Walter Noll's "Chemistry and Technology of Silicones” (1968), Academic Press. They may be volatile or non- volatile.
  • the silicones are more particularly chosen from those having a boiling point of between 60°C and 260°C, and more particularly still from: (i) cyclic polydialkylsiloxanes containing from 3 to 7 and preferably from 4 to 5 silicon atoms.
  • cyclic polydialkylsiloxanes containing from 3 to 7 and preferably from 4 to 5 silicon atoms.
  • These are, for example, octamethylcyclotetrasiloxane sold in particular under the name Volatile Silicone ® 7207 by Union Carbide or Silbione ® 70045 V2 by Rhodia, decamethylcyclopentasiloxane sold under the name Volatile Silicone ® 7158 by Union Carbide, and Silbione ® 70045 V5 by Rhodia, and mixtures thereof.
  • linear volatile polydialkylsiloxanes containing 2 to 9 silicon atoms and having a viscosity of less than or equal to 5x10 "6 m 2 /s at 25°C.
  • An example is decamethyltetrasiloxane sold in particular under the name SH 200 by the company Toray Silicone. Silicones belonging to this category are also described in the article published in Cosmetics and Toiletries, Vol. 91 , Jan. 76, pp. 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics.
  • Use is preferably made of non-volatile polydialkylsiloxanes, polydialkylsiloxane gums and resins, polyorganosiloxanes modified with the organofunctional groups above, and mixtures thereof.
  • silicones are more particularly chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes having trimethylsilyl end groups.
  • the viscosity of the silicones is measured at 25°C according to Standard ASTM 445 Appendix C.
  • oils of the Mirasil ® series sold by the company Rhodia - the oils of the 200 series from the company Dow Corning, such as DC200 with a viscosity of 60 000 mm 2 /s;
  • CTFA dimethiconol
  • polydialkylsiloxanes In this category of polydialkylsiloxanes, mention may also be made of the products sold under the names Abil Wax® 9800 and 9801 by the company Goldschmidt, which are polydi(CrC 2 o)alkylsiloxanes.
  • the silicone gums that may be used in accordance with the invention are in particular polydialkylsiloxanes and preferably polydimethylsiloxanes with high number-average molecular weights of between 200 000 and 1 000 000, used alone or as a mixture in a solvent.
  • This solvent may be chosen from volatile silicones, polydimethylsiloxane (PDMS) oils, polyphenylmethylsiloxane (PPMS) oils, isoparaffins, polyisobutylenes, methylene chloride, pentane, dodecane and tridecane, or mixtures thereof.
  • Products that may be used more particularly in accordance with the invention are mixtures such as:
  • CTFA dimethiconol
  • CFA cyclic polydimethylsiloxane
  • the product SF 1236 is a mixture of a gum SE 30 defined above, with a viscosity of 20 m 2 /s, and of an oil SF 96 with a viscosity of 5x10 "6 m 2 /s.
  • This product preferably comprises 15% of gum SE 30 and 85% of an oil SF 96.
  • organopolysiloxane resins that may be used in accordance with the invention are crosslinked siloxane systems containing the following units:
  • R represents an alkyl containing 1 to 16 carbon atoms.
  • R denotes a Ci-C 4 lower alkyl group, more particularly methyl.
  • organomodified silicones that can be used in accordance with the invention are silicones as defined above and comprising in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
  • the organomodified silicones can be polydiarylsiloxanes, in particular polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized by the abovementioned organofunctional groups.
  • the polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes with a viscosity ranging from 1 x10 "5 to 5x 10 "2 m 2 /s at 25°C.
  • silicones of the PK series from Bayer such as the product PK20;
  • silicones of the PN and PH series from Bayer such as the products PN 1000 and PH 1000;
  • oils of the SF series from General Electric such as SF 1023, SF 1 154, SF 1250 and SF 1265.
  • organomodified silicones of polyorganosiloxanes comprising:
  • substituted or unsubstituted amino groups such as the products sold under the name GP 4 Silicone Fluid and GP 7100 by the company Genesee or the products sold under the names Q2 8220 and Dow Corning 929 or 939 by the company Dow Corning.
  • the substituted amino groups are, in particular, d-C 4 aminoalkyl groups;
  • the fatty substances are chosen from compounds that are liquid or pasty at room temperature (25°C) and at atmospheric pressure.
  • the fatty substance is a compound that is liquid at a temperature of 25°C and at atmospheric pressure.
  • the fatty substances are advantageously chosen from C 6 -Ci 6 alkanes, non- silicone oils of plant, mineral or synthetic origin, fatty alcohols, fatty acid and/or fatty alcohol esters, or mixtures thereof.
  • the fatty substance is chosen from liquid petroleum jelly, C 6 -Ci 6 alkanes, polydecenes, liquid fatty acid and/or fatty alcohol esters, liquid fatty alcohols, or mixtures thereof.
  • the fatty substance content is at least 10% by weight relative to the total weight of the composition.
  • this content is advantageously at least 15% by weight, more particularly at least 20% by weight, preferably at least 25% by weight and even more particularly at least 30% by weight relative to the total weight of the composition, and may be up to 70% by weight relative to the total weight of the composition.
  • the composition preferably comprises at least one reductone.
  • reductone(s) that may be used in the present invention are of general formula (C):
  • R-i and R 2 which may be identical or different, each denoting a group containing at least one carbon and/or oxygen atom, R-i and R 2 possibly forming with the three carbon atoms of the compound of formula (II) a ring, which is preferably 5- or 6-membered, the additional constituent atoms of which consist of carbon and/or oxygen atoms.
  • Ri and R 2 form with the three carbon atoms of the compound of formula (II) a ring containing 5 carbon and/or oxygen atoms.
  • the compound(s) of formula (C) may be in acid form, or in the form of salts, especially in the form of salts of alkali metals such as sodium and potassium, or salts of alkaline-earth metals such as calcium and magnesium, or in the form of esters, especially of C 8 to C 30 fatty acids.
  • the compound of formula (C) is a lactone.
  • the reductone(s) may be chosen especially from reductic acid, ascorbic acid, erythorbic acid or isoascorbic acid, and the salts of these compounds, especially the sodium or potassium salts, ascorbyl palmitate, and mixtures of these compounds.
  • the reductone(s) are chosen from ascorbic acid, erythorbic acid, and the salts of these compounds, especially the sodium or potassium salts.
  • the amount of reductone(s) represents from 0.01 % to 1 % by weight, preferably from 0.05% to 0.5% by weight and even better still from 0.1 % to 0.25% by weight relative to the weight of the composition.
  • composition according to the invention may also comprise at least one oxidizing agent.
  • oxidizing agents present in the composition are different from atmospheric oxygen.
  • the oxidizing agent(s) suitable for use in the present invention are chosen, for example, from hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, peroxygenated salts, for instance persulfates, perborates, peracids and precursors thereof and percarbonates of alkali metals or alkaline-earth metals.
  • the oxidizing agent is hydrogen peroxide.
  • the oxidizing agent(s) generally represent from 0.1 % to 50% by weight and preferably from 1 % to 20% by weight relative to the total weight of the composition according to the invention.
  • compositions for dyeing or lightening the hair may also contain various adjuvants conventionally used in compositions for dyeing or lightening the hair, such as anionic or nonionic polymers, or mixtures thereof; nonionic, anionic, amphoteric or zwitterionic or cationic surfactants; antioxidants such as sulfites; penetrants; sequestrants; fragrances; dispersants; film- forming agents; ceramides; preserving agents; opacifiers, vitamins.
  • adjuvants conventionally used in compositions for dyeing or lightening the hair, such as anionic or nonionic polymers, or mixtures thereof; nonionic, anionic, amphoteric or zwitterionic or cationic surfactants; antioxidants such as sulfites; penetrants; sequestrants; fragrances; dispersants; film- forming agents; ceramides; preserving agents; opacifiers, vitamins.
  • the above adjuvants are generally present in an amount, for each of them, of between 0.01 % and 20% by weight relative to the weight of the composition.
  • compositions for dyeing or lightening the hair may also contain various adjuvants conventionally used in compositions for dyeing or lightening the hair, such as anionic or nonionic polymers, or mixtures thereof; cationic surfactants; antioxidants; penetrants; sequestrants; fragrances; dispersants; film-forming agents; ceramides; preserving agents; vitamins, opacifiers.
  • adjuvants conventionally used in compositions for dyeing or lightening the hair, such as anionic or nonionic polymers, or mixtures thereof; cationic surfactants; antioxidants; penetrants; sequestrants; fragrances; dispersants; film-forming agents; ceramides; preserving agents; vitamins, opacifiers.
  • the above adjuvants are generally present in an amount, for each of them, of between 0.01 % and 20% by weight relative to the weight of the composition.
  • composition of the invention contains at least one vitamin.
  • the vitamins that may be of use in the composition of the invention can in particular be chosen from vitamin C, A vitamins, B vitamins, D vitamins, vitamin E and vitamin F, and derivatives thereof.
  • Vitamin C corresponds to ascorbic acid which is generally in L form, since it is usually extracted from natural products. Ascorbic acid derivatives are, more
  • its salts such as in particular sodium ascorbate, magnesium ascorbyl phosphate or sodium ascorbyl phosphate
  • it esters for instance in particular its esters such as ascorbyl acetate, ascorbyl palmitate and ascorbyl propionate
  • its oxidized form dehydroascorbic acid
  • sugars such as in particular glycosylated ascorbic acid, and mixtures thereof.
  • Vitamin B3 also known as vitamin compound of formula
  • R can be -CONH 2 (niacinamide), -COOH (nicotinic acid or niacin), or CH 2 OH (nicotinyl alcohol), -CO-NH-CH 2 -COOH (nicotinuric acid) or -CO-NH-OH (niconityl hydroxamic acid).
  • vitamin B3 derivatives mention may, for example, be made of nicotinic acid esters such as tocopheryl nicotinate, amides derived from niacinamide by substitution of hydrogen groups of -CONH 2, products of reaction with carboxylic acids and amino acids, and esters of nicotinyl alcohol and of carboxylic acids such as acetic acid, salicylic acid, glycolic acid or palmitic acid.
  • nicotinic acid esters such as tocopheryl nicotinate, amides derived from niacinamide by substitution of hydrogen groups of -CONH 2, products of reaction with carboxylic acids and amino acids, and esters of nicotinyl alcohol and of carboxylic acids such as acetic acid, salicylic acid, glycolic acid or palmitic acid.
  • vitamin B3 derivatives mention may also be made of its inorganic salts, such as chlorides, bromides, iodides or carbonates, and its organic salts, such as the salts obtained by reaction with carboxylic acids, such as acetate, salicylate, glycolate, lactate, malate, citrate, mandelate, tartrate, etc.
  • Vitamin B5 is pantothenic acid
  • panthenol or panthenyl alcohol or 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide in its various forms: D- panthenol, DL-panthenol which is the alcohol form of pantothenic acid and one of its precursors.
  • Use may also be made, as derivatives, of calcium pantothenate, pantethine, pantotheine, panthenyl ethyl ether, pangamic acid, pyridoxine, pantoyl lactose, and natural compounds containing same, such as royal jelly.
  • vitamin D As vitamin D, mention may be made of vitamin D1 (lumisterol(1 )/calciferol(1 ) complex), vitamin D2 (calciferol) and vitamin D3 (colecalciferol). By way of derivatives, mention may be made of vitamin D analogues such as those described in document WO-A-00/26167, for instance:
  • Vitamin F is a mixture of essential fatty acids, i.e. of unsaturated acids which have at least one double bond, such as linoleic acid or 9,12-octadecadienoic acid and its stereoisomers, linolenic acid in a form (9,12,15-octadecatrienoic acid) or yform (6,9,12- octadecatrienoic acid) and their stereoisomers, arachidonic acid or 5,8,1 1 ,14- eicosatetraenoic acid and its stereoisomers.
  • unsaturated acids which have at least one double bond
  • linoleic acid or 9,12-octadecadienoic acid and its stereoisomers such as linoleic acid or 9,12-octadecadienoic acid and its stereoisomers, linolenic acid in a form (9,12,15-octadecatrienoic acid) or yform (6,
  • Vitamin F or mixtures of unsaturated acids which have at least one double bond and in particular mixtures of linoleic acid, linolenic acid and arachidonic acid, or the compounds containing same, and in particular oils of vegetable origin containing same, for instance jojoba oil, can be used in the composition of the present invention.
  • Vitamin E is alpha-tocopherol.
  • the vitamin E derivatives can be chosen from esters of vitamin E, and in particular the acetate, succinate or nicotinate.
  • composition of the invention can comprise one or more vitamins, of the same category or of different categories.
  • the vitamins are chosen from water-soluble vitamins and in particular vitamins B or C.
  • the composition comprises at least vitamin C in ascorbic acid form.
  • the vitamin(s) may be present in an amount ranging from 0.005% to 1 % by weight, and preferably from 0.1 % to 1 % by weight, of active material relative to the total weight of the composition.
  • composition according to the invention may comprise water and/or one or more organic solvents.
  • organic solvents examples include linear or branched and preferably saturated monoalcohols or diols, comprising 2 to 10 carbon atoms, such as ethyl alcohol, isopropyl alcohol, hexylene glycol (2-methyl-2,4-pentanediol), neopentyl glycol and 3-methyl-1 ,5-pentanediol, butylene glycol, dipropylene glycol and propylene glycol; aromatic alcohols such as benzyl alcohol or phenylethyl alcohol; polyols containing more than two hydroxyl functions, such as glycerol; polyol ethers, for instance ethylene glycol monomethyl, monoethyl or monobutyl ether, propylene glycol or ethers thereof, for instance propylene glycol monomethyl ether; and also diethylene glycol alkyl ethers, especially Ci-C 4 alkyl ethers, for instance diethylene glycol monoethyl
  • the organic solvents when they are present, generally represent between 1 % and 40% by weight relative to the total weight of the dye composition, and preferably between 5% and 30% by weight relative to the total weight of the dye composition.
  • the composition is preferably aqueous.
  • it preferably comprises from 30% to 95% by weight of water, better still from 40% to 90% by weight of water and even better still from 50% to 85% by weight of water relative to the total weight of the composition.
  • the pH of the composition according to the invention generally ranges from 6 to 1 1 and preferentially from 8.5 to 1 1.
  • acidifying agents such as hydrochloric acid, (ortho)phosphoric acid, sulfuric acid, boric acid, and also carboxylic acids, for instance acetic acid, lactic acid or citric acid, or sulfonic acids.
  • Alkaline agents such as those previously mentioned may also be used.
  • composition described previously is applied to wet or dry keratin fibres, in the presence of at least one oxidizing agent other than atmospheric oxygen.
  • the composition, in the presence of the said oxidizing agent, is usually left in place on the fibres for a time generally of from 1 minute to 1 hour and preferably from 5 minutes to 30 minutes.
  • the temperature during the dyeing process is conventionally between room temperature (between 15°C and 25°C) and 80°C and preferably between room temperature and 60°C.
  • the human keratin fibres are advantageously rinsed with water. They may optionally be washed with a shampoo, followed by rinsing with water, before being dried or left to dry.
  • composition applied in the process according to the invention is generally prepared extemporaneously before the application, by mixing at least two compositions.
  • compositions (A) and (B) are aqueous.
  • aqueous composition means a composition comprising at least 5% by weight of water relative to the weight of this formulation.
  • an aqueous composition comprises more than 10% by weight of water and even more advantageously more than 20% by weight of water.
  • Composition (A) preferably comprises at least one alkaline agent. It also advantageously comprises one or more fatty substances that are preferably liquid, and advantageously at a total content of at least 10% by weight, and even more preferentially at least 10% by weight of fatty substances that are liquid at room temperature (25°C), relative to the weight of this composition (A).
  • composition (A) is a direct emulsion (oil-in-water: O/W) or an inverse emulsion (water-in-oil: W/O), and preferably a direct emulsion (O/W).
  • composition (B) comprising the oxidizing agent as defined previously, it may also comprise one or more acidifying agents as indicated previously.
  • the pH of the oxidizing composition when it is aqueous, is less than 7.
  • the oxidizing composition comprises hydrogen peroxide as oxidizing agent, in aqueous solution, the concentration of which varies, more particularly, from 0.1 % to 50%, more particularly between 0.5% and 20% and even more preferably between 1 % and 15% by weight, relative to the weight of the oxidizing composition.
  • composition (B) comprises at least one fatty substance.
  • the fatty substance content is at least 5% by weight, and even more preferentially at least 10% by weight, and better still at least 15% of fatty substances that are liquid at room temperature (25°C), relative to the weight of this formulation.
  • compositions (A) and (B) are preferably mixed together before use, in an (A)/(B) weight ratio ranging from 0.2 to 10 and better still from 0.5 to 2.
  • composition used in the process according to the invention i.e. the composition resulting from mixing together the two compositions (A) and (B), has a fatty substance content preferably of at least 10% by weight of fatty substance, relative to the weight of the composition resulting from mixing together the two abovementioned compositions.
  • compositions (A) and (B) Everything that has been described previously concerning the ingredients of the composition according to the invention remains valid in the case of compositions (A) and (B), the contents taking into account the degree of dilution during mixing.
  • the mixture of compositions (A) and (B) applied to the fibres is in the form of a foam, in particular in the form of a temporary foam produced just before use.
  • composition in foam form is formed from a mixture of air or an inert gas.
  • At least one of the compositions (A) and (B) may be conditioned in a container pressurized by means of a propellant gas, the foam being obtained after passage through the dispensing orifice(s).
  • the foam may be obtained by shaking the mixture of the composition according to the invention with an oxidizing composition in a shaker.
  • the example that follows serve to illustrate the invention without, however, being limiting in nature.
  • compositions are prepared (the amounts are expressed in g% of active material):
  • Composition 1
  • Composition 2 is a composition of Composition 2:
  • compositions are mixed together at the time of use in the following proportions: 9 g of composition 1 with 12 g of composition 2.
  • the mixture thus obtained is readily applied to locks at a rate of 10 g of mixture per 1 g of hair, for 30 minutes at room temperature (20°C).
  • the hair is then easily rinsed, then washed with a standard shampoo and dried. A light chestnut colour is obtained.

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Abstract

La présente invention concerne une composition de teinture de fibres de kératine humaines telles que les cheveux, comprenant : (a) au moins un précurseur de colorant d'oxydation ; (b) au moins un acide aminoalcane sulfonique, sulfonothioïque ou sulfinique, et les sels ou dérivés amides ou analogues fonctionnels de ceux-ci ; (c) au moins 0,1 % en poids, par rapport au poids de la composition, d'au moins un polymère d'épaississement choisi parmi des polymères non ioniques, cationiques et amphotères. L'invention concerne également un procédé de teinture de fibres de kératine humaines dans lequel cette composition est appliquée auxdites fibres, en présence d'au moins un agent oxydant autre que l'oxygène atmosphérique, et également un dispositif multi-compartiment qui est approprié pour effectuer ce procédé.
PCT/EP2013/066321 2012-08-02 2013-08-02 Composition de colorant comprenant au moins un composé sulfonique et un polymère d'épaississement, procédé de teinture et dispositif approprié WO2014020167A2 (fr)

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FR1257548A FR2994088B1 (fr) 2012-08-02 2012-08-02 Composition de coloration comprenant au moins un compose sulfonique, un polymere epaississant, procede de coloration et dispositif approprie
FR1257548 2012-08-02
US201261737913P 2012-12-17 2012-12-17
US61/737,913 2012-12-17

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US11129782B2 (en) 2017-11-15 2021-09-28 National University Of Singapore Derivatives of PPD useful for coloring hair and skin
CN117069869A (zh) * 2023-10-17 2023-11-17 山东力宏宝冠纤维素有限公司 柔性羧甲基纤维素醚及其制备方法以及负极极片和电池
US11826451B2 (en) 2019-12-31 2023-11-28 L'oreal Compositions for treating hair
US11857660B2 (en) 2019-12-31 2024-01-02 L'oreal Compositions for imparting color and tone to the hair

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CN112842937B (zh) * 2019-11-12 2023-03-31 万华化学集团股份有限公司 一种含有水性非离子聚氨酯分散体的护发素
FR3127131A1 (fr) * 2021-09-17 2023-03-24 L'oreal Compositions pour CONFÉRER UNE couleur et UN TON aux cheveux
FR3127130A1 (fr) * 2021-09-17 2023-03-24 L'oreal Compositions pour CONFÉRER UNE couleur et UN TON aux cheveux

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11129782B2 (en) 2017-11-15 2021-09-28 National University Of Singapore Derivatives of PPD useful for coloring hair and skin
US11826451B2 (en) 2019-12-31 2023-11-28 L'oreal Compositions for treating hair
US11857660B2 (en) 2019-12-31 2024-01-02 L'oreal Compositions for imparting color and tone to the hair
CN117069869A (zh) * 2023-10-17 2023-11-17 山东力宏宝冠纤维素有限公司 柔性羧甲基纤维素醚及其制备方法以及负极极片和电池
CN117069869B (zh) * 2023-10-17 2024-01-02 山东力宏宝冠纤维素有限公司 柔性羧甲基纤维素醚及其制备方法以及负极极片和电池

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