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WO2026003309A1 - Utilisation d'au moins une composition oxydante exempte d'acide phosphorique pour améliorer les propriétés de fibres kératiniques - Google Patents

Utilisation d'au moins une composition oxydante exempte d'acide phosphorique pour améliorer les propriétés de fibres kératiniques

Info

Publication number
WO2026003309A1
WO2026003309A1 PCT/EP2025/068332 EP2025068332W WO2026003309A1 WO 2026003309 A1 WO2026003309 A1 WO 2026003309A1 EP 2025068332 W EP2025068332 W EP 2025068332W WO 2026003309 A1 WO2026003309 A1 WO 2026003309A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
acid
keratin fibres
oxidation
solvates
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/EP2025/068332
Other languages
English (en)
Inventor
Karima Abbas
Sarah BOULEMNAKHER
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from FR2407075A external-priority patent/FR3163850A1/fr
Priority claimed from FR2407073A external-priority patent/FR3163845A1/fr
Priority claimed from FR2407074A external-priority patent/FR3163837A1/fr
Application filed by LOreal SA filed Critical LOreal SA
Publication of WO2026003309A1 publication Critical patent/WO2026003309A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • A61K8/22—Peroxides; Oxygen; Ozone
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30—Characterized by the absence of a particular group of ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • A61K2800/882—Mixing prior to application

Definitions

  • TITLE Use of at least one oxidizing composition free of phosphoric acid to improve the properties of keratin fibres
  • the present invention relates to the use of at least one oxidizing composition (C2), free of phosphoric acid, comprising one or more chemical oxidizing agents, during a process for the oxidation dyeing of keratin fibres, to improve the cosmetic properties, in particular the sheen, and the dyeing properties of said fibres.
  • C2 oxidizing composition
  • phosphoric acid comprising one or more chemical oxidizing agents
  • the invention also relates to a process for dyeing keratin fibres, preferably human keratin fibres, such as the hair, comprising at least the use of at least one oxidizing composition (C2), as defined above, in combination with at least one dye composition (Cl) comprising one or more oxidation dyes.
  • at least one oxidizing composition (C2) as defined above
  • at least one dye composition (Cl) comprising one or more oxidation dyes.
  • the present invention relates to a composition (CM) obtained by mixing at least one dye composition (CM1) comprising (i) at least one oxidation dye, (ii) at least one fatty acid, (iii) at least one alkaline agent, (iv) at least one nonionic surfactant of alkyl polyglucoside type, and at least one oxidizing composition (C2) as defined below.
  • CM1 comprising (i) at least one oxidation dye, (ii) at least one fatty acid, (iii) at least one alkaline agent, (iv) at least one nonionic surfactant of alkyl polyglucoside type, and at least one oxidizing composition (C2) as defined below.
  • the invention also relates to a composition (CM’) obtained by mixing at least one dye composition (CM’ l) comprising (i) at least one fatty acid, (ii) at least one alkaline agent, and (iii) at least one oxidation dye, other than resorcinol, 2- methylresorcinol, 4-chlororesorcinol, addition salts thereof, solvates thereof or solvates of salts thereof, and at least one oxidizing composition (C2) as defined below.
  • CM dye composition obtained by mixing at least one dye composition (CM’ l) comprising (i) at least one fatty acid, (ii) at least one alkaline agent, and (iii) at least one oxidation dye, other than resorcinol, 2- methylresorcinol, 4-chlororesorcinol, addition salts thereof, solvates thereof or solvates of salts thereof, and at least one oxidizing composition (C2) as defined below.
  • C2 oxidizing composition
  • Oxidation dye processes generally use dye compositions comprising one or more oxidation dye precursors, in particular oxidation bases, such as ortho- or paraphenylenediamines, ortho- or para-aminophenols or heterocyclic compounds such as pyrazoles, pyrazolinones or pyrazolopyridines.
  • oxidation bases such as ortho- or paraphenylenediamines, ortho- or para-aminophenols or heterocyclic compounds such as pyrazoles, pyrazolinones or pyrazolopyridines.
  • oxidation bases are colourless or weakly coloured compounds, which, when mixed with oxidizing agents, may give rise to coloured compounds by a process of oxidative condensation.
  • the dye compositions are generally mixed with oxidizing compositions, comprising one or more oxidizing agents, then applied to the keratin fibres. After a leave-on time, the keratin fibres are then usually rinsed with water, then washed, one or more times with shampoos, and optionally dried in order to result in the desired colouring.
  • the limescale present in the water can give rise to the formation of insoluble complexes and/or salts that can be deposited on the keratin fibres, impacting the desired dyeing and cosmetic performances.
  • such processes may, on the one hand, lead to unsatisfactory colourings, in particular by providing the fibres with colourings which lack chromaticity, having less attractive, less uniform, duller and less shiny tints.
  • the oxidation dyeing processes can result in unsatisfactory dyeing and cosmetic performances that can be degraded depending on the water quality conditions, in particular its hardness.
  • the use according to the invention makes it possible to achieve the above objectives, in particular by leading to dyeing and cosmetic performances which are improved and constant, that is to say which depend as little as possible on the quality conditions of the water used, in particular on its hardness, and more particularly on its content of mineral salts, even more particularly on its content of calcium ions.
  • an oxidizing composition (C2) according to the invention makes it possible to reduce the deposits of insoluble complexes and/or mineral salts on the keratin fibres capable of impacting the desired dyeing and/or cosmetic performance.
  • an oxidizing composition (C2) makes it possible to prevent deposits of insoluble complexes and/or mineral salts, capable of occurring during the implementation of an oxidation dyeing process, thus constantly ensuring that good dyeing and cosmetic properties are obtained.
  • oxidizing composition (C2) makes it possible in particular to achieve more chromatic colourings, having shades with more attractive and more uniform tints.
  • the use of the oxidizing composition (C2) makes it possible to obtain improved cosmetic properties, in particular in terms of sheen, smooth feel, natural feel, ease of disentangling, improvement in alignment and visual appearance of the fibres, in particular sheen.
  • the use of the oxidizing composition (C2) makes it possible to improve the sheen of the keratin fibres while leading to improved dyeing performance with more chromatic colourings, having shades with more attractive and more uniform tints.
  • the keratin fibres treated are less dull, shinier and have a more chromatic and more uniform colouring.
  • the use of the oxidizing composition (C2) according to the invention makes it possible to improve the cosmetic properties, advantageously the sheen of the keratin fibres, and the dyeing properties of a process for oxidation dyeing of said fibres, in particular by imparting more chromatic colourings, having shades with more attractive and more uniform tints.
  • an oxidizing composition (C2) according to the invention results in better dyeing and/or cosmetic performances than an oxidizing composition comprising at least one phosphoric acid used in the same oxidation dyeing process.
  • Another subject of the present invention is a process for dyeing keratin fibres, in particular human keratin fibres such as the hair, for improving the cosmetic properties of said keratin fibres, comprising at least the use of at least one oxidizing composition (C2), as defined above, in combination with at least one dye composition (Cl) comprising one or more oxidation dyes.
  • at least one oxidizing composition (C2) as defined above
  • at least one dye composition (Cl) comprising one or more oxidation dyes.
  • the dyeing process comprises at least the mixing of at least said oxidizing composition (C2) with at least said dye composition (Cl), and at least the application to said keratin fibres of the composition resulting from said mixing.
  • the oxidizing composition (C2) also has good usage properties, such as a creamy texture, and is easy and quick to mix with a dye composition (Cl).
  • composition resulting from the mixing of the oxidizing composition (C2) and the dye composition (Cl), is thus obtained easily and quickly following mixing of the oxidizing composition (C2) and a dye composition (Cl) and is stable during application.
  • the dyeing process makes it possible to improve the sheen of the keratin fibres and the dyeing properties of the fibres by imparting more chromatic colourings, having shades with more attractive and more uniform tints.
  • one or more nonionic surfactants of alkyl polyglucoside type and at least one oxidizing composition (C2), free of phosphoric acid, comprising: (v) one or more chemical oxidizing agents, and
  • composition (CM’) obtained by mixing: at least one dye composition (CM’ 1) comprising:
  • one or more oxidation dyes other than resorcinol, 2- methylresorcinol, 4-chlororesorcinol, addition salts thereof, solvates thereof and solvates of salts thereof, and at least one oxidizing composition (C2), free of phosphoric acid, comprising:
  • composition according to the invention (CM) or (CM’) makes it possible to achieve the above objectives, in particular by leading to dyeing and cosmetic performances which are improved and constant, that is to say which depend as little as possible on the quality conditions of the water used, in particular on its hardness, and more particularly on its content of mineral salts, even more particularly on its content of calcium ions.
  • composition according to the invention (CM) or (CM’) thus makes it possible to reduce the deposits of insoluble complexes and/or mineral salts on the keratin fibres capable of having an impact on the dyeing and cosmetic performances thereof.
  • composition according to the invention (CM) or (CM’) makes it possible to prevent deposits of insoluble complexes and/or mineral salts, capable of occurring during the implementation of an oxidation dyeing process, thus constantly ensuring that good dyeing and cosmetic properties are obtained.
  • composition according to the invention (CM) or (CM’) thus makes it possible to obtain more chromatic colourings, having shades with more attractive and more uniform tints.
  • composition according to the invention (CM) or (CM’) also has good usage properties, in particular a creamy texture, and is stable during application to keratin fibres.
  • the composition according to the invention (CM) or (CM’) also has the advantage of being obtained following an easy and rapid mixing of the dye composition (CM1) or (CM’ 1) and the oxidizing composition (C2).
  • composition according to the invention (CM) or (CM’) makes it possible to obtain improved cosmetic properties, in particular in terms of sheen, smooth feel, natural feel, ease of disentangling, improvement in alignment and visual appearance of the fibres.
  • composition according to the invention (CM) or (CM’) makes it possible to improve the sheen of the keratin fibres while leading to improved dyeing performance with more chromatic colourings, having shades with more attractive and more uniform tints.
  • the keratin fibres treated are less dull, shinier and have a more chromatic and more uniform colouring.
  • composition according to the invention obtained by mixing with at least one oxidizing composition (C2), as defined above, comprising at least one carboxylic acid results in improved dyeing and cosmetic performances, relative to a composition obtained by mixing an oxidizing composition comprising at least one phosphoric acid.
  • the present invention relates to the use of at least one oxidizing composition (C2), free of phosphoric acid, as defined below, during the implementation of a process for the oxidation dyeing of keratin fibres, preferably human keratin fibres such as the hair, for improving the cosmetic and dyeing properties of said fibres.
  • C2 oxidizing composition
  • the use of at least one oxidizing composition (C2) according to the invention makes it possible to improve the cosmetic properties and the dyeing properties of said fibres.
  • the expression “use of at least one oxidizing composition (C2) during an oxidation dyeing process” means an oxidizing composition (C2), as defined below, intended to be used sequentially, simultaneously or to be mixed at the time of use, with a dye composition (Cl) comprising one or more oxidation dyes.
  • the expression “improvement of the cosmetic properties and of the dyeing properties of keratin fibres” is understood to mean an improvement compared with keratin fibres that have not been dyed or cosmetically treated.
  • the term “undyed keratin fibres” means keratin fibres that have not been dyed by a dyeing process.
  • the term “undyed keratin fibres” means keratin fibres that have not been dyed with one or more dyeing agents.
  • keratin fibres that are not cosmetically treated means keratin fibres that have not been treated by a cosmetic treatment process, for example a process for conditioning keratin fibres.
  • the oxidizing composition (C2) is intended to be mixed at the time of use with a dye composition (Cl) comprising one or more oxidation dyes.
  • the oxidizing composition (C2) is intended to be mixed extemporaneously with a dye composition (Cl) comprising one or more oxidation dyes.
  • the invention relates to the use of at least one oxidizing composition (C2), free of phosphoric acid, comprising one or more chemical oxidizing agents, in a preparation of at least one ready-to-use oxidation dye composition, for improving the cosmetic properties of keratin fibres, preferably human keratin fibres such as the hair.
  • C2 oxidizing composition
  • C2 free of phosphoric acid
  • chemical oxidizing agents one or more chemical oxidizing agents
  • ready-to-use oxidation dye composition means a dye composition resulting from the mixing of at least the oxidizing composition (C2), as defined below, and at least the dye composition (Cl) as defined below.
  • the invention relates to the use of at least one oxidizing composition (C2), as defined below, mixed at the time of use with a dye composition (Cl) comprising one or more oxidation dyes, for improving the cosmetic properties of the keratin fibres.
  • the use of the oxidizing composition (C2) according to the invention makes it possible to improve the sheen, the natural feel, the smooth feel, the suppleness, the disentangling, the alignment and the visual appearance of the keratin fibres and to obtain more chromatic and uniform colourings.
  • the use of the oxidizing composition (C2) according to the invention makes it possible to improve the sheen of the keratin fibres.
  • the invention relates to the use of at least one oxidizing composition (C2) according to the invention, in a preparation of at least one ready -to- use oxidation dye composition, for improving the sheen and the dyeing properties of keratin fibres, preferably human keratin fibres such as the hair.
  • the use of the oxidizing composition (C2) according to the invention also makes it possible to improve the cosmetic and dyeing properties of a process for the oxidation dyeing of keratin fibres, in particular by improving their sheen and by leading to more chromatic and uniform colourings.
  • the oxidizing composition (C2) used according to the invention is free of phosphoric acid.
  • the oxidizing composition (C2) used according to the invention is free of oxidation dye.
  • chemical oxidizing agent is understood to mean an oxidizing agent other than atmospheric oxygen.
  • the chemical oxidizing agent(s) (or bleaching agents) which can be used in the present invention can be chosen from hydrogen peroxide, urea hydrogen peroxide, alkali metal bromates, persalts, such as perborates and persulfates, in particular sodium persulfate, potassium persulfate and ammonium persulfate, peracids and oxidase enzymes (with their optional cofactors), among which mention may be made of peroxidases, 2-electron oxidoreductases, such as uricases, and 4-electron oxygenases, such as laccases, and mixtures thereof.
  • the chemical oxidizing agent(s) is or are chosen from hydrogen peroxide, persalts, and mixtures thereof, more preferably hydrogen peroxide.
  • the chemical oxidizing agent(s) is or are present in a total content ranging from 0.1% to 50%, more preferentially from 0.5% to 20% by weight, even more preferentially ranging from 1% to 15% by weight, relative to the total weight of the composition (C2).
  • the chemical oxidizing agent(s) chosen from hydrogen peroxide, persalts and mixtures thereof are present in a total content ranging from 0.1% to 50% by weight, more preferentially from 0.5% to 20% by weight, more preferentially still from 1% to 15% by weight, relative to the total weight of the composition (C2).
  • the oxidizing composition (C2) may also comprise one or more carboxylic acids other than the fatty acids.
  • the carboxylic acid(s) correspond(s) to the following formula (I) and/or a salt thereof: in which:
  • U represents a saturated or unsaturated, cyclic or non-cyclic, aromatic or nonaromatic, monovalent, when n has the value 0, or polyvalent, when n is greater than or equal to 1, hydrocarbon group comprising from 1 to 8 carbon atoms which is optionally interrupted by one or more heteroatoms and/or optionally substituted, in particular by one or more hydroxy groups; preferably, U represents a monovalent (Ci-Ce)alkyl group or a polyvalent (Ci-Ce)alkylene group optionally substituted by one or more hydroxy and/or amino groups;
  • n represents an integer of between 0 and 10 inclusive; preferably, n is between 0 and
  • the carboxylic acid(s) of formula (I) is or are preferably chosen from a- hydroxy acids.
  • carboxylic acids of formula (I) of glycolic acid, citric acid, lactic acid, tartaric acid or a salt thereof, preferably glycolic acid or lactic acid or a salt thereof, better still lactic acid, citric acid and/or a salt thereof.
  • the carboxylic acid of formula (I) is citric acid or a salt thereof.
  • the salts of the acids of formula (I) can be salts of organic or inorganic bases or of basifying agents as defined above.
  • the carboxylic acid(s) is or are present in a total content ranging from 0.01% to 30% by weight, preferably from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, relative to the total weight of the oxidizing composition (C2).
  • the oxidizing composition (C2) is preferably an aqueous composition.
  • the oxidizing composition (C2) 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 0.1% to 40% by weight relative to the weight of the oxidizing composition, and preferably from 0.2% to 30% by weight, more preferentially from 0.3% to 20% by weight, better still from 0.4% to 10% by weight and even better still from 0.5% to 5% by weight of the total weight of the composition.
  • the oxidizing composition (C2) is free of phosphoric acid.
  • the oxidizing composition (C2) may also preferably comprise one or more acidifying agents other than the carboxylic acid(s) of formula (I), as defined above, such as hydrochloric acid or sulfuric acid.
  • the oxidizing composition (C2) is preferably aqueous and preferentially has a pH of less than 7, more preferentially between 2 and 5, better still between 3 and 4.5.
  • the invention relates to the use of at least one oxidizing composition (C2), free of phosphoric acid, comprising citric acid or a salt thereof, during the implementation of a process for the oxidation dyeing of keratin fibres, preferably human keratin fibres, such as the hair, for improving the cosmetic and dyeing properties of said fibres.
  • C2 oxidizing composition
  • the invention relates to the use of at least one oxidizing composition (C2), free of phosphoric acid, comprising citric acid or a salt thereof, during the implementation of a process for the oxidation dyeing of keratin fibres, for improving the sheen and the dyeing properties of said keratin fibres, in particular while resulting in more chromatic and uniform colourings.
  • Dyeing process combining at least one oxidizing composition (C2) and at least one dye composition (Cl)
  • the invention also relates to a process for dyeing keratin fibres, in particular human keratin fibres such as the hair, for improving the cosmetic and dyeing properties of said keratin fibres, comprising at least the use of at least one oxidizing composition (C2), as defined above, in combination with at least one dye composition (Cl) comprising one or more oxidation dyes.
  • a process for dyeing keratin fibres in particular human keratin fibres such as the hair, for improving the cosmetic and dyeing properties of said keratin fibres, comprising at least the use of at least one oxidizing composition (C2), as defined above, in combination with at least one dye composition (Cl) comprising one or more oxidation dyes.
  • the term “combination” means that the oxidizing composition (C2) and the dye composition (Cl) may be used on keratin fibres separately, i.e. sequentially, or simultaneously, i.e. at the same time, or may be mixed at the time of use, i.e. be mixed extemporaneously, before applying the ready - to-use oxidation dye composition resulting at least from said mixture to said fibres.
  • the oxidizing composition (C2) and the dye composition (Cl) are mixed at the time of use before applying the ready-to-use oxidation dye composition resulting at least from said mixing to the keratin fibres.
  • the dyeing process according to the invention comprises: at least one step of mixing at least the oxidizing composition (C2), as defined previously, and at least one dye composition (Cl) comprising one or more oxidation dyes, for preparing a ready-to-use oxidation dye composition, at least one step of applying at least the ready-to-use oxidation dye composition to said keratin fibres.
  • C2 oxidizing composition
  • Cl dye composition
  • the dyeing process according to the invention comprises: at least one step of mixing at least the oxidizing composition (C2), as defined previously, and at least one dye composition (Cl) comprising one or more oxidation dyes, for preparing a ready-to-use oxidation dye composition, at least one step of applying at least the ready-to-use oxidation dye composition to said keratin fibres.
  • said oxidizing composition (C2) comprises one or more chemical oxidizing agent(s) as previously defined and one or more carboxylic acids corresponding to the following formula (I) and/or a salt thereof as previously defined.
  • said at least one dye composition (Cl) comprising a mixture of one or more oxidation bases and one or more couplers.
  • the mixing step is preferably carried out at the time of use, just before the composition resulting from the mixing is applied to the hair.
  • composition resulting from the mixing of at least the oxidizing composition (C2) and at least the dye composition (Cl), i.e. the ready-to-use composition can be used on dry or wet keratin fibres, and also on all types of fair or dark, natural or dyed, permanent-waved, bleached or relaxed, fibres.
  • the composition resulting from the mixing preferentially has a pH ranging from 8 to 12, preferably from 8.5 to 11, and better still from 9 to 10.5.
  • the fibres are washed before application of the composition resulting from the mixing of the oxidizing composition (C2) and the dye composition (Cl).
  • the application of the composition resulting from extemporaneous mixing of the oxidizing composition (C2) and the dye composition (Cl) to the keratin fibres may be performed via any conventional means, in particular by means of a comb, a fine brush, a coarse brush, with the hand or with the fingers.
  • the dyeing process is generally performed at room temperature (between 15°C and 25°C).
  • composition according to the invention resulting from the extemporaneous mixing, may be applied to the keratin fibres for a leave-on time ranging from 30 to 60 minutes.
  • the keratin fibres may optionally be washed with a shampoo and/or be rinsed with water.
  • the dyeing process according to the invention comprises: at least one step of mixing at least the oxidizing composition (C2), free of phosphoric acid, comprising citric acid and/or a salt thereof, and at least one dye composition (Cl) comprising one or more oxidation dyes, preferably a mixture of one or more oxidation bases and one or more couplers, for preparing a ready-to- use oxidation dye composition, at least one step of applying at least the ready -to-use oxidation dye composition to said keratin fibres.
  • the oxidizing composition C2
  • free of phosphoric acid comprising citric acid and/or a salt thereof
  • at least one dye composition (Cl) comprising one or more oxidation dyes, preferably a mixture of one or more oxidation bases and one or more couplers
  • the dye composition (Cl) according to the invention comprises (i) one or more oxidation dyes.
  • the oxidation dyes can be chosen from one or more oxidation bases, optionally in combination with one or more couplers.
  • the oxidation dye(s) comprise one or more oxidation bases.
  • the dye composition (Cl) comprises one or more oxidation bases.
  • the oxidation bases can be present in the form of salts, of solvates and/or of solvates of salts.
  • the addition salts of the oxidation bases present in the composition according to the invention (Cl) are chosen in particular 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 C1-C4 alcohol, such as methanol, ethanol, isopropanol or n- propanol.
  • a linear or branched C1-C4 alcohol such as methanol, ethanol, isopropanol or n- propanol.
  • the solvates are hydrates.
  • the oxidation bases are chosen from paraphenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, orthoaminophenols, heterocyclic bases and the corresponding addition salts, the solvates and/or the solvates of the salts.
  • para-phenylenediamines which may be mentioned include, 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(P-hydroxyethyl)- para-phenylenediamine, 4-N,N-bis(P-hydroxyethyl)amino-2-methylaniline, 4-N,N- bis(P-hydroxyethyl)amin
  • para-phenylenediamines to para-phenylenediamine, para-toluenediamine, 2-isopropyl-para- phenylenediamine, 2-P-hydroxyethyl-para-phenylenediamine, 2-(y-hydroxypropyl)- para-phenylenediamine, 2-methoxymethyl-para-phenylenediamine, 2-P- 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 2-0- acetylaminoethyloxy-para-phenylenediamine, and the corresponding addition salts,
  • the bis(phenyl)alkylenediamines which may be mentioned include, for example, N,N’ -bis(P-hydroxyethyl)-N,N’ -bi s(4’ -aminophenyl)- 1 ,3 -di aminopropanol, N,N’-bis(P-hydroxyethyl)-N,N’-bis(4’-aminophenyl)ethylenediamine, N,N’-bis(4- aminophenyl)tetramethylenediamine, N,N’-bis(0-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 l,8-bis(2,5-diamin
  • para-aminophenols which are mentioned include, for example, paraaminophenol, 4-amino-3 -methylphenol, 4-amino-3 -fluorophenol, 4-amino-3- chlorophenol, 4-amino-3 -hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-
  • the ortho-aminophenols which may be mentioned include, for example, 2- aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2- aminophenol, and the corresponding addition salts, the solvates and the solvates of the salts.
  • heterocyclic bases that may be mentioned, for example, are pyridine, pyrimidine and pyrazole derivatives.
  • the pyridine derivatives which may be mentioned include the compounds for example described in the 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, the solvates and the solvates of the salts.
  • Examples which may be mentioned comprise pyrazolo[l,5-a]pyrid-3-ylamine, 2-acetylaminopyrazolo[l,5- a]pyrid-3 -ylamine, 2-(morpholin-4-yl)pyrazolo[ 1 , 5-a]pyrid-3 -ylamine, 3 - aminopyrazolo[l,5-a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[l,5-a]pyrid-3- ylamine, (3 -aminopyrazolo [ 1 , 5 -a]pyrid-7-yl)methanol, 2-(3 -aminopy razolof 1,5- a]pyrid-5-yl)ethanol, 2-(3-aminopyrazolo[l,
  • the oxidation bases that are useful in the present invention are chosen from 3-aminopyrazolo[l,5-a]pyridines and preferably substituted on carbon atom 2 with: a) a (di)(Ci-C6)(alkyl)amino group, said alkyl group possibly being substituted with at least one hydroxy, amino or imidazolium group; b) an optionally cationic 5- to 7-membered heterocycloalkyl group containing from 1 to 3 heteroatoms, optionally substituted with one or more (Ci-Ce)alkyl groups, such as a di(Ci-C4)alkylpiperazinium group; or c) a (Ci-Ce)alkoxy group optionally substituted with one or more hydroxyl groups, such as a P-hydroxyalkoxy group, and the corresponding addition salts, the solvates and the solvates of the salts.
  • the pyrimidine derivatives which may be mentioned include the compounds described, for example, in the patents DE 2359399, JP 88-169571, JP 05-63124 and EP 0 770 375 or the 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 and 2,5,6- triaminopyrimidine and their addition salts, the solvates and the solvates of the salts, and their tautomeric forms, when a tautomeric equilibrium exists.
  • pyrazole derivatives which may be mentioned include the compounds described in the patents DE 3843892 and DE 4133957 and the patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, such as 4,5-diamino- 1-methylpyrazole, 4,5-diamino-l-(P-hydroxyethyl)pyrazole, 3,4-diaminopyrazole, 4,5-diamino-l-(4’-chlorobenzyl)pyrazole, 4,5-diamino-l,3-dimethylpyrazole, 4,5- diamino-3 -methyl- 1-phenylpyrazole, 4,5-diamino-l-methyl-3-phenylpyrazole, 4- amino-l,3-dimethyl-5-hydrazinopyrazole, l-benzyl-4,5-diamino-3-methylpyrazole,
  • a 4,5-diaminopyrazole will preferably be used and even more preferentially
  • pyrazole derivatives which may also be mentioned comprise diamino- N,N-dihydropyrazolopyrazolones and in particular those described in the patent application FR-A-2 886 136, such as the following compounds and the corresponding addition salts: 2,3-diamino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 2- amino-3-ethylamino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 2-amino-3- isopropylamino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 2-amino-3- (pyrrolidin-l-yl)-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 4,5-diamino
  • Use will preferably be made of 2,3-diamino-6,7-dihydro-lH,5H- pyrazolo[l,2-a]pyrazol-l-one and/or a corresponding salt, a solvate and/or a solvate of a salt.
  • Use will preferably be made, as heterocyclic bases, of 4,5-diamino-l-(P- hydroxyethyl)pyrazole and/or 2,3-diamino-6,7-dihydro-lH,5H-pyrazolo[l,2- a]pyrazol-l-one and/or 2-P-hydroxyethoxy-3-aminopyrazolo[l,5-a]pyridine and/or a corresponding salt, a solvate and/or a solvate of a salt.
  • the oxidation base(s) are chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases, and the corresponding addition salts, their solvates and/or the solvates of their salts, and their mixtures; more preferentially from 2-methoxymethyl- para-phenylenediamine, 2-P-hydroxyethyl-para-phenylenediamine and 2-y- hydroxypropyl-para-phenylenediamine, and their addition salts, their solvates and/or the solvates of their salts, and their mixtures.
  • the oxidation base(s) is (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 (Cl).
  • the composition (Cl) comprises at least one oxidation base chosen from 2-methoxymethyl-para- phenylenediamine, 2-P-hydroxyethyl-para-phenylenediamine, 2-y-hydroxypropyl- para-phenylenediamine, addition salts thereof, solvates thereof and/or solvates of the salts thereof and mixtures thereof
  • said base(s) is (are) 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 total weight of the composition.
  • composition (Cl) is free of oxidation bases chosen from para-phenylenediamine, para-toluenediamine, the addition salts thereof, solvates thereof and/or solvates of the salts thereof.
  • the oxidation dye(s) can also be chosen from one or more couplers, which can be chosen from the couplers conventionally used for the dyeing of keratin fibres.
  • composition (Cl) according to the invention comprises one or more couplers.
  • couplers that are useful according to the invention, mention may be made in particular of meta-phenylenediamines, meta-aminophenols, metadiphenols, naphthalene-based coupling agents and heterocyclic coupling agents, and also the corresponding addition salts, the solvates and solvates of the salts thereof.
  • the coupler(s) is or are chosen from: 6-hydroxybenzomorpholine, its addition salts, its solvates and/or the solvates of its salts, hydroxyethyl-3,4- methylenedioxyaniline, its addition salts, its solvates and/or the solvates of its salts, and 2-amino-5-ethylphenol, its addition salts, its solvates and/or the solvates of its salts, and mixtures thereof.
  • the addition salts of the couplers which can be used in the context of the invention are chosen in particular from the addition salts with an acid, such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates, and the addition salts with a base, such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • an acid such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates
  • a base such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
  • the solvates more particularly represent the hydrates of these couplers and/or the combination of these couplers with a linear or branched C1-C4 alcohol, such as methanol, ethanol, isopropanol or n-propanol.
  • a linear or branched C1-C4 alcohol such as methanol, ethanol, isopropanol or n-propanol.
  • the solvates are hydrates.
  • the composition (Cl) 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 varies 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 (Cl).
  • the total content of the couplers chosen from 6- hydroxybenzomorpholine, hydroxy ethyl-3,4-methylenedioxyaniline, 2-amino-5- ethylphenol and also the addition salts thereof, the solvates thereof and/or the solvates of the salts thereof 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 (Cl).
  • the total content of the couplers chosen from 6- hydroxybenzomorpholine, the addition salts thereof, the solvates thereof and/or the solvates of the salts thereof 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 (Cl).
  • the total content of the couplers chosen from hydroxyethyl-3,4-methylenedioxyaniline, the addition salts thereof, the solvates thereof and/or the solvates of the salts thereof 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 (Cl).
  • the total content of the couplers chosen from 2-amino- 5-ethylphenol, the addition salts thereof, the solvates thereof and/or the solvates of the salts thereof 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 (Cl).
  • the total content of the oxidation dyes 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 (Cl).
  • the dye composition (Cl) is notably free of chemical oxidizing agent. Fatty acid
  • the dye composition (Cl) may also comprise (ii) one or more fatty acids.
  • “Fatty acid” is understood to mean a long-chain carboxylic acid comprising at least 6 carbon atoms, in particular from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms.
  • the fatty acids according to the invention preferentially comprise from 10 to 30 carbon atoms and better still from 14 to 22 carbon atoms. They can optionally be hydroxylated.
  • the fatty acids present in the composition according to the invention include at least one carboxylic acid group and a linear or branched, saturated or unsaturated, in particular unsaturated, alkyl chain comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms, more preferentially from 10 to 30 carbon atoms and better still from 14 to 22 carbon atoms.
  • the fatty acids include at least one carboxylic acid group and a linear or branched, saturated or unsaturated, in particular unsaturated, alkyl chain comprising from 10 to 30 carbon atoms, in particular from 14 to 22 carbon atoms.
  • the fatty acids include at least one carboxylic acid group and a linear or branched, unsaturated alkyl chain comprising from 14 to 22 carbon atoms.
  • the fatty acids according to the invention are chosen from compounds having the structure R-C(O)OH in which R represents a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms, preferentially from 12 to 24 carbon atoms, better still from 14 to 20 carbon atoms.
  • the fatty acids present in the composition (Cl) are neither oxyalkylenated nor glycerolated.
  • the fatty acids may be chosen from solid fatty acids, liquid fatty acids, and mixtures thereof.
  • solid fatty acid means a fatty acid with a melting point above 25°C, preferably above or equal to 28°C, more preferentially above or equal to 30°C at atmospheric pressure (1.013> ⁇ 10 5 Pa).
  • the solid fatty acids used in the present invention are notably chosen from myristic acid, cetylic acid, arachidic acid, stearic acid, lauric acid, behenic acid, 12- hydroxystearic acid, and mixtures thereof.
  • the solid fatty acid(s) are chosen from lauric acid, myristic acid, cetylic acid and stearic acid.
  • the term “liquid fatty acid” means a fatty acid with a melting point below or equal to 25°C, preferably below or equal to 20°C at atmospheric pressure (1.013* 10 5 Pa).
  • the liquid fatty acid(s) according to the invention may be chosen from oleic acid, linoleic acid, linolenic acid, arachidonic acid, isostearic acid, isopalmitic acid, and mixtures thereof, preferentially oleic acid.
  • the fatty acids present in the composition according to the invention are liquid fatty acids, in particular chosen from fatty acids including at least one carboxylic acid group and a linear or branched, unsaturated alkyl chain comprising from 10 to 30 carbon atoms, in particular from 14 to 22 carbon atoms.
  • the fatty acids present in the composition (Cl) are liquid fatty acids, in particular chosen from oleic acid, linoleic acid, linolenic acid and mixtures thereof, more preferentially oleic acid.
  • the fatty acids present in the composition (Cl) are myristic acid, lauric acid, oleic acid, linoleic acid, linolenic acid, isocetylic acid, isostearic acid, cetylic acid, stearic acid, and mixtures thereof, preferably oleic acid.
  • the fatty acid(s) are chosen from myristic acid, cetylic acid, stearic acid, oleic acid, and mixtures thereof, preferentially oleic acid.
  • the fatty acid(s) are present in a total content ranging from 0.1% to 15% by weight, preferably from 0.5% to 10% and preferentially from 1% to 5% by weight, relative to the total weight of the composition (Cl).
  • liquid fatty acid(s) are present in a total content ranging from 0.1% to 15% by weight, preferably from 0.5% to 10%, preferentially from 1% to 5% by weight, relative to the total weight of the composition (Cl).
  • the dye composition (Cl) may comprise (iii) one or more alkaline agents.
  • the alkaline agent(s) may be mineral, organic or hybrid alkaline agents.
  • alkaline agent or “basifying agent” are used without distinction.
  • the mineral basifying agent(s) 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, alkali metal or alkaline-earth metal silicates or metasilicates such as sodium metasilicate, and mixtures thereof.
  • alkanolamine means 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 Ci to C4 hydroxyalkyl radicals are in particular suitable for performing the invention.
  • the alkanolamine(s) are chosen from monoethanolamine (MEA), diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, N,N-dimethylethanolamine, 2-amino-2-methyl-l -propanol, triisopropanolamine, 2-amino-2-methyl- 1,3 -propanediol, 3-amino-l,2-propanediol, 3- dimethylamino-l,2-propanediol, tri s(hydroxymethyl)aminom ethane and mixtures thereof.
  • MEA monoethanolamine
  • diethanolamine triethanolamine
  • monoisopropanolamine diisopropanolamine
  • N,N-dimethylethanolamine 2-amino-2-methyl-l -propanol
  • triisopropanolamine 2-amino-2-methyl- 1,3 -propanediol
  • the amino acids are basic amino acids comprising an additional amine function.
  • Such basic amino acids are preferably chosen from histidine, lysine, arginine, ornithine 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 including a guanidine function.
  • amines of this type other than arginine that may be used in the present invention, mention may notably be made of creatine, creatinine, 1,1 -dimethylguanidine, 1,1 -di ethylguanidine, glycocyamine, metformin, agmatine, n-amidoalanine, 3-guanidinopropionic acid, 4-guanidinobutyric acid and 2-([amino(imino)methyl]amino)ethane-l -sulfonic acid.
  • the alkaline agent(s) that is (are) useful according to the invention is (are) preferably chosen from alkanolamines such as monoethanolamine, diethanolamine or triethanolamine; aqueous ammonia, carbonates or bicarbonates such as sodium (hydrogen) carbonate and potassium (hydrogen) carbonate, alkali metal or alkaline- earth metal silicates or metasilicates such as sodium metasilicate and mixtures thereof, more preferentially from aqueous ammonia and alkanolamines, better still from alkanolamines and even better still monoethanolamine.
  • alkanolamines such as monoethanolamine, diethanolamine or triethanolamine
  • aqueous ammonia, carbonates or bicarbonates such as sodium (hydrogen) carbonate and potassium (hydrogen) carbonate
  • alkali metal or alkaline- earth metal silicates or metasilicates such as sodium metasilicate and mixtures thereof
  • the basifying agent(s) is or are organic.
  • the basifying agents is or are chosen from alkanolamines such as monoethanolamine, diethanolamine and triethanolamine.
  • composition (Cl) according to the invention is free of aqueous ammonia.
  • the total content of the alkaline agent(s) is greater than or equal to 5% by weight relative to the total weight of the composition (Cl).
  • the total content of alkaline agents is greater than or equal to 8% by weight, more preferentially greater than or equal to 10% by weight, relative to the total weight of the composition (Cl).
  • the total content of alkaline agents ranges from 5% to 40% by weight, more preferentially from 6% to 30% by weight, better still from 8% to 20% by weight, and even better still from 10% to 15% by weight relative to the total weight of the composition (Cl).
  • the total content of the alkaline agent(s) chosen from alkanolamines, preferably monoethanolamine is preferably greater than or equal to 5% by weight, and preferentially ranges from 6% to 40% by weight, more preferentially from 7% to 30% by weight, more preferentially still from 8% to 20% by weight, and better still from 10% to 15% by weight, relative to the total weight of the composition (Cl).
  • the pH of the composition (Cl) is between 8 and 13, preferably between 9.0 and 12, and better still between 10 and 11.
  • the composition (Cl) comprises at least one alkaline agent chosen from alkanolamines and has a pH of between 8 and 13, preferably between 9.0 and 12 and better still between 10 and 11.
  • the pH of the composition (Cl) can be adjusted to the desired value by means of acidic or alkaline agent(s) commonly used in the dyeing of keratin fibres, such as those described above, or else using buffer systems known to a person skilled in the art.
  • the dye composition (Cl) according to the invention may comprise one or more fatty alcohols.
  • 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.
  • the fatty alcohols are neither oxyalkylenated nor glycerolated.
  • the fatty alcohols according to the invention may be saturated or unsaturated, linear or branched, and include from 8 to 40 carbon atoms.
  • the fatty alcohols according to the invention are chosen from compounds having the structure R-OH with R denoting a linear or branched, saturated or unsaturated alkyl group optionally substituted with one or more hydroxyl groups, comprising from 8 to 40, better still from 10 to 30, or even from 12 to 24 and even better still from 14 to 22 carbon atoms.
  • the fatty alcohols may be chosen from liquid fatty alcohols and solid fatty alcohols, and mixtures thereof.
  • solid fatty alcohol means a fatty alcohol with a melting point of greater than 25°C, preferably greater than or equal to 28°C, more preferentially greater than or equal to 30°C at atmospheric pressure (1.013 * 10 5 Pa).
  • the solid fatty alcohols may be chosen from saturated or unsaturated, linear or branched solid fatty alcohols, including from 8 to 40 carbon atoms.
  • the solid fatty alcohols that can be used according to the invention are preferably chosen from compounds having the structure R-OH with R denoting a saturated linear alkyl group, optionally substituted with one or more hydroxyl groups, comprising from 8 to 40, better still from 10 to 30, or even from 12 to 24 atoms, 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:
  • mixtures of solid fatty alcohols use will preferably be made of cetyl alcohol, stearyl alcohol and/or mixtures thereof such as cetearyl alcohol.
  • liquid fatty alcohols that can be used according to the invention are preferably chosen from compounds having the structure R-OH with R denoting a saturated or unsaturated, linear or branched, preferably unsaturated and/or branched, alkyl group optionally substituted with one or more hydroxyl groups, comprising from 8 to 40, better still from 10 to 30, or even from 12 to 24 and even better still from 14 to 22 carbon atoms.
  • the liquid fatty alcohols are chosen from compounds having the structure R-OH with R denoting an unsaturated and/or branched, preferably unsaturated, alkyl group optionally substituted with one or more hydroxyl groups, comprising from 12 to 24 and better still from 14 to 22 carbon atoms.
  • the liquid fatty alcohols are chosen from linoleyl alcohol, oleyl alcohol, linolenyl alcohol and mixtures thereof, preferably oleyl alcohol.
  • the fatty alcohol(s) are chosen from fatty alcohols comprising 14 to 40 carbon atoms, more preferentially 14 to 22 carbon atoms, better still cetyl alcohol, stearyl alcohol, cetearyl alcohol, oleyl alcohol and mixtures thereof.
  • the composition (Cl) also comprises one or more fatty alcohols.
  • the composition (Cl) according to the invention comprises one or more solid fatty alcohols and one or more liquid fatty alcohols, preferably one or more solid fatty alcohols comprising 14 to 40 carbon atoms, more preferentially 14 to 22 carbon atoms and one or more liquid fatty alcohols comprising 14 to 40 carbon atoms, more preferentially 14 to 22 carbon atoms.
  • the composition (Cl) according to the invention comprises one or more solid fatty alcohols comprising from 14 to 22 carbon atoms and one or more liquid fatty alcohols comprising from 14 to 22 carbon atoms.
  • the composition (Cl) according to the invention comprises one or more solid fatty alcohols chosen from compounds having the structure R-OH with R denoting a linear saturated alkyl group, optionally substituted with one or more hydroxy groups, comprising from 14 to 22 carbon atoms, and one or more liquid fatty alcohols chosen from compounds having the structure R- OH with R denoting an unsaturated and/or branched, preferentially unsaturated, alkyl group, optionally substituted with one or more hydroxy groups, comprising from 14 to 22 carbon atoms.
  • the fatty alcohol(s) are present in a total content ranging from 1% to 35% by weight, preferably from 5% to 30% by weight, more preferentially from 8% to 25% by weight, and better still from 10% to 20% by weight, relative to the total weight of the composition (Cl).
  • the solid fatty alcohol(s) are present in a total content ranging from 1% to 35% by weight, preferably from 5% to 30% by weight, more preferentially from 8% to 25% by weight and better still from 10% to 20% by weight, relative to the total weight of the composition (Cl).
  • the liquid fatty alcohol(s) are advantageously present in a total content ranging from 0.5% to 15% by weight, more preferentially from 1% to 10% by weight and better still from 2% to 5% by weight relative to the total weight of the composition (Cl).
  • composition (Cl) according to the invention may also comprise one or more polyols.
  • polyol means an organic compound constituted of a hydrocarbon chain optionally interrupted with one or more oxygen atoms and bearing at least two free hydroxy groups (-OH) borne by different carbon atoms, it being possible for this compound to be cyclic or acyclic, linear or branched, and saturated or unsaturated.
  • the polyols are different from the fatty alcohols as defined above.
  • the polyol(s) comprise from 2 to 30 hydroxy groups, more preferentially from 2 to 10 hydroxy groups, even more preferentially from 2 to 3 hydroxy groups.
  • the polyol(s) are preferably chosen from diglycerol, glycerol, propylene glycol, propane- 1,3 -diol, 1,3-butylene glycol, pentane- 1,2-diol, octane- 1,2-diol, dipropylene glycol, hexylene glycol, ethylene glycol, polyethylene glycols, sorbitol, sugars, such as glucose, and mixtures thereof, preferably from glycerol, propane-1, 3- diol and mixtures thereof.
  • the composition comprises one or more polyols chosen from diglycerol, glycerol, propylene glycol, propane-1, 3 -diol, 1,3-butylene glycol, pentane- 1,2-diol, octane- 1,2-diol, dipropylene glycol, hexylene glycol, ethylene glycol, polyethylene glycols, sorbitol, sugars, such as glucose, and mixtures thereof, preferably from glycerol, propane- 1,3 -diol and mixtures thereof.
  • polyols chosen from diglycerol, glycerol, propylene glycol, propane-1, 3 -diol, 1,3-butylene glycol, pentane- 1,2-diol, octane- 1,2-diol, dipropylene glycol, hexylene glycol, ethylene glycol, polyethylene glycols, sorbitol, sugars, such as glucose, and
  • the composition (Cl) comprises one or more polyols, more preferentially chosen from propane- 1,3 -diol, glycerol and mixtures thereof.
  • composition (Cl) comprises propane- 1,3 -diol.
  • the polyol(s) are present in a total content of greater than or equal to 5% by weight relative to the total weight of the composition (Cl).
  • the polyol(s) are present in a total content ranging from 1% to 20% by weight, preferentially from 3% to 15% by weight relative to the total weight of the composition (Cl).
  • composition (Cl) or (C2) may comprise one or more additives other than the compounds of the invention.
  • cationic, anionic, nonionic or amphoteric polymers or mixtures thereof other than those mentioned previously, 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 nacreous agents, antioxidants, fragrances, and preserving 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 nacreous agents, antioxidants, fragrances, and preserving agents.
  • vitamins and provitamins including panthenol, sunscreens, mineral or organic pigments, plasticizers, solubilizers, opacifiers or nacreous
  • 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.
  • said at least one dye composition (Cl) corresponds to at least one dye composition (CM1) or at least one dye composition (CM’ 1) as defined below.
  • said at least one dye composition (Cl) corresponds to at least one dye composition (CM1) comprising (i) one or more oxidation dyes, as defined previously, (ii) one or more fatty acids, as defined previously, (iii) one or more alkaline agents, as defined previously, and (iv) one or more nonionic surfactants of alkyl polyglucoside type as defined below.
  • Composition (CM) obtained by mixing at least one dye composition (CM1) and at least one oxidizing composition (C2):
  • the present invention also relates to a composition (CM) obtained by mixing: at least one dye composition (CM1) comprising:
  • Nonionic surfactant of alkyl polyglucoside type is N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl polyglucoside type
  • the dye composition (CM1) further comprises (iv) one or more nonionic surfactants of alkyl polyglucoside type.
  • the dye composition (CM1) also comprises (iv) one or more alkyl polyglucosides.
  • alkyl (poly)glycoside denotes an alkyl polyglycoside or an alkyl monoglycoside, also referred to in the present patent application as an alkyl glycoside, which may be alkoxylated with one or more alkylene oxide groups, preferentially C2- C4 alkylene oxide groups.
  • alkyl (poly)glycoside(s) may be represented by the general formula below: RiO-(R2O)t-(G) v wherein:
  • - Ri represents a linear or branched alkyl or alkenyl radical including 6 to 24 carbon atoms and notably 8 to 18 carbon atoms, or an alkylphenyl radical of which the linear or branched alkyl radical includes 6 to 24 carbon atoms and notably 8 to 18 carbon atoms;
  • R2 represents an alkylene radical including 2 to 4 carbon atoms
  • - G represents a sugar unit including 5 to 6 carbon atoms
  • - 1 denotes a value ranging from 0 to 10 and preferably from 0 to 4,
  • - v denotes a value ranging from 1 to 15 and preferably from 1 to 4.
  • alkyl (poly)glycosides are compounds of the formula described above wherein:
  • - Ri denotes a linear or branched, saturated or unsaturated alkyl radical including from 8 to 18 carbon atoms
  • R2 represents an alkylene radical including 2 to 4 carbon atoms
  • - 1 denotes a value ranging from 0 to 3 and preferably equal to 0,
  • - G denotes glucose, fructose or galactose, preferably glucose
  • the degree of polymerization i.e. the value of v, possibly ranging from 1 to 15 and preferably from 1 to 4; the mean degree of polymerization more particularly being between 1 and 2.
  • the glucoside bonds between the sugar units are generally of 1-6 or 1-4 type and preferably of 1-4 type.
  • the alkyl (poly)gly coside is an alkyl (poly)glucoside.
  • the composition comprises one or more alkyl (poly)glycosides chosen from the following, alone or as a mixture: (C6-C24 alkyl) (poly)glycosides, and more particularly (Cs-Cis alkyl) (poly)glycosides, preferably chosen from coco glucoside, lauryl glucoside, caprylyl/capryl glucoside and cetearyl glucoside, better still cetearyl glucoside.
  • alkyl (poly)glycosides chosen from the following, alone or as a mixture: (C6-C24 alkyl) (poly)glycosides, and more particularly (Cs-Cis alkyl) (poly)glycosides, preferably chosen from coco glucoside, lauryl glucoside, caprylyl/capryl glucoside and cetearyl glucoside, better still cetearyl glucoside.
  • C 8 /Ci8 alkyl (poly)glucosides of 1-4 type and notably the compounds having the INCI names coco glucoside and cetearyl glucoside, are most particularly preferred.
  • the total content of alkyl (poly)glycoside(s) preferably ranges from 0.01% to 20% by weight, preferentially from 0.02% to 10% by weight, more preferentially from 0.05% to 8% by weight, better still from 0.08% to 5% by weight, even better still from 0.1% to 3% by weight, or even from 0.2% to 2% by weight, relative to the total weight of the composition (CM1).
  • the dye composition (CM1) may optionally comprise one or more polysaccharides and/or one or more polyols as defined above and/or one or more fatty alcohols as defined above.
  • the dye composition (CM1) may also comprise one or more polysaccharides.
  • the dye composition (CM1) comprises one or more polysaccharides, more preferentially chosen from anionic polysaccharides.
  • polysaccharides means polymers which contain at least 11 monosaccharide units. Preferentially, the polysaccharides of the invention include between 20 and 100 000 monosaccharide units.
  • the anionic polysaccharides according to the invention comprise one or more anionic or anionizable groups, and do not comprise any cationic or cationizable groups.
  • the anionic polysaccharides that are useful according to the invention may be chosen from those derived from the following sugars: glucose; galactose; arabinose; rhamnose; mannose; xylose; fucose; anhydrogalactose; galacturonic acid; glucuronic acid; mannuronic acid; galactose sulfate; anhydrogalactose sulfate.
  • the anionic polysaccharides of the invention may be natural or synthetic. According to a particular embodiment, the anionic polysaccharides that are useful in the composition (CM1) according to the invention are chosen from native gums such as:
  • acacia gum branched polymer of galactose, arabinose, rhamnose and glucuronic acid
  • ghatti gum polymer derived from arabinose, galactose, mannose, xylose and glucuronic acid
  • karaya gum polymer derived from galacturonic acid, galactose, rhamnose and glucuronic acid
  • gum tragacanth polymer of galacturonic acid, galactose, fucose, xylose and arabinose
  • gums derived from algae such as: alginates (polymers of mannuronic acid and glucuronic acid); carrageenans and furcellerans (polymers of galactose sulfate and anhydrogalactose sulfate);
  • microbial gums such as: xanthan gums (polymer of glucose, mannose acetate, mannose/pyruvic acid and glucuronic acid); gellan gums (polymer of partially acylated glucose, rhamnose and glucuronic acid).
  • microbial gums means substances synthesized by fermentation of sugars by microorganisms.
  • the anionic polysaccharides that are useful in the composition according to the invention are chosen from anionic gums, better still from anionic microbial gums, more preferentially from xanthan gums.
  • the total content of polysaccharides preferably ranges from 0.01% to 10% by weight relative to the total weight of the composition, preferably from 0.05% to 8% by weight, better still from 0.1% to 5% by weight, relative to the total weight of the composition (CM1).
  • the total content of anionic polysaccharides as defined previously preferably ranges from 0.01% to 10% by weight relative to the total weight of the composition, preferably from 0.05% to 8% by weight, better still from 0.1% to 5% by weight relative to the total weight of the composition (CM1).
  • the total content of the anionic microbial gums as defined previously ranges, when they are present, preferably from 0.01% to 10% by weight relative to the total weight of the composition, preferably from 0.05% to 5% by weight, better still from 0.1% to 2% by weight relative to the total weight of the composition (CM1).
  • said at least one dye composition (Cl) corresponds to at least one dye composition (CM’ l) comprising (i) one or more fatty acids, as defined previously, (ii) one or more alkaline agents, as defined previously, and (iii) one or more oxidation dyes, other than resorcinol, 2- methylresorcinol, 4-chlororesorcinol, addition salts thereof, solvates thereof and solvates of salts thereof, as defined previously.
  • Composition (CM’) obtained by mixing at least one dye composition (CM’ 1) and at least one oxidizing composition (C2)
  • composition (CM’) obtained by mixing: at least one dye composition (CM’ 1) comprising:
  • one or more oxidation dyes other than resorcinol, 2- methylresorcinol, 4-chlororesorcinol, addition salts thereof, solvates thereof and solvates of salts thereof, as defined previously, and at least one oxidizing composition (C2), free of phosphoric acid, comprising:
  • Another subject of the present invention is a process for dyeing keratin fibres, in particular human keratin fibres such as the hair, comprising at least the application to said fibres of at least one composition according to the invention (CM) or (CM’).
  • the invention relates to a process for dyeing keratin fibres, in particular human keratin fibres such as the hair, comprising at least the application to said fibres of at least one composition obtained by mixing at least one composition (CM1) or (CM’ l) and at least one oxidizing composition (C2), as defined above free of phosphoric acid, comprising: (iv) one or more chemical oxidizing agents, as defined previously, and (v) one or more carboxylic acids other than the fatty acid(s) (i), as defined previously.
  • CM1 or CM’ l at least one oxidizing composition
  • C2 oxidizing composition
  • the process according to the invention comprises at least one step of mixing the composition (CM1), as defined above, or the composition (CMT), with at least one oxidizing composition (C2), as defined above, and at least one step of applying the composition resulting from said mixture to said fibres.
  • This mixing step is preferably performed at the time of use, just before the composition resulting from the mixing is applied to the hair.
  • the pH of the mixture generally ranges from 8 to 12, preferentially from 8.5 to 11, and better still from 9 to 10.5.
  • composition according to the invention CM or (CM’) preferably has a pH ranging from 8 to 12, preferably from 8.5 to 11 and better still from 9 to 10.5.
  • composition according to the invention can be used on dry or wet keratin fibres, and also on all types of fair or dark, natural or dyed, permanent-waved, bleached or relaxed, fibres.
  • the fibres are washed before application of the composition described above.
  • composition of the invention (CM) or (CM') to the keratin fibres may be performed via any conventional means, in particular by means of a comb, a fine brush, a coarse brush, with the hand or with the fingers.
  • the dyeing process i.e. the application of the dye composition to the keratin fibres, is generally performed at room temperature (between 15°C and 25°C).
  • composition according to the invention (CM) or (CM') may be applied to the keratin fibres for a leave-on time ranging from 30 to 60 minutes.
  • the keratin fibres may optionally be washed with a shampoo and/or be rinsed with water.
  • the invention also relates to a multi-compartment device comprising at least a first compartment containing at least the composition (CM1), as defined above, or the composition (CM’ l), as defined above, and at least a second compartment containing at least the composition (C2) as defined above free of phosphoric acid, comprising: (iv) one or more chemical oxidizing agents, as defined previously, and (v) one or more carboxylic acids other than the fatty acid(s) (i), as defined previously.
  • the multi-compartment device comprises a first compartment containing at least the composition (CM1) as previously defined, and at least a second compartment containing at least the composition (C2) as defined above.
  • the multi-compartment device comprises a first compartment containing at least the composition (CM’ l) as previously defined, and at least a second compartment containing at least the composition (C2) as defined above.
  • compositions (CM1) or (CM’ 1) and (C2) 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.
  • compositions A, B and C were prepared from the ingredients, the contents of which are shown in the table below (% am):
  • the dye composition A is mixed with the oxidizing compositions (B) and (C) in a ratio of 1 : 1.5.
  • Each of the mixtures is applied to locks of moderately sensitized (AS20) hair, in a proportion of 5 g of mixture per 1 g of hair. After a leave-on time of 30 minutes at room temperature, the locks are rinsed with clean water, and lastly the locks are dried for 2 hours in an oven at 60°C.
  • AS20 moderately sensitized
  • Colorimetric measurements were performed using a KONICA MINOLTA CM-3600A spectrocolorimeter (illuminant D65, angle 10°, specular component included) in the CIELab system.
  • the mixture of the dye composition (A) with the oxidizing composition (C) free of phosphoric acid, according to the invention, results in a higher C* value, and therefore a better chromaticity, compared with the mixture of the dye composition (A) with the oxidizing composition (B) comprising phosphoric acid.
  • composition resulting from the mixture of the dye composition (A) and the oxidizing composition (C) results in an improvement in the cosmetic properties of the hair, in particular the sheen thereof.
  • the use of the oxidizing composition according to the invention during an oxidation dyeing process has made it possible to improve the chromaticity of the colour and the cosmetic properties of the hair, in particular the sheen thereof.
  • composition obtained by mixing the compositions (A) and (C) has made it possible to improve the chromaticity of the colour and the cosmetic properties of the hair, in particular the sheen thereof.

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Abstract

La présente invention concerne l'utilisation d'au moins une composition oxydante (C2), exempte d'acide phosphorique, comprenant un ou plusieurs agents oxydants chimiques, lors d'un procédé de teinture par oxydation de fibres kératiniques, pour améliorer les propriétés cosmétiques, en particulier la brillance, et les propriétés tinctoriales desdites fibres. L'invention concerne également un procédé de coloration de fibres de kératine, de préférence des fibres de kératine humaines, telles que les cheveux, comprenant au moins l'utilisation d'au moins une composition oxydante (C2), telle que définie ci-dessus, en combinaison avec au moins une composition colorante (C1) comprenant un ou plusieurs colorants d'oxydation.
PCT/EP2025/068332 2024-06-28 2025-06-27 Utilisation d'au moins une composition oxydante exempte d'acide phosphorique pour améliorer les propriétés de fibres kératiniques Pending WO2026003309A1 (fr)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
FRFR2407075 2024-06-28
FR2407075A FR3163850A1 (fr) 2024-06-28 2024-06-28 Composition obtenue par mélange d’au moins une composition colorante comprenant au moins un colorant d’oxydation, au moins un acide gras, au moins un agent alcalin et au moins un alkylpolyglucoside, et d’au moins une composition oxydante
FRFR2407074 2024-06-28
FR2407073A FR3163845A1 (fr) 2024-06-28 2024-06-28 Composition obtenue par mélange d’au moins une composition colorante comprenant au moins un acide gras, au moins un agent alcalin et au moins un colorant d’oxydation, et d’au moins une composition oxydante
FRFR2407073 2024-06-28
FR2407074A FR3163837A1 (fr) 2024-06-28 2024-06-28 Utilisation d’au moins une composition oxydante exempte d’acide phosphorique pour améliorer les propriétés des fibres kératiniques

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WO2026003309A1 true WO2026003309A1 (fr) 2026-01-02

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