WO2022129364A1 - Composition comprising the combination of three particular oxidation dye precursors - Google Patents

Composition comprising the combination of three particular oxidation dye precursors Download PDF

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Publication number
WO2022129364A1
WO2022129364A1 PCT/EP2021/086248 EP2021086248W WO2022129364A1 WO 2022129364 A1 WO2022129364 A1 WO 2022129364A1 EP 2021086248 W EP2021086248 W EP 2021086248W WO 2022129364 A1 WO2022129364 A1 WO 2022129364A1
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solvates
chosen
salts
composition
weight
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PCT/EP2021/086248
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French (fr)
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Julie BLANC
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L'oreal
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/415—Aminophenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair

Definitions

  • TITLE Composition comprising the combination of three particular oxidation dye precursors.
  • the invention relates to a composition comprising the combination of three particular oxidation dye precursors.
  • the invention also relates to a process for dyeing keratin fibres, in particular human keratin fibres such as hair, using this composition.
  • the invention relates to the use of such a composition for dyeing keratin fibres, and in particular human keratin fibres such as hair.
  • oxidation dye precursors such as ortho- or para-phenylenediamines, ortho- or para-aminophenols, or heterocyclic compounds such as pyrazoles, pyrazolinones or pyrazolo-pyridines.
  • oxidation bases are colourless or weakly coloured compounds which, when combined with oxidizing products, can give rise to coloured compounds via a process of oxidative condensation.
  • the dyeing power obtained may not be entirely satisfactory, or may even be weak, and lead to a restricted range of colours.
  • the colourings may also be insufficiently persistent with respect to external agents such as light, shampoo or perspiration, and may also be too selective, i.e. the difference in colouring is too great along the same keratin fibre that is differently sensitized between its end and its root.
  • Oxidation bases of the para-phenylenediamine type are commonly used in the field of hair dyeing, optionally combined with oxidation couplers.
  • 3-(2,5-diaminophenyl)propan-1-ol and hydroxyethyl-3,4- methylenedioxyaniline are known, in particular from document WO2017/108840, to be advantageous dye precursors.
  • composition in particular for dyeing keratin fibres, comprising:
  • At least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
  • At least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
  • composition according to the invention is applied to said fibres.
  • the composition according to the invention is a composition for dyeing keratin fibres, in particular the hair.
  • composition according to the invention may especially lead to chromatic, powerful, intense and sparingly selective colourings, i.e. to colourings that are uniform along the length of the fibre. It also allows various shades to be achieved in a very wide range of colours. Furthermore, it enables a good colour build-up.
  • This composition also gives particularly good coverage of depigmented keratin fibres, such as grey hair.
  • a subject of the invention is also a kit comprising, in a first compartment, a composition as defined above and, in a second compartment, an oxidizing composition comprising at least one chemical oxidizing agent.
  • chemical oxidizing agent is intended to mean an oxidizing agent other than atmospheric oxygen.
  • composition according to the invention comprises at least one particular oxidation base.
  • composition according to the invention comprises at least 2-y-hydroxypropyl-para- phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
  • the addition salts of the compounds of formula (I) present in the composition according to the invention are chosen especially from the addition salts with an acid, such as the 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 the 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 of the compounds of formula (I) more particularly represent the hydrates of said compound and/or the combination of said compound 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 total content of oxidation base(s) chosen from 2-y-hydroxypropyl-para- phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts preferably 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%, even better still from 0.1 % to 3% by weight, relative to the total weight of the composition.
  • composition according to the invention may optionally also comprise one or more additional oxidation bases different from the compounds of formula (I) chosen from paraphenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, orthoaminophenols and heterocyclic bases, their addition salts and their solvates.
  • additional oxidation bases different from the compounds of formula (I) chosen from paraphenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, orthoaminophenols and heterocyclic bases, their addition salts and their solvates.
  • para-phenylenediamines different from the compounds of formula (I)
  • bis(phenyl)alkylenediamines mention may be made, for example, of N,N'-bis(P- hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1 ,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, 1 ,8-bis(2,5-di
  • para-aminophenol examples include para-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3- hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino- 2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(P- hydroxyethylaminomethyl)phenol, 4-amino-2-fluorophenol, their addition salts with an acid and their solvates.
  • para-aminophenol 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3- hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino- 2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(P- hydroxyethylamin
  • ortho-aminophenols mention may be made, for example, of 2-aminophenol, 2- amino-5-methylphenol, 2-amino-6-methylphenol, 5-acetamido-2-aminophenol, their addition salts with an acid and their solvates.
  • heterocyclic bases mention may be made, for example, of pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.
  • pyridine derivatives mention may be made of the compounds described, for example, in patents GB 1 026 978 and GB 1 153 196, for instance 2,5-diaminopyridine, 2- (4-methoxyphenyl)amino-3-aminopyridine, 3,4-diaminopyridine, their addition salts with an acid and their solvates.
  • pyrimidine derivatives mention may be made of the compounds described, for example, in patents DE 2359399, JP 88-169571 , JP 05-63124 and EP 0770375 or patent application WO 96/15765, for instance 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 pyrazolopyrimidine derivatives such as those mentioned in patent application FR-A-2 750 048 and among which mention may be made of pyrazolo[1 ,5-a]pyrimidine-3,7-diamine; 2,5-dimethylpyrazolo[1 ,5-a]pyrimidine-3,7- diamine; pyrazolo[1 ,5-a]pyrimidine-3,5-diamine; 2,7-di
  • diaminopyrazole bases especially the compounds described in patents DE 3843892 and DE 4133957 and patent applications WO 94/08969, WO 94/08970, FR-A-2733749 and DE 19543988, for instance
  • the addition salts of the additional oxidation bases which can be present in the composition according to the invention are chosen especially 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 hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • the solvates of the additional 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 composition according to the invention is free from oxidation bases chosen from para-phenylenediamine, para-toluenediamine, their addition salts, their solvates and the solvates of their salts.
  • the total content of the additional oxidation base(s), different from 2-y- hydroxypropyl-para-phenylenediamine of formula (I), from its addition salts, from its solvates and from the solvates of its salts, present in the composition according to the invention varies, preferably, from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight relative to the total weight of the composition.
  • composition according to the invention comprises at least two particular oxidation couplers.
  • composition according to the present invention comprises at least one coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts:
  • the addition salts of the compounds of formula (II) are, in particular, chosen from the addition salts with an acid, such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates, 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, phosphates and acetates
  • a base such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • the solvates of the compounds of formula (II) more particularly represent the hydrates of these compounds and/or the combination of these compounds 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 total content of coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts varies preferably from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight relative to the total weight of the composition.
  • the composition according to the present invention comprises at least one coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts:
  • the addition salts of the compounds of formula (III) are, in particular, chosen from the addition salts with an acid, such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates, 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, phosphates and acetates
  • a base such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • the solvates of the compounds of formula (III) more particularly represent the hydrates of these compounds and/or the combination of these compounds 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 total content of coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts varies preferably from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight relative to the total weight of the composition.
  • the total content of coupler(s) chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), 2-amino-5-ethylphenol of formula (III), one of their addition salts, their solvates and/or the solvates of their salts varies preferably from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight relative to the total weight of the composition.
  • composition according to the invention may optionally further comprise one or more additional couplers, different from the compounds of formulae (II) and (III) and from their addition salts, their solvates and/or the solvates of their salts, advantageously chosen from those conventionally used in the dyeing of keratin fibres.
  • the composition according to the invention is free from oxidation couplers chosen from resorcinol, 2-methylresorcinol, 4-chlororesorcinol, their addition salts, their solvates and the solvates of their salts.
  • the addition salts of the couplers that may be used in the context of the invention are chosen in particular from the addition salts with an acid, such as the 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 the 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 total content of the additional coupler(s), different from the couplers of formulae (II) and (III), from their salts, from their solvates and from solvates of their salts, present in the composition according to the invention varies, preferably, from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight, relative to the total weight of the composition.
  • the weight ratio between the total content of oxidation base(s) chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts and the total content of couplers chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), 2-amino-5-ethylphenol of formula (III), one of their addition salts, their solvates and/or the solvates of their salts ranges from 0.1 to 10, preferably from 0.5 to 5.
  • the weight ratio between the total content of the oxidation base(s) and the total content of the couplers ranges from 0.1 to 10, preferably from 0.3 to 3.
  • composition according to the invention may comprise one or more fatty substances.
  • fatty substance is understood to mean an organic compound that is insoluble in water at 25°C and at atmospheric pressure (1.013x10 5 Pa) (solubility of less than 5% by weight, and preferably less than 1 % by weight, even more preferentially less than 0.1 % by weight). They bear in their structure at least one hydrocarbon-based chain including at least 6 carbon atoms and/or a sequence of at least two siloxane groups.
  • the fatty substances are generally soluble in organic solvents under the same temperature and pressure conditions, for instance chloroform, dichloromethane, carbon tetrachloride, ethanol, benzene, toluene, tetrahydrofuran (THF), liquid petroleum jelly or decamethyl cyclopentasiloxane.
  • organic solvents for instance chloroform, dichloromethane, carbon tetrachloride, ethanol, benzene, toluene, tetrahydrofuran (THF), liquid petroleum jelly or decamethyl cyclopentasiloxane.
  • the fatty substances that may be used in the present invention are neither (poly)oxyalkylenated nor (poly)glycerolated.
  • the fatty substances that are of use according to the invention are non-silicone.
  • non-silicone fatty substance is intended to mean a fatty substance not containing any Si-0 bonds and the term “silicone fatty substance” is intended to mean a fatty substance containing at least one Si-0 bond.
  • Useful fatty substances according to the invention may be liquid fatty substances (or oils) and/or solid fatty substances.
  • a liquid fatty substance is understood to be a fatty substance having a melting point of less than or equal to 25°C at atmospheric pressure (1 .013x10 5 Pa).
  • a solid fatty substance is understood to be a fatty substance having a melting point of greater than 25°C at atmospheric pressure (1.013x10 5 Pa).
  • the melting point corresponds to the temperature of the most endothermic peak observed on thermal analysis (differential scanning calorimetry or DSC) as described in the standard ISO 11357-3; 1999.
  • the melting point may be measured using a differential scanning calorimeter (DSC), for example the calorimeter sold under the name "MDSC 2920" by the company TA Instruments.
  • DSC differential scanning calorimeter
  • all the melting points are determined at atmospheric pressure (1 .013X10 5 Pa).
  • the liquid fatty substance(s) according to the invention is (are) chosen from Ce to Ci6 liquid hydrocarbons, liquid hydrocarbons comprising more than 16 carbon atoms, non-silicone oils of animal origin, oils of triglyceride type of plant or synthetic origin, fluoro oils, liquid fatty alcohols, liquid esters of fatty acid and/or of fatty alcohol other than triglycerides, and silicone oils, and mixtures thereof.
  • the fatty alcohols, esters and acids more particularly contain at least one saturated or unsaturated, linear or branched hydrocarbon-based group, comprising from 6 to 40 and better still from 8 to 30 carbon atoms, which is optionally substituted, in particular with one or more hydroxyl groups (in particular 1 to 4). If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
  • Ce to Ci6 liquid hydrocarbons the latter may be linear, branched, or optionally cyclic, and are preferably chosen from alkanes. Examples that may be mentioned include hexane, cyclohexane, undecane, dodecane, isododecane, tridecane or isoparaffins, such as isohexadecane or isodecane, and mixtures thereof.
  • the liquid hydrocarbons comprising more than 16 carbon atoms may be linear or branched, of mineral or synthetic origin, and are preferably chosen from liquid paraffin or liquid petroleum jelly (INCI name mineral oil or paraffinum liquidum), polydecenes, hydrogenated polyisobutene such as Parleam®, and mixtures thereof.
  • a hydrocarbon-based oil of animal origin that may be mentioned is perhydrosqualene.
  • the triglyceride oils of plant or synthetic origin are preferably chosen from liquid triglycerides of fatty acids comprising from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, sunflower oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearinerie Dubois or those sold under the names Miglyol® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil, and mixtures thereof.
  • liquid triglycerides of fatty acids comprising from 6 to 30 carbon atoms
  • heptanoic or octanoic acid triglycerides or alternatively, for example, sunflower
  • fluoro oils they may be chosen from perfluoromethylcyclopentane and perfluoro-1 ,3-dimethylcyclohexane, sold under the names Flutec® PC1 and Flutec® PC3 by the company BNFL Fluorochemicals; perfluoro-1 ,2-dimethylcyclobutane; perfluoroalkanes such as dodecafluoropentane and tetradecafluorohexane, sold under the names PF 5050® and PF 5060® by the company 3M, or else bromoperfluorooctyl sold under the name Foralkyl® by the company Atochem; nonafluoromethoxybutane and nonafluoroethoxyisobutane; perfluoromorpholine derivatives, such as 4- trifluoromethylperfluoromorpholine sold under the name PF 5052® by the company 3M.
  • the liquid fatty alcohols that are suitable for use in the invention are more particularly chosen from linear or branched, saturated or unsaturated alcohols, preferably unsaturated or branched alcohols, comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms.
  • Examples that may be mentioned include octyldodecanol, 2-butyloctanol, 2- hexyldecanol, 2-undecylpentadecanol, isostearyl alcohol, oleyl alcohol, linolenyl alcohol, ricinoleyl alcohol, undecylenyl alcohol and linoleyl alcohol, and mixtures thereof.
  • liquid esters of fatty acids and/or of fatty alcohols other than the triglycerides mentioned previously, mention may be made especially of esters of saturated or unsaturated, linear C1 to C26 or branched C3 to C26 aliphatic mono- or polyacids and of saturated or unsaturated, linear C1 to C26 or branched C3 to C26 aliphatic mono- or polyalcohols, the total carbon number of the esters being greater than or equal to 6, more advantageously greater than or equal to 10.
  • At least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
  • dihydroabietyl behenate octyldodecyl behenate; isocetyl behenate; isostearyl lactate; lauryl lactate; linoleyl lactate; oleyl lactate; isostearyl octanoate; isocetyl octanoate; octyl octanoate; decyl oleate; isocetyl isostearate; isocetyl laurate; isocetyl stearate; isodecyl octanoate; isodecyl oleate; isononyl isononanoate; isostearyl palmitate; methyl acetyl ricinoleate; octyl isononanoate; 2- ethylhexyl isononanoate; octyldodec
  • ethyl palmitate and isopropyl palmitate alkyl myristates such as isopropyl myristate or ethyl myristate, isocetyl stearate, 2-ethylhexyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate, and mixtures thereof.
  • esters of C4 to C22 dicarboxylic or tricarboxylic acids and of Ci to C22 alcohols and esters of mono-, di- or tricarboxylic acids and of C2 to C26 di-, tri-, tetra- or pentahydroxy alcohols may also be used.
  • composition may also comprise, as fatty ester, sugar esters and diesters of Ce to C30, preferably of C12 to C22, fatty acids.
  • sugar esters and diesters of Ce to C30, preferably of C12 to C22, fatty acids.
  • sugar esters refers to oxygenbearing hydrocarbon-based compounds bearing several alcohol functions, with or without aldehyde or ketone functions, and which include at least 4 carbon atoms. These sugars may be monosaccharides, oligosaccharides or polysaccharides.
  • suitable sugars include sucrose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and derivatives thereof, especially alkyl derivatives, such as methyl derivatives, for instance methylglucose.
  • the sugar esters of fatty acids may be chosen especially from the group comprising the esters or mixtures of esters of sugars described above and of linear or branched, saturated or unsaturated C6 to C30 and preferably C12 to C22 fatty acids. If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
  • esters according to this variant may also be chosen from mono-, di-, tri- and tetraesters, polyesters, and mixtures thereof.
  • esters may be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates, arachidonates or mixtures thereof, for instance especially the mixed oleopalmitate, oleostearate and palmitostearate esters.
  • monoesters and diesters and especially sucrose, glucose or methylglucose mono- or dioleates, -stearates, -behenates, -oleopalmitates, -linoleates, - linolenates and -oleostearates, and mixtures thereof.
  • silicone oils that may be used in the composition according to the present invention may be volatile or non-volatile, cyclic, linear or branched silicone oils, which are unmodified or modified with organic groups, and preferably have a viscosity from 5x10 6 to 2.5 m 2 /s at 25°C, and preferably 1 X10 5 to 1 m 2 /s.
  • the silicone oils are chosen from polydialkylsiloxanes, especially polydimethylsiloxanes (PDMS), and liquid polyorganosiloxanes including at least one aryl group.
  • PDMS polydimethylsiloxanes
  • liquid polyorganosiloxanes including at least one aryl group.
  • silicone oils may also be organomodified.
  • organomodified silicone oils that may be used in accordance with the invention are preferably liquid silicones as defined above and including in their structure one or more organofunctional groups attached via a hydrocarbon-based group, chosen, for example, from amine groups and alkoxy groups.
  • Organopolysiloxanes are defined in greater detail in Walter Noll's "Chemistry and Technology of Silicones” (1968), Academic Press. They may be volatile or non-volatile.
  • silicone oils are more particularly chosen from those with a boiling point of between 60°C and 260°C, and even more particularly from:
  • cyclic polydialkylsiloxanes including from 3 to 7 and preferably from 4 to 5 silicon atoms.
  • cyclic polydialkylsiloxanes including from 3 to 7 and preferably from 4 to 5 silicon atoms.
  • octamethylcyclotetrasiloxane sold notably under the name Volatile Silicone® 7207 by Union Carbide or Silbione® 70045 V2 by Rhodia
  • decamethylcyclopentasiloxane sold under the name Volatile Silicone® 7158 by Union Carbide
  • Silbione® 70045 V5 by Rhodia
  • cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type such as Volatile Silicone® FZ 3109 sold by the company Union Carbide.
  • Non-volatile polydialkylsiloxanes are preferably used. These silicone oils are more particularly chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes bearing trimethylsilyl end groups. The viscosity of the silicones is measured at 25°C according to the standard ASTM 445, Appendix C.
  • oils of the 200 series from the company Dow Corning such as DC200 having a viscosity of 60 000 mm 2 /s;
  • CTFA dimethiconol
  • organomodified silicones that may be used in accordance with the invention are silicones as defined above and comprising in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
  • liquid polyorganosiloxanes including at least one aryl group they may especially be polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned previously.
  • the polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes with a viscosity ranging from 1 xio 5 to 5X10 2 m 2 /s at 25°C.
  • oils of the SF series from General Electric such as SF 1023, SF 1154, SF 1250 and SF 1265.
  • organomodified silicones mention may be made of polyorganosiloxanes including:
  • substituted or unsubstituted amine groups such as the products sold under the names GP 4 Silicone Fluid and GP 7100 by the company Genesee or the products sold under the names Q28220 and Dow Corning 929 or 939 by the company Dow Corning.
  • the substituted amine groups are in particular C1 to C4 aminoalkyl groups;
  • the solid fatty substances according to the invention preferably have a viscosity of greater than 2 Pa.s, measured at 25°C and at a shear rate of 1 s 1 .
  • the solid fatty substance(s) is (are) preferably chosen from solid fatty acids, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, waxes, ceramides and mixtures thereof.
  • fatty acids is intended to mean a long-chain carboxylic acid comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms.
  • the solid fatty acids according to the invention preferentially comprise from 10 to 30 carbon atoms and better still from 14 to 22 carbon atoms. They may optionally be hydroxylated. These fatty acids are neither oxyalkylenated nor glycerolated.
  • the solid fatty acids that may be used in the present invention are especially chosen from myristic acid, cetylic acid (or palmitic acid), arachidic acid, stearic acid, lauric acid, behenic acid, 12-hydroxystearic acid, and mixtures thereof.
  • the solid fatty acid(s) is (are) chosen from lauric acid, cetylic acid (palmitic acid), stearic acid, myristic acid, and mixtures thereof.
  • fatty alcohol is intended to mean a long-chain aliphatic alcohol comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms, and comprising at least one hydroxyl group OH. These fatty alcohols are neither oxyalkylenated nor glycerolated.
  • the solid fatty alcohols may be saturated or unsaturated, and linear or branched, and include from 8 to 40 carbon atoms, preferably from 10 to 30 carbon atoms.
  • the solid fatty alcohols have the structure R-OH with R denoting a linear alkyl group, optionally substituted with one or more hydroxyl groups, comprising from 8 to 40, preferentially from 10 to 30 carbon atoms, better still from 10 to 30, or even from 12 to 24 atoms, and even better still from 14 to 22 carbon atoms.
  • the solid fatty alcohols that may be used are preferably chosen from saturated or unsaturated, linear or branched, preferably linear and saturated, (mono)alcohols including from 8 to 40 carbon atoms, better still from 10 to 30, or even from 12 to 24 atoms, and even better still from 14 to 22 carbon atoms.
  • the solid fatty alcohols that may be used may be chosen, alone or as a mixture, from: myristyl alcohol (or 1 -tetradecanol); cetyl alcohol (or 1 -hexadecanol); stearyl alcohol (or 1- octadecanol); arachidyl alcohol (or 1-eicosanol); behenyl alcohol (or 1 -docosanol); lignoceryl alcohol (or 1-tetracosanol); ceryl alcohol (or 1-hexacosanol); montanyl alcohol (or 1-octacosanol); myricyl alcohol (or 1-triacontanol).
  • the solid fatty alcohol is chosen from cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, arachidyl alcohol, and mixtures thereof, such as cetylstearyl alcohol or cetearyl alcohol.
  • the solid fatty alcohol is cetylstearyl or cetearyl alcohol.
  • the solid esters of a fatty acid and/or of a fatty alcohol that may be used are preferably chosen from esters resulting from a C9-C26 carboxylic fatty acid and/or from a C9-C26 fatty alcohol.
  • these solid fatty esters are esters of a linear or branched, saturated carboxylic acid including at least 10 carbon atoms, preferably from 10 to 30 carbon atoms and more particularly from 12 to 24 carbon atoms, and of a linear or branched, saturated monoalcohol including at least 10 carbon atoms, preferably from 10 to 30 carbon atoms and more particularly from 12 to 24 carbon atoms.
  • the saturated carboxylic acids may be optionally hydroxylated, and are preferably monocarboxylic acids.
  • esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1-C22 alcohols and esters of mono-, di- or tricarboxylic acids and of C2-C26 di-, tri-, tetra- or pentahydroxylated alcohols may also be used.
  • the solid esters of a fatty acid and/or of a fatty alcohol are chosen from C9-C26 alkyl palmitates, notably myristyl palmitate, cetyl palmitate or stearyl palmitate; C9-C26 alkyl myristates, such as cetyl myristate, stearyl myristate and myristyl myristate; C9-C26 alkyl stearates, in particular myristyl stearate, cetyl stearate and stearyl stearate; and mixtures thereof.
  • C9-C26 alkyl palmitates notably myristyl palmitate, cetyl palmitate or stearyl palmitate
  • C9-C26 alkyl myristates such as cetyl myristate, stearyl myristate and myristyl myristate
  • C9-C26 alkyl stearates in particular myristyl stearate, cetyl
  • a wax is a lipophilic compound, which is solid at 25°C and atmospheric pressure, with a reversible solid/liquid change of state, having a melting point greater than about 40°C and which may range up to 200°C, and having in the solid state an anisotropic crystal organisation.
  • the size of the wax crystals is such that the crystals diffract and/or scatter light, giving the composition that comprises them a more or less opaque cloudy appearance.
  • the waxes that are suitable for use in the invention may be chosen from waxes of animal, plant or mineral origin, non-silicone synthetic waxes, and mixtures thereof.
  • hydrocarbon-based waxes for instance beeswax, notably of biological origin, lanolin wax, and Chinese insect waxes; rice bran wax, carnauba wax, candelilla wax, ouricury wax, esparto grass wax, berry wax, shellac wax, Japan wax and sumach wax; montan wax, orange wax and lemon wax, microcrystalline waxes, paraffins and ozokerite; polyethylene waxes, the waxes obtained by Fischer-Tropsch synthesis and waxy copolymers, and also esters thereof.
  • beeswax notably of biological origin, lanolin wax, and Chinese insect waxes
  • rice bran wax carnauba wax, candelilla wax, ouricury wax, esparto grass wax, berry wax, shellac wax, Japan wax and sumach wax
  • montan wax orange wax and lemon wax
  • microcrystalline waxes microcrystalline waxes
  • paraffins and ozokerite polyethylene waxes
  • C20 to Ceo microcrystalline waxes such as Microwax HW.
  • waxes obtained by catalytic hydrogenation of animal or plant oils containing linear or branched Cs to C32 fatty chains may also be made of waxes obtained by catalytic hydrogenation of animal or plant oils containing linear or branched Cs to C32 fatty chains.
  • isomerized jojoba oil such as the trans-isomerized partially hydrogenated jojoba oil, notably the product manufactured or sold by the company Desert Whale under the commercial reference Iso-Jojoba-50®, hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated coconut oil, hydrogenated lanolin oil, and bis(1 ,1 ,1- trimethylolpropane) tetrastearate, notably the product sold under the name Hest 2T-4S® by the company Heterene.
  • the waxes obtained by hydrogenation of castor oil esterified with cetyl alcohol such as those sold under the names Phytowax Castor 16L64® and 22L73® by the company Sophim, may also be used.
  • a wax that may also be used is a C20 to C40 alkyl (hydroxystearyloxy)stearate (the alkyl group comprising from 20 to 40 carbon atoms), alone or as a mixture.
  • Such a wax is notably sold under the names "Kester Wax K 82 P®", “Hydroxypolyester K 82 P®” and “Kester Wax K 80 P®” by the company Koster Keunen.
  • microwaxes in the compositions of the invention; mention may be made notably of carnauba microwaxes, such as the product sold under the name MicroCare 350® by the company Micro Powders, synthetic-wax microwaxes, such as the product sold under the name MicroEase 114S® by the company Micro Powders, microwaxes constituted of a mixture of carnauba wax and of polyethylene wax, such as the products sold under the names Micro Care 300® and 310® by the company Micro Powders, microwaxes constituted of a mixture of carnauba wax and of synthetic wax, such as the product sold under the name Micro Care 325® by the company Micro Powders, polyethylene microwaxes, such as the products sold under the names Micropoly 200®, 220®, 220L® and 250S® by the company Micro Powders, and polytetrafluoroethylene microwaxes, such as the products sold under the names Microslip 519® and 519 L® by the company Micro Powders.
  • the waxes are preferably chosen from mineral waxes, for instance paraffin, petroleum jelly, lignite or ozokerite wax; plant waxes, for instance cocoa butter or cork fibre or sugar cane waxes, olive tree wax, rice wax, hydrogenated jojoba wax, ouricury wax, carnauba wax, candelilla wax, esparto grass wax, or absolute waxes of flowers, such as the essential wax of blackcurrant blossom sold by the company Bertin (France); waxes of animal origin, for instance beeswaxes or modified beeswaxes (cera bellina), spermaceti, lanolin wax and lanolin derivatives; microcrystalline waxes; and mixtures thereof.
  • mineral waxes for instance paraffin, petroleum jelly, lignite or ozokerite wax
  • plant waxes for instance cocoa butter or cork fibre or sugar cane waxes, olive tree wax, rice wax, hydrogenated jojoba wax, ouricury wax, carnauba wax
  • the ceramides, or ceramide analogues such as glycoceramides, that may be used in the compositions according to the invention are known; mention may in particular be made of ceramides of classes I, II, III and V according to the Dawning classification.
  • the ceramides or analogues thereof that may be used preferably correspond to the following formula: R 3 CH(OH)CH(CH2OR 2 )(NHCOR 1 ), in which:
  • R 1 denotes a linear or branched, saturated or unsaturated alkyl group, derived from C14-C30 fatty acids, it being possible for this group to be substituted with a hydroxyl group in the alpha position, or a hydroxyl group in the omega position esterified with a saturated or unsaturated C16-C30 fatty acid;
  • R 2 denotes a hydrogen atom, a (glycosyl)n group, a (galactosyl)m group or a sulfogalactosyl group, in which n is an integer ranging from 1 to 4 and m is an integer ranging from 1 to 8;
  • R 3 denotes a C15-C26 hydrocarbon-based group, saturated or unsaturated in the alpha position, it being possible for this group to be substituted with one or more C1-C14 alkyl groups; it being understood that in the case of natural ceramides or glycoceramides, R 3 may also denote a C15-C26 alpha-hydroxyalkyl group, the hydroxyl group being optionally esterified with a C16-C30 alpha-hydroxy acid.
  • the ceramides that are more particularly preferred are the compounds for which R 1 denotes a saturated or unsaturated alkyl derived from C16-C22 fatty acids; R 2 denotes a hydrogen atom and R 3 denotes a saturated linear C15 group.
  • R 1 denotes a saturated or unsaturated alkyl radical derived from C12-C22 fatty acids
  • R 2 denotes a galactosyl or sulfogalactosyl radical
  • 2-N- linoleoylaminooctadecane-1 ,3-diol 2-N-oleoylaminooctadecane-1 ,3-diol
  • 2- N-stearoylaminooctadecane-1 ,3,4-triol and in particular N-stearoylphytosphingosine, 2-N- palmitoylaminohexadecane-1 ,3-diol, N-linole
  • the solid fatty substances are preferably chosen from solid fatty acids, solid fatty alcohols, and mixtures thereof.
  • the composition according to the invention comprises at least one liquid fatty substance, preferentially chosen from liquid hydrocarbons containing more than 16 carbon atoms, plant oils, liquid fatty alcohols and liquid fatty esters, silicone oils and mixtures thereof.
  • the liquid fatty substance(s) is (are) chosen from liquid hydrocarbons comprising more than 16 carbon atoms, in particular liquid petroleum jelly, liquid fatty alcohols, and mixtures thereof.
  • the composition according to the invention comprises at least one solid fatty substance, preferentially chosen from solid fatty alcohols.
  • the composition according to the invention comprises at least one liquid fatty substance and at least one solid fatty substance, preferentially at least one liquid fatty alcohol and at least one solid fatty alcohol.
  • the total content of the fatty substance(s) preferably ranges from 5% to 80% by weight, more preferentially from 8% to 70% by weight, and better still from 10% to 65% by weight, relative to the total weight of the composition.
  • the composition according to the invention comprises one or more fatty substances, the total content of the fatty substance(s) preferably ranging from 30% to 80% by weight, more preferentially from 35% to 70% by weight, and better still from 40% to 65% by weight, relative to the total weight of the composition.
  • the composition according to the invention comprises one or more liquid fatty substances, the total content of the liquid fatty substance(s) preferably ranging from 30% to 80% by weight, more preferentially from 35% to 70% by weight, and better still from 40% to 65% by weight, relative to the total weight of the composition.
  • composition according to the present invention can comprise one or more surfactants. These may be chosen preferably from anionic surfactants, non-ionic surfactants, cationic surfactants and/or mixtures thereof.
  • anionic surfactant is understood to mean a surfactant including, as ionic or ionizable groups, only anionic groups. These anionic groups are preferably chosen from the following groups: CO2H, CC>2’, SO3H, SOs-, OSO3H, OSOs-, H2PO3, HPOs-, POs 2- , H2PO2, HPO2-, PO2 2 -, POH and PO-.
  • anionic surfactants that may be used in the composition according to the invention, mention may be made of alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates, alkylsulfonates, alkylamidesulfonates, alkylarylsulfonates, a-olefinsulfonates, paraffin sulfonates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl sulfoacetates, acyl sarcosinates, acyl glutamates, alkyl sulfosuccinamates, acyl isethionates and N-(Ci-C4)alkyl N-acyltaurates, salts of alkyl monoesters
  • These compounds may be oxyethylenated and then preferably comprise from 1 to 50 ethylene oxide units.
  • the salts of C6-C24 alkyl monoesters of polyglycoside-polycarboxylic acids may be chosen from C6-C24 alkyl polyglycoside-citrates, C6-C24 alkyl polyglycoside-tartrates and C6-C24 alkyl polyglycoside-sulfosuccinates.
  • anionic surfactant(s) when they is (are) in salt form, they may be chosen from alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, ammonium salts, amine salts and in particular amino alcohol salts or alkaline-earth metal salts such as the magnesium salt.
  • alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, ammonium salts, amine salts and in particular amino alcohol salts or alkaline-earth metal salts such as the magnesium salt.
  • amino alcohol salts examples include monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, diisopropanolamine or triisopropanolamine salts, 2-amino-2-methyl-1 -propanol salts, 2- amino-2-methyl-1 ,3-propanediol salts and tris(hydroxymethyl)aminomethane salts.
  • Alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts are preferably used.
  • the anionic surfactants optionally present may be mild anionic surfactants, i.e. anionic surfactants without a sulfate function.
  • mild anionic surfactants mention may be made in particular of the following compounds and salts thereof, and also mixtures thereof: polyoxyalkylenated alkyl ether carboxylic acids; polyoxyalkylenated alkylaryl ether carboxylic acids; polyoxyalkylenated alkylamido ether carboxylic acids, in particular those comprising 2 to 50 ethylene oxide groups; alkyl D-galactoside uronic acids; acyl sarcosinates; acyl glutamates; and alkylpolyglycoside carboxylic esters.
  • Use may be made most particularly of polyoxyalkylenated alkyl ether carboxylic acids, for instance lauryl ether carboxylic acid (4.5 OE), sold, for example, under the name Akypo RLM 45 CA from Kao.
  • polyoxyalkylenated alkyl ether carboxylic acids for instance lauryl ether carboxylic acid (4.5 OE)
  • Akypo RLM 45 CA from Kao.
  • anionic surfactants such as the alkyl sulfates or alkyl ether sulfates, and the acyl glutamates, more preferentially the alkyl sulfates.
  • non-ionic surfactant(s) that may be used in the composition of the present invention are in particular described, for example, in the Handbook of Surfactants by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991 , pages 116-178.
  • non-ionic surfactants mention may be made of the following compounds, alone or as a mixture:
  • - C8-C30 fatty acid esters of sorbitan - (C8-C3o)alkyl(poly)glucosides, (C8-C3o)alkenyl(poly)glucosides, which are optionally oxyalkylenated (0 to 10 oxyalkylene units) and comprising from 1 to 15 glucose units, (C 8 - C3o)alkyl(poly)glucoside esters,
  • They are notably chosen from alcohols, a-diols and (Ci-C 2 o)alkylphenols, these compounds being ethoxylated, propoxylated or glycerolated, and bearing at least one fatty chain comprising, for example, from 8 to 24 carbon atoms, preferably from 8 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups possibly ranging notably from 1 to 200, and the number of glycerol groups possibly ranging notably from 1 to 30.
  • ethoxylated fatty amides preferably having from 1 to 30 ethylene oxide units, polyglycerol
  • Ci 2 -C 22 fatty acid esters (especially monoesters, diesters and triesters) of sorbitan may be chosen from: sorbitan caprylate; sorbitan cocoate; sorbitan isostearate; sorbitan laurate; sorbitan oleate; sorbitan palmitate; sorbitan stearate; sorbitan di isostearate; sorbitan dioleate; sorbitan distearate; sorbitan sesquicaprylate; sorbitan sesquiisostearate; sorbitan sesquioleate; sorbitan sesquistearate; sorbitan triisostearate; sorbitan trioleate; and sorbitan tristearate.
  • the polyoxyethylenated C8-C30 (preferably Ci 2 -Cis) fatty acid esters (especially monoesters, diesters and triesters) of sorbitan, especially containing from 2 to 20 mol of ethylene oxide may be chosen from polyoxyethylenated esters, especially containing from 2 to 30 mol of ethylene oxide, of C12-C18 fatty acids, in particular lauric, myristic, cetylic or stearic acid, and of sorbitan, such as: polyoxyethylenated sorbitan monolaurate (4 OE) (Polysorbate-21), polyoxyethylenated sorbitan monolaurate (20 OE) (Polysorbate-20), polyoxyethylenated sorbitan monopalmitate (20 OE) (Polysorbate-40), polyoxyethylenated sorbitan monostearate (20 OE) (Polysorbate-60), polyoxyethylenated sorbitan monostearate
  • the polyoxyethylenated Cs-Cso (preferably C12-C18) fatty acid esters (especially monoesters, diesters and triesters) of sorbitan, especially containing from 2 to 20 mol of ethylene oxide may be chosen from polyoxyethylenated esters, especially containing from 2 to 20 mol of ethylene oxide, of C12-C18 fatty acids, in particular such as lauric, myristic, cetylic or stearic acid, and of sorbitan, such as:
  • the polyoxyethylenated esters especially containing from 2 to 20 OE
  • the polyoxyethylenated esters especially containing from 2 to 20 OE
  • sorbitan and of isostearic acid such as PEG-2 sorbitan isostearate; PEG-5 sorbitan isostearate; PEG-20 sorbitan isostearate such as the product sold under the name Nikkol Tl 10 V by the company Nikkol
  • the polyoxyethylenated esters especially containing from 2 to 20 OE
  • sorbitan and of lauric acid such as PEG-10 sorbitan laurate
  • the polyoxyethylenated esters especially containing from 3 to 20 OE
  • sorbitan and of stearic acid such as PEG-3 sorbitan stearate; PEG-4 sorbitan stearate; PEG-6 sorbitan stearate.
  • the non-ionic surfactant(s) is (are) preferably chosen from ethoxylated C8-C24 fatty alcohols comprising from 1 to 200 ethylene oxide groups, ethoxylated C8-C30 fatty acid esters of sorbitan having from 1 to 30 ethylene oxide units, (C6-C24 alkyl)polyglycosides, and mixtures thereof.
  • the cationic surfactant(s) that may be used in the composition according to the invention is (are) generally chosen from optionally polyoxyalkylenated primary, secondary or tertiary fatty amines, quaternary ammonium salts, and mixtures thereof.
  • the fatty amines generally comprise at least one C 3 -C 3 o hydrocarbon-based chain.
  • examples that may be mentioned include stearylamidopropyldimethylamine and distearylamine.
  • quaternary ammonium salts examples include:
  • the groups Rs to Rn which may be identical or different, represent a linear or branched aliphatic group comprising from 1 to 30 carbon atoms, or an aromatic group such as aryl or alkylaryl, at least one of the groups Rs to Rn comprising from 8 to 30 carbon atoms and preferably from 12 to 24 carbon atoms.
  • the aliphatic groups may include heteroatoms such as especially oxygen, nitrogen, sulfur and halogens.
  • the aliphatic groups are chosen, for example, from Ci-C 30 alkyl, Ci-C 30 alkoxy, polyoxy(C2-Ce)alkylene, Ci-C 30 alkylamide, (Ci2-C22)alkylamido(C2-C6)alkyl, (Ci2-C22)alkyl acetate and Ci-C 30 hydroxyalkyl groups;
  • X' is an anion chosen from the group of halides, phosphates, acetates, lactates, (Ci-C 4 )alkyl sulfates and (Ci-C 4 )alkylsulfonates or (Ci- C 4 )alkylarylsulfonates.
  • quaternary ammonium salts of formula (X) preference is given, firstly, to tetraalkylammonium chlorides, for instance dialkyldimethylammonium or alkyltrimethylammonium chlorides in which the alkyl group includes from about 12 to 22 carbon atoms, in particular behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride or benzyldimethylstearylammonium chloride, or else, secondly, to distearoylethylhydroxyethylmethylammonium methosulfate, dipalmitoylethylhydroxyethylammonium methosulfate or distearoylethylhydroxyethylammonium methosulfate, or else, finally, to palmitylamidopropyltrimethylammonium chloride or stearamidopropyldimethyl(myristyl acetate)ammoni
  • R12 represents an alkenyl or alkyl group including from 8 to 30 carbon atoms, for example tallow fatty acid derivatives
  • 13 represents a hydrogen atom, a C1-C4 alkyl group or an alkenyl or alkyl group including from 8 to 30 carbon atoms
  • R14 represents a C1-C4 alkyl group
  • R15 represents a hydrogen atom or a C1-C4 alkyl group
  • X' is an anion chosen from the group of halides, phosphates, acetates, lactates, (Ci-C4)alkyl sulfates and (Ci-C4)alkylsulfonates or (Ci-C4)alkylarylsulfonates.
  • 12 and 13 denote a mixture of alkenyl or alkyl groups including from 12 to 21 carbon atoms, for example tallow fatty acid derivatives, R14 denotes a methyl group, and R15 denotes a hydrogen atom.
  • R14 denotes a methyl group
  • R15 denotes a hydrogen atom.
  • R16 denotes an alkyl group containing approximately from 16 to 30 carbon atoms, which is optionally hydroxylated and/or interrupted with one or more oxygen atoms
  • R17 is chosen from hydrogen, an alkyl group containing from 1 to 4 carbon atoms or a group - (CH2)3-N + (R16a)(R17a)(R18a), R16a, R17a, R18a, R18, R19, R20 and R21, which may be identical or different, are chosen from hydrogen or an alkyl group containing from 1 to 4 carbon atoms
  • X" is an anion chosen from the group of halides, acetates, phosphates, nitrates, (Ci-C 4 )alkyl sulfates, (Ci-C 4 )alkylsulfonates or (Ci-C 4 )alkylaryl
  • Such compounds are, for example, Finquat CT-P, sold by the company Finetex (Quaternium 89), and Finquat CT, sold by the company Finetex (Quaternium 75).
  • - quaternary ammonium salts containing one or more ester functions for instance those of formula (XIII) below: in which: R22 is chosen from Ci-Ce alkyl groups and Ci-Ce hydroxyalkyl or dihydroxyalkyl groups; R23 is chosen from: the group -C(O)R26, linear or branched, saturated or unsaturated C1-C22 hydrocarbon-based groups R27, or a hydrogen atom; R25 is chosen from: the group -C(O)R28, linear or branched, saturated or unsaturated Ci-Ce hydrocarbon-based groups R29, or a hydrogen atom; R24, R26 and R28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C7-C21 hydrocarbon-based groups; r, s
  • the alkyl groups R22 may be linear or branched, and more particularly linear.
  • R22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
  • the sum x + y + z is from 1 to 10.
  • R23 is a hydrocarbon-based group R27, it may be long and contain from 12 to 22 carbon atoms, or may be short and contain from 1 to 3 carbon atoms.
  • R25 is a hydrocarbon-based group R29, it preferably contains 1 to 3 carbon atoms.
  • R24, R26 and R28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C11-C21 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated C11-C21 alkyl and alkenyl groups.
  • x and z which may be identical or different, are equal to 0 or 1 .
  • y is equal to 1 .
  • r, s and t which may be identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
  • the anion X" is preferably a halide, preferably chloride, bromide or iodide, a (Ci-C4)alkyl sulfate, (Ci-C4)alkylsulfonate or (Ci-C4)alkylarylsulfonate.
  • a halide preferably chloride, bromide or iodide
  • a (Ci-C4)alkyl sulfate, (Ci-C4)alkylsulfonate or (Ci-C4)alkylarylsulfonate preferably a halide, preferably chloride, bromide or iodide, a (Ci-C4)alkyl sulfate, (Ci-C4)alkylsulfonate or (Ci-C4)alkylarylsulfonate.
  • methanesulfonate phosphate, nitrate, tosylate
  • an anion derived from an organic acid such
  • the anion X" is even more particularly chloride, methyl sulfate or ethyl sulfate.
  • R22 denotes a methyl or ethyl group, x and y are equal to 1 , z is equal to 0 or 1 , r, s and t are equal to 2;
  • R23 is chosen from: the group - C(O)R26, methyl, ethyl or C14-C22 hydrocarbon-based groups, or a hydrogen atom,
  • R25 is chosen from: the group -C(O)R28, or a hydrogen atom,
  • R24, R26 and R28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C13-C17 hydrocarbon-based groups, and preferably from linear or branched, saturated or unsaturated C13-C17 alkyl and alkenyl groups.
  • the hydrocarbon-based groups are linear.
  • acyl groups preferably contain 14 to 18 carbon atoms and are derived more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.
  • alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably dimethyl or diethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably dimethyl or diethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably dimethyl or diethyl sulfate
  • composition according to the invention may contain, for example, a mixture of quaternary ammonium monoester, diester and triester salts with a weight majority of diester salts.
  • ammonium salts containing at least one ester function that are described in patents US-A-4874554 and US-A-4137180.
  • Use may also be made of the behenoylhydroxypropyltrimethylammonium chloride sold, for example, by the company KAO under the name Quartamin BTC 131.
  • the ammonium salts containing at least one ester function contain two ester functions.
  • cetyltrimethylammonium behenyltrimethylammonium and dipalmitoylethylhydroxyethylmethylammonium salts, and mixtures thereof, and more particularly behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, and dipalmitoylethylhydroxyethylammonium methosulfate, and mixtures thereof.
  • the surfactant(s) is (are) chosen from anionic surfactants, non-ionic surfactants, and mixtures thereof.
  • the surfactant(s) is (are) chosen from non-ionic surfactants, better still from ethoxylated C8-C24 fatty alcohols comprising from 1 to 200 ethylene oxide groups, ethoxylated C8-C30 fatty acid esters of sorbitan having from 1 to 30 ethylene oxide units, (C6-C24 alkyl)polyglycosides, and mixtures thereof.
  • the total content of surfactant(s) in the composition preferably ranges from 0.01% to 15% by weight, more preferentially from 0.1% to 10% by weight, better still from 0.5% to 8% by weight, even better still from 1 % to 6% by weight, relative to the total weight of the composition.
  • the total content of non-ionic surfactant(s) in the composition preferably ranges from 0.01% to 15% by weight, more preferentially from 0.1% to 10% by weight, better still from 0.5% to 8% by weight, even better still from 1 % to 6% by weight, relative to the total weight of the composition.
  • composition according to the present invention may comprise one or more thickening polymer(s).
  • the term “thickening” is understood to mean a compound capable, by its presence, of increasing the viscosity of the medium by at least 50 cps at 25°C and at a shear rate of 1 s 1 .
  • the thickening compound introduced at 1 % by weight in water or in a 50/50 water/alcohol mixture, achieves a viscosity at 25°C of greater than 100 cps at a shear rate of 1 s 1 .
  • These viscosities can be measured using in particular viscometers or rheometers having cone-plate geometry.
  • the thickening polymers can be chosen from associative polymers and non-associative polymers.
  • association polymers means water- soluble polymers that are capable, in an aqueous medium, of reversibly associating with each other or with other molecules.
  • Their chemical structure comprises at least one hydrophilic region and at least one hydrophobic region characterized by at least one Cs-Cso fatty chain.
  • the associative polymers according to the invention may be of anionic, cationic, amphoteric or non-ionic type, preferably of non-ionic or cationic type.
  • Pemulen TR1 or TR2 by the company Goodrich (INCI: Acrylates/C 10-30 Alkyl Acrylate Crosspolymer), Salcare SC90 by the company Ciba, Aculyn 22, 28, 33, 44 or 46 by the company Rohm & Haas and Elfacos T210 and T212 by the company Akzo.
  • the associative polymers can be chosen from cellulose-based polymers.
  • the associative polymer(s) is (are) chosen from celluloses modified with groups comprising at least one fatty chain.
  • the associative polymer(s) may be chosen from hydroxyethylcelluloses modified with groups including at least one fatty chain, such as alkyl, arylalkyl or alkylaryl groups, or mixtures thereof, and in which the alkyl groups are preferably C8-C22, and hydroxyethylcelluloses modified with polyalkylene glycol alkyl phenol ether groups, and mixtures thereof, preferably cetylhydroxyethylcellulose.
  • the associative polymer(s) may be chosen from quaternized cellulose derivatives, preferably chosen from quaternized hydroxyethylcelluloses modified with groups comprising at least one fatty chain, such as linear or branched alkyl groups, linear or branched arylalkyl groups, or linear or branched alkylaryl groups, preferably linear or branched alkyl groups, these groups comprising at least 8 carbon atoms, notably from 8 to 30 carbon atoms, better still from 10 to 24, or even from 10 to 14, carbon atoms; or mixtures thereof, and even better still polyquaternium-67.
  • groups comprising at least one fatty chain such as linear or branched alkyl groups, linear or branched arylalkyl groups, or linear or branched alkylaryl groups, preferably linear or branched alkyl groups, these groups comprising at least 8 carbon atoms, notably from 8 to 30 carbon atoms, better still from 10 to 24, or even from 10 to 14, carbon atoms
  • the thickening polymers may also be chosen from non-associative polymers, and in particular non-ionic cellulose-based polymers (hydroxyethycellulose, hydroxypropylcellulose, carboxymethylcellulose), guar gum and non-ionic derivatives thereof (hydroxypropylguar), gums of microbial origin (xanthan gum, scleroglucan gum), crosslinked or non-crosslinked homopolymers and copolymers based on acrylic acid, on methacrylic acid or on acrylamidopropanesulfonic acid, and mixtures thereof.
  • non-associative polymers and in particular non-ionic cellulose-based polymers (hydroxyethycellulose, hydroxypropylcellulose, carboxymethylcellulose), guar gum and non-ionic derivatives thereof (hydroxypropylguar), gums of microbial origin (xanthan gum, scleroglucan gum), crosslinked or non-crosslinked homopolymers and copolymers based on acrylic acid, on methacrylic acid or on
  • an anionic (meth)acrylic polymer may also be chosen, such as homopolymers or copolymers of (meth)acrylic acid. Mention may for example be made of the compounds having the INCI name Carbomer.
  • the non-associative polymers are chosen from guar gums, xanthan gum, and homopolymers or copolymers of (meth)acrylic acid.
  • guar gums that may be used according to the invention may be non-ionic or cationic.
  • the unmodified non-ionic guar gums are, for example, the products sold under the name Vidogum GH 175 by the company Unipectine and under the names Meypro-Guar 50 and Jaguar C by the company Rhodia Chimie.
  • modified non-ionic guar gums that may be used according to the invention are preferably modified with C1-C6 hydroxyalkyl groups.
  • hydroxyalkyl groups mention may be made, by way of example, of hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl groups.
  • guar gums are well known from the prior art and may be prepared, for example, by reacting corresponding alkene oxides, for instance propylene oxides, with the guar gum so as to obtain a guar gum modified with hydroxypropyl groups.
  • the degree of hydroxyalkylation which corresponds to the number of alkylene oxide molecules consumed by the number of free hydroxyl functions present on the guar gum, preferably ranges from 0.4 to 1 .2.
  • Such non-ionic guar gums optionally modified with hydroxyalkyl groups are sold, for example, under the trade names Jaguar HP8, Jaguar HP60 and Jaguar HP120, Jaguar DC 293 and Jaguar HP 105 by the company Meyhall, or under the name Galactasol 4H4FD2 by the company Aquaion.
  • non-ionic guar gums modified with hydroxyalkyl groups, more especially hydroxypropyl groups, modified with groups comprising at least one C6-C30 fatty chain.
  • non-ionic guar gums modified with hydroxyalkyl groups, more especially hydroxypropyl groups, modified with groups comprising at least one C6-C30 fatty chain.
  • examples of such compounds that may be mentioned include, inter alia, the product Esaflor HM 22® (C22 alkyl chain) sold by the company Lamberti, and the products RE210-18® (C14 alkyl chain) and RE205-1® (C20 alkyl chain) sold by the company Rhone- Poulenc.
  • the cationic guar gums that may more particularly be used according to the invention are guar gums comprising trialkylammonium cationic groups. Preferably, 2% to 30% and more preferentially still 5% to 20% by number of the hydroxyl functions of these guar gums bear trialkylammonium cationic groups.
  • trialkylammonium groups mention may most particularly be made of the trimethylammonium and triethylammonium groups.
  • these groups represent from 5% to 20% by weight relative to the total weight of the modified guar gum.
  • a guar gum modified with 2,3-epoxypropyltrimethylammonium chloride is preferably used.
  • guar gums modified with cationic groups are products already known perse and are, for example, described in patents US 3 589 578 and US 4 013 307. Such products are moreover notably sold under the trade names Jaguar C13 S, Jaguar C 15 and Jaguar C 17 by the company Meyhall.
  • Use is preferably made of a non-ionic guar gum and, among these non-ionic guar gums, more particularly guar gums modified with hydroxyalkyl groups.
  • the total content of the thickening polymer(s) preferably ranges from 0.01 % to 20% by weight, more preferentially from 0.05% to 10% by weight, better still from 0.075% to 5% by weight, even better still from 0.1 % to 3% by weight, relative to the total weight of the composition.
  • composition according to the invention may comprise a sequestrant (or chelating agent).
  • a "sequestrant” (or “chelating agent”) is well known to those skilled in the art and refers to a compound or a mixture of compounds capable of forming a chelate with a metal ion.
  • a chelate is an inorganic complex in which a compound (the sequestrant or chelating agent) is coordinated to a metal ion, i.e. it forms one or more bonds with the metal ion (formation of a ring including the metal ion).
  • a sequestrant (or chelating agent) generally comprises at least two electron-donating atoms which enable the formation of bonds with the metal ion.
  • the sequestrant(s) may be chosen from carboxylic acids, preferably aminocarboxylic acids, phosphonic acids, preferably aminophosphonic acids, polyphosphoric acids, preferably linear polyphosphoric acids, salts thereof, and derivatives thereof.
  • the salts are in particular alkali metal, alkaline-earth metal, ammonium and substituted ammonium salts.
  • carboxylic acids diethylenetriaminepentaacetic acid (DTPA), ethylenediaminedisuccinic acid (EDDS) and trisodium ethylenediaminedisuccinate such as Octaquest E30 from OCTEL, ethylenediaminetetraacetic acid (EDTA), and its salts such as disodium EDTA, tetrasodium EDTA, ethylenediamine-N,N'-diglutaric acid (EDDG), glycinamide-N,N'-disuccinic acid (GADS), glycinamide-N,N'-disuccinic acid (GADS), 2-hydroxypropylenediamine-N,N'- disuccinic acid (HPDDS), ethylenediamine-N,N'-bis(ortho-hydroxyphenylacetic acid) (EDDHA), N,N'-bis(2-hydroxybenzyl)ethylenediamine-N,N'-diacetic acid (HBED
  • DTPA diethylenetriamine
  • chelating agents based on mono- or polyphosphonic acid diethylenetriaminepenta(methylenephosphonic acid) (DTPMP), ethane-1 -hydroxy-1 ,1 ,2-triphosphonic acid (E1 HTP), ethane-2-hydroxy-1 ,1 ,2- triphosphonic acid (E2HTP), ethane-1 -hydroxy-1 , 1-triphosphonic acid (EH DP), ethane- 1 ,1 ,2-triphosphonic acid (ETP), ethylenediaminetetramethylenephosphonic acid (EDTMP), hydroxyethane-1 ,1-diphosphonic acid (HEDP, or etidronic acid), and salts such as disodium etidronate, tetrasodium etidronate.
  • DTPMP diethylenetriaminepenta(methylenephosphonic acid)
  • E1 HTP ethane-1 -hydroxy-1 ,1 ,2-triphosphonic acid
  • E2HTP ethane-1
  • chelating agents based on polyphosphoric acid sodium tripolyphosphate (STP), tetrasodium diphosphate, hexametaphosphoric acid, sodium metaphosphate, phytic acid.
  • STP sodium tripolyphosphate
  • tetrasodium diphosphate tetrasodium diphosphate
  • hexametaphosphoric acid sodium metaphosphate
  • phytic acid sodium tripolyphosphate
  • the sequestrant(s) useful according to the invention is (are) phosphorus-based sequestrants, i.e. sequestrants which comprise one or more phosphorus atoms, preferably at least two phosphorus atoms.
  • the phosphorus-based sequestrant(s) used in the composition according to the invention is (are) preferably chosen from:
  • alkali metal or alkaline- earth metal preferably alkali metal, phosphates and pyrophosphates, such as sodium pyrophosphate, potassium pyrophosphate, sodium pyrophosphate decahydrate; and alkali metal or alkaline-earth metal, preferably alkali metal, polyphosphates, such as sodium hexametaphosphate, sodium polyphosphate, sodium tripolyphosphate, sodium trimetaphosphate; which are optionally hydrated, and mixtures thereof;
  • organic phosphorus-based derivatives such as organic (poly)phosphates and (poly)phosphonates, such as etidronic acid and/or alkali metal or alkaline-earth metal salts thereof, for instance tetrasodium etidronate, disodium etidronate, and mixtures thereof.
  • the phosphorus-based sequestrant(s) is (are) chosen from linear or cyclic compounds comprising at least two phosphorus atoms bonded together covalently via at least one linker L comprising at least one oxygen atom and/or at least one carbon atom.
  • the phosphorus-based sequestrant(s) may be chosen from inorganic phosphorus-based derivatives, preferably comprising at least 2 phosphorus atoms. More preferentially, the phosphorus-based sequestrant(s) is (are) chosen from alkali metal or alkaline-earth metal pyrophosphates, better still from alkali metal pyrophosphates, in particular sodium pyrophosphate (also known as tetrasodium pyrophosphate).
  • the phosphorus-based sequestrant(s) may be chosen from organic phosphorus-based derivatives, preferably comprising at least 2 phosphorus atoms.
  • the phosphorus-based sequestrant(s) is (are) chosen from etidronic acid (also known as 1- hydroxyethane-1 ,1-diphosphonic acid) and/or alkali metal or alkaline-earth metal, preferably alkali metal, salts thereof, for instance tetrasodium etidronate and disodium etidronate.
  • etidronic acid also known as 1- hydroxyethane-1 ,1-diphosphonic acid
  • alkali metal or alkaline-earth metal preferably alkali metal, salts thereof, for instance tetrasodium etidronate and disodium etidronate.
  • the phosphorus-based sequestrant(s) is (are) chosen from alkali metal pyrophosphates, etidronic acid and/or alkali metal salts thereof, and a mixture of these compounds.
  • the phosphorus-based sequestrant(s) is (are) chosen from tetrasodium etidronate, disodium etidronate, etidronic acid, tetrasodium pyrophosphate, and a mixture of these compounds.
  • the sequestrants are preferably chosen from diethylenetriaminepentaacetic acid (DTPA) and salts thereof, diethylenediaminetetraacetic acid (EDTA) and salts thereof, ethylenediaminedisuccinic acid (EDDS) and salts thereof, etidronic acid and salts thereof, N,N-dicarboxymethylglutamic acid and salts thereof, N,N- dicarboxymethylglutamic acid and salts thereof (GLDA), and mixtures thereof.
  • DTPA diethylenetriaminepentaacetic acid
  • EDTA diethylenediaminetetraacetic acid
  • EDDS ethylenediaminedisuccinic acid
  • etidronic acid and salts thereof N,N-dicarboxymethylglutamic acid and salts thereof
  • GLDA N,N- dicarboxymethylglutamic acid and salts thereof
  • the alkali metal salts and especially the sodium or potassium salts are preferred.
  • the total content of the sequestrant(s) preferably ranges from 0.001% to 15% by weight, more preferentially from 0.005% to 10% by weight, better still from 0.01% to 8% by weight, even better still from 0.05% to 5% by weight, relative to the total weight of the composition.
  • composition according to the present invention may comprise one or more mineral, organic or hybrid alkaline agent(s).
  • composition according to the present invention comprises one or more mineral, organic or hybrid alkaline agent(s).
  • alkaline agent' and basic agent' are used interchangeably.
  • the mineral basifying agent(s) is (are) preferably chosen from aqueous ammonia, alkali 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 or potassium hydroxides, and mixtures thereof.
  • the organic basifying agent(s) is (are) preferably chosen from alkanolamines, amino acids, organic amines, oxyethylenated and/or oxypropylenated ethylenediamines, 1 ,3- diaminopropane, 1 ,3-diamino-2-propanol, spermine or spermidine and mixtures thereof.
  • alkanolamine is intended to mean an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched Ci-Cs alkyl groups bearing one or more hydroxyl radicals.
  • Organic amines chosen from alkanolamines such as monoalkanolamines, dialkanolamines or trialkanolamines comprising one to three identical or different C1-C4 hydroxyalkyl radicals are in particular suitable for carrying out the invention.
  • the alkanolamine(s) is (are) chosen from monoethanolamine (MEA), diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, N,N- dimethylethanolamine, 2-amino-2-methyl-1 -propanol, triisopropanolamine, 2-amino-2- methyl-1 ,3-propanediol, 3-amino-1 ,2-propanediol, 3-dimethylamino-1 ,2-propanediol, tris(hydroxymethyl)aminomethane and mixtures thereof.
  • MEA monoethanolamine
  • diethanolamine triethanolamine
  • monoisopropanolamine diisopropanolamine
  • N,N- dimethylethanolamine 2-amino-2-methyl-1 -propanol
  • 2-amino-2-methyl-1 -propanol triisopropanolamine
  • the amino acids are basic amino acids comprising an additional amine function.
  • Such basic amino acids are preferably chosen from histidine, lysine, arginine, ornithine and citrulline.
  • the organic amine may also be chosen from organic amines of heterocyclic type. Besides histidine that has already been mentioned in the amino acids, mention may in particular be made of pyridine, piperidine, imidazole, triazole, tetrazole and benzimidazole.
  • the organic amine may also be chosen from amino acid dipeptides. As amino acid dipeptides that may be used in the present invention, mention may notably be made of carnosine, anserine and balenine.
  • the organic amine may also be chosen from compounds comprising a guanidine function.
  • amines of this type other than arginine that may be used in the present invention, mention may especially be made of creatine, creatinine, 1 ,1-dimethylguanidine, 1 ,1-diethylguanidine, glycocyamine, metformin, agmatine, n-amidoalanine, 3- guanidinopropionic acid, 4-guanidinobutyric acid and 2- ([amino(imino)methyl]amino)ethane-1 -sulfonic acid.
  • the alkaline agent(s) that may be used according to the invention is (are) preferably chosen from alkanolamines such as monoethanolamine, diethanolamine, triethanolamine; aqueous ammonia, carbonates or bicarbonates such as sodium (hydrogen)carbonate and potassium (hydrogen)carbonate and mixtures thereof, more preferentially from aqueous ammonia and alkanolamines, better still from alkanolamines.
  • alkanolamines such as monoethanolamine, diethanolamine, triethanolamine
  • aqueous ammonia, carbonates or bicarbonates such as sodium (hydrogen)carbonate and potassium (hydrogen)carbonate and mixtures thereof, more preferentially from aqueous ammonia and alkanolamines, better still from alkanolamines.
  • the total content of the alkaline agent(s) preferably ranges from 0.1 % to 40% by weight, more preferentially from 0.5% to 30% by weight, better still from 1 % to 20% by weight, even better still from 2% to 10% by weight, relative to the total weight of the composition.
  • the pH of the composition comprising at least one alkaline agent, when it is aqueous is between 8 and 13; preferably between 9 and 12.
  • the pH of the composition may 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 hereinabove, or alternatively using buffer systems known to those skilled in the art.
  • composition according to the invention may also comprise at least one organic solvent.
  • organic solvents examples include linear or branched C2 to C4 alkanols, such as ethanol and isopropanol; polyols and polyol ethers, for instance 2- butoxyethanol, glycerol, propylene glycol, dipropylene glycol, propylene glycol monomethyl ether, diethylene glycol monomethyl ether and monoethyl ether, and also aromatic alcohols or ethers, for instance benzyl alcohol or phenoxyethanol, and mixtures thereof.
  • alkanols such as ethanol and isopropanol
  • polyols and polyol ethers for instance 2- butoxyethanol, glycerol, propylene glycol, dipropylene glycol, propylene glycol monomethyl ether, diethylene glycol monomethyl ether and monoethyl ether
  • aromatic alcohols or ethers for instance benzyl alcohol or phenoxyethanol, and mixtures thereof.
  • the organic solvent(s) may be present in an amount ranging from 0.01 % to 30% by weight, preferably ranging from 2% to 25% by weight, relative to the total weight of the composition.
  • composition according to the invention is preferably an aqueous composition.
  • the composition preferably comprises water in an amount of greater than or equal to 10% by weight, preferably greater than or equal to 15% by weight, relative to the total weight of the composition.
  • composition according to the invention may optionally comprise one or more additives, different from the compounds of the invention and among which mention may be made of cationic, anionic, non-ionic or amphoteric polymers or mixtures thereof, other than thickening polymers, mineral thickening agents, antidandruff agents, anti-seborrhoeic agents, agents for preventing hair loss and/or for promoting hair regrowth, vitamins and provitamins including panthenol, sunscreens, mineral or organic pigments, plasticizers, solubilizers, opacifiers or pearlescent agents, antioxidants, hydroxy acids, fragrances, and preservatives.
  • additives different from the compounds of the invention and among which mention may be made of cationic, anionic, non-ionic or amphoteric polymers or mixtures thereof, other than thickening polymers, mineral thickening agents, antidandruff agents, anti-seborrhoeic agents, agents for preventing hair loss and/or for promoting hair regrowth, vitamins
  • the above additives may generally be present in an amount, for each of them, of between 0 and 20% by weight, relative to the total weight of the composition.
  • composition according to the invention does not comprise chemical oxidizing agents.
  • composition according to the invention comprises:
  • At least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
  • At least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
  • the present invention also relates to a process for dyeing keratin fibres, preferably the hair, which comprises a step of applying to said keratin fibres an effective amount of a composition as described above.
  • the composition may be applied to wet or dry keratin fibres.
  • the keratin fibres are optionally rinsed with water, optionally washed with a shampoo and then rinsed with water, before being dried or left to dry.
  • the process according to the invention comprises a step of mixing the composition according to the invention with an oxidizing composition comprising at least one chemical oxidizing agent.
  • This mixing step is preferably performed at the moment of use, just before applying the composition resulting from the mixing to the hair.
  • the chemical oxidizing agent(s) is (are) chosen from hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, peroxygenated salts, for instance persulfates, perborates, peracids and precursors thereof and percarbonates of alkali metals or alkaline-earth metals, and mixtures thereof.
  • the oxidizing agent is preferably chosen from hydrogen peroxide.
  • the oxidizing composition is preferably an aqueous composition.
  • it comprises more than 5% by weight of water, preferably more than 10% by weight of water, and even more advantageously more than 20% by weight of water.
  • the oxidizing composition may also comprise one or more organic solvents chosen from those listed previously; these solvents more particularly representing, when they are present, from 1 % to 40% by weight and preferably from 5% to 30% by weight, relative to the weight of the oxidizing composition.
  • the oxidizing composition also preferably comprises one or more acidifying agents.
  • acidifying agents examples that may be mentioned include mineral or organic acids, for instance hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic acid, and sulfonic acids.
  • mineral or organic acids for instance hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic acid, and sulfonic acids.
  • the oxidizing composition may additionally comprise fatty substances such as those described hereinabove, preferably chosen from fatty alcohols, liquid hydrocarbons comprising more than 16 carbon atoms and mixtures thereof, surfactants and polymers.
  • the pH of the oxidizing composition when it is aqueous, is less than 7.
  • the oxidizing composition comprises hydrogen peroxide as oxidizing agent, in aqueous solution, the concentration of which ranges, more particularly, from 0.1% to 50%, more particularly between 0.5% and 20% and even more preferentially between 1 % and 15% by weight, relative to the weight of the oxidizing composition.
  • At least one of the (dye or oxidizing) compositions is aqueous.
  • the process according to the invention comprises a step of applying to the hair a composition resulting from the mixing, at the time of use, of at least two compositions: a) a dyeing composition comprising:
  • At least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
  • At least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
  • the process according to the invention comprises a step of applying to the hair a composition resulting from the mixing, at the time of use, of at least two compositions: a) a dyeing composition comprising:
  • At least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
  • an oxidizing composition comprising one or more chemical oxidizing agents, preferably hydrogen peroxide.
  • the invention also relates to a composition
  • a composition comprising:
  • At least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
  • At least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
  • this composition being a ready-to-use composition.
  • This ready-to-use composition may comprise one or more ingredients among those described above.
  • the pH of the ready-to-use composition is between 8 and 11 , preferably between 9 and 10,7.
  • Kits Another subject of the invention is a multi-compartment device for dyeing keratin fibres, comprising at least a first compartment containing the dyeing composition according to the invention and at least a second compartment containing an oxidizing composition as described above.
  • compositions of the device according to the invention are packaged in separate compartments, optionally accompanied by suitable application means which may be identical or different, such as fine brushes, coarse brushes or sponges.
  • the device mentioned above may also be equipped with a means for dispensing the desired mixture onto the hair, for instance the devices described in patent FR 2586913.
  • the present invention relates to the use of a composition as described above for dyeing keratin fibres, and in particular the hair.
  • composition A1 according to the present invention and comparative composition A2 were prepared using the ingredients of which the contents are indicated in the table below:
  • the oxidizing composition B was prepared from the ingredients of which the contents are indicated in the table below:
  • the dyeing compositions A1 and A2 are each mixed with the oxidizing composition B in a 1+1 .5 weight ratio.
  • Each of the mixtures is applied to locks of hair containing 90% natural white (NW) hair and 90% natural white permanent-waved (PW) hair, in a proportion of 5 g of mixture per 1 g of hair.
  • NW natural white
  • PW permanent-waved
  • the colouring of the hair is evaluated in the L*a*b* system, using a Konica Minolta CM- 3600A spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the Cl ELab system.
  • L* represents the lightness.
  • the chromaticity is measured by the values a* and b*, a* representing the red/green axis and b* the yellow/blue axis.
  • the selectivity is represented by the colour difference AE between the locks of dyed natural (NW) hair and dyed permanent-waved (PW) hair, AE being obtained from the formula: in which L* represents the intensity and a* and b* represent the chromaticity of the dyed natural hair, and Lo* represents the intensity and ao* and bo* represent the chromaticity of the dyed permanent-waved hair.
  • L* represents the intensity and a* and b* represent the chromaticity of the dyed natural hair
  • Lo* represents the intensity and ao* and bo* represent the chromaticity of the dyed permanent-waved hair.
  • composition according to the invention leads to a lower value of AE, and thus to better selectivity, compared to the comparative composition.

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Abstract

The invention relates to a composition comprising at least one oxidation base chosen from 2-ϒ-hydroxypropyl-para- phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts, at least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts, and at least oxidation coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts. The invention also relates to a process for dyeing keratin fibres, preferably the hair, comprising the application of the composition to said keratin fibres.

Description

DESCRIPTION
TITLE: Composition comprising the combination of three particular oxidation dye precursors.
The invention relates to a composition comprising the combination of three particular oxidation dye precursors.
The invention also relates to a process for dyeing keratin fibres, in particular human keratin fibres such as hair, using this composition.
Finally, the invention relates to the use of such a composition for dyeing keratin fibres, and in particular human keratin fibres such as hair.
Many people have sought for a long time to modify the colour of their hair, and in particular to mask their grey hair.
It is known practice to dye keratin fibres, in particular human keratin fibres such as the hair, to obtain permanent colourings with dyeing compositions containing oxidation dye precursors, in particular oxidation bases, such as ortho- or para-phenylenediamines, ortho- or para-aminophenols, or heterocyclic compounds such as pyrazoles, pyrazolinones or pyrazolo-pyridines. These oxidation bases are colourless or weakly coloured compounds which, when combined with oxidizing products, can give rise to coloured compounds via a process of oxidative condensation.
It is also possible to vary the shades obtained with these oxidation bases by combining them with couplers or colour modifiers. The variety of molecules used as oxidation bases and couplers allows a wide range of colours to be obtained. However, the use of these dyeing compositions may have a certain number of drawbacks.
Specifically, after application to the keratin fibres, the dyeing power obtained may not be entirely satisfactory, or may even be weak, and lead to a restricted range of colours.
The colourings may also be insufficiently persistent with respect to external agents such as light, shampoo or perspiration, and may also be too selective, i.e. the difference in colouring is too great along the same keratin fibre that is differently sensitized between its end and its root.
Oxidation bases of the para-phenylenediamine type are commonly used in the field of hair dyeing, optionally combined with oxidation couplers. By way of example, 3-(2,5-diaminophenyl)propan-1-ol and hydroxyethyl-3,4- methylenedioxyaniline are known, in particular from document WO2017/108840, to be advantageous dye precursors.
However, the combination of these two dye precursors still does not lead to dyeing properties that are entirely satisfactory, in particular in terms of selectivity.
There is a real need to provide a composition for dyeing keratin fibres, in particular human keratin fibres such as the hair, which does not have the drawbacks mentioned above, i.e. which is capable of resulting in a colouring having an intense colour, with an improved fastness and also good coverage of the grey hair and good selectivity, and which is capable of resulting in good dyeing performance levels, even after a period of storage.
These aims and others are achieved by the present invention, one subject of which is thus a composition, in particular for dyeing keratin fibres, comprising:
- at least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000003_0001
- at least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000003_0002
- at least oxidation coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000003_0003
Another subject of the present invention is a process for dyeing keratin fibres in which the composition according to the invention is applied to said fibres. According to a preferred embodiment, the composition according to the invention is a composition for dyeing keratin fibres, in particular the hair.
The composition according to the invention may especially lead to chromatic, powerful, intense and sparingly selective colourings, i.e. to colourings that are uniform along the length of the fibre. It also allows various shades to be achieved in a very wide range of colours. Furthermore, it enables a good colour build-up.
This composition also gives particularly good coverage of depigmented keratin fibres, such as grey hair.
A subject of the invention is also a kit comprising, in a first compartment, a composition as defined above and, in a second compartment, an oxidizing composition comprising at least one chemical oxidizing agent.
According to the invention, the term "chemical oxidizing agent" is intended to mean an oxidizing agent other than atmospheric oxygen.
Other subjects, characteristics, aspects and advantages of the invention will become even more clearly apparent on reading the description and the examples which follow.
In that which follows, 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 II
Moreover, the expression "at least one" used in the present description is equivalent to the expression "one or more".
Oxidation bases
The composition according to the invention comprises at least one particular oxidation base.
The composition according to the invention comprises at least 2-y-hydroxypropyl-para- phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000004_0001
The addition salts of the compounds of formula (I) present in the composition according to the invention are chosen especially from the addition salts with an acid, such as the 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 of the compounds of formula (I) more particularly represent the hydrates of said compound and/or the combination of said compound with a linear or branched Ci to C4 alcohol such as methanol, ethanol, isopropanol or n-propanol. Preferably, the solvates are hydrates.
The total content of oxidation base(s) chosen from 2-y-hydroxypropyl-para- phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts preferably 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%, even better still from 0.1 % to 3% by weight, relative to the total weight of the composition.
The composition according to the invention may optionally also comprise one or more additional oxidation bases different from the compounds of formula (I) chosen from paraphenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, orthoaminophenols and heterocyclic bases, their addition salts and their solvates.
Among the para-phenylenediamines different from the compounds of formula (I), mention may be made, for example, of para-phenylenediamine, para-toluenediamine, 2-chloro-para- phenylenediamine, 2,3-dimethyl-para-phenylenediamine, 2,6-dimethyl-para- phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,5-dimethyl-para- phenylenediamine, N,N-dimethyl-para-phenylenediamine, 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- methoxymethyl-para-phenylenediamine, 2-p-hydroxyethyl-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 and 3-hydroxy-1-(4'-aminophenyl)pyrrolidine, their addition salts with an acid and their solvates. Among the bis(phenyl)alkylenediamines, mention may be made, for example, of N,N'-bis(P- hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1 ,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, 1 ,8-bis(2,5-diaminophenoxy)-3,6-dioxaoctane, their addition salts with an acid and their solvates.
Among the para-aminophenols, mention may be made, for example, of para-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3- hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino- 2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(P- hydroxyethylaminomethyl)phenol, 4-amino-2-fluorophenol, their addition salts with an acid and their solvates.
Among the ortho-aminophenols, mention may be made, for example, of 2-aminophenol, 2- amino-5-methylphenol, 2-amino-6-methylphenol, 5-acetamido-2-aminophenol, their addition salts with an acid and their solvates.
Among the heterocyclic bases, mention may be made, for example, of pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.
Among the pyridine derivatives, mention may be made of the compounds described, for example, in patents GB 1 026 978 and GB 1 153 196, for instance 2,5-diaminopyridine, 2- (4-methoxyphenyl)amino-3-aminopyridine, 3,4-diaminopyridine, their addition salts with an acid and their solvates.
Among the pyrimidine derivatives, mention may be made of the compounds described, for example, in patents DE 2359399, JP 88-169571 , JP 05-63124 and EP 0770375 or patent application WO 96/15765, for instance 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 pyrazolopyrimidine derivatives such as those mentioned in patent application FR-A-2 750 048 and among which mention may be made of pyrazolo[1 ,5-a]pyrimidine-3,7-diamine; 2,5-dimethylpyrazolo[1 ,5-a]pyrimidine-3,7- diamine; pyrazolo[1 ,5-a]pyrimidine-3,5-diamine; 2,7-dimethylpyrazolo[1 ,5-a]pyrimidine-3,5- diamine; 3-aminopyrazolo[1 ,5-a]pyrimidin-7-ol; 3-aminopyrazolo[1 ,5-a]pyrimidin-5-ol; 2-(3- aminopyrazolo[1 ,5-a]pyrimidin-7-ylamino)ethanol, 2-(7-aminopyrazolo[1 ,5-a]pyrimidin-3- ylamino)ethanol, 2-[(3-aminopyrazolo[1 ,5-a]pyrimidin-7-yl)(2-hydroxyethyl)amino]ethanol, 2-[(7-aminopyrazolo[1 ,5-a]pyrimidin-3-yl)-(2-hydroxyethyl)amino]ethanol, 5,6- dimethylpyrazolo[1 ,5-a]pyrimidine-3,7-diamine, 2,6-dimethylpyrazolo[1 ,5-a]pyrimidine-3,7- diamine, 2,5,N7,N7-tetramethylpyrazolo[1 ,5-a]pyrimidine-3,7-diamine and 3-amino-5- methyl-7-imidazolylpropylaminopyrazolo[1 ,5-a]pyrimidine, their addition salts and their solvates.
Among the pyrazole derivatives, mention may be made of the diaminopyrazole bases, especially the compounds described in patents DE 3843892 and DE 4133957 and patent applications WO 94/08969, WO 94/08970, FR-A-2733749 and DE 19543988, for instance
4,5-diamino-1 -methylpyrazole, 4,5-diamino-1 -(P-hydroxyethyl)pyrazole, 3,4- diaminopyrazole, 4,5-diamino-1-(4'-chlorobenzyl)pyrazole, 4,5-diamino-1 ,3- dimethylpyrazole, 4, 5-diamino-3-methyl-1 -phenylpyrazole, 4,5-diamino-1 -methyl-3- phenylpyrazole, 4-amino-1 ,3-dimethyl-5-hydrazinopyrazole, 1 -benzyl-4,5-diamino-3- methylpyrazole, 4, 5-diamino-3-tert-butyl-1 -methylpyrazole, 4,5-diamino-1 -tert-butyl-3- methylpyrazole, 4,5-diamino-1 -(P-hydroxyethyl)-3-methylpyrazole, 4,5-diamino-1 -ethyl-3- methylpyrazole, 4,5-diamino-1 -ethyl-3-(4'-methoxyphenyl)pyrazole, 4,5-diamino-1 -ethyl-3- hydroxymethylpyrazole, 4,5-diamino-3-hydroxymethyl-1 -methylpyrazole, 4,5-diamino-3- hydroxymethyl-1 -isopropylpyrazole, 4,5-diamino-3-methyl-1 -isopropylpyrazole, 4-amino-5- (2'-aminoethyl)amino-1 ,3-dimethylpyrazole, 3,4,5-triaminopyrazole, 1 -methyl-3,4,5- triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole and 3,5-diamino-4-(P- hydroxyethyl)amino-1 -methylpyrazole, and the corresponding addition salts. Use may also be made of 4,5-diamino-1-(P-methoxyethyl)pyrazole, their addition salts and their solvates.
The addition salts of the additional oxidation bases which can be present in the composition according to the invention are chosen especially 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 additional 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.
In a particular embodiment, the composition according to the invention is free from oxidation bases chosen from para-phenylenediamine, para-toluenediamine, their addition salts, their solvates and the solvates of their salts. When the composition according to the invention comprises one or more additional oxidation bases, the total content of the additional oxidation base(s), different from 2-y- hydroxypropyl-para-phenylenediamine of formula (I), from its addition salts, from its solvates and from the solvates of its salts, present in the composition according to the invention, varies, preferably, from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight relative to the total weight of the composition.
Oxidation couplers
The composition according to the invention comprises at least two particular oxidation couplers.
The composition according to the present invention comprises at least one coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000008_0001
The addition salts of the compounds of formula (II) are, in particular, chosen from the addition salts with an acid, such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates, and the addition salts with a base, such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
Moreover, the solvates of the compounds of formula (II) more particularly represent the hydrates of these compounds and/or the combination of these compounds with a linear or branched Ci to C4 alcohol such as methanol, ethanol, isopropanol or n-propanol. Preferably, the solvates are hydrates.
The total content of coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts varies preferably from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight relative to the total weight of the composition. The composition according to the present invention comprises at least one coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000009_0001
The addition salts of the compounds of formula (III) are, in particular, chosen from the addition salts with an acid, such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates, and the addition salts with a base, such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
Moreover, the solvates of the compounds of formula (III) more particularly represent the hydrates of these compounds and/or the combination of these compounds with a linear or branched Ci to C4 alcohol such as methanol, ethanol, isopropanol or n-propanol. Preferably, the solvates are hydrates.
The total content of coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts varies preferably from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight relative to the total weight of the composition.
The total content of coupler(s) chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), 2-amino-5-ethylphenol of formula (III), one of their addition salts, their solvates and/or the solvates of their salts varies preferably from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight relative to the total weight of the composition.
The composition according to the invention may optionally further comprise one or more additional couplers, different from the compounds of formulae (II) and (III) and from their addition salts, their solvates and/or the solvates of their salts, advantageously chosen from those conventionally used in the dyeing of keratin fibres.
Among the additional couplers, mention may in particular be made of metaphenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based coupling agents and heterocyclic coupling agents other than hydroxyethyl-3,4-methylenedioxyaniline and the corresponding addition salts.
Mention may for example be made of 6-hydroxybenzomorpholine, 1 ,3-dihydroxybenzene, 1 ,3-dihydroxy-2-methylbenzene, 4-chloro-1 ,3-dihydroxybenzene, 2,4-diamino-1-(R>- hydroxyethyloxy)benzene, 2-amino-4-(R>-hydroxyethylamino)-1 -methoxybenzene, 1 ,3- diaminobenzene, 1 ,3-bis(2,4-diaminophenoxy)propane, 3-ureidoaniline, 3-ureido-1- dimethylaminobenzene, sesamol, a-naphthol, 2-methyl-1 -naphthol, 6-hydroxyindole, 4- hydroxyindole, 4-hydroxy-N-methylindole, 2-amino-3-hydroxypyridine, 3,5-diamino-2,6- dimethoxypyridine, 2,6-bis(R>-hydroxyethylamino)toluene, 6-hydroxyindoline, 2,6-dihydroxy- 4-methylpyridine, 1-H-3-methylpyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one, 2,6- dimethylpyrazolo[1 ,5-b][1 ,2,4]triazole, 2,6-dimethyl[3,2-c][1 ,2,4]triazole and 6-methyl- pyrazolo[1 ,5-a]benzimidazole, 2-methyl-5-aminophenol, 5-N-(R>-hydroxyethyl)amino-2- methylphenol, 3-aminophenol, 3-amino-2-chloro-6-methylphenol, the corresponding addition salts with an acid and the corresponding mixtures.
These compounds may also be present in the form of solvates.
In a particular embodiment, the composition according to the invention is free from oxidation couplers chosen from resorcinol, 2-methylresorcinol, 4-chlororesorcinol, their addition salts, their solvates and the solvates of their salts.
In general, the addition salts of the couplers that may be used in the context of the invention are chosen in particular from the addition salts with an acid, such as the 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.
When the composition comprises one or more additional oxidation couplers, the total content of the additional coupler(s), different from the couplers of formulae (II) and (III), from their salts, from their solvates and from solvates of their salts, present in the composition according to the invention, varies, preferably, from 0.001 % to 20% by weight, more preferably from 0.005% to 15% by weight, more preferentially from 0.01 % to 10% by weight, better still from 0.05% to 5%, even better still from 0.1 % to 3% by weight, relative to the total weight of the composition.
Advantageously, the weight ratio between the total content of oxidation base(s) chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts and the total content of couplers chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), 2-amino-5-ethylphenol of formula (III), one of their addition salts, their solvates and/or the solvates of their salts ranges from 0.1 to 10, preferably from 0.5 to 5.
Advantageously, the weight ratio between the total content of the oxidation base(s) and the total content of the couplers ranges from 0.1 to 10, preferably from 0.3 to 3.
Fatty substances
The composition according to the invention may comprise one or more fatty substances.
The term "fatty substance” is understood to mean an organic compound that is insoluble in water at 25°C and at atmospheric pressure (1.013x105 Pa) (solubility of less than 5% by weight, and preferably less than 1 % by weight, even more preferentially less than 0.1 % by weight). They bear in their structure at least one hydrocarbon-based chain including at least 6 carbon atoms and/or a sequence of at least two siloxane groups. In addition, the fatty substances are generally soluble in organic solvents under the same temperature and pressure conditions, for instance chloroform, dichloromethane, carbon tetrachloride, ethanol, benzene, toluene, tetrahydrofuran (THF), liquid petroleum jelly or decamethyl cyclopentasiloxane.
Advantageously, the fatty substances that may be used in the present invention are neither (poly)oxyalkylenated nor (poly)glycerolated.
Preferably, the fatty substances that are of use according to the invention are non-silicone.
The term "non-silicone fatty substance" is intended to mean a fatty substance not containing any Si-0 bonds and the term "silicone fatty substance" is intended to mean a fatty substance containing at least one Si-0 bond.
Useful fatty substances according to the invention may be liquid fatty substances (or oils) and/or solid fatty substances. A liquid fatty substance is understood to be a fatty substance having a melting point of less than or equal to 25°C at atmospheric pressure (1 .013x105 Pa). A solid fatty substance is understood to be a fatty substance having a melting point of greater than 25°C at atmospheric pressure (1.013x105 Pa).
For the purposes of the present invention, the melting point corresponds to the temperature of the most endothermic peak observed on thermal analysis (differential scanning calorimetry or DSC) as described in the standard ISO 11357-3; 1999. The melting point may be measured using a differential scanning calorimeter (DSC), for example the calorimeter sold under the name "MDSC 2920" by the company TA Instruments. In the present application, all the melting points are determined at atmospheric pressure (1 .013X105 Pa).
More particularly, the liquid fatty substance(s) according to the invention is (are) chosen from Ce to Ci6 liquid hydrocarbons, liquid hydrocarbons comprising more than 16 carbon atoms, non-silicone oils of animal origin, oils of triglyceride type of plant or synthetic origin, fluoro oils, liquid fatty alcohols, liquid esters of fatty acid and/or of fatty alcohol other than triglycerides, and silicone oils, and mixtures thereof.
It is recalled that the fatty alcohols, esters and acids more particularly contain at least one saturated or unsaturated, linear or branched hydrocarbon-based group, comprising from 6 to 40 and better still from 8 to 30 carbon atoms, which is optionally substituted, in particular with one or more hydroxyl groups (in particular 1 to 4). If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
As regards the Ce to Ci6 liquid hydrocarbons, the latter may be linear, branched, or optionally cyclic, and are preferably chosen from alkanes. Examples that may be mentioned include hexane, cyclohexane, undecane, dodecane, isododecane, tridecane or isoparaffins, such as isohexadecane or isodecane, and mixtures thereof.
The liquid hydrocarbons comprising more than 16 carbon atoms may be linear or branched, of mineral or synthetic origin, and are preferably chosen from liquid paraffin or liquid petroleum jelly (INCI name mineral oil or paraffinum liquidum), polydecenes, hydrogenated polyisobutene such as Parleam®, and mixtures thereof.
A hydrocarbon-based oil of animal origin that may be mentioned is perhydrosqualene.
The triglyceride oils of plant or synthetic origin are preferably chosen from liquid triglycerides of fatty acids comprising from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, sunflower oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearinerie Dubois or those sold under the names Miglyol® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil, and mixtures thereof.
As regards the fluoro oils, they may be chosen from perfluoromethylcyclopentane and perfluoro-1 ,3-dimethylcyclohexane, sold under the names Flutec® PC1 and Flutec® PC3 by the company BNFL Fluorochemicals; perfluoro-1 ,2-dimethylcyclobutane; perfluoroalkanes such as dodecafluoropentane and tetradecafluorohexane, sold under the names PF 5050® and PF 5060® by the company 3M, or else bromoperfluorooctyl sold under the name Foralkyl® by the company Atochem; nonafluoromethoxybutane and nonafluoroethoxyisobutane; perfluoromorpholine derivatives, such as 4- trifluoromethylperfluoromorpholine sold under the name PF 5052® by the company 3M.
The liquid fatty alcohols that are suitable for use in the invention are more particularly chosen from linear or branched, saturated or unsaturated alcohols, preferably unsaturated or branched alcohols, comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms. Examples that may be mentioned include octyldodecanol, 2-butyloctanol, 2- hexyldecanol, 2-undecylpentadecanol, isostearyl alcohol, oleyl alcohol, linolenyl alcohol, ricinoleyl alcohol, undecylenyl alcohol and linoleyl alcohol, and mixtures thereof.
As regards the liquid esters of fatty acids and/or of fatty alcohols, other than the triglycerides mentioned previously, mention may be made especially of esters of saturated or unsaturated, linear C1 to C26 or branched C3 to C26 aliphatic mono- or polyacids and of saturated or unsaturated, linear C1 to C26 or branched C3 to C26 aliphatic mono- or polyalcohols, the total carbon number of the esters being greater than or equal to 6, more advantageously greater than or equal to 10.
Preferably, for the esters of monoalcohols, at least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
Among the monoesters, mention may be made of dihydroabietyl behenate; octyldodecyl behenate; isocetyl behenate; isostearyl lactate; lauryl lactate; linoleyl lactate; oleyl lactate; isostearyl octanoate; isocetyl octanoate; octyl octanoate; decyl oleate; isocetyl isostearate; isocetyl laurate; isocetyl stearate; isodecyl octanoate; isodecyl oleate; isononyl isononanoate; isostearyl palmitate; methyl acetyl ricinoleate; octyl isononanoate; 2- ethylhexyl isononanoate; octyldodecyl erucate; oleyl erucate; ethyl palmitate, isopropyl palmitate, such as 2-ethylhexyl palmitate, 2-octyldecyl palmitate; alkyl myristates such as isopropyl myristate; isobutyl stearate; 2-hexyldecyl laurate, and mixtures thereof.
Preferably, among the monoesters of monoacids and of monoalcohols, use will be made of ethyl palmitate and isopropyl palmitate, alkyl myristates such as isopropyl myristate or ethyl myristate, isocetyl stearate, 2-ethylhexyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate, and mixtures thereof.
Still within the context of this variant, esters of C4 to C22 dicarboxylic or tricarboxylic acids and of Ci to C22 alcohols and esters of mono-, di- or tricarboxylic acids and of C2 to C26 di-, tri-, tetra- or pentahydroxy alcohols may also be used. Mention may especially be made of: diethyl sebacate; diisopropyl sebacate; diisopropyl adipate; di-n-propyl adipate; dioctyl adipate; diisostearyl adipate; dioctyl maleate; glyceryl undecylenate; octyldodecyl stearoyl stearate; pentaerythrityl monoricinoleate; pentaerythrityl tetraisononanoate; pentaerythrityl tetrapelargonate; pentaerythrityl tetraisostearate; pentaerythrityl tetraoctanoate; propylene glycol dicaprylate; propylene glycol dicaprate; tridecyl erucate; triisopropyl citrate; triisostearyl citrate; glyceryl trilactate; glyceryl trioctanoate; trioctyldodecyl citrate; trioleyl citrate; propylene glycol dioctanoate; neopentyl glycol diheptanoate; diethylene glycol diisononanoate; polyethylene glycol distearates, and mixtures thereof.
The composition may also comprise, as fatty ester, sugar esters and diesters of Ce to C30, preferably of C12 to C22, fatty acids. It is recalled that the term “sugar” refers to oxygenbearing hydrocarbon-based compounds bearing several alcohol functions, with or without aldehyde or ketone functions, and which include at least 4 carbon atoms. These sugars may be monosaccharides, oligosaccharides or polysaccharides.
Examples of suitable sugars that may be mentioned include sucrose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and derivatives thereof, especially alkyl derivatives, such as methyl derivatives, for instance methylglucose.
The sugar esters of fatty acids may be chosen especially from the group comprising the esters or mixtures of esters of sugars described above and of linear or branched, saturated or unsaturated C6 to C30 and preferably C12 to C22 fatty acids. If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
The esters according to this variant may also be chosen from mono-, di-, tri- and tetraesters, polyesters, and mixtures thereof.
These esters may be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates, arachidonates or mixtures thereof, for instance especially the mixed oleopalmitate, oleostearate and palmitostearate esters.
More particularly, use is made of monoesters and diesters and especially sucrose, glucose or methylglucose mono- or dioleates, -stearates, -behenates, -oleopalmitates, -linoleates, - linolenates and -oleostearates, and mixtures thereof.
An example that may be mentioned is the product sold under the name Glucate® DO by the company Amerchol, which is a methylglucose dioleate.
Preferably, use will be made of a liquid ester of a monoacid and of a monoalcohol. The silicone oils that may be used in the composition according to the present invention may be volatile or non-volatile, cyclic, linear or branched silicone oils, which are unmodified or modified with organic groups, and preferably have a viscosity from 5x106 to 2.5 m2/s at 25°C, and preferably 1 X105 to 1 m2/s.
Preferably, the silicone oils are chosen from polydialkylsiloxanes, especially polydimethylsiloxanes (PDMS), and liquid polyorganosiloxanes including at least one aryl group.
These silicone oils may also be organomodified. The organomodified silicone oils that may be used in accordance with the invention are preferably liquid silicones as defined above and including in their structure one or more organofunctional groups attached via a hydrocarbon-based group, chosen, for example, from amine groups and alkoxy groups.
Organopolysiloxanes are defined in greater detail in Walter Noll's "Chemistry and Technology of Silicones" (1968), Academic Press. They may be volatile or non-volatile.
When they are volatile, the silicone oils are more particularly chosen from those with a boiling point of between 60°C and 260°C, and even more particularly from:
(i) cyclic polydialkylsiloxanes including from 3 to 7 and preferably from 4 to 5 silicon atoms. These are, for example, octamethylcyclotetrasiloxane sold notably under the name Volatile Silicone® 7207 by Union Carbide or Silbione® 70045 V2 by Rhodia, decamethylcyclopentasiloxane sold under the name Volatile Silicone® 7158 by Union Carbide, and Silbione® 70045 V5 by Rhodia, and mixtures thereof.
Mention may also be made of cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type, such as Volatile Silicone® FZ 3109 sold by the company Union Carbide.
Mention may also be made of mixtures of cyclic polydialkylsiloxanes with organosilicon compounds, such as the mixture of octamethylcyclotetrasiloxane and tetra(trimethylsilyl)pentaerythritol (50/50) and the mixture of octamethylcyclotetrasiloxane and oxy-1 ,T-bis(2,2,2',2',3,3'-hexatrimethylsilyloxy)neopentane;
(ii) linear volatile polydialkylsiloxanes containing 2 to 9 silicon atoms and having a viscosity of less than or equal to 5x106 m2/s at 25°C. An example is decamethyltetrasiloxane sold in particular under the name SH 200 by the company Toray Silicone. Silicones falling within this category are also described in the article published in Cosmetics and Toiletries, Vol. 91 , Jan. 76, pp. 27-32, Todd & Byers, "Volatile Silicone Fluids for Cosmetics".
Non-volatile polydialkylsiloxanes are preferably used. These silicone oils are more particularly chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes bearing trimethylsilyl end groups. The viscosity of the silicones is measured at 25°C according to the standard ASTM 445, Appendix C.
Among these polydialkylsiloxanes, mention may be made, in a nonlimiting manner, of the following commercial products:
- the Silbione® oils of the 47 and 70 047 series or the Mirasil® oils sold by Rhodia, such as, for example, the oil 70 047 V 500 000;
- the oils of the Mirasil® series sold by the company Rhodia;
- the oils of the 200 series from the company Dow Corning, such as DC200 having a viscosity of 60 000 mm2/s;
- the Viscasil® oils from General Electric and certain oils of the SF series (SF 96, SF 18) from General Electric.
Mention may also be made of polydimethylsiloxanes bearing dimethylsilanol end groups, known under the name dimethiconol (CTFA), such as the oils of the 48 series from the company Rhodia.
The organomodified silicones that may be used in accordance with the invention are silicones as defined above and comprising in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
As regards the liquid polyorganosiloxanes including at least one aryl group, they may especially be polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned previously.
The polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes with a viscosity ranging from 1 xio 5 to 5X10 2 m2/s at 25°C.
Among these polyalkylarylsiloxanes, examples that may be mentioned include the products sold under the following names:
- the Silbione® oils of the 70 641 series from Rhodia;
- the oils of the Rhodorsil® 70 633 and 763 series from Rhodia;
- the oil Dow Corning 556 Cosmetic Grade Fluid from Dow Corning;
- the silicones of the PK series from Bayer, such as the product PK20; - the silicones of the PN and PH series from Bayer, such as the products PN1000 and PH 1000;
- certain oils of the SF series from General Electric, such as SF 1023, SF 1154, SF 1250 and SF 1265.
Among the organomodified silicones, mention may be made of polyorganosiloxanes including:
- substituted or unsubstituted amine groups, such as the products sold under the names GP 4 Silicone Fluid and GP 7100 by the company Genesee or the products sold under the names Q28220 and Dow Corning 929 or 939 by the company Dow Corning. The substituted amine groups are in particular C1 to C4 aminoalkyl groups;
- alkoxy groups,
- hydroxyl groups.
The solid fatty substances according to the invention preferably have a viscosity of greater than 2 Pa.s, measured at 25°C and at a shear rate of 1 s 1.
The solid fatty substance(s) is (are) preferably chosen from solid fatty acids, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, waxes, ceramides and mixtures thereof.
The term "fatty acids" is intended to mean a long-chain carboxylic acid comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms. The solid fatty acids according to the invention preferentially comprise from 10 to 30 carbon atoms and better still from 14 to 22 carbon atoms. They may optionally be hydroxylated. These fatty acids are neither oxyalkylenated nor glycerolated.
The solid fatty acids that may be used in the present invention are especially chosen from myristic acid, cetylic acid (or palmitic acid), arachidic acid, stearic acid, lauric acid, behenic acid, 12-hydroxystearic acid, and mixtures thereof.
Particularly preferably, the solid fatty acid(s) is (are) chosen from lauric acid, cetylic acid (palmitic acid), stearic acid, myristic acid, and mixtures thereof.
The term "fatty alcohol" is intended to mean a long-chain aliphatic alcohol comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms, and comprising at least one hydroxyl group OH. These fatty alcohols are neither oxyalkylenated nor glycerolated. The solid fatty alcohols may be saturated or unsaturated, and linear or branched, and include from 8 to 40 carbon atoms, preferably from 10 to 30 carbon atoms. Preferably, the solid fatty alcohols have the structure R-OH with R denoting a linear alkyl group, optionally substituted with one or more hydroxyl groups, comprising from 8 to 40, preferentially from 10 to 30 carbon atoms, better still from 10 to 30, or even from 12 to 24 atoms, and even better still from 14 to 22 carbon atoms.
The solid fatty alcohols that may be used are preferably chosen from saturated or unsaturated, linear or branched, preferably linear and saturated, (mono)alcohols including from 8 to 40 carbon atoms, better still from 10 to 30, or even from 12 to 24 atoms, and even better still from 14 to 22 carbon atoms.
The solid fatty alcohols that may be used may be chosen, alone or as a mixture, from: myristyl alcohol (or 1 -tetradecanol); cetyl alcohol (or 1 -hexadecanol); stearyl alcohol (or 1- octadecanol); arachidyl alcohol (or 1-eicosanol); behenyl alcohol (or 1 -docosanol); lignoceryl alcohol (or 1-tetracosanol); ceryl alcohol (or 1-hexacosanol); montanyl alcohol (or 1-octacosanol); myricyl alcohol (or 1-triacontanol).
Preferentially, the solid fatty alcohol is chosen from cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, arachidyl alcohol, and mixtures thereof, such as cetylstearyl alcohol or cetearyl alcohol. Particularly preferably, the solid fatty alcohol is cetylstearyl or cetearyl alcohol.
The solid esters of a fatty acid and/or of a fatty alcohol that may be used are preferably chosen from esters resulting from a C9-C26 carboxylic fatty acid and/or from a C9-C26 fatty alcohol.
Preferably, these solid fatty esters are esters of a linear or branched, saturated carboxylic acid including at least 10 carbon atoms, preferably from 10 to 30 carbon atoms and more particularly from 12 to 24 carbon atoms, and of a linear or branched, saturated monoalcohol including at least 10 carbon atoms, preferably from 10 to 30 carbon atoms and more particularly from 12 to 24 carbon atoms. The saturated carboxylic acids may be optionally hydroxylated, and are preferably monocarboxylic acids.
Esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1-C22 alcohols and esters of mono-, di- or tricarboxylic acids and of C2-C26 di-, tri-, tetra- or pentahydroxylated alcohols may also be used.
Mention may especially be made of octyl dodecyl behenate, isocetyl behenate, cetyl lactate, stearyl octanoate, octyl octanoate, cetyl octanoate, decyl oleate, hexyl stearate, octyl stearate, myristyl stearate, cetyl stearate, stearyl stearate, octyl pelargonate, cetyl myristate, myristyl myristate, stearyl myristate, diethyl sebacate, diisopropyl sebacate, diisopropyl adipate, di-n-propyl adipate, dioctyl adipate, dioctyl maleate, octyl palmitate, myristyl palmitate, cetyl palmitate, stearyl palmitate, and mixtures thereof.
Preferably, the solid esters of a fatty acid and/or of a fatty alcohol are chosen from C9-C26 alkyl palmitates, notably myristyl palmitate, cetyl palmitate or stearyl palmitate; C9-C26 alkyl myristates, such as cetyl myristate, stearyl myristate and myristyl myristate; C9-C26 alkyl stearates, in particular myristyl stearate, cetyl stearate and stearyl stearate; and mixtures thereof.
For the purposes of the present invention, a wax is a lipophilic compound, which is solid at 25°C and atmospheric pressure, with a reversible solid/liquid change of state, having a melting point greater than about 40°C and which may range up to 200°C, and having in the solid state an anisotropic crystal organisation. In general, the size of the wax crystals is such that the crystals diffract and/or scatter light, giving the composition that comprises them a more or less opaque cloudy appearance. By bringing the wax to its melting point, it is possible to make it miscible with oils and to form a microscopically homogeneous mixture, but on returning the temperature of the mixture to ambient temperature, recrystallization of the wax, which is microscopically and macroscopically detectable (opalescence), is obtained.
In particular, the waxes that are suitable for use in the invention may be chosen from waxes of animal, plant or mineral origin, non-silicone synthetic waxes, and mixtures thereof.
Mention may be made notably of hydrocarbon-based waxes, for instance beeswax, notably of biological origin, lanolin wax, and Chinese insect waxes; rice bran wax, carnauba wax, candelilla wax, ouricury wax, esparto grass wax, berry wax, shellac wax, Japan wax and sumach wax; montan wax, orange wax and lemon wax, microcrystalline waxes, paraffins and ozokerite; polyethylene waxes, the waxes obtained by Fischer-Tropsch synthesis and waxy copolymers, and also esters thereof.
Mention may also be made of C20 to Ceo microcrystalline waxes, such as Microwax HW.
Mention may also be made of the MW 500 polyethylene wax sold under the reference Permalen 50-L polyethylene.
Mention may also be made of waxes obtained by catalytic hydrogenation of animal or plant oils containing linear or branched Cs to C32 fatty chains. Among these waxes, mention may notably be made of isomerized jojoba oil, such as the trans-isomerized partially hydrogenated jojoba oil, notably the product manufactured or sold by the company Desert Whale under the commercial reference Iso-Jojoba-50®, hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated coconut oil, hydrogenated lanolin oil, and bis(1 ,1 ,1- trimethylolpropane) tetrastearate, notably the product sold under the name Hest 2T-4S® by the company Heterene.
The waxes obtained by hydrogenation of castor oil esterified with cetyl alcohol, such as those sold under the names Phytowax Castor 16L64® and 22L73® by the company Sophim, may also be used.
A wax that may also be used is a C20 to C40 alkyl (hydroxystearyloxy)stearate (the alkyl group comprising from 20 to 40 carbon atoms), alone or as a mixture. Such a wax is notably sold under the names "Kester Wax K 82 P®", "Hydroxypolyester K 82 P®" and "Kester Wax K 80 P®" by the company Koster Keunen.
It is also possible to use microwaxes in the compositions of the invention; mention may be made notably of carnauba microwaxes, such as the product sold under the name MicroCare 350® by the company Micro Powders, synthetic-wax microwaxes, such as the product sold under the name MicroEase 114S® by the company Micro Powders, microwaxes constituted of a mixture of carnauba wax and of polyethylene wax, such as the products sold under the names Micro Care 300® and 310® by the company Micro Powders, microwaxes constituted of a mixture of carnauba wax and of synthetic wax, such as the product sold under the name Micro Care 325® by the company Micro Powders, polyethylene microwaxes, such as the products sold under the names Micropoly 200®, 220®, 220L® and 250S® by the company Micro Powders, and polytetrafluoroethylene microwaxes, such as the products sold under the names Microslip 519® and 519 L® by the company Micro Powders.
The waxes are preferably chosen from mineral waxes, for instance paraffin, petroleum jelly, lignite or ozokerite wax; plant waxes, for instance cocoa butter or cork fibre or sugar cane waxes, olive tree wax, rice wax, hydrogenated jojoba wax, ouricury wax, carnauba wax, candelilla wax, esparto grass wax, or absolute waxes of flowers, such as the essential wax of blackcurrant blossom sold by the company Bertin (France); waxes of animal origin, for instance beeswaxes or modified beeswaxes (cera bellina), spermaceti, lanolin wax and lanolin derivatives; microcrystalline waxes; and mixtures thereof.
The ceramides, or ceramide analogues such as glycoceramides, that may be used in the compositions according to the invention are known; mention may in particular be made of ceramides of classes I, II, III and V according to the Dawning classification. The ceramides or analogues thereof that may be used preferably correspond to the following formula: R3CH(OH)CH(CH2OR2)(NHCOR1), in which:
R1 denotes a linear or branched, saturated or unsaturated alkyl group, derived from C14-C30 fatty acids, it being possible for this group to be substituted with a hydroxyl group in the alpha position, or a hydroxyl group in the omega position esterified with a saturated or unsaturated C16-C30 fatty acid;
R2 denotes a hydrogen atom, a (glycosyl)n group, a (galactosyl)m group or a sulfogalactosyl group, in which n is an integer ranging from 1 to 4 and m is an integer ranging from 1 to 8;
R3 denotes a C15-C26 hydrocarbon-based group, saturated or unsaturated in the alpha position, it being possible for this group to be substituted with one or more C1-C14 alkyl groups; it being understood that in the case of natural ceramides or glycoceramides, R3 may also denote a C15-C26 alpha-hydroxyalkyl group, the hydroxyl group being optionally esterified with a C16-C30 alpha-hydroxy acid.
The ceramides that are more particularly preferred are the compounds for which R1 denotes a saturated or unsaturated alkyl derived from C16-C22 fatty acids; R2 denotes a hydrogen atom and R3 denotes a saturated linear C15 group.
Preferentially, use is made of ceramides for which R1 denotes a saturated or unsaturated alkyl group derived from C14-C30 fatty acids; R2 denotes a galactosyl or sulfogalactosyl group; and R3 denotes a -CH=CH-(CH2)i2-CH3 group.
Use may also be made of the compounds for which R1 denotes a saturated or unsaturated alkyl radical derived from C12-C22 fatty acids; R2 denotes a galactosyl or sulfogalactosyl radical and R3 denotes a saturated or unsaturated C12-C22 hydrocarbon-based radical and preferably a -CH=CH-(CH2)i2-CH3 group.
As compounds that are particularly preferred, mention may also be made of 2-N- linoleoylaminooctadecane-1 ,3-diol; 2-N-oleoylaminooctadecane-1 ,3-diol; 2-N- palmitoylaminooctadecane-1 ,3-diol; 2-N-stearoylaminooctadecane-1 ,3-diol; 2-N- behenoylaminooctadecane-1 ,3-diol; 2-N-[2-hydroxypalmitoyl]aminooctadecane-1 ,3-diol; 2- N-stearoylaminooctadecane-1 ,3,4-triol and in particular N-stearoylphytosphingosine, 2-N- palmitoylaminohexadecane-1 ,3-diol, N-linoleoyldihydrosphingosine, N- oleoyldihydrosphingosine, N-palmitoyldihydrosphingosine, N-stearoyldihydrosphingosine, and N-behenoyldihydrosphingosine, N-docosanoyl-N-methyl-D-glucamine, cetylic acid N- (2-hydroxyethyl)-N-(3-cetyloxy-2-hydroxypropyl)amide and bis(N-hydroxyethyl-N- cetyl)malonamide; and mixtures thereof. N-Oleoyldihydrosphingosine will preferably be used.
The solid fatty substances are preferably chosen from solid fatty acids, solid fatty alcohols, and mixtures thereof.
According to a preferred embodiment, the composition according to the invention comprises at least one liquid fatty substance, preferentially chosen from liquid hydrocarbons containing more than 16 carbon atoms, plant oils, liquid fatty alcohols and liquid fatty esters, silicone oils and mixtures thereof.
Preferentially, the liquid fatty substance(s) is (are) chosen from liquid hydrocarbons comprising more than 16 carbon atoms, in particular liquid petroleum jelly, liquid fatty alcohols, and mixtures thereof.
According to another preferred embodiment, the composition according to the invention comprises at least one solid fatty substance, preferentially chosen from solid fatty alcohols.
According to another preferred embodiment, the composition according to the invention comprises at least one liquid fatty substance and at least one solid fatty substance, preferentially at least one liquid fatty alcohol and at least one solid fatty alcohol.
When the composition according to the invention comprises one or more fatty substances, the total content of the fatty substance(s) preferably ranges from 5% to 80% by weight, more preferentially from 8% to 70% by weight, and better still from 10% to 65% by weight, relative to the total weight of the composition.
In one particular embodiment, the composition according to the invention comprises one or more fatty substances, the total content of the fatty substance(s) preferably ranging from 30% to 80% by weight, more preferentially from 35% to 70% by weight, and better still from 40% to 65% by weight, relative to the total weight of the composition.
In another particular embodiment, the composition according to the invention comprises one or more liquid fatty substances, the total content of the liquid fatty substance(s) preferably ranging from 30% to 80% by weight, more preferentially from 35% to 70% by weight, and better still from 40% to 65% by weight, relative to the total weight of the composition.
Surfactants The composition according to the present invention can comprise one or more surfactants. These may be chosen preferably from anionic surfactants, non-ionic surfactants, cationic surfactants and/or mixtures thereof.
The term "anionic surfactant" is understood to mean a surfactant including, as ionic or ionizable groups, only anionic groups. These anionic groups are preferably chosen from the following groups: CO2H, CC>2’, SO3H, SOs-, OSO3H, OSOs-, H2PO3, HPOs-, POs2-, H2PO2, HPO2-, PO22-, POH and PO-.
As examples of anionic surfactants that may be used in the composition according to the invention, mention may be made of alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates, alkylsulfonates, alkylamidesulfonates, alkylarylsulfonates, a-olefinsulfonates, paraffin sulfonates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl sulfoacetates, acyl sarcosinates, acyl glutamates, alkyl sulfosuccinamates, acyl isethionates and N-(Ci-C4)alkyl N-acyltaurates, salts of alkyl monoesters of polyglycosidepolycarboxylic acids, acyl lactylates, salts of D-galactoside uronic acids, salts of alkyl ether carboxylic acids, salts of alkylaryl ether carboxylic acids, salts of alkylamido ether carboxylic acids; and the corresponding non-salified forms of all these compounds; the alkyl and acyl groups of all these compounds (unless specified otherwise) generally comprising from 6 to 24 carbon atoms and the aryl group generally denoting a phenyl group.
These compounds may be oxyethylenated and then preferably comprise from 1 to 50 ethylene oxide units.
The salts of C6-C24 alkyl monoesters of polyglycoside-polycarboxylic acids may be chosen from C6-C24 alkyl polyglycoside-citrates, C6-C24 alkyl polyglycoside-tartrates and C6-C24 alkyl polyglycoside-sulfosuccinates.
When the anionic surfactant(s) is (are) in salt form, they may be chosen from alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, ammonium salts, amine salts and in particular amino alcohol salts or alkaline-earth metal salts such as the magnesium salt.
Examples of amino alcohol salts that may notably be mentioned include monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, diisopropanolamine or triisopropanolamine salts, 2-amino-2-methyl-1 -propanol salts, 2- amino-2-methyl-1 ,3-propanediol salts and tris(hydroxymethyl)aminomethane salts. Alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts are preferably used.
The anionic surfactants optionally present may be mild anionic surfactants, i.e. anionic surfactants without a sulfate function.
As regards mild anionic surfactants, mention may be made in particular of the following compounds and salts thereof, and also mixtures thereof: polyoxyalkylenated alkyl ether carboxylic acids; polyoxyalkylenated alkylaryl ether carboxylic acids; polyoxyalkylenated alkylamido ether carboxylic acids, in particular those comprising 2 to 50 ethylene oxide groups; alkyl D-galactoside uronic acids; acyl sarcosinates; acyl glutamates; and alkylpolyglycoside carboxylic esters.
Use may be made most particularly of polyoxyalkylenated alkyl ether carboxylic acids, for instance lauryl ether carboxylic acid (4.5 OE), sold, for example, under the name Akypo RLM 45 CA from Kao.
Among the anionic surfactants mentioned above, use is preferably made of the sulfated surfactants such as the alkyl sulfates or alkyl ether sulfates, and the acyl glutamates, more preferentially the alkyl sulfates.
The non-ionic surfactant(s) that may be used in the composition of the present invention are in particular described, for example, in the Handbook of Surfactants by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991 , pages 116-178.
As examples of non-ionic surfactants, mention may be made of the following compounds, alone or as a mixture:
- oxyalkylenated (C8-C24)alkylphenols;
- saturated or unsaturated, linear or branched, oxyalkylenated or glycerolated C8-C40 alcohols, preferably comprising one or two fatty chains;
- saturated or unsaturated, linear or branched, oxyalkylenated C8 to C30 fatty acid amides;
- esters of saturated or unsaturated, linear or branched, C8 to C30 acids and of polyethylene glycols;
- esters of saturated or unsaturated, linear or branched, C8 to C30 acids and of sorbitol which are preferably oxyethylenated;
- fatty acid esters of sucrose,
- C8-C30 fatty acid esters of sorbitan, - (C8-C3o)alkyl(poly)glucosides, (C8-C3o)alkenyl(poly)glucosides, which are optionally oxyalkylenated (0 to 10 oxyalkylene units) and comprising from 1 to 15 glucose units, (C8- C3o)alkyl(poly)glucoside esters,
- saturated or unsaturated oxyethylenated plant oils;
- condensates of ethylene oxide and/or of propylene oxide;
- A/-(C8-C3o)alkylglucamine and A/-(C8-C3o)acylmethylglucamine derivatives;
- amine oxides.
They are notably chosen from alcohols, a-diols and (Ci-C2o)alkylphenols, these compounds being ethoxylated, propoxylated or glycerolated, and bearing at least one fatty chain comprising, for example, from 8 to 24 carbon atoms, preferably from 8 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups possibly ranging notably from 1 to 200, and the number of glycerol groups possibly ranging notably from 1 to 30.
Mention may also be made of condensates of ethylene oxide and of propylene oxide with fatty alcohols; ethoxylated fatty amides preferably having from 1 to 30 ethylene oxide units, polyglycerolated fatty amides comprising on average 1 to 5, and in particular 1 .5 to 4, glycerol groups, ethoxylated fatty acid esters of sorbitan having from 1 to 30 ethylene oxide units, fatty acid esters of sucrose, fatty acid esters of polyethylene glycol, (C6-C24 alkyl)polyglycosides, oxyethylenated plant oils, N-(C6-C24 alkyl)glucamine derivatives, amine oxides such as (Cio-Ci4)alkylamine oxides or N-(CIO-CI4 acyl)aminopropylmorpholine oxides.
The C8-C30 and preferably Ci2-C22 fatty acid esters (especially monoesters, diesters and triesters) of sorbitan may be chosen from: sorbitan caprylate; sorbitan cocoate; sorbitan isostearate; sorbitan laurate; sorbitan oleate; sorbitan palmitate; sorbitan stearate; sorbitan di isostearate; sorbitan dioleate; sorbitan distearate; sorbitan sesquicaprylate; sorbitan sesquiisostearate; sorbitan sesquioleate; sorbitan sesquistearate; sorbitan triisostearate; sorbitan trioleate; and sorbitan tristearate.
The polyoxyethylenated C8-C30 (preferably Ci2-Cis) fatty acid esters (especially monoesters, diesters and triesters) of sorbitan, especially containing from 2 to 20 mol of ethylene oxide, may be chosen from polyoxyethylenated esters, especially containing from 2 to 30 mol of ethylene oxide, of C12-C18 fatty acids, in particular lauric, myristic, cetylic or stearic acid, and of sorbitan, such as: polyoxyethylenated sorbitan monolaurate (4 OE) (Polysorbate-21), polyoxyethylenated sorbitan monolaurate (20 OE) (Polysorbate-20), polyoxyethylenated sorbitan monopalmitate (20 OE) (Polysorbate-40), polyoxyethylenated sorbitan monostearate (20 OE) (Polysorbate-60), polyoxyethylenated sorbitan monostearate (4 OE) (Polysorbate-61) polyoxyethylenated sorbitan monooleate (20 OE) (Polysorbate-80) polyoxyethylenated sorbitan monooleate (5 OE) (Polysorbate-81), polyoxyethylenated sorbitan tristearate (20 OE) (Polysorbate-65), polyoxyethylenated sorbitan trioleate (20 OE) (Polysorbate-85).
The polyoxyethylenated Cs-Cso (preferably C12-C18) fatty acid esters (especially monoesters, diesters and triesters) of sorbitan, especially containing from 2 to 20 mol of ethylene oxide, may be chosen from polyoxyethylenated esters, especially containing from 2 to 20 mol of ethylene oxide, of C12-C18 fatty acids, in particular such as lauric, myristic, cetylic or stearic acid, and of sorbitan, such as:
- the ester polyoxyethylenated with 20 OE of sorbitan and of cocoic acid (PEG-20 sorbitan cocoate)
- the polyoxyethylenated esters (especially containing from 2 to 20 OE) of sorbitan and of isostearic acid (such as PEG-2 sorbitan isostearate; PEG-5 sorbitan isostearate; PEG-20 sorbitan isostearate such as the product sold under the name Nikkol Tl 10 V by the company Nikkol),
- the polyoxyethylenated esters (especially containing from 2 to 20 OE) of sorbitan and of lauric acid (such as PEG-10 sorbitan laurate),
- the polyoxyethylenated esters (especially containing from 2 to 20 OE) of sorbitan and of oleic acid containing 10 oxyethylene groups (such as PEG-6 sorbitan oleate; PEG-20 sorbitan oleate),
- the polyoxyethylenated esters (especially containing from 3 to 20 OE) of sorbitan and of stearic acid (such as PEG-3 sorbitan stearate; PEG-4 sorbitan stearate; PEG-6 sorbitan stearate).
The non-ionic surfactant(s) is (are) preferably chosen from ethoxylated C8-C24 fatty alcohols comprising from 1 to 200 ethylene oxide groups, ethoxylated C8-C30 fatty acid esters of sorbitan having from 1 to 30 ethylene oxide units, (C6-C24 alkyl)polyglycosides, and mixtures thereof.
The cationic surfactant(s) that may be used in the composition according to the invention is (are) generally chosen from optionally polyoxyalkylenated primary, secondary or tertiary fatty amines, quaternary ammonium salts, and mixtures thereof. The fatty amines generally comprise at least one C3-C3o hydrocarbon-based chain. Among the fatty amines that may be used according to the invention, examples that may be mentioned include stearylamidopropyldimethylamine and distearylamine.
Examples of quaternary ammonium salts that may notably be mentioned include:
- those corresponding to the general formula (X) below:
Figure imgf000027_0001
in which the groups Rs to Rn, which may be identical or different, represent a linear or branched aliphatic group comprising from 1 to 30 carbon atoms, or an aromatic group such as aryl or alkylaryl, at least one of the groups Rs to Rn comprising from 8 to 30 carbon atoms and preferably from 12 to 24 carbon atoms. The aliphatic groups may include heteroatoms such as especially oxygen, nitrogen, sulfur and halogens.
The aliphatic groups are chosen, for example, from Ci-C30 alkyl, Ci-C30 alkoxy, polyoxy(C2-Ce)alkylene, Ci-C30 alkylamide, (Ci2-C22)alkylamido(C2-C6)alkyl, (Ci2-C22)alkyl acetate and Ci-C30 hydroxyalkyl groups; X' is an anion chosen from the group of halides, phosphates, acetates, lactates, (Ci-C4)alkyl sulfates and (Ci-C4)alkylsulfonates or (Ci- C4)alkylarylsulfonates.
Among the quaternary ammonium salts of formula (X), preference is given, firstly, to tetraalkylammonium chlorides, for instance dialkyldimethylammonium or alkyltrimethylammonium chlorides in which the alkyl group includes from about 12 to 22 carbon atoms, in particular behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride or benzyldimethylstearylammonium chloride, or else, secondly, to distearoylethylhydroxyethylmethylammonium methosulfate, dipalmitoylethylhydroxyethylammonium methosulfate or distearoylethylhydroxyethylammonium methosulfate, or else, finally, to palmitylamidopropyltrimethylammonium chloride or stearamidopropyldimethyl(myristyl acetate)ammonium chloride, sold under the name Ceraphyl® 70 by the company Van Dyk.
- quaternary ammonium salts of imidazoline, for instance those of formula (XI) below:
Figure imgf000028_0001
in which R12 represents an alkenyl or alkyl group including from 8 to 30 carbon atoms, for example tallow fatty acid derivatives, 13 represents a hydrogen atom, a C1-C4 alkyl group or an alkenyl or alkyl group including from 8 to 30 carbon atoms, R14 represents a C1-C4 alkyl group, R15 represents a hydrogen atom or a C1-C4 alkyl group, and X' is an anion chosen from the group of halides, phosphates, acetates, lactates, (Ci-C4)alkyl sulfates and (Ci-C4)alkylsulfonates or (Ci-C4)alkylarylsulfonates.
Preferably, 12 and 13 denote a mixture of alkenyl or alkyl groups including from 12 to 21 carbon atoms, for example tallow fatty acid derivatives, R14 denotes a methyl group, and R15 denotes a hydrogen atom. Such a product is sold, for example, under the name Rewoquat® W 75 by the company Rewo.
- quaternary diammonium or triammonium salts, in particular of formula (XII) below:
Figure imgf000028_0002
in which R16 denotes an alkyl group containing approximately from 16 to 30 carbon atoms, which is optionally hydroxylated and/or interrupted with one or more oxygen atoms; R17 is chosen from hydrogen, an alkyl group containing from 1 to 4 carbon atoms or a group - (CH2)3-N+(R16a)(R17a)(R18a), R16a, R17a, R18a, R18, R19, R20 and R21, which may be identical or different, are chosen from hydrogen or an alkyl group containing from 1 to 4 carbon atoms, and X" is an anion chosen from the group of halides, acetates, phosphates, nitrates, (Ci-C4)alkyl sulfates, (Ci-C4)alkylsulfonates or (Ci-C4)alkylarylsulfonates, in particular methyl sulfate and ethyl sulfate.
Such compounds are, for example, Finquat CT-P, sold by the company Finetex (Quaternium 89), and Finquat CT, sold by the company Finetex (Quaternium 75). - quaternary ammonium salts containing one or more ester functions, for instance those of formula (XIII) below:
Figure imgf000029_0001
in which: R22 is chosen from Ci-Ce alkyl groups and Ci-Ce hydroxyalkyl or dihydroxyalkyl groups; R23 is chosen from: the group -C(O)R26, linear or branched, saturated or unsaturated C1-C22 hydrocarbon-based groups R27, or a hydrogen atom; R25 is chosen from: the group -C(O)R28, linear or branched, saturated or unsaturated Ci-Ce hydrocarbon-based groups R29, or a hydrogen atom; R24, R26 and R28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C7-C21 hydrocarbon-based groups; r, s and t, which may be identical or different, are integers from 2 to 6; r1 and t1 , which may be identical or different, are 0 or 1 ; r2 + r1 = 2 r and t1 + t2 = 2 t, y is an integer from 1 to 10, x and z, which may be identical or different, are integers from 0 to 10, X" is an organic or inorganic simple or complex anion, with the proviso that the sum x + y + z is from 1 to 15, that when x is 0 R23 denotes R27 and that when z is 0 R25 denotes R29.
The alkyl groups R22 may be linear or branched, and more particularly linear.
Preferably, R22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
Advantageously, the sum x + y + z is from 1 to 10.
When R23 is a hydrocarbon-based group R27, it may be long and contain from 12 to 22 carbon atoms, or may be short and contain from 1 to 3 carbon atoms.
When R25 is a hydrocarbon-based group R29, it preferably contains 1 to 3 carbon atoms.
Advantageously, R24, R26 and R28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C11-C21 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated C11-C21 alkyl and alkenyl groups.
Preferably, x and z, which may be identical or different, are equal to 0 or 1 .
Advantageously, y is equal to 1 . Preferably, r, s and t, which may be identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
The anion X" is preferably a halide, preferably chloride, bromide or iodide, a (Ci-C4)alkyl sulfate, (Ci-C4)alkylsulfonate or (Ci-C4)alkylarylsulfonate. However, use may be made of methanesulfonate, phosphate, nitrate, tosylate, an anion derived from an organic acid, such as acetate or lactate, or any other anion that is compatible with the ammonium bearing an ester function.
The anion X" is even more particularly chloride, methyl sulfate or ethyl sulfate.
Use is made more particularly, in the composition according to the invention, of the ammonium salts of formula (XIII) in which: R22 denotes a methyl or ethyl group, x and y are equal to 1 , z is equal to 0 or 1 , r, s and t are equal to 2; R23 is chosen from: the group - C(O)R26, methyl, ethyl or C14-C22 hydrocarbon-based groups, or a hydrogen atom, R25 is chosen from: the group -C(O)R28, or a hydrogen atom, R24, R26 and R28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C13-C17 hydrocarbon-based groups, and preferably from linear or branched, saturated or unsaturated C13-C17 alkyl and alkenyl groups.
Advantageously, the hydrocarbon-based groups are linear.
Among the compounds of formula (XIII), examples that may be mentioned include the salts, especially the chloride or methyl sulfate, of diacyloxyethyldimethylammonium, d i acy I oxyethy I hyd roxyethy I methylammonium, monoacyloxyethyldihydroxyethylmethylammonium, triacyloxyethylmethylammonium or monoacyloxyethylhydroxyethyldimethylammonium, and mixtures thereof. The acyl groups preferably contain 14 to 18 carbon atoms and are derived more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.
These products are obtained, for example, by direct esterification of triethanolamine, triisopropanolamine, an alkyldiethanolamine or an alkyldiisopropanolamine, which are optionally oxyalkylenated, with fatty acids or with mixtures of fatty acids of plant or animal origin, or by transesterification of the methyl esters thereof. This esterification is followed by quaternization by means of an alkylating agent, such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably dimethyl or diethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin. Such compounds are sold, for example, under the names Dehyquart® by the company Henkel, Stepanquat® by the company Stepan, Noxamium® by the company CECA or Rewoquat® WE 18 by the company Rewo-Witco.
The composition according to the invention may contain, for example, a mixture of quaternary ammonium monoester, diester and triester salts with a weight majority of diester salts.
Use may also be made of the ammonium salts containing at least one ester function that are described in patents US-A-4874554 and US-A-4137180.
Use may also be made of the behenoylhydroxypropyltrimethylammonium chloride sold, for example, by the company KAO under the name Quartamin BTC 131.
Preferably, the ammonium salts containing at least one ester function contain two ester functions.
Among the cationic surfactants, it is more particularly preferred to choose cetyltrimethylammonium, behenyltrimethylammonium and dipalmitoylethylhydroxyethylmethylammonium salts, and mixtures thereof, and more particularly behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, and dipalmitoylethylhydroxyethylammonium methosulfate, and mixtures thereof.
Preferably, the surfactant(s) is (are) chosen from anionic surfactants, non-ionic surfactants, and mixtures thereof.
More preferentially, the surfactant(s) is (are) chosen from non-ionic surfactants, better still from ethoxylated C8-C24 fatty alcohols comprising from 1 to 200 ethylene oxide groups, ethoxylated C8-C30 fatty acid esters of sorbitan having from 1 to 30 ethylene oxide units, (C6-C24 alkyl)polyglycosides, and mixtures thereof.
When the composition comprises one or more surfactant(s), the total content of surfactant(s) in the composition preferably ranges from 0.01% to 15% by weight, more preferentially from 0.1% to 10% by weight, better still from 0.5% to 8% by weight, even better still from 1 % to 6% by weight, relative to the total weight of the composition.
When the composition comprises one or more non-ionic surfactant(s), the total content of non-ionic surfactant(s) in the composition preferably ranges from 0.01% to 15% by weight, more preferentially from 0.1% to 10% by weight, better still from 0.5% to 8% by weight, even better still from 1 % to 6% by weight, relative to the total weight of the composition.
Thickening polymer The composition according to the present invention may comprise one or more thickening polymer(s).
For the purposes of the invention, the term "thickening" is understood to mean a compound capable, by its presence, of increasing the viscosity of the medium by at least 50 cps at 25°C and at a shear rate of 1 s 1. Preferably, the thickening compound, introduced at 1 % by weight in water or in a 50/50 water/alcohol mixture, achieves a viscosity at 25°C of greater than 100 cps at a shear rate of 1 s 1. These viscosities can be measured using in particular viscometers or rheometers having cone-plate geometry.
The thickening polymers can be chosen from associative polymers and non-associative polymers.
For the purposes of the present invention, the term "associative polymers" means water- soluble polymers that are capable, in an aqueous medium, of reversibly associating with each other or with other molecules.
Their chemical structure comprises at least one hydrophilic region and at least one hydrophobic region characterized by at least one Cs-Cso fatty chain.
The associative polymers according to the invention may be of anionic, cationic, amphoteric or non-ionic type, preferably of non-ionic or cationic type.
Mention may in particular be made of the polymers sold under the names Pemulen TR1 or TR2 by the company Goodrich (INCI: Acrylates/C 10-30 Alkyl Acrylate Crosspolymer), Salcare SC90 by the company Ciba, Aculyn 22, 28, 33, 44 or 46 by the company Rohm & Haas and Elfacos T210 and T212 by the company Akzo.
Preferably, the associative polymers can be chosen from cellulose-based polymers.
Preferably, the associative polymer(s) is (are) chosen from celluloses modified with groups comprising at least one fatty chain.
Preferentially, the associative polymer(s) may be chosen from hydroxyethylcelluloses modified with groups including at least one fatty chain, such as alkyl, arylalkyl or alkylaryl groups, or mixtures thereof, and in which the alkyl groups are preferably C8-C22, and hydroxyethylcelluloses modified with polyalkylene glycol alkyl phenol ether groups, and mixtures thereof, preferably cetylhydroxyethylcellulose.
Preferentially, the associative polymer(s) may be chosen from quaternized cellulose derivatives, preferably chosen from quaternized hydroxyethylcelluloses modified with groups comprising at least one fatty chain, such as linear or branched alkyl groups, linear or branched arylalkyl groups, or linear or branched alkylaryl groups, preferably linear or branched alkyl groups, these groups comprising at least 8 carbon atoms, notably from 8 to 30 carbon atoms, better still from 10 to 24, or even from 10 to 14, carbon atoms; or mixtures thereof, and even better still polyquaternium-67.
The thickening polymers may also be chosen from non-associative polymers, and in particular non-ionic cellulose-based polymers (hydroxyethycellulose, hydroxypropylcellulose, carboxymethylcellulose), guar gum and non-ionic derivatives thereof (hydroxypropylguar), gums of microbial origin (xanthan gum, scleroglucan gum), crosslinked or non-crosslinked homopolymers and copolymers based on acrylic acid, on methacrylic acid or on acrylamidopropanesulfonic acid, and mixtures thereof.
Among the non-associative polymers, an anionic (meth)acrylic polymer may also be chosen, such as homopolymers or copolymers of (meth)acrylic acid. Mention may for example be made of the compounds having the INCI name Carbomer.
Preferably, the non-associative polymers are chosen from guar gums, xanthan gum, and homopolymers or copolymers of (meth)acrylic acid.
The guar gums that may be used according to the invention may be non-ionic or cationic.
According to the invention, use may be made of chemically modified or unmodified non- ionic guar gums.
The unmodified non-ionic guar gums are, for example, the products sold under the name Vidogum GH 175 by the company Unipectine and under the names Meypro-Guar 50 and Jaguar C by the company Rhodia Chimie.
The modified non-ionic guar gums that may be used according to the invention are preferably modified with C1-C6 hydroxyalkyl groups.
Among the hydroxyalkyl groups, mention may be made, by way of example, of hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl groups.
These guar gums are well known from the prior art and may be prepared, for example, by reacting corresponding alkene oxides, for instance propylene oxides, with the guar gum so as to obtain a guar gum modified with hydroxypropyl groups.
The degree of hydroxyalkylation, which corresponds to the number of alkylene oxide molecules consumed by the number of free hydroxyl functions present on the guar gum, preferably ranges from 0.4 to 1 .2. Such non-ionic guar gums optionally modified with hydroxyalkyl groups are sold, for example, under the trade names Jaguar HP8, Jaguar HP60 and Jaguar HP120, Jaguar DC 293 and Jaguar HP 105 by the company Meyhall, or under the name Galactasol 4H4FD2 by the company Aquaion.
Also suitable for use are non-ionic guar gums modified with hydroxyalkyl groups, more especially hydroxypropyl groups, modified with groups comprising at least one C6-C30 fatty chain. Examples of such compounds that may be mentioned include, inter alia, the product Esaflor HM 22® (C22 alkyl chain) sold by the company Lamberti, and the products RE210-18® (C14 alkyl chain) and RE205-1® (C20 alkyl chain) sold by the company Rhone- Poulenc.
The cationic guar gums that may more particularly be used according to the invention are guar gums comprising trialkylammonium cationic groups. Preferably, 2% to 30% and more preferentially still 5% to 20% by number of the hydroxyl functions of these guar gums bear trialkylammonium cationic groups.
Among these trialkylammonium groups, mention may most particularly be made of the trimethylammonium and triethylammonium groups.
Even more preferentially, these groups represent from 5% to 20% by weight relative to the total weight of the modified guar gum.
According to the invention, a guar gum modified with 2,3-epoxypropyltrimethylammonium chloride is preferably used.
These guar gums modified with cationic groups are products already known perse and are, for example, described in patents US 3 589 578 and US 4 013 307. Such products are moreover notably sold under the trade names Jaguar C13 S, Jaguar C 15 and Jaguar C 17 by the company Meyhall.
Use is preferably made of a non-ionic guar gum and, among these non-ionic guar gums, more particularly guar gums modified with hydroxyalkyl groups.
When the composition comprises one or more thickening polymers, the total content of the thickening polymer(s) preferably ranges from 0.01 % to 20% by weight, more preferentially from 0.05% to 10% by weight, better still from 0.075% to 5% by weight, even better still from 0.1 % to 3% by weight, relative to the total weight of the composition.
Sequestrant The composition according to the invention may comprise a sequestrant (or chelating agent).
The definition of a "sequestrant" (or "chelating agent") is well known to those skilled in the art and refers to a compound or a mixture of compounds capable of forming a chelate with a metal ion. A chelate is an inorganic complex in which a compound (the sequestrant or chelating agent) is coordinated to a metal ion, i.e. it forms one or more bonds with the metal ion (formation of a ring including the metal ion).
A sequestrant (or chelating agent) generally comprises at least two electron-donating atoms which enable the formation of bonds with the metal ion.
Within the context of the present invention, the sequestrant(s) may be chosen from carboxylic acids, preferably aminocarboxylic acids, phosphonic acids, preferably aminophosphonic acids, polyphosphoric acids, preferably linear polyphosphoric acids, salts thereof, and derivatives thereof.
The salts are in particular alkali metal, alkaline-earth metal, ammonium and substituted ammonium salts.
The following compounds may be mentioned as examples of carboxylic acids: diethylenetriaminepentaacetic acid (DTPA), ethylenediaminedisuccinic acid (EDDS) and trisodium ethylenediaminedisuccinate such as Octaquest E30 from OCTEL, ethylenediaminetetraacetic acid (EDTA), and its salts such as disodium EDTA, tetrasodium EDTA, ethylenediamine-N,N'-diglutaric acid (EDDG), glycinamide-N,N'-disuccinic acid (GADS), glycinamide-N,N'-disuccinic acid (GADS), 2-hydroxypropylenediamine-N,N'- disuccinic acid (HPDDS), ethylenediamine-N,N'-bis(ortho-hydroxyphenylacetic acid) (EDDHA), N,N'-bis(2-hydroxybenzyl)ethylenediamine-N,N'-diacetic acid (HBED), nitrilotriacetic acid (NTA), methylglycinediacetic acid (MGDA), N-2-hydroxyethyl-N,N- diacetic acid and glyceryliminodiacetic acid (as described in documents EP-A-317,542 and EP-A-399,133), iminodiacetic acid-N-2-hydroxypropylsulfonic acid and aspartic acid-N- carboxymethyl-N-2-hydroxypropyl-3-sulfonic acid (as described in EP-A-516,102), beta- alanine-N,N'-diacetic acid, aspartic acid-N,N'-diacetic acid, aspartic acid-N-monoacetic acid (described in EP-A-509,382), chelating agents based on iminodisuccinic acids (IDSA) (as described in EP-A-509,382), ethanoldiglycine acid, phosphonobutanetricarboxylic acid such as the compound sold by Bayer under the reference Bayhibit AM, and N,N- dicarboxymethylglutamic acid and salts thereof such as tetrasodium glutamate diacetate (GLDA) such as Dissolvine GL38 or 45S from Akzo Nobel. The following compounds may be mentioned as examples of chelating agents based on mono- or polyphosphonic acid: diethylenetriaminepenta(methylenephosphonic acid) (DTPMP), ethane-1 -hydroxy-1 ,1 ,2-triphosphonic acid (E1 HTP), ethane-2-hydroxy-1 ,1 ,2- triphosphonic acid (E2HTP), ethane-1 -hydroxy-1 , 1-triphosphonic acid (EH DP), ethane- 1 ,1 ,2-triphosphonic acid (ETP), ethylenediaminetetramethylenephosphonic acid (EDTMP), hydroxyethane-1 ,1-diphosphonic acid (HEDP, or etidronic acid), and salts such as disodium etidronate, tetrasodium etidronate.
The following compounds may be mentioned as examples of chelating agents based on polyphosphoric acid: sodium tripolyphosphate (STP), tetrasodium diphosphate, hexametaphosphoric acid, sodium metaphosphate, phytic acid.
According to a particular embodiment, the sequestrant(s) useful according to the invention is (are) phosphorus-based sequestrants, i.e. sequestrants which comprise one or more phosphorus atoms, preferably at least two phosphorus atoms.
The phosphorus-based sequestrant(s) used in the composition according to the invention is (are) preferably chosen from:
- inorganic phosphorus-based derivatives preferably chosen from alkali metal or alkaline- earth metal, preferably alkali metal, phosphates and pyrophosphates, such as sodium pyrophosphate, potassium pyrophosphate, sodium pyrophosphate decahydrate; and alkali metal or alkaline-earth metal, preferably alkali metal, polyphosphates, such as sodium hexametaphosphate, sodium polyphosphate, sodium tripolyphosphate, sodium trimetaphosphate; which are optionally hydrated, and mixtures thereof;
- organic phosphorus-based derivatives, such as organic (poly)phosphates and (poly)phosphonates, such as etidronic acid and/or alkali metal or alkaline-earth metal salts thereof, for instance tetrasodium etidronate, disodium etidronate, and mixtures thereof.
Preferably, the phosphorus-based sequestrant(s) is (are) chosen from linear or cyclic compounds comprising at least two phosphorus atoms bonded together covalently via at least one linker L comprising at least one oxygen atom and/or at least one carbon atom.
The phosphorus-based sequestrant(s) may be chosen from inorganic phosphorus-based derivatives, preferably comprising at least 2 phosphorus atoms. More preferentially, the phosphorus-based sequestrant(s) is (are) chosen from alkali metal or alkaline-earth metal pyrophosphates, better still from alkali metal pyrophosphates, in particular sodium pyrophosphate (also known as tetrasodium pyrophosphate). The phosphorus-based sequestrant(s) may be chosen from organic phosphorus-based derivatives, preferably comprising at least 2 phosphorus atoms. More preferentially, the phosphorus-based sequestrant(s) is (are) chosen from etidronic acid (also known as 1- hydroxyethane-1 ,1-diphosphonic acid) and/or alkali metal or alkaline-earth metal, preferably alkali metal, salts thereof, for instance tetrasodium etidronate and disodium etidronate.
Thus, preferably, the phosphorus-based sequestrant(s) is (are) chosen from alkali metal pyrophosphates, etidronic acid and/or alkali metal salts thereof, and a mixture of these compounds.
Particularly preferably, the phosphorus-based sequestrant(s) is (are) chosen from tetrasodium etidronate, disodium etidronate, etidronic acid, tetrasodium pyrophosphate, and a mixture of these compounds.
According to the present invention, the sequestrants are preferably chosen from diethylenetriaminepentaacetic acid (DTPA) and salts thereof, diethylenediaminetetraacetic acid (EDTA) and salts thereof, ethylenediaminedisuccinic acid (EDDS) and salts thereof, etidronic acid and salts thereof, N,N-dicarboxymethylglutamic acid and salts thereof, N,N- dicarboxymethylglutamic acid and salts thereof (GLDA), and mixtures thereof.
Among the salts of these compounds, the alkali metal salts and especially the sodium or potassium salts are preferred.
When the composition comprises one or more sequestrants, the total content of the sequestrant(s) preferably ranges from 0.001% to 15% by weight, more preferentially from 0.005% to 10% by weight, better still from 0.01% to 8% by weight, even better still from 0.05% to 5% by weight, relative to the total weight of the composition.
Alkaline agent
The composition according to the present invention may comprise one or more mineral, organic or hybrid alkaline agent(s).
Preferably, the composition according to the present invention comprises one or more mineral, organic or hybrid alkaline agent(s).
For the purposes of the present invention, the terms "alkaline agent' and "basifying agent' are used interchangeably.
The mineral basifying agent(s) is (are) preferably chosen from aqueous ammonia, alkali 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 or potassium hydroxides, and mixtures thereof.
The organic basifying agent(s) is (are) preferably chosen from alkanolamines, amino acids, organic amines, oxyethylenated and/or oxypropylenated ethylenediamines, 1 ,3- diaminopropane, 1 ,3-diamino-2-propanol, spermine or spermidine and mixtures thereof.
The term "alkanolamine" is intended to mean an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched Ci-Cs alkyl groups bearing one or more hydroxyl radicals.
Organic amines chosen from alkanolamines such as monoalkanolamines, dialkanolamines or trialkanolamines comprising one to three identical or different C1-C4 hydroxyalkyl radicals are in particular suitable for carrying out the invention.
In particular, the alkanolamine(s) is (are) chosen from monoethanolamine (MEA), diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, N,N- dimethylethanolamine, 2-amino-2-methyl-1 -propanol, triisopropanolamine, 2-amino-2- methyl-1 ,3-propanediol, 3-amino-1 ,2-propanediol, 3-dimethylamino-1 ,2-propanediol, tris(hydroxymethyl)aminomethane and mixtures thereof.
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 and citrulline.
The organic amine may also be chosen from organic amines of heterocyclic type. Besides histidine that has already been mentioned in the amino acids, mention may in particular be made of pyridine, piperidine, imidazole, triazole, tetrazole and benzimidazole. The organic amine may also be chosen from amino acid dipeptides. As amino acid dipeptides that may be used in the present invention, mention may notably be made of carnosine, anserine and balenine. The organic amine may also be chosen from compounds comprising a guanidine function. As amines of this type other than arginine that may be used in the present invention, mention may especially be made of creatine, creatinine, 1 ,1-dimethylguanidine, 1 ,1-diethylguanidine, glycocyamine, metformin, agmatine, n-amidoalanine, 3- guanidinopropionic acid, 4-guanidinobutyric acid and 2- ([amino(imino)methyl]amino)ethane-1 -sulfonic acid.
Use may be made in particular of guanidine carbonate or monoethanolamine hydrochloride as hybrid compounds. The alkaline agent(s) that may be used according to the invention is (are) preferably chosen from alkanolamines such as monoethanolamine, diethanolamine, triethanolamine; aqueous ammonia, carbonates or bicarbonates such as sodium (hydrogen)carbonate and potassium (hydrogen)carbonate and mixtures thereof, more preferentially from aqueous ammonia and alkanolamines, better still from alkanolamines.
When the composition comprises at least one alkaline agent, the total content of the alkaline agent(s) preferably ranges from 0.1 % to 40% by weight, more preferentially from 0.5% to 30% by weight, better still from 1 % to 20% by weight, even better still from 2% to 10% by weight, relative to the total weight of the composition.
According to an embodiment, the pH of the composition comprising at least one alkaline agent, when it is aqueous, is between 8 and 13; preferably between 9 and 12.
The pH of the composition may 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 hereinabove, or alternatively using buffer systems known to those skilled in the art.
Solvents
The composition according to the invention may also comprise at least one organic solvent.
Examples of organic solvents that may be mentioned include linear or branched C2 to C4 alkanols, such as ethanol and isopropanol; polyols and polyol ethers, for instance 2- butoxyethanol, glycerol, propylene glycol, dipropylene glycol, propylene glycol monomethyl ether, diethylene glycol monomethyl ether and monoethyl ether, and also aromatic alcohols or ethers, for instance benzyl alcohol or phenoxyethanol, and mixtures thereof.
The organic solvent(s) may be present in an amount ranging from 0.01 % to 30% by weight, preferably ranging from 2% to 25% by weight, relative to the total weight of the composition.
In addition, the composition according to the invention is preferably an aqueous composition. The composition preferably comprises water in an amount of greater than or equal to 10% by weight, preferably greater than or equal to 15% by weight, relative to the total weight of the composition.
Additives The composition according to the invention may optionally comprise one or more additives, different from the compounds of the invention and among which mention may be made of cationic, anionic, non-ionic or amphoteric polymers or mixtures thereof, other than thickening polymers, mineral thickening agents, antidandruff agents, anti-seborrhoeic agents, agents for preventing hair loss and/or for promoting hair regrowth, vitamins and provitamins including panthenol, sunscreens, mineral or organic pigments, plasticizers, solubilizers, opacifiers or pearlescent agents, antioxidants, hydroxy acids, fragrances, and preservatives.
Of course, those skilled in the art will take care to choose this or these optional additional compound(s) so that the advantageous properties intrinsically associated with the composition according to the invention are not, or not substantially, detrimentally affected by the envisioned addition(s).
The above additives may generally be present in an amount, for each of them, of between 0 and 20% by weight, relative to the total weight of the composition.
Preferably, the composition according to the invention does not comprise chemical oxidizing agents.
According to a particular embodiment, the composition according to the invention comprises:
- at least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000040_0001
- at least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000040_0002
- at least oxidation coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000041_0001
- at least one fatty substance,
- at least one surfactant,
- at least one sequestrant, and
- at least one alkaline agent.
Process
The present invention also relates to a process for dyeing keratin fibres, preferably the hair, which comprises a step of applying to said keratin fibres an effective amount of a composition as described above.
The composition may be applied to wet or dry keratin fibres. On conclusion of the treatment, the keratin fibres are optionally rinsed with water, optionally washed with a shampoo and then rinsed with water, before being dried or left to dry.
Preferably, the process according to the invention comprises a step of mixing the composition according to the invention with an oxidizing composition comprising at least one chemical oxidizing agent. This mixing step is preferably performed at the moment of use, just before applying the composition resulting from the mixing to the hair.
More particularly, the chemical oxidizing agent(s) is (are) chosen from hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, peroxygenated salts, for instance persulfates, perborates, peracids and precursors thereof and percarbonates of alkali metals or alkaline-earth metals, and mixtures thereof. The oxidizing agent is preferably chosen from hydrogen peroxide.
The oxidizing composition is preferably an aqueous composition. In particular, it comprises more than 5% by weight of water, preferably more than 10% by weight of water, and even more advantageously more than 20% by weight of water.
It may also comprise one or more organic solvents chosen from those listed previously; these solvents more particularly representing, when they are present, from 1 % to 40% by weight and preferably from 5% to 30% by weight, relative to the weight of the oxidizing composition. The oxidizing composition also preferably comprises one or more acidifying agents.
Among the acidifying agents, examples that may be mentioned include mineral or organic acids, for instance hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic acid, and sulfonic acids.
The oxidizing composition may additionally comprise fatty substances such as those described hereinabove, preferably chosen from fatty alcohols, liquid hydrocarbons comprising more than 16 carbon atoms and mixtures thereof, surfactants and polymers.
Usually, the pH of the oxidizing composition, when it is aqueous, is less than 7.
Preferably, the oxidizing composition comprises hydrogen peroxide as oxidizing agent, in aqueous solution, the concentration of which ranges, more particularly, from 0.1% to 50%, more particularly between 0.5% and 20% and even more preferentially between 1 % and 15% by weight, relative to the weight of the oxidizing composition.
Preferably, at least one of the (dye or oxidizing) compositions is aqueous.
Preferably, the process according to the invention comprises a step of applying to the hair a composition resulting from the mixing, at the time of use, of at least two compositions: a) a dyeing composition comprising:
- at least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000042_0001
- at least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000042_0002
- at least oxidation coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000043_0001
(H and, b) an oxidizing composition comprising one or more chemical oxidizing agents, preferably hydrogen peroxide. According to one embodiment, the process according to the invention comprises a step of applying to the hair a composition resulting from the mixing, at the time of use, of at least two compositions: a) a dyeing composition comprising:
- at least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000043_0002
- at least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000043_0003
- at least oxidation coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000043_0004
- at least one fatty substance,
- at least one surfactant, - at least one sequestrant,
- at least one alkaline agent, and b) an oxidizing composition comprising one or more chemical oxidizing agents, preferably hydrogen peroxide.
The invention also relates to a composition comprising:
- at least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000044_0001
- at least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000044_0002
- at least oxidation coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000044_0003
- one or more chemical oxidizing agents, preferably hydrogen peroxide, this composition being a ready-to-use composition.
This ready-to-use composition may comprise one or more ingredients among those described above.
Preferably, the pH of the ready-to-use composition is between 8 and 11 , preferably between 9 and 10,7.
Kit Another subject of the invention is a multi-compartment device for dyeing keratin fibres, comprising at least a first compartment containing the dyeing composition according to the invention and at least a second compartment containing an oxidizing composition as described above.
The compositions of the device according to the invention are packaged in separate compartments, optionally accompanied by suitable application means which may be identical or different, such as fine brushes, coarse brushes or sponges.
The device mentioned above may also be equipped with a means for dispensing the desired mixture onto the hair, for instance the devices described in patent FR 2586913.
Finally, the present invention relates to the use of a composition as described above for dyeing keratin fibres, and in particular the hair.
The following examples serve to illustrate the invention without, however, being limiting in nature.
Examples
In the examples that follow, all the amounts are given as weight percentage of active material (AM) relative to the total weight of the composition (unless stated otherwise).
Dyeing composition
Composition A1 according to the present invention and comparative composition A2 were prepared using the ingredients of which the contents are indicated in the table below:
[Table 1]
Figure imgf000045_0001
Figure imgf000046_0001
Oxidizing composition
The oxidizing composition B was prepared from the ingredients of which the contents are indicated in the table below:
[Table 2]
Figure imgf000046_0002
Dyeing protocol
The dyeing compositions A1 and A2 are each mixed with the oxidizing composition B in a 1+1 .5 weight ratio.
Each of the mixtures is applied to locks of hair containing 90% natural white (NW) hair and 90% natural white permanent-waved (PW) hair, in a proportion of 5 g of mixture per 1 g of hair. After a leave-on time of 30 minutes on a hot plate at 27 C, the hair is rinsed, washed with L’Oreal Professionnel Pro Classic universal concentrated shampoo, diluted to 10%, and dried.
Results
The colouring of the hair is evaluated in the L*a*b* system, using a Konica Minolta CM- 3600A spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the Cl ELab system.
In this system, L* represents the lightness. The lower the value of L*, the darker and more powerful the colouring obtained. The chromaticity is measured by the values a* and b*, a* representing the red/green axis and b* the yellow/blue axis.
The selectivity is represented by the colour difference AE between the locks of dyed natural (NW) hair and dyed permanent-waved (PW) hair, AE being obtained from the formula:
Figure imgf000047_0001
in which L* represents the intensity and a* and b* represent the chromaticity of the dyed natural hair, and Lo* represents the intensity and ao* and bo* represent the chromaticity of the dyed permanent-waved hair. The lower the value of AE, the lower the selectivity and the more uniform the colouration along the hair.
[Table 3]
Figure imgf000047_0002
The composition according to the invention leads to a lower value of AE, and thus to better selectivity, compared to the comparative composition.

Claims

[Claim 1] Composition comprising:
- at least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000048_0001
- at least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts;
Figure imgf000048_0002
- at least oxidation coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000048_0003
(III).
[Claim 2] Composition according to the preceding claim, in which the total content of the oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts 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%, even better still from 0.1% to 3% by weight, relative to the total weight of the composition.
[Claim 3] Composition according to either one of the preceding claims, in which the total content of coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts 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%, even better still from 0.1 % to 3% by weight, relative to the total weight of the composition.
[Claim 4] Composition according to any one of the preceding claims, in which the total content of coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts 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%, even better still from 0.1 % to 3% by weight, relative to the total weight of the composition.
[Claim 5] Composition according to any one of the preceding claims, in which the weight ratio between the total content of oxidation base(s) chosen from 2-y- hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts and the total content of oxidation coupler(s) chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), 2-amino-5- ethylphenol of formula (III), one of their addition salts, their solvates and/or the solvates of their salts ranges from 0.1 to 10, preferably from 0.5 to 8, better still from 1 to 5 and even better still from 1 .5 to 4.
[Claim 6] Composition according to any one of the preceding claims, comprising at least one fatty substance, preferably chosen from liquid fatty substances, solid fatty substances, and mixtures thereof.
[Claim 7] Composition according to any one of the preceding claims, comprising at least one liquid fatty substance, preferably chosen from liquid hydrocarbons containing more than 16 carbon atoms, plant oils, liquid fatty alcohols, liquid fatty esters, silicone oils, and mixtures thereof, preferentially from liquid hydrocarbons comprising more than 16 carbon atoms, in particular liquid petroleum jelly, liquid fatty alcohols, and mixtures thereof.
[Claim 8] Composition according to any one of the preceding claims, comprising at least one solid fatty substance, preferably chosen from solid fatty acids, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, waxes, ceramides, and mixtures thereof, preferentially from solid fatty acids, solid fatty alcohols, and mixtures thereof.
[Claim 9] Composition according to any one of the preceding claims, comprising at least one surfactant, the surfactant(s) preferably being chosen from anionic surfactants, non-ionic surfactants, and mixtures thereof, more preferentially from nonionic surfactants.
[Claim 10] Composition according to any one of the preceding claims, comprising one or more sequestrants.
[Claim 11] Composition according to any one of the preceding claims, comprising at least one alkaline agent, preferably chosen from alkanolamines such as monoethanolamine, diethanolamine, triethanolamine; aqueous ammonia, carbonates or bicarbonates such as sodium (hydrogen)carbonate and potassium (hydrogen)carbonate and mixtures thereof, more preferentially from aqueous ammonia and alkanolamines, better still from alkanolamines.
[Claim 12] Composition according to any one of the preceding claims, not comprising any chemical oxidizing agent.
[Claim 13] Composition according to any one of Claims 1 to 11 , comprising at least one chemical oxidizing agent, preferably hydrogen peroxide.
[Claim 14] Process for dyeing keratin fibres, preferably the hair, comprising the application to said keratin fibres of the composition as defined in any one of the preceding claims.
[Claim 15] Process for dyeing keratin fibres, preferably the hair, according to the preceding claim, in which the composition defined according to Claim 13 results from the mixing of at least two compositions: a) a dyeing composition comprising:
- at least one oxidation base chosen from 2-y-hydroxypropyl-para-phenylenediamine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts:
Figure imgf000050_0001
- at least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (II), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000051_0001
- at least oxidation coupler chosen from 2-amino-5-ethylphenol of formula (III), one of its addition salts, its solvates and/or the solvates of its salts,
Figure imgf000051_0002
and b) an oxidizing composition comprising one or more chemical oxidizing agents, preferably hydrogen peroxide.
[Claim 16] Multi-compartment device for dyeing keratin fibres, preferably the hair, comprising at least a first compartment containing a dyeing composition as defined according to any one of Claims 1 to 12 and at least a second compartment containing an oxidizing composition comprising one or more chemical oxidizing agents, preferably hydrogen peroxide.
[Claim 17] Use of a composition as defined in any one of Claims 1 to 13 for dyeing keratin fibres, and in particular the hair.
PCT/EP2021/086248 2020-12-17 2021-12-16 Composition comprising the combination of three particular oxidation dye precursors WO2022129364A1 (en)

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