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WO2013045627A1 - Composition de mousse colorante contenant au moins deux composés de type diol comprenant chacun au moins 4 atomes de carbone - Google Patents

Composition de mousse colorante contenant au moins deux composés de type diol comprenant chacun au moins 4 atomes de carbone Download PDF

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Publication number
WO2013045627A1
WO2013045627A1 PCT/EP2012/069212 EP2012069212W WO2013045627A1 WO 2013045627 A1 WO2013045627 A1 WO 2013045627A1 EP 2012069212 W EP2012069212 W EP 2012069212W WO 2013045627 A1 WO2013045627 A1 WO 2013045627A1
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composition
diol compounds
composition according
alkyl
para
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Inventor
Caroline Goget
Delphine Allard
Richard Sabourin
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LOreal SA
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LOreal SA
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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
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/046—Aerosols; Foams
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • 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
    • A61K2800/592—Mixtures of compounds complementing their respective functions
    • A61K2800/5922—At least two compounds being classified in the same subclass of A61K8/18

Definitions

  • the present invention relates to a dye composition in foam form.
  • 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.
  • 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, 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 other alkaline agents, such as alkanolamines.
  • Dye compositions may take various forms such as lotions, gels, emulsions, creams or foams.
  • Dyeing foams are pleasant to use, however they often exhibit a poor staying power over time. For example, it is possible to observe a rapid disappearance of the foam after application or a non-uniform application along the fibres.
  • compositions for dyeing keratin fibres such as the hair, in foam form comprising at least one alkaline agent, at least one oxidizing agent, at least one oxidation dye precursor and at least two diol compounds comprising at least 4 carbon atoms selected from dipropylene glycol, diethylene glycol and hexylene glycol.
  • the invention also relates to a process for dyeing human keratin fibres using this composition.
  • a subject of the invention is similarly a multi-compartment device comprising, in a first compartment, a first composition containing at least one oxidation dye precursor, at least one alkaline agent and at least two diol compounds comprising at least 4 carbon atoms selected from dipropylene glycol, diethylene glycol and hexylene glycol ; in a second compartment, a second composition containing one or more oxidizing agents, one of the two compartments being equipped with a component for delivering the composition of the invention in foam form after mixing with the other composition, or the component for delivering the composition in foam form is included in a third compartment.
  • a subject of the invention is also a device for dyeing keratin fibres, comprising the composition of the invention in liquid form and a foam dispenser for delivering the composition in the form of a foam.
  • the composition of the invention is in the form of a foam that is particularly pleasant to apply. It has a light, airy texture, which makes it particularly pleasant to use.
  • the qualities of the foam are sufficiently long-lasting to enable uniform application of the dye product, without running.
  • the composition of the invention makes it possible to obtain improved dyeing properties, such as strength of the colour, resistance to external agents (shampooing, perspiration, light) and selectivity, which are particularly efficient.
  • the two diol compounds are dipropylene glycol and hexylene glycol.
  • the amount of diol compound(s) comprising more than 4 carbon atoms as defined in the invention may range from 0.1 % to 30%, preferably from 0.5% to 20% and better still from 1 % to 10% by weight of the total weight of the composition.
  • composition in foam form according to the invention comprises at least one alkaline agent.
  • This agent may be chosen from mineral or organic or hybrid alkaline agents, or mixtures thereof.
  • the mineral alkaline agent(s) are preferably chosen from aqueous ammonia, alkali carbonates or bicarbonates such as sodium or potassium carbonates and sodium or potassium bicarbonates, sodium hydroxide or potassium hydroxide, or mixtures thereof.
  • the organic alkaline agent(s) are preferably chosen from organic amines with a pK b 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 pK b corresponding to the function of highest basicity.
  • Hybrid compounds that may be mentioned include the salts of the amines mentioned previously with acids such as carbonic acid or hydrochloric acid.
  • organic alkaline agent(s) are chosen, for example, from alkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines, amino acids and the compounds of formula (I) below:
  • 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.
  • Examples of such 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 hydroxyalkyl radicals are in particular suitable for performing the invention.
  • amino acids that can 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, sulfonic 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 formula (II) below: /
  • the compounds corresponding to formula (II) 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 may also be chosen from amino acid dipeptides.
  • amino acid dipeptides that can be used in the present invention, mention may be made especially of carnosine, anserine and baleine.
  • 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, 4-guanidinobutyric acid and 2- ([amino(imino)methyl]amino)ethane-1 -sulfonic acid.
  • the composition of the invention comprises, as alkaline agent, one or more alkanolamines.
  • the alkanolamine is monoethanolamine.
  • the composition of the invention comprises, as alkaline agent, one or more alkanolamines, preferably monoethanolamine, and aqueous ammonia.
  • the alkanolamine(s) are present in a predominant amount relative to the aqueous ammonia, the content of the latter being expressed as ammonia.
  • the composition according to the invention has a content of alkaline agent(s) ranging from 0.01 % to 30% by weight, preferably from 0.1 % to 20% by weight and better still from 1 % to 10% by weight relative to the weight of the said composition.
  • composition according to the invention also comprises at least one oxidizing agent.
  • the oxidizing agents 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 of alkaline-earth metals.
  • the oxidizing agent is hydrogen peroxide.
  • the content of oxidizing agent(s) more particularly represents from 0.1 % to 20% by weight and preferably from 0.5% to 10% by weight relative to the weight of the composition.
  • composition according to the invention comprises one or more oxidation dye precursors.
  • Oxidation bases and couplers may be used as oxidation dye precursors.
  • 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-toluenediamine, 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-toluenediamine, 2-isopropyl-para-phenylenediamine, 2-p-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-p-acetylaminoethyloxy-para-phenylenediamine, and the addition salts thereof with an acid, are particularly preferred.
  • the bis(phenyl)alkylenediamines that may be mentioned, for example, are N,N'-bis( -hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1 ,3-diaminopropanol, ⁇ , ⁇ '- bis( -hydroxyethyl)-N,N'-bis(4'-aminophenyl)ethylenediamine, N,N'-bis(4- aminophenyl)tetramethylenediamine, N,N'-bis( -hydroxyethyl)-N,N'-bis(4- aminophenyl)tetramethylenediamine, N,N'-bis(4- methylaminophenyl)tetramethylenediamine, N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'- methylphenyl)ethylenediamine and 1 ,8-bis(2,5-diaminophenoxy
  • 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 the addition salts thereof described, for example, in Patent Application FR 2 801 308.
  • Examples that may be mentioned include pyrazolo[1 ,5-a]pyrid-3-ylamine, 2-acetylaminopyrazolo[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)ethanol, 2-(
  • 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 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-
  • Use will preferably be made of a 4,5-diaminopyrazole and more preferably still 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- 1 H,5H-pyrazolo[1 ,2-a]pyrazol-1 -one, 2-amino-3-(pyrrolidin-1 -yl)-6,7-dihydro-1 H,5H- pyrazolo[1 ,2-a]pyrazol-1 -one, 4,5-diamino-1
  • heterocyclic bases use will preferably be made 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 of the invention, mention may be made especially of meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based couplers and heterocyclic couplers, and also the addition salts thereof.
  • the addition salts of the oxidation bases and couplers are especially 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 each generally present in an amount of 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.
  • 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.
  • composition according to the invention may contain synthetic or natural, cationic or nonionic, direct dyes.
  • Examples of particularly suitable 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(s) from 0.0001 % to 10% by weight and preferably from 0.005% to 5% by weight of the total weight of the composition.
  • the composition according to the invention comprises one or more surfactants.
  • the surfactant(s) may be cationic, amphoteric, nonionic and/or anionic surfactants.
  • the surfactants of use in the composition of the invention are surfactants known per se in the field of dyeing keratin fibres.
  • amphoteric or zwitterionic surfactant(s) that may be used in the present invention may especially be optionally quaternized secondary or tertiary aliphatic amine derivatives, in which the aliphatic group is a linear or branched chain containing from 8 to 22 carbon atoms, the said amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.
  • R a represents a Ci 0 -C 3 o alkyl or alkenyl group derived from an acid, Ra-COOH, preferably present in hydrolysed coconut oil, represents a heptyl, nonyl or undecyl group,
  • R b represents a ⁇ -hydroxyethyl group
  • R c represents a carboxymethyl group
  • X' represents the group -CH 2 -COOH, CH 2 -COOZ', -CH 2 CH 2 -COOH, -CH 2 CH 2 - COOZ', or a hydrogen atom
  • Y' represents -COOH, -COOZ', the group -CH 2 -CHOH-S0 3 H or -CH 2 -CHOH- S0 3 Z',
  • Z' represents an ion derived from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine,
  • R a ' represents a Ci 0 -C 3 o alkyl or alkenyl group of an acid R a '-COOH preferably present in coconut oil or in hydrolysed linseed oil, an alkyl group, especially a Ci 7 alkyl group, and its iso form, or an unsaturated Ci 7 group.
  • cocoamphodiacetate sold by the company Rhodia under the trade name Miranol ® C2M Concentrate.
  • amphoteric or zwitterionic surfactants use is preferably made of betaines comprising at least one saturated or unsaturated, C 8 -C 3 o fatty chain, and in particular the compounds of formula (A):
  • A-i and A 2 denoting, independently of one another, a linear or branched
  • Ri denoting a linear or branched C 6 -C 30 alkyl or alkenyl radical
  • R 2 and R 3 denoting, independently of one another, a linear or branched C1-C4 alkyl radical
  • R 2 and R 3 denote a methyl radical.
  • amphoteric surfactant(s) of betaine type used in the cosmetic composition according to the present invention may especially be (C 8 _ 2o)alkylbetaines, (C 8 _2o)alkylsulfobetaines, (C 8 _2o alkyl)amido(C 2 -8 alkyl)betaines or (C 8 -2o alkyl)amido(C 6 -8 alkyl)sulfobetaines.
  • amphoteric surfactants mentioned above that are preferably used are (C 8- 2o alkyl)betaines and (C 8- 2o alkyl)amido(C 2 - 8 alkyl)betaines, and mixtures thereof.
  • amphoteric surfactants of betaine type are selected from cocobetaine and cocamidopropylbetaine.
  • anionic surfactant means a surfactant comprising, as ionic or ionizable groups, only anionic groups. These anionic groups are preferably chosen from the following groups: C0 2 H, C0 2 " , S0 3 H, S0 3 " , OS0 3 H, OS0 3 " , H 2 P0 3 , HP0 3 " , P0 3 2” , H2PO2, HP0 2 , HP0 2 " , P0 2 " , POH, PO " .
  • anionic surfactants that may be used in the composition according to the invention, mention may be made of alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates, alkyl sulfonates, alkylamide sulfonates, alkylaryl sulfonates, alpha-olefin sulfonates, paraffin sulfonates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl sulfoacetates, acyl sarcosinates, acyl glutamates, alkyl sulfosuccinamates, acyl isethionates and N-acyltaurates, salts of alkyl monoesters of polyglyco
  • These compounds may be oxyethylenated and then preferably comprise from 1 to 50 ethylene oxide units.
  • the salts of C 6 -C 2 4 alkyl monoesters of polyglycoside-polycarboxylic acids may be chosen from C 6 -C 2 4 alkyl polyglycoside citrates, C 6 -C 2 4 alkyl polyglycoside tartrates and C 6 -C 2 4 alkyl polyglycoside sulfosuccinates.
  • anionic surfactant(s) When the anionic surfactant(s) are in salt form, they may be chosen from alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, the ammonium salts, the amine salts and in particular the amino alcohol salts or the alkaline-earth metal salts such as the magnesium salt.
  • alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, the ammonium salts, the amine salts and in particular the amino alcohol salts or the alkaline-earth metal salts such as the magnesium salt.
  • amino alcohol salts examples include monoethanolamine, diethanolamine and triethanolamine salts,
  • Alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts are preferably used.
  • anionic surfactants it is preferred, according to the invention, to use alkyl sulfate salts and alkyl ether sulfate salts and mixtures thereof.
  • cationic surfactant means a surfactant that is positively charged when it is contained in the composition according to the invention. This surfactant may bear one or more positive permanent charges or may contain one or more cationizable functions within the composition according to the invention.
  • the cationic surfactant(s) that may be used according to the present invention are preferably chosen from optionally polyoxyalkylenated primary, secondary or tertiary fatty amines, or the salts thereof, quaternary ammonium salts, and mixtures thereof.
  • the fatty amines generally comprise at least one C 8 -C 30 hydrocarbon- based chain.
  • examples that may be mentioned include stearylamidopropyldimethylamine and distearylamine.
  • quaternary ammonium salts examples include:
  • the groups R 8 to Rn which may be identical or different, represent a linear or branched aliphatic group containing from 1 to 30 carbon atoms, or an aromatic group such as aryl or alkylaryl, at least one of the groups R 8 to Rii denoting a group containing from 8 to 30 carbon atoms, preferably from 12 to 24 carbon atoms.
  • the aliphatic groups may comprise heteroatoms such as, in particular, oxygen, nitrogen, sulfur and halogens.
  • the aliphatic groups are chosen, for example, from Ci -3 o alkyl, Ci -3 o alkoxy, polyoxy(C 2 -C 6 )alkylene, Ci -3 o alkylamide, (Ci 2 -C 22 )alkylamido(C 2 -C 6 )alkyl, (Ci 2 -C 22 )alkylacetate and Ci -3 o hydroxyalkyl;
  • X " is an anion chosen from the group of halides, phosphates, acetates, lactates, (C C 4 )alkyl sulfates, and (Ci-C 4 )alkyl- or (Ci-C 4 )alkylaryl- sulfonates.
  • quaternary ammonium salts of formula (IV) those that are preferred are, on the one hand, tetraalkylammonium salts, for instance
  • dialkyldimethylammonium or alkyltrimethylammonium salts in which the alkyl group contains approximately from 12 to 22 carbon atoms, in particular
  • stearamidopropyldimethyl(myristyl acetate)ammonium salt sold under the name Ceraphyl® 70 by the company Van Dyk. It is particularly preferred to use the chloride salts of these compounds;
  • R 12 represents an alkyl or alkenyl group containing from 8 to 30 carbon atoms, derived for example from tallow fatty acids
  • Ri 3 represents a hydrogen atom, a C C 4 alkyl group or an alkyl or alkenyl group containing from 8 to 30 carbon atoms
  • Ri 4 represents a C C 4 alkyl group
  • Ri 5 represents a hydrogen atom or a C C 4 alkyl group
  • X " is an anion selected from the group consisting of halides, phosphates, acetates, lactates, alkyl sulfates, alkylsulfonates or alkylarylsulfonates in which the alkyl and aryl groups each preferably comprise from 1 to 20 carbon atoms and from 6 to 30 carbon atoms.
  • Ri 2 and Ri 3 preferably denote a mixture of alkyl or alkenyl groups comprising from 12 to 21 carbon atoms, for example tallow fatty acid derivatives, Ri 4 denotes a methyl group, and Ri 5 denotes a hydrogen atom.
  • a product is sold, for example, under the name Rewoquat® W 75 by the company Rewo;
  • R 16 denotes an alkyl radical containing approximately from 16 to 30 carbon atoms, which is optionally hydroxylated and/or interrupted by one or more oxygen atoms
  • Ri 7 is selected from hydrogen and an alkyl radical containing from 1 to 4 carbon atoms or a group (Ri6a)(Ri7a)(Ri8a)N-(CH 2 ) 3 , Ri 6a , i 7a , Ris a , R-I8, Rig, R20 and R21 , which are identical or different, are selected from hydrogen and an alkyl radical containing from 1 to 4 carbon atoms
  • X " is an anion selected from the group of halides, acetates, phosphates, nitrates and methyl sulfates.
  • Such compounds are, for example, Finquat CT-P, available from the company Finetex (Quaternium 89), and Finquat CT, available from the company Finetex (Quaternium 75),
  • R22 is selected from Ci-C 6 alkyl groups and CrC 6 hydroxyalkyl or dihydroxyalkyl groups;
  • R23 is selected from:
  • R 2 5 is selected from:
  • R 29 which are linear or branched, saturated or unsaturated Ci-C 6 hydrocarbon-based groups
  • R 2 4, R 2 6 and R 28 which are identical or different, are selected from linear or branched, saturated or unsaturated C 7 -C 2 i hydrocarbon radicals;
  • r, s and t which may be identical or different, are integers ranging from 2 to 6;
  • x and z which may be identical or different, are integers ranging from 0 to
  • X " is a simple or complex, organic or inorganic anion
  • the alkyl groups R 22 may be linear or branched, and more particularly linear.
  • R 22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
  • the sum x + y + z is from 1 to 10.
  • R 23 is a hydrocarbon-based group R 27 , it may be long and may have 12 to 22 carbon atoms, or may be short and may have from 1 to 3 carbon atoms.
  • R 25 is a hydrocarbon-based group R 29 , it preferably contains 1 to 3 carbon atoms.
  • R 24 , R 26 and R 28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated Cn-C 2 i hydrocarbon- based groups, and more particularly from linear or branched, saturated or unsaturated Cn-C 2 i alkyl and alkenyl groups.
  • x and z which may be identical or different, are equal to 0 or
  • y is advantageously equal to 1.
  • r, s and t which may be identical or different, equal 2 or 3, and even more particularly are equal to 2.
  • the anion X " is preferably a halide (chloride, bromide or iodide) or an alkyl sulfate, more particularly methyl sulfate.
  • halide chloride, bromide or iodide
  • alkyl sulfate more particularly methyl sulfate.
  • methanesulfonate phosphate, nitrate, tosylate
  • an anion derived from an organic acid such as acetate or lactate, or any other anion that is compatible with the ammonium containing an ester function.
  • the anion X " is even more particularly chloride or methyl sulfate.
  • R 22 denotes a methyl or ethyl group
  • x and y are equal to 1 ;
  • z is equal to 0 or 1 ;
  • r, s and t are equal to 2;
  • R 2 3 is selected from:
  • R25 is selected from:
  • R 2 4, R26 and R 2 s which may be identical or different, are chosen from linear or branched, saturated or unsaturated C13-C17 hydrocarbon-based groups, and preferably from linear or branched, saturated or unsaturated C13-C17 alkyl and alkenyl groups.
  • hydrocarbon-based groups are advantageously linear.
  • acyl groups preferably contain 14 to 18 carbon atoms and are obtained more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.
  • These products are obtained, for example, by direct esterification of triethanolamine, of triisopropanolamine, of an alkyldiethanolamine or of an alkyldiisopropanolamine, which are optionally oxyalkylenated, with Ci 0 -C 30 fatty acids or with mixtures of Ci 0 -C 30 fatty acids of plant or animal origin, or by transesterification of the methyl esters thereof.
  • This esterification is followed by a quaternization using an alkylating agent such as an alkyl halide (preferably a methyl or ethyl halide), a dialkyl sulfate (preferably a dimethyl or diethyl sulfate), methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • an alkylating agent such as an alkyl halide (preferably a methyl or ethyl halide), a dialkyl sulfate (preferably a dimethyl or diethyl sulfate), methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • Such compounds are sold, for example, under the names Dehyquart® by the company Henkel, Stepanquat® by the company Stepan, Noxamium® by the company Ceca or Rewoquat® WE 18 by the company Rewo-Witco.
  • composition according to the invention may contain, for example, a mixture of quaternary ammonium monoester, diester and triester salts with a weight majority of diester salts.
  • ammonium salts containing at least one ester function that are described in patents US-A-4 874 554 and US-A-4 137 180.
  • Use may be made of behenoylhydroxypropyltrimethylammonium chloride sold by KAO under the name Quatarmin BTC 131 .
  • the ammonium salts containing at least one ester function contain two ester functions.
  • the nonionic surfactants are more particularly chosen from mono- oxyalkylenated or polyoxyalkylenated and monoglycerolated or polyglycerolated nonionic surfactants.
  • the oxyalkylene units are more particularly oxyethylene or oxypropylene units, or a combination thereof, preferably oxyethylene units.
  • oxyalkylenated nonionic surfactants examples include:
  • esters of saturated or unsaturated, linear or branched, C 8 -C 3 o acids and of polyethylene glycols • esters of saturated or unsaturated, linear or branched, C 8 -C 3 o acids and of polyethylene glycols,
  • the surfactants contain a number of moles of ethylene oxide and/or of propylene oxide of between 1 and 100, preferably between 2 and 50 and preferably between 2 and 30.
  • the oxyalkylenated nonionic surfactants are chosen from oxyethylenated C 8 -C 30 alcohols comprising from 1 to 100 mol of ethylene oxide; polyoxyethylenated esters of linear or branched, saturated or unsaturated C 8 -C 30 acids and of sorbitol comprising from 1 to 100 mol of ethylene oxide.
  • monoglycerolated or polyglycerolated nonionic surfactants monoglycerolated or polyglycerolated nonionic surfactants.
  • monoglycerolated or polyglycerolated C 8 -C 4 o alcohols are preferably used.
  • the monoglycerolated or polyglycerolated C 8 -C 40 alcohols correspond to the following formula:
  • R represents a linear or branched C 8 -C 40 and preferably C 8 -C 30 alkyl or alkenyl radical
  • m represents a number ranging from 1 to 30 and preferably from 1 to 10.
  • lauryl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Lauryl Ether), lauryl alcohol containing 1 .5 mol of glycerol, oleyl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Oleyl Ether), oleyl alcohol containing 2 mol of glycerol (INCI name: Polyglyceryl-2 Oleyl Ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol, oleyl/cetyl alcohol containing 6 mol of glycerol, and octadecanol containing 6 mol of glycerol.
  • the alcohol may represent a mixture of alcohols in the same way that the value of m represents a statistical value, which means that, in a commercial product, several species of polyglycerolated fatty alcohols may coexist in the form of a mixture.
  • Nonionic surfactants include non-oxyethylenated fatty acid esters of sorbitan, fatty acid esters of sucrose, optionally oxyalkylenated alkylpolyglycosides, alkylglucoside esters, derivatives of N-alkylglucamine and of N- acylmethylglucamine, aldobionamides and amine oxides.
  • the composition comprises one or more nonionic or anionic surfactants.
  • the composition of the invention comprises one or more nonionic surfactants.
  • the total content of surfactants in the composition of the invention is in general from 0.1 % to 30% by weight, preferably from 1 % to 20% by weight and better still from 2% to 10% by weight, relative to the weight of the composition.
  • compositions may also contain various adjuvants conventionally used in compositions for dyeing or lightening the hair, such as anionic polymers, cationic polymers, and nonionic polymers, or mixtures thereof; antioxidants; penetrants; sequestrants; fragrances; dispersants; film-forming agents; ceramides; preserving agents; opacifiers.
  • adjuvants conventionally used in compositions for dyeing or lightening the hair, such as anionic polymers, cationic polymers, and nonionic polymers, or mixtures thereof; antioxidants; penetrants; sequestrants; fragrances; dispersants; film-forming agents; ceramides; preserving agents; 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.
  • the composition according to the invention comprises one or more cationic polymers.
  • composition according to the invention may comprise water and/or one or more organic solvents other than the diols of the invention.
  • organic solvents examples include monoalcohols, such as ethanol or isopropanol; aromatic alcohols such as benzyl alcohol or phenylethyl alcohol; polyols other than the diols of the invention, such as glycerol or propylene glycol; polyol ethers, for instance ethylene glycol monomethyl, monoethyl or monobutyl ether, propylene glycol ethers, for instance propylene glycol monomethyl ether; and also diethylene glycol alkyl ethers, especially Ci-C 4 alkyl ethers, for instance diethylene glycol monoethyl ether or monobutyl ether, alone or as a mixture.
  • monoalcohols such as ethanol or isopropanol
  • aromatic alcohols such as benzyl alcohol or phenylethyl alcohol
  • polyols other than the diols of the invention such as glycerol or propylene glycol
  • polyol ethers for instance
  • the organic solvents other than the diols of the invention 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 if it is aqueous, is generally between 3 and 12, preferably between 5 and 1 1 and preferentially between 7 and 1 1 , limits inclusive.
  • composition before dispersing in the form of a foam, may result from the mixing of two or more than two compositions.
  • composition according to the invention is, on application to the keratin fibres, in the form of a foam.
  • composition in foam form according to the invention is formed from a mixture of air or an inert gas with the composition described previously.
  • the composition according to the invention is in the form of a temporary foam produced just before use.
  • the composition may be packaged in a foam dispenser. They may either be products known as "aerosols" dispensed from a pressurized container with the aid of a propellent gas and thus forming a foam at the moment they are dispensed, or compositions dispensed from a container using a mechanical pump connected to a dispensing head, the passage of the composition into the dispensing head converting it into a foam at the latest at the outlet orifice of such a head.
  • aerosols products known as "aerosols” dispensed from a pressurized container with the aid of a propellent gas and thus forming a foam at the moment they are dispensed
  • compositions dispensed from a container using a mechanical pump connected to a dispensing head, the passage of the composition into the dispensing head converting it into a foam at the latest at the outlet orifice of such a head.
  • the propellant gas that may be used may be chosen from carbon dioxide, nitrogen, nitrogen oxide, dimethyl ether, volatile hydrocarbons such as butane, isobutane, propane and pentane, and mixtures thereof.
  • the composition may be in a foam dispenser of "pump-action bottle” type.
  • These dispensers comprise a dispensing head for delivering the composition, a pump and a dip tube for transferring the composition from the container into the head in order to deliver the product.
  • the foam is formed by forcing the composition to pass through a material comprising a porous substance such as a sintered material, a filtering grid made of plastic or of metal, or similar structures.
  • the oxidizing agent(s) are packaged in a first container equipped with a closure, and the oxidation dye precursor(s) are packaged in a second container, different from the first, and also closed by a closing member.
  • the closing member may be a pump-dispensing mechanism.
  • the composition according to the invention is then formed by mixing, before use, a composition with the oxidizing agent(s) and a composition with the oxidation dye precursor(s).
  • one from among the first and second container defines an internal volume that is sufficient to receive therein all of the two compositions.
  • the mixture of the compositions may be homogenized by closing this container and by shaking the container.
  • This dispensing head comprises a mechanical pump held in a ring intended for mounting by snap-fitting or screwing onto the neck of the container containing the mixture.
  • the pump comprises a pump body connected to a dip tube to enable the whole of the mixture to be dispensed.
  • the pump also comprises a push button for activation of the pump body, such that, on each activation, a dose of composition is sucked inside the dip tube and ejected in foam form out of the dispensing orifice of the head.
  • the containers are preferentially made of a thermoplastic material, and obtained via extrusion blow-moulding or injection blow-moulding processes.
  • the container for conditioning the composition with the oxidation dye precursor(s) may be (to be reported in other projects) made of a material comprising a non-zero proportion of EVOH.
  • the pump is, for example, the standard "F2 - L9" model offered by the company Rexam.
  • one subject of the invention is a non-aerosol device comprising the composition of the invention in liquid form.
  • the dyeing process according to the invention consists in applying the composition according to the invention to wet or dry keratin fibres over a time sufficient to develop the desired coloration.
  • the composition applied to the keratin fibres is in foam form.
  • the dyeing process is generally performed at room temperature (between 15 and 25°C) and up to temperatures that may be as high as 60°C to 80°C.
  • the human keratin fibres are rinsed with water, and optionally washed with a shampoo and then rinsed with water.
  • compositions are prepared (the amounts are expressed in g% of active material):
  • Aqueous ammonia (expressed as NH 3 ) 0.8
  • the above dye composition is obtained by mixing, before use, the following two compositions in a composition A/composition B weight ratio of 0.666.
  • Composition A % by weight
  • Aqueous ammonia (expressed as NH 3 ) 2
  • the mixture is introduced in an amount of 65 g (26 g of composition A + 39 g of composition B) into a pump bottle (Rexam L9 equipped with a dip tube).
  • the device produces a sufficiently compact foam on pumping. This foam is applied to natural or permanent-waved grey hair containing 90% white hairs, without disintegrating immediately on application.

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Abstract

La présente invention concerne une composition de coloration des fibres de kératine humaine telles que les cheveux, se présentant sous la forme d'une mousse et contenant au moins un agent alcalin, au moins un agent oxydant, au moins un précurseur de colorant d'oxydation et au moins deux composés de type diol, comprenant chacun au moins 4 atomes de carbone, choisis parmi le dipropylène glycol, le diéthylène glycol et l'hexylène glycol. L'invention concerne également un procédé de coloration des fibres de kératine humaine faisant appel à ladite composition. L'invention concerne, par ailleurs, un dispositif de coloration des fibres de kératine, contenant la composition de l'invention sous forme liquide et comprenant un distributeur de mousse qui va distribuer ladite composition sous la forme d'une mousse.
PCT/EP2012/069212 2011-09-30 2012-09-28 Composition de mousse colorante contenant au moins deux composés de type diol comprenant chacun au moins 4 atomes de carbone Ceased WO2013045627A1 (fr)

Applications Claiming Priority (4)

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FR1158837A FR2980692B1 (fr) 2011-09-30 2011-09-30 Composition de coloration mousse comprenant au moins deux composes diol comprenant chacun au moins 4 atomes de carbone
FR1158837 2011-09-30
US201161548341P 2011-10-18 2011-10-18
US61/548,341 2011-10-18

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11839678B2 (en) 2021-11-30 2023-12-12 L'oreal Compositions, methods, and kits for altering the color of hair

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11839678B2 (en) 2021-11-30 2023-12-12 L'oreal Compositions, methods, and kits for altering the color of hair

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