WO2023118332A1 - Composition comprising two polyols different from one another, an alkaline agent and a dye - Google Patents

Composition comprising two polyols different from one another, an alkaline agent and a dye Download PDF

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Publication number
WO2023118332A1
WO2023118332A1 PCT/EP2022/087289 EP2022087289W WO2023118332A1 WO 2023118332 A1 WO2023118332 A1 WO 2023118332A1 EP 2022087289 W EP2022087289 W EP 2022087289W WO 2023118332 A1 WO2023118332 A1 WO 2023118332A1
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Prior art keywords
composition
mixtures
weight
cosmetic composition
keratin fibres
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PCT/EP2022/087289
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French (fr)
Inventor
Julie BRUYERE
Karl WUNSCH
Maud Mario
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L'oreal
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Publication of WO2023118332A1 publication Critical patent/WO2023118332A1/en

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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
    • A61K8/33—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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • 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
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/548—Associative polymers

Definitions

  • TITLE Composition comprising two polyols different from one another, an alkaline agent and a dye
  • the present invention relates to a cosmetic composition
  • a cosmetic composition comprising two polyols different from one another, at least one of which is propane-1, 3-diol, at least one alkaline agent and at least one dye.
  • the present invention also relates to a method for dyeing keratin fibres, in particular human keratin fibres, such as the hair, employing said cosmetic composition.
  • the invention additionally relates to the use of said cosmetic composition for the dyeing of keratin fibres, in particular human keratin fibres, such as the hair.
  • An additional subject-matter of the invention is a multicompartment device comprising at least one compartment including the cosmetic composition according to the invention.
  • Non-permanent dyeing or direct dyeing consists in dyeing keratin fibres with dyeing compositions containing direct dyes. These dyes are coloured and colouring molecules having an affinity for keratin fibres. They are applied to the keratin fibres for a time necessary to obtain the desired colouring and are then rinsed out.
  • Some of these dyes can be used under lightening conditions, which makes it possible to obtain colourings which are visible on dark hair.
  • This dyeing technique consists in applying, to the keratin fibres, a composition containing dye precursors, such as oxidation bases and couplers. These precursors, under the action of an oxidizing agent, will form, in the individual hair, one or more coloured entities.
  • the dyeing performance qualities obtained with the compositions currently available on the market are not equal to the expectations of consumers, in particular in terms of colour build-up, of power and of chromaticity. This is because, after application to keratin fibres, the dyeing power obtained may not be entirely satisfactory, indeed even be weak, and result in a restricted range of colours.
  • the colourings may also be insufficiently persistent with respect to external agents, such as light, shampoos or perspiration, and may also be too selective, that is to say that the difference in colouring is too great along one and the same keratin fibre which is differently sensitized between its end and its root.
  • compositions also have a tendency to change over time, which affects their performance qualities in terms of dyeing.
  • compositions for dyeing keratin fibres in particular human keratin fibres, such as the hair, which does not exhibit the abovementioned disadvantages, that is to say which is capable of resulting in good performance qualities, in particular in terms of colour build-up, of power and of chromaticity, while having a low selectivity and good persistence, for a wide range of shades, and which is capable of resulting in good dyeing performance qualities, even after a period of storage, while having good working qualities.
  • these compositions must respond to the environmental preoccupations of consumers.
  • a subject-matter of the present invention is thus a cosmetic composition
  • a cosmetic composition comprising:
  • composition according to the invention results in good dyeing properties with reduced contents of dye(s) and/or of oxidizing agent(s).
  • Propane- 1,3 -diol is in addition an environmentally friendly solvent which can be produced biologically. It thus also meets the demand of consumers for cosmetic products, in particular intended for the dyeing of keratin fibres, which are more environmentally friendly.
  • composition according to the invention thus makes it possible to achieve the above objectives, in particular in terms of colour build-up, of power of the colouring, of chromaticity, of selectivity and of persistence of the colouring, in particular with respect to shampoos, and also good working qualities, in particular ready application all along the fibre.
  • composition according to the invention also makes it possible to result in good cosmetic properties, in particular in terms of sheen and a more natural feel, and in a good level of comfort of the scalp.
  • the present invention also relates to a method for dyeing keratin fibres, in particular human keratin fibres, such as the hair, comprising the application, to said fibres, of a cosmetic composition as defined above, optionally after mixing with one or more other composition(s) different from said cosmetic composition.
  • the present invention additionally relates to the use of the cosmetic composition according to the invention for the dyeing of keratin fibres, in particular human keratin fibres, such as the hair.
  • the present invention also relates to a multicompartment device comprising at least one first compartment including the cosmetic composition according to the invention as described above and optionally at least one second compartment including one or more chemical oxidizing agents or another composition different from said cosmetic composition.
  • the cosmetic composition according to the present invention comprises propane- 1,3 -diol.
  • the total content of propane- 1,3 -diol, present in the cosmetic composition according to the invention is greater than or equal to 20% by weight, with respect to the total weight of the composition.
  • the total content of propane-1, 3-diol ranges from 30% to 50% by weight and more preferentially from 35% to 45% by weight, with respect to the total weight of the composition.
  • the cosmetic composition according to the present invention additionally comprises one or more alkaline agents.
  • the alkaline agent(s) can be chosen from inorganic, organic or hybrid alkaline agents.
  • alkaline agent and “basifying agent” are used without distinction.
  • the inorganic basifying agent(s) are preferably chosen from aqueous ammonia, alkali metal or alkaline earth metal carbonates or bicarbonates, such as sodium (hydrogen)carbonate and potassium (hydrogen)carbonate, alkali metal or alkaline earth metal phosphates, such as sodium phosphates or potassium phosphates, sodium hydroxide or potassium hydroxide, alkali metal or alkaline earth metal silicates or metasilicates, such as sodium metasilicate, and their mixtures.
  • the organic basifying agent(s) are preferably chosen from alkanolamines, amino acids, organic amines other than alkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines, 1,3-diaminopropane, spermine, spermidine and their mixtures.
  • alkanolamine is understood to mean an organic amine comprising a primary, secondary or tertiary amine function and one or more linear or branched Ci to Cs alkyl groups carrying one or more hydroxyl radicals.
  • Suitable in particular for the implementation of the invention are the organic amines chosen from alkanolamines, such as mono-, di- or trialkanolamines, comprising from one to three identical or different Ci to C4 hydroxyalkyl radicals.
  • the alkanolamine(s) are chosen from monoethanolamine (MEA), diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, N,N-dimethylethanolamine, 2-amino-2-methyl-l -propanol, triisopropanolamine, 2-amino-2-methyl- 1,3 -propanediol, 3-amino-l,2-propanediol, 3- dimethylamino-l,2-propanediol, tris(hydroxymethyl)aminomethane and their mixtures.
  • MEA monoethanolamine
  • diethanolamine triethanolamine
  • monoisopropanolamine diisopropanolamine
  • N,N-dimethylethanolamine 2-amino-2-methyl-l -propanol
  • triisopropanolamine 2-amino-2-methyl- 1,3 -propanediol
  • the amino acids are basic amino acids comprising an additional amine function.
  • Such basic amino acids are preferably chosen from histidine, lysine, arginine, ornithine, citrulline and their mixtures.
  • the organic amine can also be chosen from organic amines of heterocyclic type. Mention may in particular be made, besides histidine already mentioned in the amino acids, of pyridine, piperidine, imidazole, triazole, tetrazole or benzimidazole.
  • the organic amine can also be chosen from ammo acid dipeptides. Mention may in particular be made, as amino acid dipeptides which can be used in the present invention, of carnosine, anserine and balenine.
  • the organic amine can also be chosen from compounds comprising a guanidine function.
  • amines of this type other than arginine which can be used in the present invention, of creatine, creatinine, 1,1 -dimethylguanidine, 1,1 -di ethylguanidine, glycocyamine, metformin, agmatine, N-amidinoalanine, 3-guanidinopropionic acid, 4- guanidinobutyric acid and 2-([amino(imino)methyl]amino)ethane-l -sulfonic acid.
  • Use may in particular be made, as hybrid compounds, of guanidine carbonate or monoethanolamine hydrochloride.
  • the alkaline agent(s) ii) are preferably chosen from alkanolamines, such as monoethanolamine, diethanolamine or triethanolamine; aqueous ammonia; alkali metal or alkaline earth metal carbonates or bicarbonates, such as sodium (hydrogen)carbonate and potassium (hydrogen)carbonate; alkali metal or alkaline earth metal silicates or metasilicates, such as sodium metasilicate; and their mixtures, more preferentially from aqueous ammonia, alkanolamines and their mixtures, and better still from alkanolamines and their mixtures. More preferentially still, the alkaline agent is monoethanolamine.
  • the alkaline agent(s) are organic.
  • the cosmetic composition according to the invention is devoid of aqueous ammonia.
  • aqueous ammonia is understood to mean that the cosmetic composition according to the invention does not comprise aqueous ammonia.
  • the content of aqueous ammonia in the cosmetic composition of the present invention is 0% by weight, with respect to the weight of the composition.
  • the total content of the alkaline agent(s) ii), present in the cosmetic composition according to the invention ranges from 0.01% to 10% by weight, preferably from 0.05% to 8% by weight, more preferentially from 0.1% to 5% by weight, with respect to the total weight of the composition.
  • the total content of the alkaline agent(s) ii) chosen from alkanolamines and their mixtures, preferably monoethanolamine, present in the cosmetic composition according to the invention preferably ranges from 0.01% to 10% by weight, more preferentially from 0.05% to 8% by weight, more preferentially still from 0.1% to 5% by weight, with respect to the total weight of the composition.
  • the pH of the cosmetic composition according to the invention is of between 5 and 8, preferably between 6 and 7.
  • the pH of the composition can be adjusted to the desired value by means of acidic or alkaline agent(s) commonly used in the dyeing of keratin fibres, such as those described above, or else using buffer systems known to a person skilled in the art.
  • the cosmetic composition according to the present invention also comprises one or more additional polyols (iii) which are different from propane- 1,3 -diol.
  • the additional polyol(s) (iii) present in the cosmetic composition of the invention are preferably chosen from the polyols of following formula (I) and their mixtures: in which formula (I):
  • R’ I, R’2, R’3 and R’4 which are identical or different, denote, independently of one another, a hydrogen atom, a linear or branched Ci to Ce alkyl radical or a Ci to Ce mono- or polyhydroxyalkyl radical,
  • A denotes an oxygen atom or a saturated or unsaturated, linear or branched, alkylene radical containing from 1 to 18 carbon atoms, this radical comprising from 0 to 9 oxygen atoms but no hydroxyl group, and
  • R’ i, R’2, R’3 and R’4 are identical and represent a hydrogen atom, then A does not represent a methylene group.
  • the additional polyol(s) (iii) are preferably chosen from the polyols of formula (I) in which m has the value 0 and their mixtures, and more preferentially from propylene glycol (propane- 1,2-diol), 1,2,3-propanetriol, pinacol (2,3-dimethyl- 2,3-butanediol), 1,2,3-butanetriol, 2,3- butanediol, sorbitol and their mixtures.
  • the additional polyol(s) (iii) are preferably chosen from the polyols of formula (I) in which m has the value 1 and R’ I, R’2, R’3 and R’4, which are identical or different, denote, independently of one another, a hydrogen atom or a Ci to Ce alkyl radical, and the molecular weight of which is greater than or equal to 200, and their mixtures.
  • the additional polyol(s) are advantageously chosen from polyethylene glycols and their mixtures, and more particularly the product called PEG-6 or PEG-8 in the CTFA publication (International Cosmetic Ingredient Dictionary, Seventh Edition).
  • the additional polyol(s) (iii) are preferably chosen from the polyols of formula (I) in which m has the value 1 and R’i, R’2, R’3 and R’4, which are identical or different, denote, independently of one another, a hydrogen atom or a Ci to Ce alkyl radical, and the molecular weight of which is less than 200, and their mixtures.
  • the additional polyol(s) are preferably chosen from 3-methyl- 1,3,5-pentanetriol, 1,2,4-butanetriol, 1,5-pentanediol, 2-methyl-l,3-propanediol, 1,3- butanediol, 3-methyl-l,5-pentanediol, neopentyl glycol (2,2-dimethyl-l,3- propanediol), isoprene glycol (3 -methyl- 1,3 -butanediol), hexylene glycol (2-methyl- 2,4-pentanediol), dipropylene glycol and their mixtures, and more preferentially from hexylene glycol, dipropylene glycol and their mixtures.
  • the molecular weight (MW) of said polyol(s) present in the composition of the invention is of between 50 and 350, more preferentially between 60 and 200 and better still between 90 and 150.
  • the additional polyol(s) (iii), which are different from propane- 1,3-diol, are chosen from diols and their mixtures, more preferentially from the compounds of formula (I) in which R’i, R’2, R’3 and R’4, which are identical or different, denote, independently of one another, a hydrogen atom or a Ci to Ce alkyl radical, and their mixtures.
  • the additional polyol(s) (iii), which are different from propane- 1,3 -diol, are chosen from propylene glycol, pinacol, 2,3-butanediol, polyethylene glycols, 1,5-pentanediol, 2-m ethyl- 1,3 -propanediol, 1,3 -butanediol, 3- methyl-l,5-pentanediol, neopentyl glycol, isoprene glycol, hexylene glycol, dipropylene glycol and their mixtures; preferably from hexylene glycol, dipropylene glycol and their mixtures.
  • the cosmetic composition according to the present invention comprises at least two distinct additional polyols iii), which are different from propane-1, 3-diol.
  • the cosmetic composition according to the present invention comprises a mixture of hexylene glycol and of dipropylene glycol.
  • the cosmetic composition of the invention comprises:
  • the total content of the additional polyol(s) (iii), which are different from propane- 1,3 -diol, present in the cosmetic composition according to the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.5% to 15% by weight and better still from 1% to 10% by weight, with respect to the total weight of the composition.
  • the ratio by weight (R) of the total content of propane-1, 3- diol to the total content of additional polyols (iii), which are different from propane- 1, 3-diol, present in the cosmetic composition according to the invention is greater than or equal to 1, preferably greater than or equal to 2 and more preferentially greater than or equal to 5.
  • this ratio by weight (R) ranges from 1 to 15 and more preferentially still from 5 to 15.
  • the cosmetic composition according to the present invention additionally comprises one or more dyes chosen from oxidation dyes, direct dyes and their mixtures.
  • the oxidation dyes which can be used in the present invention can be chosen from one or more oxidation bases, optionally in combination with one or more couplers.
  • the cosmetic composition according to the present invention comprises one or more oxidation bases.
  • the oxidation bases can be present in the form of salts, solvates and/or solvates of salts.
  • the addition salts of the oxidation bases present in the composition according to the invention are in particular chosen from the addition salts with an acid, such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, methanesulfonates, phosphates and acetates, and the addition salts with a base, such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • an acid such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, methanesulfonates, phosphates and acetates
  • a base such as sodium hydro
  • the solvates of the oxidation bases more particularly represent the hydrates of said oxidation bases and/or the combination of said oxidation bases with a linear or branched Ci to C4 alcohol, such as methanol, ethanol, isopropanol or n- propanol.
  • a linear or branched Ci to C4 alcohol such as methanol, ethanol, isopropanol or n- propanol.
  • the solvates are hydrates.
  • the oxidation bases can be chosen from para-phenylenediamines, bisphenylalkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases and their addition salts, their solvates and solvates of their salts, and their mixtures.
  • para-phenylenediamines Mention may be made, among the para-phenylenediamines, by way of example, of para-phenylenediamine, para-toluylenediamine, 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, N,N-diethyl-para- phenylenediamine, N,N-dipropyl-para-phenylenediamine, 4-amino-N,N-diethyl-3- methylaniline, N,N-bis(P-hydroxyethyl)-para-phenylenediamine, 4-N,N-bis(P- hydroxyethyl)amino-2
  • para-phenylenediamines paraphenylenediamine, para-toluylenediamine, 2-isopropyl-para-phenylenediamine, 2-P- hydroxyethyl-para-phenylenediamine, 2-methoxymethyl-para-phenylenediamine, 2- y-hydroxypropyl-para-phenylenediamine, 2-P-hydroxyethyloxy -paraphenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para- phenylenediamine, 2,3-dimethyl-para-phenylenediamine, N,N-bis(P-hydroxyethyl)- para-phenylenediamine, 2-chloro-para-phenylenediamine, 2-P-acetylaminoethyloxy- para-phenylenediamine and their addition salts, their solvates and the solvates of their salts are
  • para-aminophenols Mention may be made, among the para-aminophenols, by way of example, of para-aminophenol, 4-amino-3 -methylphenol, 4-amino-3 -fluorophenol, 4-amino-3- chlorophenol, 4-amino-3-(hydroxymethyl)phenol, 4-amino-2-methylphenol, 4- amino-2-(hydroxymethyl)phenol, 4-amino-2-(methoxymethyl)phenol, 4-amino-2- (aminomethyl)phenol, 4-amino-2-(P-hydroxyethylaminomethyl)phenol, 4-amino-2- fluorophenol and their addition salts, their solvates and the solvates of their salts.
  • heterocyclic bases Mention may be made, among the heterocyclic bases, by way of example, of pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.
  • pyridine oxidation bases of use in the present invention are the 3- aminopyrazolo[l,5-a]pyridine oxidation bases or their addition salts described, for example, in Patent Application FR 2 801 308. Mention may be made, by way of example, of pyrazolo[l,5-a]pynd-3-ylamine, 2-acetylaminopyrazolo[l,5-a]pynd-3- ylamine, 2-(morpholin-4-yl)pyrazolo[ 1 , 5-a]pyrid-3 -ylamine, 3 -aminopyrazolof 1,5- a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[l,5-a]pyrid-3-ylamine, (3- aminopyrazolo[l,5-a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[l,5-a]pyrid-5- yl)ethanol, 2-(3-amin
  • 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 their addition salts and their tautomeric forms, when
  • a 4,5-diaminopyrazole and more preferentially still of 4,5-diamino-l-(P-hydroxyethyl)pyrazole and/or one of its salts, solvates or solvates of its salts.
  • Use will preferably be made of 2,3-diamino-6,7-dihydro-lH,5H- pyrazolo[l,2-a]pyrazol-l-one and/or one of its salts, solvates or solvates of its salts.
  • Use will preferentially be made, as heterocyclic bases, of 4,5-diamino-l-(P- hydroxyethyl)pyrazole and/or 2,3-diamino-6,7-dihydro-lH,5H-pyrazolo[l,2- a]pyrazol-l-one and/or 2-(3-aminopyrazolo[l,5-a]pyrid-2-yl)oxy ethanol and/or one of their salts, solvates or solvates of its salts.
  • the oxidation base(s) are chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, their addition salts, their solvates, the solvates of their salts and their mixtures; more preferentially from para-aminophenol, 2,3-diaminodihydropyrazolopyrazolone, 2-methoxymethyl-para-phenylenediamine, 2-P-hydroxyethyl-para-phenylenediamine, 2-y-hydroxypropyl-para-phenylenediamine, their addition salts, their solvates, the solvates of their salts and their mixtures.
  • the cosmetic composition according to the invention additionally comprises one or more couplers.
  • the coupler(s) which can be used can be chosen from the couplers conventionally used for the dyeing of keratin fibres.
  • the couplers are chosen from meta-phenylenediamines, metaaminophenols, meta-diphenols, naphthalene-based couplers, heterocyclic couplers and also their addition salts, their solvates, the solvates of their salts and their mixtures.
  • the coupler(s) employed in the invention are chosen from 1,3- dihydroxybenzene, l,3-dihydroxy-2-methylbenzene, 4-chl oro-1, 3 -dihydroxybenzene, 1 -hydroxy-3 -aminobenzene, l-methyl-2-hy droxy -4-(P-hy droxy ethylamino)benzene,
  • the coupler(s) employed in the invention are chosen from 3-amino-6-methoxy-2-(methylamino)pyridine, 6-hydroxybenzomorpholine, 2,4- diamino-l-(P-hydroxy ethyloxy )benzene, 2-amino-3 -hydroxypyridine, 5-amino-6- chloro-2-methylphenol, 1 -methyl-2-hydroxy-4-(P-hydroxyethylamino)benzene, 2- amino-4-hydroxy ethylaminoanisole, hydroxy ethyl-3,4-methylenedi oxyaniline, 2- amino-5-ethylphenol, 1 -hydroxy-3 -aminobenzene, their addition salts, their solvates, the solvates of their salts and their mixtures.
  • the addition salts of the couplers which can be used in the context of the invention are in particular chosen from the addition salts with an acid, such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates, and the addition salts with a base, such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • an acid such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates
  • a base such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • the solvates more particularly represent the hydrates of these couplers and/or the combination of these couplers with a linear or branched Ci to C4 alcohol, such as methanol, ethanol, isopropanol or n-propanol.
  • a linear or branched Ci to C4 alcohol such as methanol, ethanol, isopropanol or n-propanol.
  • the solvates are hydrates.
  • the couplers are chosen from 6-hydroxybenzomorpholine, hydroxy ethyl-3,4-methylenedioxyaniline, 4-amino-2-hydroxytoluene, 2- methylresorcinol, 2,4-diaminophenoxyethanol, meta-aminophenol, 2-amino-5- ethylphenol, their addition salts, their salts, the solvates of their salts and their mixtures.
  • the coupler(s) is or are chosen from: 6-hydroxybenzomorpholine, its addition salts, its solvates or the solvates of its salts, hydroxyethyl-3,4- methylenedioxyaniline, its addition salts, its solvates or the solvates of its salts, 2- amino-5-ethylphenol, its addition salts, its solvates or the solvates of its salts, and their mixtures.
  • the total content of the oxidation base(s) ranges from 0.0001% to 10% by weight, preferably from 0.005% to 7% by weight and more preferentially from 0.01% to 4% by weight, with respect to the total weight of the composition.
  • the total content of the coupler(s) ranges from 0.0001% to 10% by weight, preferably from 0.005% to 7% by weight and more preferentially from 0.01% to 4% by weight, with respect to the total weight of the composition.
  • the total content of the oxidation dye(s) ranges from 0.0001% to 10% by weight, preferably from 0.005% to 7% by weight and more preferentially from 0.01% to 4% by weight, with respect to the total weight of the composition.
  • direct dye is understood to mean natural and/or synthetic dyes, other than oxidation dyes. These are dyes which will spread superficially over the fibre.
  • the synthetic direct dyes which can be used are, for example, chosen from those conventionally used in direct dyeing, and among which may be mentioned all the aromatic and/or non-aromatic dyes which are commonly used, such as nitrobenzene, azo, hydrazono, nitro(hetero)aryl, tri(hetero)arylmethane, (poly)methine, carbonyl, azine, porphyrin, metalloporphyrin, quinone and in particular anthraquinone, indoamine and phthalocyanine direct dyes, and their mixtures.
  • aromatic and/or non-aromatic dyes which are commonly used, such as nitrobenzene, azo, hydrazono, nitro(hetero)aryl, tri(hetero)arylmethane, (poly)methine, carbonyl, azine, porphyrin, metalloporphyrin, quinone and in particular anthraquinone, indoamine
  • nitrobenzene direct dyes of: 1,4-diamino- 2 -nitrobenzene, 1 -amino-2-nitro-4-P-hydroxy ethylaminobenzene; 1 -amino-2-nitro-4- bis(P-hydroxyethyl)aminobenzene; l,4-bis(P-hydroxyethylamino)-2-nitrobenzene; 1- P-hydroxyethylamino-2-nitro-4-bis(P-hydroxyethylamino)benzene; 1-P- hydroxyethylamino-2-nitro-4-aminobenzene; l-P-hydroxyethylamino-2-nitro-4- (ethyl)(P-hydroxyethyl)aminobenzene; l-amino-3-methyl-4-P-hydroxyethylamino-6- nitrobenzene; l-amino-2-nitro-4-P-hydroxyethylamino-5
  • azo direct dyes of: Basic Red 51, Basic Orange 31, Disperse Red 17, Acid Yellow 9, Acid Black 1, Basic Red 22, Basic Red 76, Basic Yellow 57, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 35, Acid Yellow 23, Acid Orange 24, Disperse Black 9, Basic Brown 16, Basic Brown 17.
  • nitroaryl direct dyes of: HC Blue 2, HC Yellow 2, HC Red 3, 4-hydroxypropylamino-3 -nitrophenol, N,N’-bis(2- hydroxyethyl)-2-nitrophenylenediamine.
  • the natural direct dyes are chosen, for example, from lawsone, juglone, indigo, leucoindigo, indirubin, isatin, hennotannic acid, alizarin, carthamin, morin, purpurin, carminic acid, kermesic acid, laccaic acid, purpurogallin, protocatechualdehyde, curcumin, spinulosin, apigenidin, orceins, carotenoids, betanin, chlorophylls, chlorophyllins, monascus, polyphenols or ortho-diphenols.
  • the total content of the direct dye(s) ranges from 0.001% to 20% by weight, preferably from 0.005% to 15% by weight, more preferentially from 0.01% to 10% by weight, better still from 0.05% to 5% by weight and more preferentially still from 0.1% to 3% by weight, with respect to the total weight of the composition.
  • the cosmetic composition according to the present invention can optionally additionally comprise one or more chemical oxidizing agents.
  • the cosmetic composition according to the invention comprises one or more chemical oxidizing agents.
  • the cosmetic composition according to the invention does not comprise chemical oxidizing agents.
  • the cosmetic composition according to the invention is preferably mixed at the time of use with at least one oxidizing composition comprising one or more chemical oxidizing agents.
  • chemical oxidizing agent is understood to mean, within the meaning of the present invention, an oxidizing agent other than atmospheric oxygen.
  • the chemical oxidizing agent(s) which can be used in the present invention can be chosen from hydrogen peroxide, urea hydrogen peroxide, alkali metal bromates, persalts, such as perborates and persulfates, in particular sodium persulfate, potassium persulfate and ammonium persulfate, peracids and oxidase enzymes (with their optional cofactors), among which mention may be made of peroxidases, 2-electron oxidoreductases, such as uricases, and 4-electron oxygenases, such as laccases, and their mixtures; more preferentially, the chemical oxidizing agent(s) are chosen from hydrogen peroxide, persalts and their mixtures, more preferably hydrogen peroxide.
  • the total content of the chemical oxidizing agent(s) ranges from 0.1% to 35% by weight, preferably from 0.5% to 25% by weight and more preferentially from 1% to 15% by weight, with respect to the total weight of the composition.
  • the cosmetic composition according to the invention comprises one or more chemical oxidizing agents chosen from hydrogen peroxide, persalts and their mixtures, present in a total content ranging preferably from 0.1% to 35% by weight, more preferentially from 0.5% to 25% by weight and better still from 1% to 15% by weight, with respect to the total weight of the composition.
  • the cosmetic composition according to the present invention is preferably aqueous.
  • aqueous composition is understood to mean a composition in which the amount of water is greater than or equal to 10% by weight, with respect to the weight of the composition.
  • the amount of water is greater than or equal to 20% by weight, more preferentially greater than or equal to 30% by weight of water and better still greater than or equal to 35% by weight, with respect to the total weight of the composition.
  • composition according to the present invention can optionally comprise one or more organic solvents other than propane-1, 3-diol (i) and the additional polyols (iii) defined above.
  • organic solvent for example, of linear or branched C2 to C4 alkanols, such as ethanol and isopropanol; polyol ethers, such as propylene glycol monomethyl ether, diethylene glycol monoethyl ether or diethylene glycol monomethyl ether, and also aromatic alcohols or ethers, such as benzyl alcohol or phenoxyethanol, and their mixtures.
  • linear or branched C2 to C4 alkanols such as ethanol and isopropanol
  • polyol ethers such as propylene glycol monomethyl ether, diethylene glycol monoethyl ether or diethylene glycol monomethyl ether, and also aromatic alcohols or ethers, such as benzyl alcohol or phenoxyethanol, and their mixtures.
  • the cosmetic composition according to the present invention can also optionally comprise one or more additional compounds different from the compounds defined above, preferably chosen from anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric or zwitterionic surfactants, cationic, anionic, non-ionic or amphoteric polymers and their mixtures, thickening agents, antioxidants, penetrating agents, conditioning agents, UV screening agents, antidandruff agents, antiseborrhoeic agents, vitamins and provitamins, including panthenol, sequestering agents, fragrances, buffers, dispersing agents, film-forming agents, ceramides, preserving agents, opacifying agents, lubricants (or anticaking agents) and their mixtures.
  • additional compounds different from the compounds defined above preferably chosen from anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric or zwitterionic surfactants, cationic, anionic, non-ionic or ampho
  • the additional compound(s) above are present in the cosmetic composition according to the invention, the additional compound(s) are generally present in a content of, for each of them, between 0.01% and 20% by weight, with respect to the total weight of the composition.
  • the present invention also relates to a method for dyeing keratin fibres, in particular human keratin fibres, such as the hair, comprising the application, to said keratin fibres, of a cosmetic composition as defined above and of optionally one or more chemical oxidizing agents as defined above.
  • the dyeing method of the invention comprises the application, to the keratin fibres, of a cosmetic composition as defined above, without the presence of a chemical oxidizing agent.
  • the cosmetic composition preferably comprises one or more dyes chosen from direct dyes and their mixtures.
  • the dyeing method of the invention comprises the application, to said keratin fibres, of a cosmetic composition as defined above and of one or more chemical oxidizing agents.
  • the chemical oxidizing agent(s) are present in a different oxidizing composition from the cosmetic composition of the invention.
  • the cosmetic composition of the invention and the oxidizing composition are premixed before being applied to the keratin fibres.
  • the mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes.
  • the dyeing method according to the present invention can optionally also comprise the application, to the keratin fibres, of an additional dyeing composition comprising one or more dyes chosen from oxidation dyes, direct dyes and their mixtures, such as defined above.
  • this additional dyeing composition is different from the cosmetic composition of the invention and from the optional oxidizing composition as are defined above.
  • This additional dyeing composition when it comprises one or more oxidation dyes, preferably results from the mixing of a dyeing composition comprising said oxidation dyes and of an oxidizing composition comprising one or more chemical oxidizing agents as are defined above.
  • the cosmetic composition of the invention and the additional dyeing composition can be applied sequentially or jointly, that is to say that they can be applied one after the other or premixed before application.
  • the cosmetic composition of the invention and the additional dyeing composition are preferably premixed before application to the keratin fibres.
  • the mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes.
  • the dyeing method of the invention additionally employs one or more chemical oxidizing agents, present or not in an oxidizing composition different from the cosmetic composition of the invention
  • the chemical oxidizing agent(s) are premixed with the cosmetic composition of the invention.
  • the mixture thus obtained can be applied before the additional dyeing composition or premixed with this additional dyeing composition before application to the keratin fibres.
  • the cosmetic composition of the invention, the optional chemical oxidizing agent(s), present or not in an oxidizing composition different from the cosmetic composition of the invention, and the additional dyeing composition are premixed before being applied to the keratin fibres.
  • the mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes.
  • the total content of the cosmetic composition present in the mixture is preferably less than or equal to 10% by weight, with respect to the total weight of the mixture.
  • the dyeing method according to the present invention can optionally also comprise the application, to the keratin fibres, of an additional care composition not comprising a dye.
  • this additional care composition is different from the cosmetic composition of the invention and from the optional oxidizing composition which are defined above.
  • This additional care composition can optionally comprise one or more fatty substances and/or one or more cationic surfactants and/or one or more cationic polymers.
  • the cosmetic composition of the invention and the additional care composition can be applied sequentially or jointly, that is to say that they can be applied one after the other or premixed before application.
  • the cosmetic composition of the invention and the additional care composition are preferably premixed before application to the keratin fibres.
  • the mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes.
  • the dyeing method of the invention additionally employs one or more chemical oxidizing agents, present or not in an oxidizing composition different from the cosmetic composition of the invention
  • the chemical oxidizing agent(s) are premixed with the cosmetic composition of the invention.
  • the mixture thus obtained can be applied before the additional care composition or premixed with this additional care composition before application to the keratin fibres.
  • the cosmetic composition of the invention, the optional chemical oxidizing agent(s), present or not in an oxidizing composition different from the cosmetic composition of the invention, and the additional care composition are premixed before being applied to the keratin fibres.
  • the mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes.
  • the dyeing method according to the invention can be carried out on wet or dry keratin fibres, and also on all types of fair or dark, natural or dyed, permanent- waved, bleached or relaxed, fibres.
  • the fibres are washed before application of the cosmetic composition described above, of the optional chemical oxidizing agents and of the optional additional (dyeing or care) composition.
  • the application of the cosmetic composition of the invention, of the optional chemical oxidizing agents and of the optional additional (dyeing or care) composition to the keratin fibres can be carried out by any conventional means, in particular by means of a comb, a fine brush, a coarse brush or with the fingers.
  • the dyeing method i.e. application of the cosmetic composition, of the optional chemical oxidizing agents and of the optional additional (dyeing or care) composition to the keratin fibres, is generally carried out at ambient temperature (between 15°C and 25°C).
  • the keratin fibres are advantageously rinsed with water. They can optionally be washed with a shampoo, then rinsed with water, before being dried or left to dry.
  • the present invention also relates to the use of the cosmetic composition according to the invention as described above for the dyeing of keratin fibres, in particular human keratin fibres, such as the hair.
  • the invention additionally relates to a multicompartment device comprising at least one first compartment including the cosmetic composition according to the invention as described above and optionally at least one second compartment including one or more chemical oxidizing agents as described above, preferably hydrogen peroxide.
  • the device according to the present invention can optionally also comprise a third compartment including an additional dyeing composition, different from the cosmetic composition of the invention, comprising one or more dyes chosen from oxidation dyes, direct dyes and their mixtures, as are defined above.
  • an additional dyeing composition different from the cosmetic composition of the invention, comprising one or more dyes chosen from oxidation dyes, direct dyes and their mixtures, as are defined above.
  • the device according to the present invention can optionally also comprise a third compartment including an additional care composition as defined above.
  • a third compartment including an additional care composition as defined above.
  • Example 1 a. Preparation of the compositions
  • composition A (according to the invention) and composition B (comparative) were prepared from the ingredients, the contents of which are shown in the table below (% am).
  • the oxidizing composition C was prepared from the ingredients, the contents of which are shown in the table below (% am). [Table 2] b. Dyeing protocol
  • each of the dyeing compositions A and B is mixed with 1.5 times its weight of oxidizing composition C.
  • Each of the mixtures is subsequently applied to locks of 90% permanent- waved grey (PWG) hair, in a proportion of 10 g of mixture per gram of hair.
  • PWG permanent- waved grey
  • the colorimetric measurements were carried out using a Konica Minolta CM- 3600A spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the CIE L*a*b* system.
  • the parameters a* and b* respectively denote the green/red colour axis and the blue/yellow colour axis.
  • L* represents the lightness; the lower the value of L*, the more powerful the colouration obtained.
  • composition A is lower than that measured after application of comparative composition B. Consequently, the colouration obtained starting from composition A according to the invention, comprising propane-1, 3-diol, is more powerful than that obtained with comparative composition B.
  • Example 2 a. Preparation of the compositions Dyeing compositions
  • composition Al (according to the invention) and composition Bl (comparative) were prepared from the ingredients, the contents of which are shown in the table below (% am).
  • the oxidizing composition C was prepared as in Example 1 above.
  • Dyeing protocol At the time of use, each of the dyeing compositions Al and Bl is mixed with 1.5 times its weight of oxidizing composition C. Each of mixture is then applied to a lock of natural hair containing 90% white hairs (WN) and to a lock of permanent- waved hair (PW), in a proportion of 10 g of mixture per gram of hair.
  • WN white hairs
  • PW permanent- waved hair
  • Colorimetric measurements were taken using a Konica Minolta CM-3600A spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the CIELab system.
  • L* represents the lightness
  • Selectivity is represented by the color difference AE between the lock of colored natural hair (WN) and colored permanent-waived hair (PW).
  • AE the color difference between the lock of colored natural hair (WN) and colored permanent-waived hair (PW).
  • the mixture (Al + C) according to the invention leads to lower values of L*, thus to a more powerful coloration compared to the mixture (B 1 + C) (according to the prior art).
  • the mixture (Al + C) according to the invention has a lower AE value than the mixture (Bl + C) according to the prior art.
  • the mixture (Al + C) according to the invention leads to a lower selectivity, thus better than that of the mixture (Bl + C) according to the prior art.

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Abstract

The present invention relates to a cosmetic composition comprising two polyols different from one another, at least one of which is propane-1,3-diol, at least one alkaline agent and at least one dye. The invention also relates to a method for dyeing keratin fibres, in particular human keratin fibres, such as the hair, employing said cosmetic composition. The invention additionally relates to the use of said cosmetic composition for the dyeing of keratin fibres, in particular human keratin fibres, such as the hair. An additional subject-matter of the invention is a multicompartment device comprising at least one compartment including the cosmetic composition according to the invention.

Description

DESCRIPTION
TITLE: Composition comprising two polyols different from one another, an alkaline agent and a dye
The present invention relates to a cosmetic composition comprising two polyols different from one another, at least one of which is propane-1, 3-diol, at least one alkaline agent and at least one dye.
The present invention also relates to a method for dyeing keratin fibres, in particular human keratin fibres, such as the hair, employing said cosmetic composition.
The invention additionally relates to the use of said cosmetic composition for the dyeing of keratin fibres, in particular human keratin fibres, such as the hair.
An additional subject-matter of the invention is a multicompartment device comprising at least one compartment including the cosmetic composition according to the invention.
In methods for dyeing keratin fibres, it is known to dye keratin fibres by different techniques starting from direct dyes for non-permanent colourings or oxidation dye precursors for permanent colourings.
Non-permanent dyeing or direct dyeing consists in dyeing keratin fibres with dyeing compositions containing direct dyes. These dyes are coloured and colouring molecules having an affinity for keratin fibres. They are applied to the keratin fibres for a time necessary to obtain the desired colouring and are then rinsed out.
Some of these dyes can be used under lightening conditions, which makes it possible to obtain colourings which are visible on dark hair.
It is also known to dye keratin fibres permanently by oxidation dyeing. This dyeing technique consists in applying, to the keratin fibres, a composition containing dye precursors, such as oxidation bases and couplers. These precursors, under the action of an oxidizing agent, will form, in the individual hair, one or more coloured entities.
However, the dyeing performance qualities obtained with the compositions currently available on the market are not equal to the expectations of consumers, in particular in terms of colour build-up, of power and of chromaticity. This is because, after application to keratin fibres, the dyeing power obtained may not be entirely satisfactory, indeed even be weak, and result in a restricted range of colours. The colourings may also be insufficiently persistent with respect to external agents, such as light, shampoos or perspiration, and may also be too selective, that is to say that the difference in colouring is too great along one and the same keratin fibre which is differently sensitized between its end and its root.
The compositions also have a tendency to change over time, which affects their performance qualities in terms of dyeing.
Furthermore, consumers are also in search of compositions which are more environmentally friendly.
Thus, there exists a real need to make available a composition for dyeing keratin fibres, in particular human keratin fibres, such as the hair, which does not exhibit the abovementioned disadvantages, that is to say which is capable of resulting in good performance qualities, in particular in terms of colour build-up, of power and of chromaticity, while having a low selectivity and good persistence, for a wide range of shades, and which is capable of resulting in good dyeing performance qualities, even after a period of storage, while having good working qualities. In addition, these compositions must respond to the environmental preoccupations of consumers.
A subject-matter of the present invention is thus a cosmetic composition comprising:
(i) propane-1, 3-diol, in a total content of greater than or equal to 20% by weight, with respect to the total weight of the composition,
(ii) one or more alkaline agents,
(iii) one or more additional polyols, which are different from propane-1, 3- diol, and
(iv) one or more dyes chosen from oxidation dyes, direct dyes and their mixtures.
The composition according to the invention results in good dyeing properties with reduced contents of dye(s) and/or of oxidizing agent(s).
Propane- 1,3 -diol is in addition an environmentally friendly solvent which can be produced biologically. It thus also meets the demand of consumers for cosmetic products, in particular intended for the dyeing of keratin fibres, which are more environmentally friendly.
The composition according to the invention thus makes it possible to achieve the above objectives, in particular in terms of colour build-up, of power of the colouring, of chromaticity, of selectivity and of persistence of the colouring, in particular with respect to shampoos, and also good working qualities, in particular ready application all along the fibre.
The composition according to the invention also makes it possible to result in good cosmetic properties, in particular in terms of sheen and a more natural feel, and in a good level of comfort of the scalp.
The present invention also relates to a method for dyeing keratin fibres, in particular human keratin fibres, such as the hair, comprising the application, to said fibres, of a cosmetic composition as defined above, optionally after mixing with one or more other composition(s) different from said cosmetic composition.
The present invention additionally relates to the use of the cosmetic composition according to the invention for the dyeing of keratin fibres, in particular human keratin fibres, such as the hair.
The present invention also relates to a multicompartment device comprising at least one first compartment including the cosmetic composition according to the invention as described above and optionally at least one second compartment including one or more chemical oxidizing agents or another composition different from said cosmetic composition.
Other subject-matters, characteristics, aspects and advantages of the invention will become even more clearly apparent on reading the description and the example which follows.
In that which will follow and unless otherwise indicated, the limits of a range of values are included in this range, in particular in the expressions “of between” and “ranging from ... to ...”.
Moreover, the expression “at least one” used in the present description is equivalent to the expression “one or more”. i) Propane-1, 3-diol
The cosmetic composition according to the present invention comprises propane- 1,3 -diol.
The total content of propane- 1,3 -diol, present in the cosmetic composition according to the invention, is greater than or equal to 20% by weight, with respect to the total weight of the composition. Preferably, the total content of propane-1, 3-diol ranges from 30% to 50% by weight and more preferentially from 35% to 45% by weight, with respect to the total weight of the composition. ii) Alkaline agent
The cosmetic composition according to the present invention additionally comprises one or more alkaline agents.
The alkaline agent(s) can be chosen from inorganic, organic or hybrid alkaline agents.
Within the meaning of the present invention, the terms “alkaline agent” and “basifying agent” are used without distinction.
The inorganic basifying agent(s) are preferably chosen from aqueous ammonia, alkali metal or alkaline earth metal carbonates or bicarbonates, such as sodium (hydrogen)carbonate and potassium (hydrogen)carbonate, alkali metal or alkaline earth metal phosphates, such as sodium phosphates or potassium phosphates, sodium hydroxide or potassium hydroxide, alkali metal or alkaline earth metal silicates or metasilicates, such as sodium metasilicate, and their mixtures.
The organic basifying agent(s) are preferably chosen from alkanolamines, amino acids, organic amines other than alkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines, 1,3-diaminopropane, spermine, spermidine and their mixtures.
The term “alkanolamine” is understood to mean an organic amine comprising a primary, secondary or tertiary amine function and one or more linear or branched Ci to Cs alkyl groups carrying one or more hydroxyl radicals.
Suitable in particular for the implementation of the invention are the organic amines chosen from alkanolamines, such as mono-, di- or trialkanolamines, comprising from one to three identical or different Ci to C4 hydroxyalkyl radicals.
In particular, the alkanolamine(s) are chosen from monoethanolamine (MEA), diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, N,N-dimethylethanolamine, 2-amino-2-methyl-l -propanol, triisopropanolamine, 2-amino-2-methyl- 1,3 -propanediol, 3-amino-l,2-propanediol, 3- dimethylamino-l,2-propanediol, tris(hydroxymethyl)aminomethane and their mixtures.
Advantageously, the amino acids are basic amino acids comprising an additional amine function. Such basic amino acids are preferably chosen from histidine, lysine, arginine, ornithine, citrulline and their mixtures.
The organic amine can also be chosen from organic amines of heterocyclic type. Mention may in particular be made, besides histidine already mentioned in the amino acids, of pyridine, piperidine, imidazole, triazole, tetrazole or benzimidazole. The organic amine can also be chosen from ammo acid dipeptides. Mention may in particular be made, as amino acid dipeptides which can be used in the present invention, of carnosine, anserine and balenine. The organic amine can also be chosen from compounds comprising a guanidine function. Mention may in particular be made, as amines of this type other than arginine which can be used in the present invention, of creatine, creatinine, 1,1 -dimethylguanidine, 1,1 -di ethylguanidine, glycocyamine, metformin, agmatine, N-amidinoalanine, 3-guanidinopropionic acid, 4- guanidinobutyric acid and 2-([amino(imino)methyl]amino)ethane-l -sulfonic acid.
Use may in particular be made, as hybrid compounds, of guanidine carbonate or monoethanolamine hydrochloride.
The alkaline agent(s) ii) are preferably chosen from alkanolamines, such as monoethanolamine, diethanolamine or triethanolamine; aqueous ammonia; alkali metal or alkaline earth metal carbonates or bicarbonates, such as sodium (hydrogen)carbonate and potassium (hydrogen)carbonate; alkali metal or alkaline earth metal silicates or metasilicates, such as sodium metasilicate; and their mixtures, more preferentially from aqueous ammonia, alkanolamines and their mixtures, and better still from alkanolamines and their mixtures. More preferentially still, the alkaline agent is monoethanolamine.
Preferably, the alkaline agent(s) are organic.
In a specific embodiment, the cosmetic composition according to the invention is devoid of aqueous ammonia.
The term “devoid of aqueous ammonia” is understood to mean that the cosmetic composition according to the invention does not comprise aqueous ammonia. In other words, the content of aqueous ammonia in the cosmetic composition of the present invention is 0% by weight, with respect to the weight of the composition.
Advantageously, the total content of the alkaline agent(s) ii), present in the cosmetic composition according to the invention, ranges from 0.01% to 10% by weight, preferably from 0.05% to 8% by weight, more preferentially from 0.1% to 5% by weight, with respect to the total weight of the composition.
In a specific embodiment, the total content of the alkaline agent(s) ii) chosen from alkanolamines and their mixtures, preferably monoethanolamine, present in the cosmetic composition according to the invention, preferably ranges from 0.01% to 10% by weight, more preferentially from 0.05% to 8% by weight, more preferentially still from 0.1% to 5% by weight, with respect to the total weight of the composition. Advantageously, the pH of the cosmetic composition according to the invention is of between 5 and 8, preferably between 6 and 7.
The pH of the composition can be adjusted to the desired value by means of acidic or alkaline agent(s) commonly used in the dyeing of keratin fibres, such as those described above, or else using buffer systems known to a person skilled in the art.
Hi) Additional polyols
The cosmetic composition according to the present invention also comprises one or more additional polyols (iii) which are different from propane- 1,3 -diol.
The additional polyol(s) (iii) present in the cosmetic composition of the invention are preferably chosen from the polyols of following formula (I) and their mixtures:
Figure imgf000007_0001
in which formula (I):
- R’ I, R’2, R’3 and R’4, which are identical or different, denote, independently of one another, a hydrogen atom, a linear or branched Ci to Ce alkyl radical or a Ci to Ce mono- or polyhydroxyalkyl radical,
- A denotes an oxygen atom or a saturated or unsaturated, linear or branched, alkylene radical containing from 1 to 18 carbon atoms, this radical comprising from 0 to 9 oxygen atoms but no hydroxyl group, and
- m denotes 0 or 1, it being understood that, when R’ i, R’2, R’3 and R’4 are identical and represent a hydrogen atom, then A does not represent a methylene group.
According to a first embodiment of the invention, the additional polyol(s) (iii) are preferably chosen from the polyols of formula (I) in which m has the value 0 and their mixtures, and more preferentially from propylene glycol (propane- 1,2-diol), 1,2,3-propanetriol, pinacol (2,3-dimethyl- 2,3-butanediol), 1,2,3-butanetriol, 2,3- butanediol, sorbitol and their mixtures.
According to another embodiment of the invention, the additional polyol(s) (iii) are preferably chosen from the polyols of formula (I) in which m has the value 1 and R’ I, R’2, R’3 and R’4, which are identical or different, denote, independently of one another, a hydrogen atom or a Ci to Ce alkyl radical, and the molecular weight of which is greater than or equal to 200, and their mixtures. According to this embodiment, the additional polyol(s) are advantageously chosen from polyethylene glycols and their mixtures, and more particularly the product called PEG-6 or PEG-8 in the CTFA publication (International Cosmetic Ingredient Dictionary, Seventh Edition).
According to yet another embodiment of the invention, the additional polyol(s) (iii) are preferably chosen from the polyols of formula (I) in which m has the value 1 and R’i, R’2, R’3 and R’4, which are identical or different, denote, independently of one another, a hydrogen atom or a Ci to Ce alkyl radical, and the molecular weight of which is less than 200, and their mixtures. According to this specific embodiment, the additional polyol(s) are preferably chosen from 3-methyl- 1,3,5-pentanetriol, 1,2,4-butanetriol, 1,5-pentanediol, 2-methyl-l,3-propanediol, 1,3- butanediol, 3-methyl-l,5-pentanediol, neopentyl glycol (2,2-dimethyl-l,3- propanediol), isoprene glycol (3 -methyl- 1,3 -butanediol), hexylene glycol (2-methyl- 2,4-pentanediol), dipropylene glycol and their mixtures, and more preferentially from hexylene glycol, dipropylene glycol and their mixtures.
Preferably, the molecular weight (MW) of said polyol(s) present in the composition of the invention is of between 50 and 350, more preferentially between 60 and 200 and better still between 90 and 150.
Preferably, the additional polyol(s) (iii), which are different from propane- 1,3-diol, are chosen from diols and their mixtures, more preferentially from the compounds of formula (I) in which R’i, R’2, R’3 and R’4, which are identical or different, denote, independently of one another, a hydrogen atom or a Ci to Ce alkyl radical, and their mixtures.
Advantageously, the additional polyol(s) (iii), which are different from propane- 1,3 -diol, are chosen from propylene glycol, pinacol, 2,3-butanediol, polyethylene glycols, 1,5-pentanediol, 2-m ethyl- 1,3 -propanediol, 1,3 -butanediol, 3- methyl-l,5-pentanediol, neopentyl glycol, isoprene glycol, hexylene glycol, dipropylene glycol and their mixtures; preferably from hexylene glycol, dipropylene glycol and their mixtures.
More preferentially, the cosmetic composition according to the present invention comprises at least two distinct additional polyols iii), which are different from propane-1, 3-diol. Better still, the cosmetic composition according to the present invention comprises a mixture of hexylene glycol and of dipropylene glycol.
According to a specific embodiment, the cosmetic composition of the invention comprises:
(i) propane-1, 3-diol, in a total content of greater than or equal to 20% by weight, with respect to the total weight of the composition,
(ii) one or more alkaline agents,
(iii) at least two distinct additional polyols, which are different from propane- 1,3 -diol, preferably a mixture of hexylene glycol and of dipropylene glycol, and
(iv) one or more dyes chosen from oxidation dyes, direct dyes and their mixtures.
The total content of the additional polyol(s) (iii), which are different from propane- 1,3 -diol, present in the cosmetic composition according to the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.5% to 15% by weight and better still from 1% to 10% by weight, with respect to the total weight of the composition.
Advantageously, the ratio by weight (R) of the total content of propane-1, 3- diol to the total content of additional polyols (iii), which are different from propane- 1, 3-diol, present in the cosmetic composition according to the invention, is greater than or equal to 1, preferably greater than or equal to 2 and more preferentially greater than or equal to 5. Better still, this ratio by weight (R) ranges from 1 to 15 and more preferentially still from 5 to 15. iv) Dyes
The cosmetic composition according to the present invention additionally comprises one or more dyes chosen from oxidation dyes, direct dyes and their mixtures.
The oxidation dyes
The oxidation dyes which can be used in the present invention can be chosen from one or more oxidation bases, optionally in combination with one or more couplers.
Preferably, the cosmetic composition according to the present invention comprises one or more oxidation bases.
The oxidation bases can be present in the form of salts, solvates and/or solvates of salts. The addition salts of the oxidation bases present in the composition according to the invention are in particular chosen from the addition salts with an acid, such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, methanesulfonates, phosphates and acetates, and the addition salts with a base, such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
Moreover, the solvates of the oxidation bases more particularly represent the hydrates of said oxidation bases and/or the combination of said oxidation bases with a linear or branched Ci to C4 alcohol, such as methanol, ethanol, isopropanol or n- propanol. Preferably, the solvates are hydrates.
The oxidation bases can be chosen from para-phenylenediamines, bisphenylalkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases and their addition salts, their solvates and solvates of their salts, and their mixtures.
Mention may be made, among the para-phenylenediamines, by way of example, of para-phenylenediamine, para-toluylenediamine, 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, N,N-diethyl-para- phenylenediamine, N,N-dipropyl-para-phenylenediamine, 4-amino-N,N-diethyl-3- methylaniline, N,N-bis(P-hydroxyethyl)-para-phenylenediamine, 4-N,N-bis(P- hydroxyethyl)amino-2-methylaniline, 4-N,N-bis(P-hydroxyethyl)amino-2- chloroaniline, 2-P-hydroxyethyl-para-phenylenediamine, 2-methoxymethyl-para- phenylenediamine, 2-y-hydroxypropyl-para-phenylenediamine, 2-fluoro-para- phenylenediamine, 2-isopropyl-para-phenylenediamine, N-(P-hydroxypropyl)-para- phenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N,N-dimethyl-3- methyl-para-phenylenediamine, N-ethyl-N-(P-hydroxyethyl)-para-phenylenediamine, N-(P,y-dihydroxypropyl)-para-phenylenediamine, N-(4’-aminophenyl)-para- phenylenediamine, N-phenyl-para-phenylenediamine, 2-P-hydroxyethyloxy-para- phenylenediamine, 2-P-acetylaminoethyloxy-para-phenylenediamine, N-(P- methoxyethyl)-para-phenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl-para- phenylenediamine, 2-P-hydroxyethylamino-5-aminotoluene, 3 -hydroxy- 1 -(4’- aminophenyl)pyrrolidine and their addition salts, their solvates and the solvates of their salts. Among the abovementioned para-phenylenediamines, paraphenylenediamine, para-toluylenediamine, 2-isopropyl-para-phenylenediamine, 2-P- hydroxyethyl-para-phenylenediamine, 2-methoxymethyl-para-phenylenediamine, 2- y-hydroxypropyl-para-phenylenediamine, 2-P-hydroxyethyloxy -paraphenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para- phenylenediamine, 2,3-dimethyl-para-phenylenediamine, N,N-bis(P-hydroxyethyl)- para-phenylenediamine, 2-chloro-para-phenylenediamine, 2-P-acetylaminoethyloxy- para-phenylenediamine and their addition salts, their solvates and the solvates of their salts are particularly preferred.
Mention may be made, among the bisphenylalkylenediamines, by way of example, of N,N’-bis(P-hydroxyethyl)-N,N’-bis(4’-aminophenyl)-l,3- diaminopropanol, N,N’-bis(P-hydroxyethyl)-N,N’-bis(4’- aminophenyl)ethylenediamine, N,N’-bis(4-aminophenyl)tetramethylenediamine, N,N’-bis(P-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, l,8-bis(2,5-diaminophenoxy)-3,6- dioxaoctane and their addition salts, their solvates and the solvates of their salts.
Mention may be made, among the para-aminophenols, by way of example, of para-aminophenol, 4-amino-3 -methylphenol, 4-amino-3 -fluorophenol, 4-amino-3- chlorophenol, 4-amino-3-(hydroxymethyl)phenol, 4-amino-2-methylphenol, 4- amino-2-(hydroxymethyl)phenol, 4-amino-2-(methoxymethyl)phenol, 4-amino-2- (aminomethyl)phenol, 4-amino-2-(P-hydroxyethylaminomethyl)phenol, 4-amino-2- fluorophenol and their addition salts, their solvates and the solvates of their salts.
Mention may be made, among the ortho-aminophenols, by way of example, of 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, 5-acetamido- 2-aminophenol and their addition salts, their solvates and the solvates of their salts.
Mention may be made, among the heterocyclic bases, by way of example, of pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.
Mention may be made, among the pyridine derivatives, of the compounds described, for example, in Patents GB 1 026 978 and GB 1 153 196, such as 2,5- diaminopyridine, 2-(4-methoxyphenyl)amino-3 -aminopyridine, 3,4-diaminopyridine and their addition salts, their solvates and the solvates of their salts.
Other pyridine oxidation bases of use in the present invention are the 3- aminopyrazolo[l,5-a]pyridine oxidation bases or their addition salts described, for example, in Patent Application FR 2 801 308. Mention may be made, by way of example, of pyrazolo[l,5-a]pynd-3-ylamine, 2-acetylaminopyrazolo[l,5-a]pynd-3- ylamine, 2-(morpholin-4-yl)pyrazolo[ 1 , 5-a]pyrid-3 -ylamine, 3 -aminopyrazolof 1,5- a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[l,5-a]pyrid-3-ylamine, (3- aminopyrazolo[l,5-a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[l,5-a]pyrid-5- yl)ethanol, 2-(3-aminopyrazolo[l,5-a]pyrid-7-yl)ethanol, (3-aminopyrazolo[l,5- a]pyrid-2-yl)methanol, 3,6-diaminopyrazolo[l,5-a]pyridine, 3,4- diaminopyrazolo[l,5-a]pyridine, pyrazolo[l,5-a]pyridine-3,7-diamine, 7-(morpholin- 4-yl)pyrazolo[l,5-a]pyrid-3-ylamine, pyrazolo[l,5-a]pyridine-3,5-diamine, 5- (morpholin-4-yl)pyrazolo[l,5-a]pyrid-3-ylamine, 2-[(3-aminopyrazolo[l,5-a]pyrid-5- yl)(2-hydroxyethyl)amino]ethanol, 2- [(3 -aminopyrazolof 1 , 5 -a]pyrid-7-yl)(2- hydroxy ethyl)amino]ethanol, 3-aminopyrazolo[l,5-a]pyridin-5-ol, 3- aminopyrazolo[l,5-a]pyridin-4-ol, 3 -aminopyrazolof 1 , 5-a]pyridin-6-ol, 3 - aminopyrazolo[l,5-a]pyridin-7-ol, 2-(3-aminopyrazolo[l,5-a]pyrid-2-yl)oxy ethanol and also their addition salts, their solvates and the solvates of their salts.
Mention may be made, among the pyrimidine derivatives, of 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 their addition salts and their tautomeric forms, when a tautomeric equilibrium exists.
Mention may be made, among the pyrazole derivatives, of the compounds described in Patents DE 3843892 and 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-l-(P-hydroxyethyl)pyrazole, 3,4-diaminopyrazole,
4.5-diamino-l-(4’-chlorobenzyl)pyrazole, 4,5-diamino-l,3-dimethylpyrazole, 4,5- diamino-3 -methyl- 1-phenylpyrazole, 4,5-diamino-l-methyl-3-phenylpyrazole, 4- amino-l,3-dimethyl-5-hydrazinopyrazole, l-benzyl-4,5-diamino-3-methylpyrazole,
4.5-diamino-3-tert-butyl-l-methylpyrazole, 4,5-diamino-l-tert-butyl-3- methylpyrazole, 4,5-diamino-l-(P-hydroxyethyl)-3-methylpyrazole, 4,5-diamino-l- ethyl-3-methylpyrazole, 4,5-diamino-l-ethyl-3-(4’-methoxyphenyl)pyrazole, 4,5- diamino-l-ethyl-3-(hydroxymethyl)pyrazole, 4,5-diamino-3-hydroxymethyl-l- methylpyrazole, 4,5-diamino-3-hydroxymethyl-l-isopropylpyrazole, 4,5-diamino-3- methyl-l-isopropylpyrazole, 4-amino-5-(2’-aminoethyl)amino-l,3-dimethylpyrazole,
3.4.5-triaminopyrazole, l-methyl-3,4,5-triaminopyrazole, 3,5-diamino-l-methyl-4- (methylamino)pyrazole, 3,5-diamino-4-(P-hydroxyethyl)amino-l-methylpyrazole and their addition salts, their solvates and the solvates of their salts. Use may also be made of 4,5-diamino-l-(P-methoxyethyl)pyrazole.
Preferably, use will be made of a 4,5-diaminopyrazole and more preferentially still of 4,5-diamino-l-(P-hydroxyethyl)pyrazole and/or one of its salts, solvates or solvates of its salts.
Mention may also be made, as pyrazole derivatives, of diamino-N,N- dihydropyrazolopyrazolones and in particular of those described in Application FR- A-2 886 136, such as the following compounds and their addition salts: 2,3-diamino- 6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 2-amino-3-ethylamino-6,7- dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 2-amino-3-isopropylamino-6,7- dihydro- 1H, 5H-pyrazolo[ 1 ,2-a]pyrazol- 1 -one, 2-amino-3 -(pyrrolidin- 1 -yl)-6,7- dihydro- 1H, 5H-pyrazolo[ 1 ,2-a]pyrazol- 1 -one, 4,5-diamino- 1 ,2-dimethyl- 1 ,2- dihydropyrazol-3-one, 4,5-diamino-l,2-diethyl-l,2-dihydropyrazol-3-one, 4,5- diamino- 1 ,2-bis(2 -hydroxy ethyl)- l,2-dihydropyrazol-3 -one, 2-amino-3-(2- hydroxyethyl)amino-6,7-dihydro- lH,5H-pyrazolo[ 1 ,2-a]pyrazol- 1 -one, 2-amino-3 - dimethylamino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 2,3-diamino- 5,6,7,8-tetrahydro-lH,6H-pyridazino[l,2-a]pyrazol-l-one, 4-amino-l,2-diethyl-5- (pyrrolidin-l-yl)-l,2-dihydropyrazol-3-one, 4-amino-5-(3-dimethylaminopyrrolidin- 1 -yl)- 1 ,2-di ethyl- l,2-dihydropyrazol-3 -one, 2,3-diamino-6-hydroxy-6,7-dihydro- lH,5H-pyrazolo[l,2-a]pyrazol-l-one, their salts, their solvates and/or solvates of their salts.
Use will preferably be made of 2,3-diamino-6,7-dihydro-lH,5H- pyrazolo[l,2-a]pyrazol-l-one and/or one of its salts, solvates or solvates of its salts.
Use will preferentially be made, as heterocyclic bases, of 4,5-diamino-l-(P- hydroxyethyl)pyrazole and/or 2,3-diamino-6,7-dihydro-lH,5H-pyrazolo[l,2- a]pyrazol-l-one and/or 2-(3-aminopyrazolo[l,5-a]pyrid-2-yl)oxy ethanol and/or one of their salts, solvates or solvates of its salts.
Preferably, the oxidation base(s) are chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, their addition salts, their solvates, the solvates of their salts and their mixtures; more preferentially from para-aminophenol, 2,3-diaminodihydropyrazolopyrazolone, 2-methoxymethyl-para-phenylenediamine, 2-P-hydroxyethyl-para-phenylenediamine, 2-y-hydroxypropyl-para-phenylenediamine, their addition salts, their solvates, the solvates of their salts and their mixtures. Preferably, the cosmetic composition according to the invention additionally comprises one or more couplers.
The coupler(s) which can be used can be chosen from the couplers conventionally used for the dyeing of keratin fibres.
Preferably, the couplers are chosen from meta-phenylenediamines, metaaminophenols, meta-diphenols, naphthalene-based couplers, heterocyclic couplers and also their addition salts, their solvates, the solvates of their salts and their mixtures.
Mention may be made, by way of examples, of 1,3-dihydroxybenzene, 1,3- dihydroxy-2-methylbenzene, 4-chloro- 1,3-dihydroxybenzene, l-hydroxy-3- aminobenzene, 1 -methyl-2-hy droxy -4-(P-hy droxy ethylamino)benzene, 4-amino-2- hydroxytoluene, 5-amino-6-chloro-2-methylphenol, 2,4-diamino- 1 -(P- hydroxy ethyloxy )benzene, 2-amino-4-(P-hy droxy ethylamino)- 1 -methoxybenzene, 1,3 -diaminobenzene, l,3-bis(2,4-diaminophenoxy)propane, 3-ureidoaniline, 3-ureido- l-(dimethylamino)benzene, sesamol, l-P-hydroxyethylamino-3,4- m ethylenedi oxybenzene, a-naphthol, 2 -m ethyl- 1 -naphthol, 6-hydroxyindole, 4- hydroxyindole, 4-hydroxy-N-methylindole, 5-methoxy-6-hydroxyindole, 2-amino-3- hydroxypyridine, 6-hydroxybenzomorpholine, 2-amino-4-hy droxy ethylaminoanisole,
3-amino-6-methoxy-2-(methylamino)pyridine, 3,5-diamino-2,6-dimethoxypyridine, l-N-(P-hy droxy ethyl)amino-3,4-methylenedi oxybenzene, 2,6-bis(P- hydroxyethylamino)toluene, 6-hydroxyindoline, 2,6-dihydroxy-4-methylpyridine, 2- chl oro-3, 5-diaminopyri dine, 2-chl oro-3, 5-diamino-6-methoxypyri dine, 2-chloro-3,5- diamino-6-methylpyridine, lH-3-methylpyrazol-5-one, l-phenyl-3-methylpyrazol-5- one, 4-(3 , 5 -diaminopyrid-2-yl)- 1 -(2-hy droxy ethyl)- 1 -methylpiperazin- 1 -ium chloride, 2,6-dimethylpyrazolo[ 1 , 5-b] [ 1 ,2,4]triazole, 2,4,6-trimethoxyaniline hydrochloride, 2,6-dimethyl[3,2-c][l,2,4]triazole, 6-methylpyrazolo[l,5- a]benzimidazole, 2,6-diaminopyrazine, their addition salts, their solvates, the solvates of their salts and their mixtures.
Preferably, the coupler(s) employed in the invention are chosen from 1,3- dihydroxybenzene, l,3-dihydroxy-2-methylbenzene, 4-chl oro-1, 3 -dihydroxybenzene, 1 -hydroxy-3 -aminobenzene, l-methyl-2-hy droxy -4-(P-hy droxy ethylamino)benzene,
4-amino-2-hydroxytoluene, 5-amino-6-chloro-2-methylphenol, 2,4-diamino- 1-(P- hy droxy ethyloxy )benzene, a-naphthol, 6-hydroxyindole, 2-amino-3 -hydroxypyridine, 6-hydroxybenzomorpholine, 3-amino-6-methoxy-2-(methylamino)pyridine, 2-amino- 4-hy droxy ethylaminoanisole, hy droxy ethyl-3,4-m ethylenedi oxyaniline, 2-amino-5- ethylphenol, their addition salts, their solvates, the solvates of their salts and their mixtures.
More preferentially still, the coupler(s) employed in the invention are chosen from 3-amino-6-methoxy-2-(methylamino)pyridine, 6-hydroxybenzomorpholine, 2,4- diamino-l-(P-hydroxy ethyloxy )benzene, 2-amino-3 -hydroxypyridine, 5-amino-6- chloro-2-methylphenol, 1 -methyl-2-hydroxy-4-(P-hydroxyethylamino)benzene, 2- amino-4-hydroxy ethylaminoanisole, hydroxy ethyl-3,4-methylenedi oxyaniline, 2- amino-5-ethylphenol, 1 -hydroxy-3 -aminobenzene, their addition salts, their solvates, the solvates of their salts and their mixtures.
In general, the addition salts of the couplers which can be used in the context of the invention are in particular chosen from the addition salts with an acid, such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates, and the addition salts with a base, such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
Moreover, the solvates more particularly represent the hydrates of these couplers and/or the combination of these couplers with a linear or branched Ci to C4 alcohol, such as methanol, ethanol, isopropanol or n-propanol. Preferably, the solvates are hydrates.
Preferably, the couplers are chosen from 6-hydroxybenzomorpholine, hydroxy ethyl-3,4-methylenedioxyaniline, 4-amino-2-hydroxytoluene, 2- methylresorcinol, 2,4-diaminophenoxyethanol, meta-aminophenol, 2-amino-5- ethylphenol, their addition salts, their salts, the solvates of their salts and their mixtures.
Better still, the coupler(s) is or are chosen from: 6-hydroxybenzomorpholine, its addition salts, its solvates or the solvates of its salts, hydroxyethyl-3,4- methylenedioxyaniline, its addition salts, its solvates or the solvates of its salts, 2- amino-5-ethylphenol, its addition salts, its solvates or the solvates of its salts, and their mixtures.
Advantageously, when they are present in the cosmetic composition of the invention, the total content of the oxidation base(s) ranges from 0.0001% to 10% by weight, preferably from 0.005% to 7% by weight and more preferentially from 0.01% to 4% by weight, with respect to the total weight of the composition.
Advantageously, when they are present in the cosmetic composition of the invention, the total content of the coupler(s) ranges from 0.0001% to 10% by weight, preferably from 0.005% to 7% by weight and more preferentially from 0.01% to 4% by weight, with respect to the total weight of the composition.
Advantageously, when they are present in the cosmetic composition of the invention, the total content of the oxidation dye(s) ranges from 0.0001% to 10% by weight, preferably from 0.005% to 7% by weight and more preferentially from 0.01% to 4% by weight, with respect to the total weight of the composition.
The direct dyes
The term “direct dye” is understood to mean natural and/or synthetic dyes, other than oxidation dyes. These are dyes which will spread superficially over the fibre.
The synthetic direct dyes which can be used are, for example, chosen from those conventionally used in direct dyeing, and among which may be mentioned all the aromatic and/or non-aromatic dyes which are commonly used, such as nitrobenzene, azo, hydrazono, nitro(hetero)aryl, tri(hetero)arylmethane, (poly)methine, carbonyl, azine, porphyrin, metalloporphyrin, quinone and in particular anthraquinone, indoamine and phthalocyanine direct dyes, and their mixtures.
Mention may be made, among the nitrobenzene direct dyes, of: 1,4-diamino- 2 -nitrobenzene, 1 -amino-2-nitro-4-P-hydroxy ethylaminobenzene; 1 -amino-2-nitro-4- bis(P-hydroxyethyl)aminobenzene; l,4-bis(P-hydroxyethylamino)-2-nitrobenzene; 1- P-hydroxyethylamino-2-nitro-4-bis(P-hydroxyethylamino)benzene; 1-P- hydroxyethylamino-2-nitro-4-aminobenzene; l-P-hydroxyethylamino-2-nitro-4- (ethyl)(P-hydroxyethyl)aminobenzene; l-amino-3-methyl-4-P-hydroxyethylamino-6- nitrobenzene; l-amino-2-nitro-4-P-hydroxyethylamino-5-chlorobenzene; 1,2- diamino-4-nitrobenzene; l-amino-2-P-hydroxyethylamino-5-nitrobenzene; 1 ,2-bis(P~ hydroxyethylamino)-4-nitrobenzene; l-amino-2-tris(hydroxymethyl)methylamino-5- nitrobenzene; 1 -hydroxy-2-amino-5-nitrobenzene; 1 -hydroxy-2-amino-4- nitrobenzene; 1 -hydroxy-3 -nitro-4-aminobenzene; 1 -hydroxy-2-amino-4,6- dinitrobenzene; 1 -P-hydroxyethyloxy-2-P-hydroxyethylamino-5-nitrobenzene; 1 - methoxy -2-P-hydroxyethylamino-5-nitrobenzene; l-P-hydroxyethyloxy-3- methylamino-4-nitrobenzene; l-P,y-dihydroxypropyloxy-3-methylamino-4- nitrobenzene; 1 -P-hydroxyethylamino-4-P,y-dihydroxypropyloxy-2-nitrobenzene; 1 - P,y-dihydroxypropylamino-4-trifluoromethyl-2-nitrobenzene; 1 -P- hydroxyethylamino-4-trifluoromethyl-2-nitrobenzene; l-P-hydroxyethylamino-3- methyl-2-nitrobenzene; 1 -P-aminoethylamino-5-methoxy-2-nitrobenzene; 1 -hydroxy - 2-chloro-6-ethylamino-4-nitrobenzene; 1 -hydroxy -2-chloro-6-amino-4-nitrobenzene; l-hydroxy-6-bis(p-hydroxyethyl)amino-3-nitrobenzene; l-p-hydroxyethylamino-2- nitrobenzene; l-hydroxy-4-P-hydroxyethylamino-3 -nitrobenzene.
Mention may be made, among the azo direct dyes, of: Basic Red 51, Basic Orange 31, Disperse Red 17, Acid Yellow 9, Acid Black 1, Basic Red 22, Basic Red 76, Basic Yellow 57, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 35, Acid Yellow 23, Acid Orange 24, Disperse Black 9, Basic Brown 16, Basic Brown 17.
Mention may be made, among the hydrazono direct dyes, of: Basic Yellow 87.
Mention may be made, among the nitroaryl direct dyes, of: HC Blue 2, HC Yellow 2, HC Red 3, 4-hydroxypropylamino-3 -nitrophenol, N,N’-bis(2- hydroxyethyl)-2-nitrophenylenediamine.
Mention may be made, among the triarylmethane direct dyes, of: Basic Violet 1, Basic Violet 2, Basic Violet 3, Basic Violet 4, Basic Violet 14, Basic Blue 1, Basic Blue 7, Basic Blue 26, Basic Green 1, Basic Blue 77 (also known as HC Blue 15), Acid Blue 1; Acid Blue 3; Acid Blue 7, Acid Blue 9; Acid Violet 49; Acid Green 3; Acid Green 5; Acid Green 50.
Mention may be made, among the quinone direct dyes, of: Disperse Red 15, Solvent Violet 13, Acid Violet 43, Disperse Violet 1, Disperse Violet 4, Disperse Blue 1, Disperse Violet 8, Disperse Blue 3, Disperse Red 11, Acid Blue 62, Disperse Blue 7, Basic Blue 22, Disperse Violet 15, Basic Blue 99, and also the following compounds: 1 -N-methylmorpholiniumpropylamino-4-hydroxyanthraquinone, 1 - aminopropylamino-4-methylaminoanthraquinone, 1 -
(aminopropylamino)anthraquinone, 5-P-hydroxy ethyl- 1 ,4-diaminoanthraquinone, 2- (aminoethylamino)anthraquinone, l,4-bis(P,y-dihydroxypropylamino)anthraquinone, Acid Blue 25, Acid Blue 43, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251, Acid Green 25, Acid Green 41, Acid Violet 42, Mordant Red 3, Acid Black 48, HC Blue 16.
Mention may be made, among the azine direct dyes, of: Basic Blue 17, Basic Red 2.
Mention may be made, among the indoamine direct dyes, of: 2-P- hydroxyethylamino-5-[bis(P-4’-hydroxyethyl)amino]anilino-l,4-benzoquinone, 2-P- hydroxyethylamino-5-(2’-methoxy-4’-amino)anilino-l,4-benzoquinone, 3-N-(2’- chl oro-4’ -hydroxy)phenylacetylamino-6-methoxy-l,4-benzoquinone imine, 3-N-(3’- chl oro-4’ -methylamino)phenylureido-6-methyl-l,4-benzoquinone imine, 3-[4’-N- (ethyl, carbarn oylmethyl)amino]phenylureido-6-methyl-l,4-benzoquinone imine. The natural direct dyes are chosen, for example, from lawsone, juglone, indigo, leucoindigo, indirubin, isatin, hennotannic acid, alizarin, carthamin, morin, purpurin, carminic acid, kermesic acid, laccaic acid, purpurogallin, protocatechualdehyde, curcumin, spinulosin, apigenidin, orceins, carotenoids, betanin, chlorophylls, chlorophyllins, monascus, polyphenols or ortho-diphenols.
Mention may be made, among the ortho-diphenols of use according to the invention, of: catechin, quercetin, brazilin, haematein, haematoxylin, chlorogenic acid, caffeic acid, gallic acid, L-DOPA, cyanidin, (-)-epicatechin, (-)-epigallocatechin, (-)- epigallocatechin 3-gallate (EGCG), isoquercetin, pomiferin, esculetin, 6,7-dihydroxy- 3 -(3 -hydroxy-2, 4-dimethoxyphenyl)coumarin, santalin A and B, mangiferin, butein, maritimetin, sulfuretin, robtein, betanidin, pericampylinone A, theaflavin, proanthocyanidin A2, proanthocyanidin B2, proanthocyanidin Cl, procyanidins DP 4- 8, tannic acid, purpurogallin, 5,6-dihydroxy-2-methyl-l,4-naphthoquinone, alizarin, wedelolactone and the natural extracts containing them.
Advantageously, when they are present in the cosmetic composition of the invention, the total content of the direct dye(s) ranges from 0.001% to 20% by weight, preferably from 0.005% to 15% by weight, more preferentially from 0.01% to 10% by weight, better still from 0.05% to 5% by weight and more preferentially still from 0.1% to 3% by weight, with respect to the total weight of the composition.
Chemical oxidizing agents
The cosmetic composition according to the present invention can optionally additionally comprise one or more chemical oxidizing agents.
According to a specific embodiment, the cosmetic composition according to the invention comprises one or more chemical oxidizing agents.
According to another specific embodiment, the cosmetic composition according to the invention does not comprise chemical oxidizing agents. According to this embodiment, the cosmetic composition according to the invention is preferably mixed at the time of use with at least one oxidizing composition comprising one or more chemical oxidizing agents.
The term “chemical oxidizing agent” is understood to mean, within the meaning of the present invention, an oxidizing agent other than atmospheric oxygen.
The chemical oxidizing agent(s) which can be used in the present invention can be chosen from hydrogen peroxide, urea hydrogen peroxide, alkali metal bromates, persalts, such as perborates and persulfates, in particular sodium persulfate, potassium persulfate and ammonium persulfate, peracids and oxidase enzymes (with their optional cofactors), among which mention may be made of peroxidases, 2-electron oxidoreductases, such as uricases, and 4-electron oxygenases, such as laccases, and their mixtures; more preferentially, the chemical oxidizing agent(s) are chosen from hydrogen peroxide, persalts and their mixtures, more preferably hydrogen peroxide.
Advantageously, when they are present in the cosmetic composition according to the invention, the total content of the chemical oxidizing agent(s) ranges from 0.1% to 35% by weight, preferably from 0.5% to 25% by weight and more preferentially from 1% to 15% by weight, with respect to the total weight of the composition.
According to a preferred embodiment, the cosmetic composition according to the invention comprises one or more chemical oxidizing agents chosen from hydrogen peroxide, persalts and their mixtures, present in a total content ranging preferably from 0.1% to 35% by weight, more preferentially from 0.5% to 25% by weight and better still from 1% to 15% by weight, with respect to the total weight of the composition.
The cosmetic composition according to the present invention is preferably aqueous.
The term “aqueous composition” according to the present invention is understood to mean a composition in which the amount of water is greater than or equal to 10% by weight, with respect to the weight of the composition. Preferably, the amount of water is greater than or equal to 20% by weight, more preferentially greater than or equal to 30% by weight of water and better still greater than or equal to 35% by weight, with respect to the total weight of the composition.
Besides water, the composition according to the present invention can optionally comprise one or more organic solvents other than propane-1, 3-diol (i) and the additional polyols (iii) defined above.
Mention may be made, as organic solvent, for example, of linear or branched C2 to C4 alkanols, such as ethanol and isopropanol; polyol ethers, such as propylene glycol monomethyl ether, diethylene glycol monoethyl ether or diethylene glycol monomethyl ether, and also aromatic alcohols or ethers, such as benzyl alcohol or phenoxyethanol, and their mixtures.
The additional compounds The cosmetic composition according to the present invention can also optionally comprise one or more additional compounds different from the compounds defined above, preferably chosen from anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric or zwitterionic surfactants, cationic, anionic, non-ionic or amphoteric polymers and their mixtures, thickening agents, antioxidants, penetrating agents, conditioning agents, UV screening agents, antidandruff agents, antiseborrhoeic agents, vitamins and provitamins, including panthenol, sequestering agents, fragrances, buffers, dispersing agents, film-forming agents, ceramides, preserving agents, opacifying agents, lubricants (or anticaking agents) and their mixtures.
Preferably, when the additional compound(s) above are present in the cosmetic composition according to the invention, the additional compound(s) are generally present in a content of, for each of them, between 0.01% and 20% by weight, with respect to the total weight of the composition.
Of course, a person skilled in the art will take care to choose this or these optional additional compounds in a way such that the advantageous properties intrinsically attached to the cosmetic composition of the invention are not, or not substantially, detrimentally affected by the envisaged addition(s).
Dyeing method.
The present invention also relates to a method for dyeing keratin fibres, in particular human keratin fibres, such as the hair, comprising the application, to said keratin fibres, of a cosmetic composition as defined above and of optionally one or more chemical oxidizing agents as defined above.
According to a first embodiment, the dyeing method of the invention comprises the application, to the keratin fibres, of a cosmetic composition as defined above, without the presence of a chemical oxidizing agent. According to this embodiment, the cosmetic composition preferably comprises one or more dyes chosen from direct dyes and their mixtures.
According to a second embodiment, the dyeing method of the invention comprises the application, to said keratin fibres, of a cosmetic composition as defined above and of one or more chemical oxidizing agents.
When the dyeing method of the invention employs one or more chemical oxidizing agents, preferably, the chemical oxidizing agent(s) are present in a different oxidizing composition from the cosmetic composition of the invention. According to this embodiment, the cosmetic composition of the invention and the oxidizing composition are premixed before being applied to the keratin fibres. The mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes.
The dyeing method according to the present invention can optionally also comprise the application, to the keratin fibres, of an additional dyeing composition comprising one or more dyes chosen from oxidation dyes, direct dyes and their mixtures, such as defined above. In other words, this additional dyeing composition is different from the cosmetic composition of the invention and from the optional oxidizing composition as are defined above. This additional dyeing composition, when it comprises one or more oxidation dyes, preferably results from the mixing of a dyeing composition comprising said oxidation dyes and of an oxidizing composition comprising one or more chemical oxidizing agents as are defined above.
According to this embodiment, the cosmetic composition of the invention and the additional dyeing composition can be applied sequentially or jointly, that is to say that they can be applied one after the other or premixed before application. The cosmetic composition of the invention and the additional dyeing composition are preferably premixed before application to the keratin fibres. The mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes.
When the dyeing method of the invention additionally employs one or more chemical oxidizing agents, present or not in an oxidizing composition different from the cosmetic composition of the invention, the chemical oxidizing agent(s) are premixed with the cosmetic composition of the invention. The mixture thus obtained can be applied before the additional dyeing composition or premixed with this additional dyeing composition before application to the keratin fibres.
Preferably, the cosmetic composition of the invention, the optional chemical oxidizing agent(s), present or not in an oxidizing composition different from the cosmetic composition of the invention, and the additional dyeing composition are premixed before being applied to the keratin fibres. The mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes. According to this embodiment, the total content of the cosmetic composition present in the mixture (that it is say, cosmetic composition + additional dyeing composition + optionally oxidizing composition) is preferably less than or equal to 10% by weight, with respect to the total weight of the mixture.
The dyeing method according to the present invention can optionally also comprise the application, to the keratin fibres, of an additional care composition not comprising a dye. In other words, this additional care composition is different from the cosmetic composition of the invention and from the optional oxidizing composition which are defined above. This additional care composition can optionally comprise one or more fatty substances and/or one or more cationic surfactants and/or one or more cationic polymers.
According to this embodiment, the cosmetic composition of the invention and the additional care composition can be applied sequentially or jointly, that is to say that they can be applied one after the other or premixed before application. The cosmetic composition of the invention and the additional care composition are preferably premixed before application to the keratin fibres. The mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes.
When the dyeing method of the invention additionally employs one or more chemical oxidizing agents, present or not in an oxidizing composition different from the cosmetic composition of the invention, the chemical oxidizing agent(s) are premixed with the cosmetic composition of the invention. The mixture thus obtained can be applied before the additional care composition or premixed with this additional care composition before application to the keratin fibres.
Preferably, the cosmetic composition of the invention, the optional chemical oxidizing agent(s), present or not in an oxidizing composition different from the cosmetic composition of the invention, and the additional care composition are premixed before being applied to the keratin fibres. The mixture thus obtained is advantageously left in place on the keratin fibres for a period of time ranging from 1 minute to 1 hour and more preferentially for a period of time ranging from 5 to 45 minutes. The dyeing method according to the invention can be carried out on wet or dry keratin fibres, and also on all types of fair or dark, natural or dyed, permanent- waved, bleached or relaxed, fibres.
According to a specific embodiment of the method of the invention, the fibres are washed before application of the cosmetic composition described above, of the optional chemical oxidizing agents and of the optional additional (dyeing or care) composition.
The application of the cosmetic composition of the invention, of the optional chemical oxidizing agents and of the optional additional (dyeing or care) composition to the keratin fibres can be carried out by any conventional means, in particular by means of a comb, a fine brush, a coarse brush or with the fingers.
The dyeing method, i.e. application of the cosmetic composition, of the optional chemical oxidizing agents and of the optional additional (dyeing or care) composition to the keratin fibres, is generally carried out at ambient temperature (between 15°C and 25°C).
On conclusion of the dyeing method according to the invention, the keratin fibres are advantageously rinsed with water. They can optionally be washed with a shampoo, then rinsed with water, before being dried or left to dry.
The present invention also relates to the use of the cosmetic composition according to the invention as described above for the dyeing of keratin fibres, in particular human keratin fibres, such as the hair.
The invention additionally relates to a multicompartment device comprising at least one first compartment including the cosmetic composition according to the invention as described above and optionally at least one second compartment including one or more chemical oxidizing agents as described above, preferably hydrogen peroxide.
According to a specific embodiment, the device according to the present invention can optionally also comprise a third compartment including an additional dyeing composition, different from the cosmetic composition of the invention, comprising one or more dyes chosen from oxidation dyes, direct dyes and their mixtures, as are defined above.
According to another specific embodiment, the device according to the present invention can optionally also comprise a third compartment including an additional care composition as defined above. The following examples serve to illustrate the invention without, however, exhibiting a limiting nature. Examples
In the examples which follow, all the amounts are shown as percentage by weight of active material (AM) with respect to the total weight of the composition (unless otherwise mentioned). Example 1 : a. Preparation of the compositions
Dyeing compositions
Composition A (according to the invention) and composition B (comparative) were prepared from the ingredients, the contents of which are shown in the table below (% am).
[Table 1]
Figure imgf000024_0001
Oxidizing composition
The oxidizing composition C was prepared from the ingredients, the contents of which are shown in the table below (% am). [Table 2]
Figure imgf000025_0001
b. Dyeing protocol
At the time of use, each of the dyeing compositions A and B is mixed with 1.5 times its weight of oxidizing composition C. Each of the mixtures is subsequently applied to locks of 90% permanent- waved grey (PWG) hair, in a proportion of 10 g of mixture per gram of hair.
After a leave-on time of 20 minutes on a plate thermostatically controlled at 27°C, the hair is rinsed, washed with a standard shampoo and dried.
The colorimetric measurements were carried out using a Konica Minolta CM- 3600A spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the CIE L*a*b* system. In this L*a*b* system, the parameters a* and b* respectively denote the green/red colour axis and the blue/yellow colour axis.
L* represents the lightness; the lower the value of L*, the more powerful the colouration obtained. c. Results
The results obtained are given in the table below. [Table 3]
Figure imgf000025_0002
Figure imgf000026_0001
The above results show that the L* value measured after application of composition A is lower than that measured after application of comparative composition B. Consequently, the colouration obtained starting from composition A according to the invention, comprising propane-1, 3-diol, is more powerful than that obtained with comparative composition B.
Example 2: a. Preparation of the compositions Dyeing compositions
Composition Al (according to the invention) and composition Bl (comparative) were prepared from the ingredients, the contents of which are shown in the table below (% am).
[Table 4]
Figure imgf000026_0002
Oxidizing composition
The oxidizing composition C was prepared as in Example 1 above. b. Dyeing protocol At the time of use, each of the dyeing compositions Al and Bl is mixed with 1.5 times its weight of oxidizing composition C. Each of mixture is then applied to a lock of natural hair containing 90% white hairs (WN) and to a lock of permanent- waved hair (PW), in a proportion of 10 g of mixture per gram of hair.
After a leave-on time of 20 minutes on a plate thermostatically controlled at 27°C, the hair is rinsed, washed with a standard shampoo and dried. c. Results
Colorimetric measurements were taken using a Konica Minolta CM-3600A spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the CIELab system.
The strength of the colourings is measured: L* represents the lightness; the lower the value of L*, the more powerful the colouration obtained.
Selectivity is represented by the color difference AE between the lock of colored natural hair (WN) and colored permanent-waived hair (PW). The lower the value of AE, the lower the selectivity, and therefore the better.
The results are shown in the table below:
[Table 5]
Figure imgf000027_0001
The mixture (Al + C) according to the invention leads to lower values of L*, thus to a more powerful coloration compared to the mixture (B 1 + C) (according to the prior art).
The mixture (Al + C) according to the invention has a lower AE value than the mixture (Bl + C) according to the prior art. The mixture (Al + C) according to the invention leads to a lower selectivity, thus better than that of the mixture (Bl + C) according to the prior art.

Claims

27 CLAIMS
1. Cosmetic composition comprising:
(i) propane-1, 3-diol, in a total content of greater than or equal to 20% by weight, with respect to the total weight of the composition,
(ii) one or more alkaline agents,
(iii) one or more additional polyols, which are different from propane-1, 3- diol, and
(iv) one or more dyes chosen from oxidation dyes, direct dyes and their mixtures.
2. Composition according to the preceding claim, characterized in that the total content of propane-1, 3-diol ranges from 30% to 50% by weight and preferably from 35% to 45% by weight, with respect to the total weight of the composition.
3. Composition according to either one of the preceding claims, characterized in that the alkaline agent(s) (ii) are chose from alkanolamines, aqueous ammonia, alkali metal or alkaline earth metal carbonates or bicarbonates, alkali metal or alkaline earth metal silicates or metasilicates, and their mixtures, preferably from aqueous ammonia, alkanolamines and their mixtures, more preferentially from alkanolamines and their mixtures, and better still the alkaline agent is monoethanolamine.
4. Composition according to any one of the preceding claims, characterized in that the total content of the alkaline agent(s) (ii) ranges from 0.01% to 10% by weight, preferably from 0.05% to 8% by weight and more preferentially from 0.1% to 5% by weight, with respect to the total weight of the composition.
5. Composition according to any one of the preceding claims, characterized in that the additional polyol(s) (iii) are chosen from the polyols of following formula (I) and their mixtures:
Figure imgf000029_0001
in which formula (I):
- R’ I, R’2, R’3 and R% which are identical or different, denote, independently of one another, a hydrogen atom, a linear or branched Ci to Ce alkyl radical or a Ci to Ce mono- or polyhydroxyalkyl radical,
- A denotes an oxygen atom or a saturated or unsaturated, linear or branched, alkylene radical containing from 1 to 18 carbon atoms, this radical comprising from 0 to 9 oxygen atoms but no hydroxyl group, and
- m denotes 0 or 1, it being understood that, when R’i, R'2, R'3 and R'4 are identical and represent a hydrogen atom, then A does not represent a methylene group.
6. Composition according to the preceding claim, characterized in that the additional polyol(s) (iii), which are different from propane-1, 3-diol, are chosen from diols and their mixtures, preferably from the compounds of formula (I) in which R’i, R’2, R’3 and R’4, which are identical or different, denote, independently of one another, a hydrogen atom or a Ci to Ce alkyl radical and their mixtures, more preferentially from propylene glycol, pinacol, 2,3 -butanediol, polyethylene glycols, 1,5-pentanediol, 2 -methyl- 1,3 -propanediol, 1,3 -butanediol, 3-methyl-l,5-pentanediol, neopentyl glycol, isoprene glycol, hexylene glycol, dipropylene glycol and their mixtures, better still from hexylene glycol, dipropylene glycol and their mixtures and more preferentially still a mixture of hexylene glycol and of dipropylene glycol.
7. Composition according to any one of the preceding claims, characterized in that the total content of the additional polyol(s) (iii), which are different from propane-1, 3-diol, ranges from 0.1% to 20% by weight, preferably from 0.5% to 15% by weight and more preferentially from 1% to 10% by weight, with respect to the total weight of the composition.
8. Composition according to any one of the preceding claims, characterized in that the oxidation dye(s) comprise one or more oxidation bases preferably chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, their addition salts, their solvates, the solvates of their salts and their mixtures; more preferentially from para-aminophenol, 2,3- diaminodihydropyrazolopyrazolone, 2-methoxymethyl-para-phenylenediamine, 2-P- hydroxyethyl-para-phenylenediamine, 2-y-hydroxypropyl-para-phenylenediamine, their addition salts, their solvates, the solvates of their salts and their mixtures.
9. Composition according to the preceding claim, characterized in that it additionally comprises one or more oxidation couplers preferably chosen from metaphenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based couplers, heterocyclic couplers and also their addition salts, their solvates, the solvates of their salts and their mixtures, and more preferentially from 6-hydroxybenzomorpholine, hydroxy ethyl-3,4-methylenedioxyaniline, 4-amino-2-hydroxytoluene, 2- methylresorcinol, 2,4-diaminophenoxyethanol, meta-aminophenol, 2-amino-5- ethylphenol, their addition salts, their salts, the solvates of their salts and their mixtures.
10. Composition according to any one of the preceding claims, characterized in that it additionally comprises one or more chemical oxidizing agents preferably chosen from hydrogen peroxide, urea hydrogen peroxide, alkali metal bromates, persalts, peracids and oxidase enzymes (with their optional cofactors), and their mixtures; more preferentially, the chemical oxidizing agent(s) are chosen from hydrogen peroxide, persalts and their mixtures, more preferably hydrogen peroxide.
11. Method for dyeing keratin fibres, in particular human keratin fibres, such as the hair, comprising the application, to said keratin fibres, of a cosmetic composition according to any one of Claims 1 to 10.
12. Method according to Claim 11, characterized in that it additionally comprises the application, to the keratin fibres, of an additional dyeing composition, different from the cosmetic composition, comprising one or more dyes chosen from oxidation dyes, direct dyes and their mixtures, such as defined according to Claims 8 and 9.
13. Method according to Claim 11, characterized in that it additionally comprises the application, to the keratin fibres, of a care composition, different from the cosmetic composition, preferably comprising one or more fatty substances and/or one or more cationic surfactants and/or one or more cationic polymers.
14. Method according to Claim 12 or 13, characterized in that the cosmetic composition and the additional dyeing composition or the care composition are applied sequentially to the keratin fibres.
15. Method according to Claim 12 or 13, characterized in that the cosmetic composition and the additional dyeing composition or the care composition are premixed before being applied to the keratin fibres.
16. Use of a cosmetic composition as defined according to any one of Claims 1 to 10 for the dyeing of keratin fibres, in particular human keratin fibres, such as the hair.
17. Multicompartment device comprising at least one first compartment including a cosmetic composition according to any one of Claims 1 to 9 and optionally at least one second compartment including one or more chemical oxidizing agents according to Claim 10.
18. Device according to the preceding claim, characterized in that it comprises a third compartment including an additional dyeing composition, different from the cosmetic composition, comprising one or more dyes chosen from oxidation dyes, direct dyes and their mixtures, such as defined according to Claims 8 and 9.
19. Device according to Claim 17, characterized in that it additionally comprises a third compartment including a care composition, different from the cosmetic composition, preferably comprising one or more fatty substances and/or one or more cationic surfactants and/or one or more cationic polymers.
PCT/EP2022/087289 2021-12-22 2022-12-21 Composition comprising two polyols different from one another, an alkaline agent and a dye WO2023118332A1 (en)

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