WO2025003368A1 - Composition comprenant un acide carboxylique particulier ou un sel de celui-ci, un (bi)carbonate dans une teneur particulière, un agent alcalin supplémentaire, une substance grasse et un colorant - Google Patents

Composition comprenant un acide carboxylique particulier ou un sel de celui-ci, un (bi)carbonate dans une teneur particulière, un agent alcalin supplémentaire, une substance grasse et un colorant Download PDF

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WO2025003368A1
WO2025003368A1 PCT/EP2024/068192 EP2024068192W WO2025003368A1 WO 2025003368 A1 WO2025003368 A1 WO 2025003368A1 EP 2024068192 W EP2024068192 W EP 2024068192W WO 2025003368 A1 WO2025003368 A1 WO 2025003368A1
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Julie BRUYERE
Alexandra MATEES
Maud Mario
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LOreal SA
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LOreal SA
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Priority to CN202480042524.9A priority Critical patent/CN121419748A/zh
Priority to EP24737924.1A priority patent/EP4734920A1/fr
Publication of WO2025003368A1 publication Critical patent/WO2025003368A1/fr
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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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair

Definitions

  • the invention relates to a composition
  • a composition comprising a particular carboxylic acid or a salt thereof, at least one (bi)carbonate in a particular content, at least one additional alkaline agent, at least one fatty substance and at least one dye.
  • the invention also relates to a process for dyeing keratin fibres, notably the hair, using this composition.
  • the invention relates to the use of such a composition for dyeing keratin fibres, and notably the hair.
  • non-permanent, semi-permanent or direct dyeing which does not use the oxidative condensation process and withstands four or five shampoo washes; it consists in dyeing keratin fibres with dye compositions containing direct dyes;
  • oxidation dye precursors such as ortho- or para-phenylenediamines, ortho- or para-aminophenols, or heterocyclic compounds such as pyrazoles, pyrazolinones or pyrazolopyridines.
  • 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 limited range of colours.
  • the colourings may also be insufficiently fast with respect to external agents such as light, shampoo washing 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.
  • compositions for dyeing keratin fibres in particular human keratin fibres such as the hair, which is more environmentally friendly and which is capable of producing good colour build-up, intensity and chromaticity, while at the same time having low selectivity and good fastness, notably good resistance to shampoo washing, and which is capable of delivering good dyeing performance, even after a period of storage, while at the same time having good application qualities and retaining good sensory performance notably in terms of sheen, smoothness, suppleness, straightening and disentangling of keratin fibres such as the hair.
  • composition comprising:
  • R 1 represents a hydrogen atom or a group -CH(COOH)-(CH 2 ) 2 -COOH, -CH 2 CH 2 OH, -CH(CH 3 )COOH, -(CH 2 ) 2 N(COR 3 )-CH 2 -COOH or -CH(COOH)-CH 2 -COOH;
  • R 2 represents a CH 2 COOH group when R 1 represents a hydrogen atom, or R 2 represents a hydrogen atom when R 1 is other than a hydrogen atom;
  • R 3 represents a linear or branched alkyl group including from 1 to 4 carbon atoms or a cyclic alkyl group including from 3 to 30 carbon atoms;
  • the composition according to the invention is a composition for dyeing keratin fibres, notably the hair.
  • composition according to the invention may notably lead to chromatic, powerful, intense and sparingly selective colourings, i.e. colourings that are uniform along the length of the fibre.
  • composition according to the invention has improved resistance to shampoo washing and also good stability over time, notably little or no change in its viscosity during storage.
  • composition according to the invention has good application qualities, notably in terms of texture, ease of application, adhesion to the hair and lengthening.
  • composition according to the invention can also afford good cosmetic qualities, notably in terms of sheen, smoothness and suppleness, and a more natural feel, while at the same time preserving the integrity of the fibre.
  • composition according to the invention can also provide keratin fibres with cosmetic compositions which do not have a strong ammonia odour.
  • a subject of the invention is also a process for dyeing the hair using the composition of the invention.
  • a subject of the invention is also a kit comprising, in a first compartment, a composition as defined previously and, in a second compartment, an oxidizing composition comprising at least one chemical oxidizing agent.
  • chemical oxidizing agent means an oxidizing agent other than atmospheric oxygen.
  • composition according to the invention comprises at least one polycarboxylic acid of formula (I) below, salts thereof, optical isomers thereof, geometrical isomers thereof, and/or solvates thereof 1):
  • R 1 represents a hydrogen atom or a group -CH(COOH)-(CH 2 ) 2 -COOH, -CH 2 CH 2 OH, -CH(CH 3 )COOH, -(CH 2 ) 2 N(COR 3 )-CH 2 -COOH or -CH(COOH)-CH 2 -COOH;
  • R 2 represents a CH 2 COOH group when R 1 represents a hydrogen atom, or R 2 represents a hydrogen atom when R 1 is other than a hydrogen atom;
  • R 3 represents a linear or branched alkyl group including from 1 to 4 carbon atoms or a cyclic alkyl group including from 3 to 30 carbon atoms.
  • carboxylic acids of formula (I) correspond to:
  • R 1 represents a hydrogen atom and R 2 represents a -CH 2 -COOH group, or when R 1 represents a -CH(COOH)-(CH 2 ) 2 -COOH group and R 2 represents a hydrogen atom, or when R 1 represents a -CH(COOH)-CH 2 -COOH group and R 2 represents a hydrogen atom;
  • R 1 represents a -CH(CH 3 )-COOH group and R 2 represents a hydrogen atom, or when R 1 represents a group -(CH 2 ) 2 -N(COR 3 )-CH 2 -COOH and R 2 represents a hydrogen atom;
  • R 1 represents a -CH 2 CH 2 OH group and R 2 represents a hydrogen atom.
  • R 1 represents a -CH(COOH)-(CH 2 ) 2 -COOH group and R 2 represents a hydrogen atom.
  • the carboxylic acids of formula (I) may be in the form of pure enantiomers, preferably of L configuration, or in the form of mixtures, notably racemic mixtures.
  • the salts of the carboxylic acid(s) of formula (I) are preferably chosen from alkali metal salts, alkaline-earth metal salts, transition metal salts, organic amine salts, the ammonium and substituted ammonium salts thereof, and mixtures thereof.
  • alkali metal salts mention may notably be made of the sodium (Na + ) and potassium (K + ) salts, whereas as examples of alkaline-earth metal salts, mention may notably be made of the calcium (Ca 2+ ) and magnesium (Mg 2+ ) salts.
  • transition metal means a metal having an incomplete d sub-shell, more particularly in oxidation state II, such as cobalt (Co 2+ ), iron (Fe 2+ ), manganese (Mn 2+ ), zinc (Zn 2+ ) and copper (Cu 2+ ).
  • salts of organic amines mention may be made of the salts of primary, secondary or tertiary amines, or alternatively of alkanolamines.
  • Said amines contain one or more identical or different radicals, of linear or branched C1 to C20 alkyl type, optionally comprising a heteroatom such as oxygen.
  • the alkali metal salts and notably the sodium or potassium salts are preferred.
  • said carboxylic acid(s) of formula (I) used in the context of the present invention are chosen from methylglycinediacetic acid, N-lauroyl-N,N',N'-triacetic acid ethylenediamine, N,N-dicarboxymethylglutamic acid, iminodisuccinic acid, N,N-bis(carboxymethyl)aspartic acid, alkali metal salts thereof, alkaline-earth metal salts thereof, transition metal salts thereof, organic amine salts thereof, ammonium salts thereof, optical isomers thereof, geometrical isomers thereof, solvates thereof and mixtures thereof, and more preferentially from N,N-dicarboxymethylglutamic acid, N,N-bis(carboxymethyl)aspartic acid, alkali metal salts thereof, alkaline-earth metal salts thereof, transition metal salts thereof, organic amine salts thereof, ammonium salts thereof, optical isomers thereof, geometrical isomers thereof, geometrical is
  • carboxylic acid(s) of formula (I) are chosen from N,N-dicarboxymethylglutamic acid, N,N-bis(carboxymethyl)aspartic acid, alkali metal salts thereof, alkaline-earth metal salts thereof, transition metal salts thereof, organic amine salts thereof, ammonium salts thereof, optical isomers thereof, geometrical isomers thereof, solvates thereof and mixtures thereof.
  • the carboxylic acid of formula (I) used according to the present invention is chosen from N,N-dicarboxymethylglutamic acid, alkali metal salts thereof, optical isomers thereof, and/or geometrical isomers thereof, preferentially from N,N-dicarboxymethylglutamic acid, tetrasodium N,N-bis(carboxymethyl)glutamate, optical isomers thereof and/or geometrical isomers thereof, better still from N,N-dicarboxymethyl-L-glutamic acid and/or tetrasodium N,N-bis(carboxymethyl)- L-glutamate.
  • the compound having the INCI name Tetrasodium glutamate diacetate is used, such as Dissolvine GL38 or 47S sold by the company AkzoNobel.
  • the total content of the carboxylic acid(s) of formula (I), salts thereof, optical isomers thereof, geometrical isomers thereof, and/or solvates thereof as defined previously ranges from 0.001% to 15% by weight, preferentially from 0.005% to 10% by weight, more preferentially from 0.01% to 8% by weight, better still from 0.05% to 5% by weight, even better still from 0.1% to 2% by weight relative to the total weight of the composition.
  • the carboxylic acid(s) of formula (I) are chosen from N,N-dicarboxymethyl-L-glutamic acid and/or tetrasodium N,N-bis(carboxymethyl)-L-glutamate, which may be present in a total content ranging from 0.001% to 15% by weight, preferentially from 0.005% to 10% by weight, more preferentially from 0.01% to 8% by weight, better still from 0.05% to 5% by weight and even better still from 0.1% to 2% by weight relative to the total weight of the composition
  • composition according to the invention comprises at least one (bi)carbonate, the total (bi)carbonate 2) content being greater than or equal to 1% by weight relative to the total weight of the composition.
  • (bi)carbonate means carbonate, a carbonate-generating system, bicarbonate, a bicarbonate-generating system, and mixtures thereof.
  • carbonate-generating system means a system which generates carbonate in situ , for instance carbon dioxide in water or percarbonate in water.
  • bicarbonate-generating system means a system which generates bicarbonate in situ , for instance carbon dioxide in water or by buffering a carbonate with a mineral or organic acid.
  • the (bi)carbonate(s) are preferably chosen from:
  • - carbonate(s) preferably chosen from:
  • - bicarbonate(s) preferably chosen from:
  • R’ which may be identical or different, represent a hydrogen atom or an optionally substituted (C 1 -C 6 )alkyl group, such as hydroxyethyl, and, when R’ represents a hydrogen atom, the hydrogen carbonate is then known as dihydrogen carbonate (CO 2 , H 2 O); and
  • the (bi)carbonate(s) are chosen from alkali metal, alkaline-earth metal and ammonium (bi)carbonates; preferentially alkali metal (bi)carbonates, ammonium (bi)carbonates and mixtures thereof, more preferentially alkali metal bicarbonates, ammonium bicarbonate and mixtures thereof.
  • the (bi)carbonate(s) are chosen from Na (bi)carbonate, K (bi)carbonate, ammonium (bi)carbonate and mixtures thereof, preferentially Na bicarbonate, K bicarbonate, ammonium bicarbonate and mixtures thereof, better still ammonium bicarbonate.
  • the compound(s) are chosen from bicarbonates, bicarbonate-generating systems and mixtures thereof, preferably from bicarbonates.
  • the (bi)carbonate is ammonium bicarbonate.
  • the (bi)carbonate(s) may be present in a total content ranging from 1% to 20% by weight, preferably from 1.2% to 15% by weight, more preferentially from 1.5% to 10% by weight, better still from 1.8% to 5% by weight and even better still from 2 to 4% by weight relative to the total weight of the composition.
  • the bicarbonate is ammonium bicarbonate, which may be present in a content ranging from 1% to 20% by weight, preferably from 1.2% to 15% by weight, more preferentially from 1.5% to 10% by weight, better still from 1.8% to 5% by weight and even better still from 2% to 4% by weight relative to the total weight of the composition.
  • composition according to the invention comprises one (or more) alkaline agent(s) 3) in addition to the (bi)carbonates.
  • the additional alkaline agent(s) may be chosen from organic alkaline agents and inorganic alkaline agents.
  • the organic alkaline agent(s) are chosen from organic amines, the pKb of which at 25°C is less than 12, more preferentially less than 10 and even more advantageously less than 6. It should be noted that it is the pKb corresponding to the function which has the highest basicity.
  • the organic amines do not comprise any alkyl or alkenyl fatty chains comprising more than ten carbon atoms.
  • the organic alkaline agent(s) are preferably chosen from alkanolamines, in particular mono-, di- or tri-hydroxy(C1-C6)alkylamines, such as 2-amino-2-methylpropanol, monoethanolamine, oxyethylenated and/or oxypropylenated ethylenediamines, amino acids, polyamines, and mixtures thereof.
  • alkanolamine means an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched C1-C8 alkyl groups bearing one or more hydroxyl radicals.
  • MAA monoethanolamine
  • 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(hydroxymethylamino)methane tris(hydroxymethylamino)methane.
  • amino acids that may be used are of natural or synthetic origin, in their L, D or racemic form, and include at least one acid function chosen more particularly from carboxylic acid, sulfonic acid, phosphonic acid and phosphoric acid functions.
  • the amino acids may be in neutral or ionic form.
  • amino acids that may be used in the present invention, mention may notably be made of aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine and valine.
  • ammonium hydroxide also known as aqueous ammonia
  • mineral hydroxides such as aqueous ammonia
  • silicates such as aqueous ammonia
  • metasilicates such as phosphates or hydrogen phosphates
  • ammonium hydroxide such as sodium silicate and sodium metasilicate.
  • sodium hydroxide is preferred.
  • the additional alkaline agent(s) are chosen from ammonium hydroxide, alkanolamines, alkali metal silicates and metasilicates, mineral hydroxides and mixtures thereof, more preferentially chosen from ammonium hydroxide, alkanolamines and mixtures thereof, better still chosen from ammonium hydroxide, monoethanolamine and mixtures thereof.
  • the additional alkaline agent is ammonium hydroxide.
  • the total content of the additional alkaline agent(s) ranges from 0.01% to 20% by weight, preferably from 0.1% to 15% by weight, more preferentially from 0.5% to 10% by weight and even more preferentially from 1% to 7% by weight, relative to the total weight of the composition.
  • composition according to the invention comprises one or more fatty substances 4).
  • fatty substance means an organic compound that is insoluble in water at 25°C and at atmospheric pressure (1.013 ⁇ 10 5 Pa) (solubility of less than 5% by weight, 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 decamethylcyclopentasiloxane.
  • the fatty substances that may be used in the present invention are neither (poly)oxyalkylenated nor (poly)glycerolated.
  • the fatty substances that are useful according to the invention are non-silicone fatty substances.
  • non-silicone fatty substance refers to a fatty substance not containing any Si-O bonds and the term “silicone fatty substance” refers to a fatty substance containing at least one Si-O bond.
  • the fatty substances that are useful according to the invention may be liquid fatty substances (or oils) and/or solid fatty substances.
  • liquid fatty substance means a fatty substance having a melting point of less than or equal to 25°C at atmospheric pressure (1.013 ⁇ 10 5 Pa).
  • solid fatty substance means a fatty substance having a melting point of greater than 25°C at atmospheric pressure (1.013 ⁇ 10 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 (1.013 ⁇ 10 5 Pa).
  • liquid fatty substance(s) according to the invention are chosen from liquid hydrocarbons comprising more than 6 carbon atoms, non-silicone oils of animal origin, oils of triglyceride type of plant or synthetic origin, fluoro oils, liquid fatty alcohols, liquid fatty acid and/or fatty alcohol esters 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.
  • the liquid hydrocarbons including more than 6 carbon atoms may be chosen from C 6 to C 16 liquid hydrocarbons, which may be linear, branched, optionally cyclic, and preferably saturated. Mention may be made of hexane, cyclohexane, undecane, dodecane, isododecane, tridecane or isoparaffins, such as isohexadecane or isodecane, and mixtures thereof.
  • the liquid hydrocarbons comprising more than 6 carbon atoms may also be chosen from linear or branched liquid hydrocarbons of more than 16 carbon atoms, which are of mineral or synthetic origin, and are preferably chosen from liquid paraffins or liquid petroleum jelly (INCI name: mineral oil or paraffinum liquidum ), polydecenes, hydrogenated polyisobutene such as Parleam®, and mixtures thereof.
  • the liquid hydrocarbons comprising more than 6 carbon atoms may also be chosen from mixtures of alkanes containing from 8 to 28 carbon atoms, more particularly from 15 to 28 carbon atoms; mention may be made of mixtures having, for example, the following INCI names: C15-19 Alkane, C18-C21 Alkane, C21-C28 Alkane, for instance the products Gemseal 40, Gemseal 60 and Gemseal 120 sold by Total, Emogreen L19 sold by SEPPIC and Emogreen L15 sold by SEPPIC, more particularly Emogreen L19 sold by SEPPIC.
  • 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 fatty acid triglycerides including from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stéarinerie 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 fatty acid triglycerides including from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil
  • 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, including from 6 to 40 carbon atoms and 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 fatty acid and/or fatty alcohol esters other than the triglycerides mentioned previously, mention may be made notably 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 and 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; octyldodecy
  • Esters of C4 to C22 dicarboxylic or tricarboxylic acids and of C1 to C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C2 to C26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols may also be used.
  • composition may also comprise, as fatty ester, sugar esters and diesters of C6 to C30 and preferably C12 to C22 fatty acids.
  • sugar esters refers to oxygen-bearing hydrocarbon-based compounds bearing several alcohol functions, with or without aldehyde or ketone functions, and which include at least 4 carbon atoms.
  • 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, notably alkyl derivatives, such as methyl derivatives, for instance methylglucose.
  • the sugar esters of fatty acids may be chosen notably 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 notably such as the mixed oleo-palmitate, oleo-stearate and palmito-stearate esters.
  • monoesters and diesters and notably sucrose, glucose or methylglucose mono- or di-oleates, -stearates, -behenates, -oleopalmitates, -linoleates, -linolenates and -oleostearates, and mixtures thereof.
  • liquid ester of a monoacid and of a monoalcohol Preferably, use will be made of a liquid ester of a monoacid and of a monoalcohol.
  • the liquid fatty substance(s) are chosen from mixtures of alkanes containing from 8 to 28 carbon atoms, more particularly from 15 to 28 carbon atoms, better still mixtures having the INCI name C15-19 Alkane.
  • the fatty substances are chosen from liquid fatty substances, preferably from liquid hydrocarbons comprising more than 6 carbon atoms, plant oils, liquid fatty alcohols and liquid fatty esters, and mixtures thereof, more preferentially from liquid hydrocarbons comprising more than 6 carbon atoms, better still from mixtures of alkanes containing from 8 to 28 carbon atoms, more particularly from 15 to 28 carbon atoms, and mixtures thereof.
  • the liquid fatty substance(s) are chosen from mixtures of alkanes containing from 8 to 28 carbon atoms, more particularly from 15 to 28 carbon atoms, better still mixtures having the INCI name C15-19 Alkane.
  • 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) are preferably chosen from solid fatty acids, solid fatty alcohols, solid fatty acid and/or fatty alcohol esters, waxes, ceramides and mixtures thereof.
  • fatty acid means 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.
  • the solid fatty acids that may be used in the present invention are notably chosen from myristic acid, cetylic acid, stearylic acid, palmitic acid, arachidic acid, stearic acid, lauric acid, behenic acid, 12-hydroxystearic acid, and mixtures thereof.
  • the solid fatty acid(s) are chosen from stearic acid, myristic acid, palmitic acid and mixtures thereof.
  • the total content of the solid fatty acid(s) ranges from 0.01% to 10% by weight, preferably from 0.05% to 5% by weight, preferentially from 0.1% to 1% by weight, better still from 0.2% to 0.5% by weight relative to the total weight of the composition.
  • fatty alcohol means 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 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 chosen from cetyl alcohol, stearyl alcohol and mixtures thereof such as cetylstearyl alcohol 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 derived from a C9-C26 carboxylic fatty acid and/or from a C9-C26 fatty alcohol.
  • 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, which may be up to 200°C, and having in the solid state anisotropic crystal organization.
  • 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 organic 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 sumac 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 organic 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 sumac wax
  • montan wax orange wax and lemon wax
  • microcrystalline waxes microcrystalline waxes
  • polyethylene waxes the waxes obtained
  • C20 to C60 microcrystalline waxes such as Microwax HW.
  • waxes obtained by catalytic hydrogenation of animal or plant oils containing linear or branched C8-C32 fatty chains may also be made of the waxes obtained by catalytic hydrogenation of animal or plant oils containing linear or branched C8-C32 fatty chains.
  • isomerized jojoba oil such as 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 kernel 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.
  • 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 notably be made 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 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 wax, petroleum jelly wax, lignite wax or ozokerite; 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, preferentially plant waxes such as carnauba wax and candelilla wax, and more preferentially candelilla wax (INCI name: Euphorbia cerifera wax).
  • mineral waxes for instance paraffin wax, petroleum jelly wax, lignite wax or ozokerite
  • the solid fatty substances are preferably chosen from solid fatty acids, solid fatty alcohols, waxes and mixtures thereof.
  • the fatty substances present in the composition are chosen from liquid fatty substances, preferentially chosen from liquid hydrocarbons comprising more than 6 carbon atoms, plant oils, liquid fatty alcohols, liquid fatty esters and mixtures thereof, preferably chosen from liquid hydrocarbons comprising more than 6 carbon atoms, better still from mixtures of alkanes containing from 8 to 28 carbon atoms, more particularly from 15 to 28 carbon atoms.
  • the fatty substance(s) present in the composition are chosen from solid fatty substances, preferentially chosen from solid fatty alcohols, waxes, solid fatty acids and mixtures thereof.
  • the composition according to the invention comprises at least one liquid fatty substance chosen from liquid hydrocarbons comprising more than 6 carbon atoms, and at least one solid fatty substance, preferentially at least one wax and/or at least one solid fatty alcohol.
  • the composition comprises at least one fatty substance other than solid fatty acids.
  • the composition comprises at least one solid fatty acid and at least one fatty substance other than solid fatty acids.
  • the fatty substance(s) are chosen from liquid hydrocarbons comprising more than 6 carbon atoms, plant oils, fatty alcohols, liquid fatty esters, solid fatty acids, waxes and mixtures thereof, more preferentially from solid fatty alcohols, mixtures of alkanes containing from 8 to 28 carbon atoms, waxes, solid fatty acids and mixtures thereof, better still chosen from C15-19 Alkane (INCI name), cetearyl alcohol, waxes, solid fatty acids and mixtures thereof.
  • the total content of the fatty substance(s) in the composition according to the invention ranges from 5% to 35% by weight, preferably from 7% to 30% by weight, preferentially from 8% to 25% by weight relative to the total weight of the composition.
  • the total content of the solid fatty substance(s) in the composition according to the invention ranges from 5% to 30% by weight, preferably from 6% to 25% by weight, more preferentially from 7% to 20% by weight relative to the total weight of the composition.
  • the composition according to the invention comprises one or more hydrocarbons comprising more than 6 carbon atoms, the total content of the hydrocarbon(s) comprising more than 6 carbon atoms preferably ranging from 0.01% to 15% by weight, more preferentially from 0.05% to 10% by weight, better still from 0.1% to 5% by weight, and even better still from 0.5% to 4% by weight relative to the total weight of the composition.
  • composition according to the invention comprises one or more dyes chosen from oxidation dyes, direct dyes and mixtures thereof 5).
  • the composition comprises one (or more) oxidation dye(s).
  • the oxidation dyes are generally chosen from one or more oxidation bases, optionally in combination with one or more couplers.
  • the oxidation bases may be present in the form of salts, solvates and/or solvates of salts.
  • the addition salts of the oxidation bases present in the composition according to the invention are notably chosen from the addition salts with an acid, such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, methanesulfonates, phosphates and acetates, and the addition salts with a base such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • an acid such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, methanesulfonates, phosphates and acetates
  • a base such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • the solvates of the oxidation bases more particularly represent the hydrates of said oxidation bases and/or the combination of said oxidation bases with a linear or branched C 1 to C 4 alcohol such as methanol, ethanol, isopropanol or n-propanol.
  • the solvates are hydrates.
  • the oxidation bases are chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols ortho-aminophenols and heterocyclic bases, and the corresponding addition salts.
  • para-phenylenediamines that may be mentioned are, for example, 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( ⁇ -hydroxyethyl)-para-phenylenediamine, 4-N,N-bis( ⁇ -hydroxyethyl)amino-2-methylaniline, 4-N,N-bis( ⁇ -hydroxyethyl)a
  • para-phenylenediamine para-toluenediamine, 2-isopropyl-para-phenylenediamine, 2- ⁇ -hydroxyethyl-para-phenylenediamine, 2- ⁇ -hydroxyethyloxy-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, N,N-bis( ⁇ -hydroxyethyl)-para-phenylenediamine, 2-chloro-para-phenylenediamine and 2- ⁇ -acetylaminoethyloxy-para-phenylenediamine, and the corresponding addition salts with an acid, are particularly preferred.
  • bis(phenyl)alkylenediamines that may be mentioned, for example, are N,N’-bis( ⁇ -hydroxyethyl)-N,N’-bis(4’-aminophenyl)-1,3-diaminopropanol, N,N’-bis( ⁇ -hydroxyethyl)-N,N’-bis(4’-aminophenyl)ethylenediamine, N,N’-bis(4-aminophenyl)tetramethylenediamine, N,N’-bis( ⁇ -hydroxyethyl)-N,N’-bis(4-aminophenyl)tetramethylenediamine, N,N’-bis(4-methylaminophenyl)tetramethylenediamine, N,N’-bis(ethyl)-N,N’-bis(4’-amino-3’-methylphenyl)ethylenediamine and 1,8-bis(2,5-diaminophenoxy)-3
  • para-aminophenols that are mentioned are, for example, para-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-( ⁇ -hydroxyethylaminomethyl)phenol and 4-amino-2-fluorophenol, and the corresponding addition salts with an acid.
  • 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-( ⁇ -hydroxyethyla
  • ortho-aminophenols that may be mentioned, for example, are 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2-aminophenol, and the corresponding addition salts.
  • heterocyclic bases that may be mentioned, for example, are pyridine, pyrimidine and pyrazole derivatives.
  • pyridine derivatives that may be mentioned are the compounds described, for example, in patents GB 1 026 978 and GB 1 153 196, for example 2,5-diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridine and 3,4-diaminopyridine, and the corresponding addition salts.
  • pyridine oxidation bases that are useful in the present invention are the 3-aminopyrazolo[1,5-a]pyridine oxidation bases or the corresponding addition salts described, for example, in patent application FR 2 801 308.
  • Examples that may be mentioned include pyrazolo[1,5-a]pyrid-3-ylamine, 2-acetylaminopyrazolo[1,5-a]pyrid-3-ylamine, 2-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine, 3-aminopyrazolo[1,5-a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[1,5-a]pyrid-3-ylamine, (3-aminopyrazolo[1,5-a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[1,5-a]pyrid-5-yl)ethanol, 2-(3-aminopyrazolo[1,5
  • oxidation bases that are useful in the present invention are chosen from 3-aminopyrazolo[1,5-a]pyridines preferably substituted on carbon atom 2 with:
  • an optionally cationic 5- to 7-membered heterocycloalkyl group comprising from 1 to 3 heteroatoms, optionally substituted with one or more (C 1 -C 6 )alkyl groups such as a di(C 1 -C 4 )alkylpiperazinium group; or
  • pyrimidine derivatives that may be mentioned are the compounds described, for example, in patents DE 2359399; JP 88-169571; JP 05-63124; EP 0770375 or patent application WO 96/15765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine and the addition salts thereof and the tautomeric forms thereof, when a tautomeric equilibrium exists.
  • pyrazole derivatives that may be mentioned are the compounds described in patents DE 3843892 and DE 4133957 and patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, for instance 4,5-diamino-1-methylpyrazole, 4,5-diamino-1-( ⁇ -hydroxyethyl)pyrazole, 3,4-diaminopyrazole, 4,5-diamino-1-(4’-chlorobenzyl)pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1,3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-methylpyr
  • a 4,5-diaminopyrazole will preferably be used and even more preferentially 4,5-diamino-1-( ⁇ -hydroxyethyl)pyrazole and/or a corresponding salt.
  • pyrazole derivatives that may also be mentioned comprise diamino-N,N-dihydropyrazolopyrazolones and in particular those described in patent application FR-A-2 886 136, such as the following compounds and the corresponding addition salts: 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-ethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-isopropylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-(pyrrolidin-1-yl)-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 4,5-diamino-1,2-dimethyl-1,2-dihydr
  • Use will preferably be made of 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and/or a corresponding salt.
  • Heterocyclic bases that will preferably be used are 4,5-diamino-1-( ⁇ -hydroxyethyl)pyrazole and/or 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and/or a corresponding salt.
  • the oxidation base(s) are chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, and the corresponding addition salts, the solvates thereof and/or the solvates of the salts thereof, and mixtures thereof; more preferentially from 2-methoxymethyl-para-phenylenediamine, 2- ⁇ -hydroxyethyl-para-phenylenediamine, 2- ⁇ -hydroxypropyl-para-phenylenediamine, and the addition salts thereof, the solvates thereof and/or the solvates of the salts thereof, and mixtures thereof.
  • the oxidation base(s) are preferably present in a total content ranging 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 weight of the composition.
  • composition according to the invention may comprise one or more couplers advantageously chosen from those conventionally used in the dyeing of keratin fibres.
  • composition according to the invention comprises one or more couplers.
  • couplers mention may be made in particular of meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based coupling agents and heterocyclic coupling agents, and also the corresponding addition salts.
  • addition salts of the couplers that may be used in the context of the invention are chosen in particular from addition salts with an acid, such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates, and the addition salts with a base such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • an acid such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates
  • a base such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • the solvates more particularly represent the hydrates of these couplers and/or the combination of these couplers with a linear or branched C1 to C4 alcohol such as methanol, ethanol, isopropanol or n-propanol.
  • a linear or branched C1 to C4 alcohol such as methanol, ethanol, isopropanol or n-propanol.
  • the solvates are hydrates.
  • the composition according to the invention is free of oxidation couplers chosen from resorcinol, 2-methylresorcinol, 4-chlororesorcinol, addition salts thereof, solvates thereof and the solvates of the salts thereof.
  • the total content of the coupler(s) present in the composition according to the invention ranges from 0.001% to 20% by weight, more preferentially from 0.005% to 15% by weight, better still from 0.01% to 10% by weight, even better still from 0.05% to 5% by weight, and even better still from 0.1% to 3% by weight, relative to the total weight of the composition.
  • the total content of the oxidation dyes preferably ranges from 0.001% to 20% by weight, more preferentially from 0.005% to 15% by weight, better still from 0.01% to 10% by weight, even better still from 0.05% to 5% by weight, and 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 comprise one or more synthetic or natural direct dyes, chosen from anionic and nonionic species, preferably cationic or nonionic species, either as sole dyes or in addition to the oxidation dye(s).
  • synthetic or natural direct dyes chosen from anionic and nonionic species, preferably cationic or nonionic species, either as sole dyes or in addition to the oxidation dye(s).
  • Suitable direct dyes include azo direct dyes; (poly)methine dyes such as cyanines, hemicyanines and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanine dyes and natural direct dyes, alone or in the form of mixtures.
  • the direct dye(s) more particularly represent from 0.001% to 10% by weight and preferably from 0.005% to 5% by weight relative to the total weight of the composition.
  • the composition and similarly the ready-to-use composition contain at least one dye and preferably at least one oxidation dye as defined previously.
  • composition according to the present invention may comprise one (or more) additional surfactant(s).
  • the composition comprises one (or more) additional surfactant(s).
  • anionic surfactants other than fatty acids, nonionic surfactants, cationic surfactants, amphoteric surfactants and/or mixtures thereof.
  • the surfactants are nonionic surfactants.
  • nonionic surfactants examples include the following nonionic surfactants:
  • the oxyalkylene units are more particularly oxyethylene or oxypropylene units, or a combination thereof, preferably oxyethylene units.
  • the number of moles of ethylene oxide and/or propylene oxide preferably ranges from 1 to 250, more particularly from 2 to 100, better still from 2 to 50 and even better still from 2 to 40; the number of moles of glycerol ranges notably from 1 to 50 and better still from 1 to 10.
  • glycerolated nonionic surfactants use is preferably made of monoglycerolated or polyglycerolated C8 to C40 alcohols, comprising from 1 to 50 mol of glycerol and preferably from 1 to 10 mol of glycerol.
  • Examples of compounds of this type include lauryl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Lauryl Ether), lauryl alcohol containing 1.5 mol of glycerol, oleyl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Oleyl Ether), oleyl alcohol containing 2 mol of glycerol (INCI name: Polyglyceryl-2 Oleyl Ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol, oleocetyl alcohol containing 6 mol of glycerol, and octadecanol containing 6 mol of glycerol.
  • glycerolated alcohols it is more particularly preferred to use a C8 to C10 alcohol containing 1 mol of glycerol, a C10 to C12 alcohol containing 1 mol of glycerol, and a C12 alcohol containing 1.5 mol of glycerol.
  • nonionic surfactant(s) used in the composition according to the invention are chosen from:
  • the additional surfactants are chosen from nonionic surfactants, more preferentially chosen from saturated or unsaturated, linear or branched, oxyethylenated or oxypropylenated, C8 to C40 alcohols comprising from 1 to 100 mol of ethylene or propylene oxide, preferably from 2 to 50, more particularly from 2 to 40 mol, and including at least one C8-C20 alkyl chain.
  • the additional surfactant(s) represent from 0.01% to 20% by weight, preferentially from 0.1% to 15% by weight, more preferentially from 0.5% to 10% by weight and better still from 1% to 6% by weight relative to the total weight of the composition.
  • composition according to the invention comprises:
  • At least one additional surfactant preferably chosen from nonionic surfactants, more preferentially chosen from saturated or unsaturated, linear or branched, oxyethylenated or oxypropylenated, C8 to C40 alcohols comprising from 1 to 100 mol of ethylene or propylene oxide, preferably from 2 to 50, more particularly from 2 to 40 mol, and including at least one C8-C20 alkyl chain.
  • composition according to the invention may also comprise at least one organic solvent.
  • organic solvents examples include linear or branched C 2 -C 4 alkanols, such as ethanol, propanol and isopropanol; polyols and polyol ethers, for instance 2-butoxyethanol, propylene glycol, glycerol, 1,3-propanediol, 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.
  • linear or branched C 2 -C 4 alkanols such as ethanol, propanol and isopropanol
  • polyols and polyol ethers for instance 2-butoxyethanol, propylene glycol, glycerol, 1,3-propanediol, dipropylene glycol, propylene glycol monomethyl ether, diethylene glycol monomethyl ether and monoethyl ether,
  • the organic solvent(s) are chosen from polyols, more preferentially chosen from propylene glycol, glycerol, propane-1,3-diol, and mixtures thereof.
  • the organic solvent(s) may be present in a total amount ranging from 0.01% to 30% by weight, preferably from 0.1% to 25% by weight, better still from 0.5% to 20% by weight, even better still from 1% to 15% 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 5% by weight, preferably greater than or equal to 10% by weight, and better still greater than or equal to 15% by weight, relative to the total weight of the composition.
  • composition according to the invention may also comprise one or more nonionic polyoxyalkylenated fatty alcohol ethers of formula (i) below:
  • R denotes a linear or branched, saturated or unsaturated C10-C30 hydrocarbon-based radical
  • R’ denotes a linear or branched, saturated or unsaturated C10-C30 hydrocarbon-based radical, which may be substituted with a hydroxyl radical, said hydroxyl preferably being beta to the ether function,
  • n is an integer between 1 and 100 inclusive
  • Alk represents a linear or branched, preferably linear, (C1-C6)alkylene group such as ethylene or propylene, preferably ethylene.
  • the radical Alk of formula (i) represents a –CH2-CH2- group.
  • the nonionic ether of a polyoxyalkylenated fatty alcohol of formula (i) is such that R and R', independently of each other, denote a linear or branched, preferably linear, saturated or unsaturated, preferably saturated, C12-C20 and preferably C14-C18 hydrocarbon-based radical; R' possibly being substituted with at least one hydroxyl radical, said hydroxyl radical preferably being beta to the ether function, and n denotes an integer greater than or equal to 20, for example ranging from 20 to 100 and preferably from 40 to 80.
  • R and R' denote an alkyl radical.
  • the nonionic ether of a polyoxyalkylenated fatty alcohol of formula (i) is such that: R denotes a C16-C18 alkyl radical, which is preferably linear, and R' denotes a C14 alkyl radical, which is preferably linear, substituted with an OH group, said hydroxyl radical preferably being beta to the ether function, and n is equal to 60.
  • the nonionic compound of formula (i) has the following formula
  • Such a compound is known, for example, in the CTFA dictionary under the name Ceteareth 60 myristyl glycol or Hydrogenated talloweth 60 myristyl glycol.
  • a ceteareth 60 myristyl glycol is sold, for example, by the company Akzo under the trade name Elfacos GT 282 S.
  • the nonionic polyoxyalkylenated fatty alcohol ether(s) (i) are preferably present in a content ranging from 0.001% to 10% by weight, preferably from 0.005% to 5% by weight, preferentially from 0.075% to 2% by weight, better still from 0.01% to 1% by weight relative to the total weight of the composition.
  • composition according to the invention may optionally comprise one or more additives, other than the compounds described previously, and among which mention may be made of cationic, anionic, nonionic or amphoteric polymers or mixtures thereof, vitamins and provitamins including panthenol, sunscreens, mineral or organic pigments, plasticizers, solubilizers, opacifiers or nacreous agents, antioxidants, hydroxy acids, and fragrances.
  • additives other than the compounds described previously, and among which mention may be made of cationic, anionic, nonionic or amphoteric polymers or mixtures thereof, vitamins and provitamins including panthenol, sunscreens, mineral or organic pigments, plasticizers, solubilizers, opacifiers or nacreous agents, antioxidants, hydroxy acids, and fragrances.
  • 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 ready-to-use composition.
  • composition according to the invention may also comprise one or more chemical oxidizing agents as described below.
  • composition according to the invention does not comprise any cationic polymers.
  • the composition according to the invention also comprises one or more chemical oxidizing agents as described below. According to this embodiment, the composition is a ready-to-use composition.
  • This ready-to-use composition may comprise one or more ingredients among those described previously.
  • the pH of the ready-to-use composition is between 8 and 11 and preferentially between 9 and 10.5.
  • the composition according to the invention does not comprise any chemical oxidizing agents.
  • the composition is intended for mixing with one or more chemical oxidizing agents.
  • the pH of the composition not containing any chemical oxidizing agents is between 8 and 13, preferentially between 9 and 12.
  • the pH of the composition not containing any chemical oxidizing agents is between 7 and 10 and the pH of the ready-to-use composition is between 6 and 9.
  • the present invention also relates to a process for dyeing keratin fibres, preferably the hair, which comprises the application to said keratin fibres of an effective amount of a composition as defined previously, in the presence of an oxidizing agent.
  • 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 previously described composition, which does not comprise any chemical oxidizing agents, with an oxidizing composition comprising at least one chemical oxidizing agent.
  • This mixing step is preferably performed at the time of use, just before applying to the hair the composition resulting from the mixing.
  • the ready-to-use composition results from the mixing of at least two compositions:
  • composition comprising:
  • At least one dye 5 preferably at least one oxidation dye
  • an oxidizing composition comprising one or more chemical oxidizing agents, preferably hydrogen peroxide.
  • the process for dyeing keratin fibres, preferably the hair, according to the invention comprises the step of applying to the keratin fibres a composition resulting from the mixing, at the time of use, of at least two compositions:
  • composition comprising:
  • an oxidizing composition comprising one or more chemical oxidizing agents.
  • the chemical oxidizing agent(s) 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 relative to the total 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.
  • the oxidizing composition may also comprise fatty substances such as those described previously, preferably chosen from fatty alcohols, liquid hydrocarbons comprising more than 6 carbon atoms and mixtures thereof, surfactants and polymers.
  • the pH of the oxidizing composition when it is aqueous, is less than 7, preferably ranging from 1.5 to 4.
  • 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.
  • Another subject of the invention is a multi-compartment device, preferably comprising two compartments, for dyeing keratin fibres, preferably the hair, comprising at least a first compartment containing the dye 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 2 586 913.
  • the present invention relates to the use of a composition as described above, for dyeing keratin fibres, and in particular the hair.
  • the dye compositions A and B were prepared from the ingredients whose contents are indicated in the table below (% active material):
  • each of the dye compositions A and B is mixed with 1.5 times its weight of oxidizing agent O.
  • Each of the mixtures is then applied to locks of permanent-waved grey (PWG) hair and moderately sensitized hair (AS20), containing 90% white hairs, at a rate of 5 g of mixture/g of hair.
  • PWG permanent-waved grey
  • AS20 moderately sensitized hair
  • the hair is rinsed, washed with a standard shampoo and dried.
  • the colorimetric measurements were performed using a Konica Minolta 3600 spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the CIELab system.
  • the dyeing selectivity is the variation of the colour between the dyed permanent-waved (PWG) hair and the dyed moderately sensitized hair (AS20).
  • the selectivity enables evaluation of the colour homogeneity along the entire length of the hair fibre.
  • the selectivity is measured by:
  • ⁇ E which is the variation in colour between the permanent-waved hair and the moderately sensitized hair (AS20), is obtained from the formula:
  • L* represents the intensity and a* and b* represent the chromaticity of the dyed permanent-waved hair
  • L 0 * represents the intensity and a 0 * and b 0 * represent the chromaticity of the dyed moderately sensitized hair.
  • the locks of hair treated with the mixture A+O according to the invention have a much lower ⁇ E value than those treated with the comparative mixture B+O.
  • the mixture A+O according to the invention affords locks of hair with better selectivity than those treated with the comparative mixture B+O.
  • mixture A+O according to the invention affords good sensory performance.
  • the dye compositions A and B were prepared from the ingredients whose contents are indicated in the table below (% active material):
  • each of the dye compositions A and B is mixed with 1.5 times its weight of oxidizing agent O (comprising hydrogen 6% by weight of hydrogen peroxide relative to the total weight of the oxidizing agent).
  • oxidizing agent O comprising hydrogen 6% by weight of hydrogen peroxide relative to the total weight of the oxidizing agent.
  • Each of the mixtures is then applied to locks of natural grey (NG) hair containing 90% white hairs, at a rate of 5 g of mixture/g of hair.
  • the hair is rinsed, washed with a standard shampoo and dried.
  • the colorimetric measurements were performed using a Konica Minolta 3600 spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the CIELab system.
  • L* represents the power: the lower the value of L*, the darker and more powerful the coloring obtained.
  • the A+O mixture according to the invention leads to a lower L* value, therefore to a more powerful coloring than that provided by the comparative mixture B+O.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
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  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
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Abstract

L'invention concerne une composition comprenant au moins un acide carboxylique particulier ou un sel de celui-ci, un (bi)carbonate dans une teneur particulière, un agent alcalin supplémentaire, un corps gras et un colorant.
PCT/EP2024/068192 2023-06-30 2024-06-27 Composition comprenant un acide carboxylique particulier ou un sel de celui-ci, un (bi)carbonate dans une teneur particulière, un agent alcalin supplémentaire, une substance grasse et un colorant Ceased WO2025003368A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202480042524.9A CN121419748A (zh) 2023-06-30 2024-06-27 包含特定多元羧酸或其盐、特定含量的碳酸（氢）盐、另外的碱剂、脂肪物质和染料的组合物
EP24737924.1A EP4734920A1 (fr) 2023-06-30 2024-06-27 Composition comprenant un acide carboxylique particulier ou un sel de celui-ci, un (bi)carbonate dans une teneur particulière, un agent alcalin supplémentaire, une substance grasse et un colorant

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR2306943A FR3150428A1 (fr) 2023-06-30 2023-06-30 Composition comprenant un acide carboxylique particulier ou l’un de ses sels, un (bi)carbonate dans une teneur particulière, un agent alcalin additionnel, un corps gras et un colorant.
FRFR2306943 2023-06-30

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WO2025003368A1 true WO2025003368A1 (fr) 2025-01-02

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Citations (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1026978A (en) 1962-03-30 1966-04-20 Schwarzkopf Verwaltung G M B H Method of dyeing hair
GB1153196A (en) 1965-07-07 1969-05-29 Schwarzkopf Verwaltung G M B H Method of Dyeing Hair
DE2359399A1 (de) 1973-11-29 1975-06-12 Henkel & Cie Gmbh Haarfaerbemittel
FR2586913A1 (fr) 1985-09-10 1987-03-13 Oreal Procede pour former in situ une composition constituee de deux parties conditionnees separement et ensemble distributeur pour la mise en oeuvre de ce procede
DE3843892A1 (de) 1988-12-24 1990-06-28 Wella Ag Oxidationshaarfaerbemittel mit einem gehalt an diaminopyrazolderivaten und neue diaminopyrazolderivate
JPH0563124A (ja) 1991-09-03 1993-03-12 Mitsubishi Electric Corp 混成集積回路装置
DE4133957A1 (de) 1991-10-14 1993-04-15 Wella Ag Haarfaerbemittel mit einem gehalt an aminopyrazolderivaten sowie neue pyrazolderivate
WO1994008969A1 (fr) 1992-10-16 1994-04-28 Wella Aktiengesellschaft Procede de production de derives de 4,5-diaminopyrazole, leur utilisation pour la teinture des cheveux, et nouveaux derives de pyrazole
WO1994008970A1 (fr) 1992-10-16 1994-04-28 Wella Aktiengesellschaft Colorants d'oxydation pour cheveux, renfermant des derives du 4,5-diaminopyrazole, nouveaux derives du 4,5-diaminopyrazole et leur procede de fabrication
WO1996015765A1 (fr) 1994-11-17 1996-05-30 Henkel Kommanditgesellschaft Auf Aktien Colorants d'oxydation
FR2733749A1 (fr) 1995-05-05 1996-11-08 Oreal Compositions pour la teinture des fibres keratiniques contenant des diamino pyrazoles, procede de teinture, nouveaux diamino pyrazoles et leur procede de preparation
EP0770375A1 (fr) 1995-10-21 1997-05-02 GOLDWELL GmbH Composition pour la teinture des cheveux
DE19543988A1 (de) 1995-11-25 1997-05-28 Wella Ag Oxidationshaarfärbemittel mit einem Gehalt an 3,4,5-Triaminopyrazolderivaten sowie neue 3,4,5-Triaminopyrazolderivate
FR2801308A1 (fr) 1999-11-19 2001-05-25 Oreal COMPOSITIONS DE TEINTURE DE FIBRES KERATINIQUES CONTENANT DE DES 3-AMINO PYRAZOLO-[1,(-a]-PYRIDINES, PROCEDE DE TEINTURE, NOUVELLES 3-AMINO PYRAZOLO-[1,5-a]-PYRIDINES
FR2886136A1 (fr) 2005-05-31 2006-12-01 Oreal Composition pour la teinture des fibres keratiniques comprenant au moins un derive de diamino-n,n-dihydro- pyrazolone et un colorant d'oxydation cationique
JP2013169571A (ja) 2012-02-21 2013-09-02 Nippon Steel & Sumitomo Metal Corp 鍛鋼ロールの製造方法
US20220031592A1 (en) * 2018-09-25 2022-02-03 Henkel Ag & Co. Kgaa Reduced hair damage during blonding through use of a biodegradable complex former
WO2023275206A1 (fr) * 2021-06-30 2023-01-05 L'oreal Composition comprenant de l'acide n,n-dicarboxyméthylglutamique, au moins un alcool gras, au moins un acide gras, au moins un polyol, au moins un agent alcalin et éventuellement au moins un colorant
FR3130151A1 (fr) * 2021-12-10 2023-06-16 L'oreal Composition comprenant un précurseur de coloration d’oxydation particulier, un alcool gras oxyalkyléné et un polysaccharide.

Patent Citations (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1026978A (en) 1962-03-30 1966-04-20 Schwarzkopf Verwaltung G M B H Method of dyeing hair
GB1153196A (en) 1965-07-07 1969-05-29 Schwarzkopf Verwaltung G M B H Method of Dyeing Hair
DE2359399A1 (de) 1973-11-29 1975-06-12 Henkel & Cie Gmbh Haarfaerbemittel
FR2586913A1 (fr) 1985-09-10 1987-03-13 Oreal Procede pour former in situ une composition constituee de deux parties conditionnees separement et ensemble distributeur pour la mise en oeuvre de ce procede
DE3843892A1 (de) 1988-12-24 1990-06-28 Wella Ag Oxidationshaarfaerbemittel mit einem gehalt an diaminopyrazolderivaten und neue diaminopyrazolderivate
JPH0563124A (ja) 1991-09-03 1993-03-12 Mitsubishi Electric Corp 混成集積回路装置
DE4133957A1 (de) 1991-10-14 1993-04-15 Wella Ag Haarfaerbemittel mit einem gehalt an aminopyrazolderivaten sowie neue pyrazolderivate
WO1994008969A1 (fr) 1992-10-16 1994-04-28 Wella Aktiengesellschaft Procede de production de derives de 4,5-diaminopyrazole, leur utilisation pour la teinture des cheveux, et nouveaux derives de pyrazole
WO1994008970A1 (fr) 1992-10-16 1994-04-28 Wella Aktiengesellschaft Colorants d'oxydation pour cheveux, renfermant des derives du 4,5-diaminopyrazole, nouveaux derives du 4,5-diaminopyrazole et leur procede de fabrication
WO1996015765A1 (fr) 1994-11-17 1996-05-30 Henkel Kommanditgesellschaft Auf Aktien Colorants d'oxydation
FR2733749A1 (fr) 1995-05-05 1996-11-08 Oreal Compositions pour la teinture des fibres keratiniques contenant des diamino pyrazoles, procede de teinture, nouveaux diamino pyrazoles et leur procede de preparation
EP0770375A1 (fr) 1995-10-21 1997-05-02 GOLDWELL GmbH Composition pour la teinture des cheveux
DE19543988A1 (de) 1995-11-25 1997-05-28 Wella Ag Oxidationshaarfärbemittel mit einem Gehalt an 3,4,5-Triaminopyrazolderivaten sowie neue 3,4,5-Triaminopyrazolderivate
FR2801308A1 (fr) 1999-11-19 2001-05-25 Oreal COMPOSITIONS DE TEINTURE DE FIBRES KERATINIQUES CONTENANT DE DES 3-AMINO PYRAZOLO-[1,(-a]-PYRIDINES, PROCEDE DE TEINTURE, NOUVELLES 3-AMINO PYRAZOLO-[1,5-a]-PYRIDINES
FR2886136A1 (fr) 2005-05-31 2006-12-01 Oreal Composition pour la teinture des fibres keratiniques comprenant au moins un derive de diamino-n,n-dihydro- pyrazolone et un colorant d'oxydation cationique
JP2013169571A (ja) 2012-02-21 2013-09-02 Nippon Steel & Sumitomo Metal Corp 鍛鋼ロールの製造方法
US20220031592A1 (en) * 2018-09-25 2022-02-03 Henkel Ag & Co. Kgaa Reduced hair damage during blonding through use of a biodegradable complex former
WO2023275206A1 (fr) * 2021-06-30 2023-01-05 L'oreal Composition comprenant de l'acide n,n-dicarboxyméthylglutamique, au moins un alcool gras, au moins un acide gras, au moins un polyol, au moins un agent alcalin et éventuellement au moins un colorant
FR3130151A1 (fr) * 2021-12-10 2023-06-16 L'oreal Composition comprenant un précurseur de coloration d’oxydation particulier, un alcool gras oxyalkyléné et un polysaccharide.

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CN121419748A (zh) 2026-01-27
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