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WO2007118812A1 - Composition de coloration de fibres de kératine comprenant un monomère électrophile, colorant direct hydrophobe et solvant organique liquide - Google Patents

Composition de coloration de fibres de kératine comprenant un monomère électrophile, colorant direct hydrophobe et solvant organique liquide Download PDF

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Publication number
WO2007118812A1
WO2007118812A1 PCT/EP2007/053425 EP2007053425W WO2007118812A1 WO 2007118812 A1 WO2007118812 A1 WO 2007118812A1 EP 2007053425 W EP2007053425 W EP 2007053425W WO 2007118812 A1 WO2007118812 A1 WO 2007118812A1
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composition
composition according
groups
chosen
solvent
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English (en)
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Gaëlle Brun
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LOreal SA
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LOreal SA
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Priority claimed from FR0603327A external-priority patent/FR2899816A1/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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes

Definitions

  • the present invention relates to a composition for dyeing keratin fibres, and in particular human keratin fibres such as the hair, comprising at least one electrophilic monomer, at least one hydrophobic direct dye that is soluble in the composition, the logP of which is greater than 2, and at least one liquid organic solvent.
  • dye keratin fibres and in particular human keratin fibres such as the hair, with dye compositions containing direct dyes.
  • the standard dyes that are used are in particular dyes of the nitrobenzene, anthraquinone, nitropyridine, azo, xanthene, acridine, azine or triarylmethane type or natural dyes. These dyes may be nonionic, anionic, cationic or amphoteric.
  • These dyes which are coloured and colouring molecules with affinity for keratin fibres, are applied for a time necessary to obtain the desired coloration, and are then rinsed out .
  • the colorations resulting therefrom are particularly chromatic colorations, but are, however, temporary or semi -permanent since the nature of the interactions that bind the direct dyes to the keratin fibre, and their desorption from the surface and/or the core of the fibre, are responsible for their low dyeing power and their poor wash-fastness or perspiration-fastness.
  • This dyeing technique consists in applying to keratin fibres a composition containing dye precursors such as oxidation bases and couplers. Under the action of an oxidizing agent, these precursors form one or more coloured species on the hair .
  • the variety of molecules used as oxidation bases and couplers allows a wide range of colours to be obtained.
  • the colorations resulting therefrom are permanent, powerful and resistant to external agents, especially to light, bad weather, perspiration and rubbing.
  • this type of coloration results in degradation of the fibre due to the use of an oxidizing agent.
  • compositions comprising electrophilic monomers are also known from patent application FR 2 833 489. Such a composition allows perfectly coated and individualized hair to be obtained.
  • composition for dyeing keratin fibres comprising at least one electrophilic monomer, at least one hydrophobic direct dye that is soluble in the composition, the logP of which is greater than 2, and at least one liquid organic solvent.
  • the composition of the invention allows varied shades and strong colorations to be obtained. Furthermore, the coloration obtained is very resistant to external agents, and especially to repeated washing.
  • the hair moreover shows good cosmetic properties, in particular remaining perfectly individualized and being easy to style.
  • a subject of the present invention is also a process for dyeing keratin fibres that comprises the application to the keratin fibres of the composition of the invention, and also the use of the composition of the invention for dyeing keratin fibres, in particular human keratin fibres such as the hair.
  • Another subject of the invention concerns a kit comprising an electrophilic monomer, a hydrophobic direct dye whose logP is greater than 2, and a liquid organic solvent.
  • the electrophilic monomer (s) present in the composition of the invention may be chosen from:
  • R Bu (F), 4-tolyl (G), 2-ethylphenyl (H), 2,6- diethylphenyl (I) • the derivatives methyl ⁇ - (methylsulfonyl) acrylate (K), ethyl ⁇ - (methylsulfonyl) acrylate (L), methyl ⁇ - (tert-butylsulfonyl) acrylate (M), tert-butyl ⁇ - (methyl - sulfonyl) acrylate (N) and tert-butyl ⁇ - (tert- butylsulfonyl) acrylate (0), described in Gipstein, J. Org. Chem, 1980, p.
  • N-butyl acrylate (AB) described in Schmitt, Macromolecules, 2001, p. 2115, and
  • the electron-withdrawing monomer that is useful in the present invention may be cyclic or linear.
  • the electron-withdrawing group is preferably exocyclic, i.e. it does not form an integral part of the cyclic structure of the monomer.
  • these monomers contain at least two electron-withdrawing groups.
  • Rl and R2 denote, independently of each other, a sparingly or non-electron-withdrawing group (sparingly or non-inductive-withdrawing) such as:
  • - a saturated or unsaturated, linear, branched or cyclic hydrocarbon-based group preferably containing from 1 to 20 and better still from 1 to 10 carbon atoms, and optionally containing one or more nitrogen, oxygen or sulfur atoms, and optionally substituted with one or more groups chosen from -OR, -COOR, -COR, -SH, -SR and -OH, and halogen atoms, - a modified or unmodified polyorganosiloxane residue,
  • R3 and R4 denote, independently of each other, an electron-withdrawing (or inductive-withdrawing) group preferably chosen from -N(R) 3 + , -S(R) 2 + , -SH 2 + , -NH 3 + , -NO 2 , -SO 2 R, -C ⁇ N, -COOH, -COOR, -COSR, -CONH 2 , -CONHR, -F, -Cl, -Br, -I, -OR, -COR, -SH, -SR and -OH groups, linear or branched alkenyl groups, linear or branched alkynyl groups, Ci-C 4 mono- or polyfluoroalkyl groups, aryl groups such as phenyl, or aryloxy groups such as phenoxyloxy,
  • R denotes a saturated or unsaturated, linear, branched or cyclic hydrocarbon-based group preferably containing from 1 to 20 and better still from 1 to 10 carbon atoms, and optionally containing one or more nitrogen, oxygen or sulfur atoms, and optionally substituted with one or more groups chosen from -OR' , -COOR', -COR', -SH, -SR' and -OH, halogen atoms, or a polymer residue, this polymer possibly being obtained by free-radical polymerization, by polycondensation or by ring opening, and R' denoting a Ci-Ci 0 alkyl group.
  • electronegative-withdrawing or inductive-withdrawing group (-1) means any group that is more electronegative than carbon. Reference may be made to the publication P. R. Wells, Prog. Phys . Org . Chem. , VoI 6, 111 (1968) .
  • the alkenyl or alkynyl groups preferably contain from 2 to 20 carbon atoms and better still from 2 to 10 carbon atoms .
  • linear, branched or cyclic hydrocarbon-based groups preferably containing from 1 to 20 carbon atoms
  • substituted hydrocarbon-based groups examples include hydroxyalkyl and polyhaloalkyl groups.
  • unmodified polyorganosiloxanes examples include polyalkylsiloxanes such as polydimethylsiloxanes, polyarylsiloxanes such as polyphenylsiloxanes, and polyarylalkylsiloxanes such as polymethylphenylsiloxanes .
  • modified polyorganosiloxanes that may especially be mentioned are polydimethylsiloxanes containing polyoxyalkylene and/or siloxy and/or silanol and/or amine and/or imine and/or fluoroalkyl groups.
  • polyoxyalkylene groups that may especially be mentioned are polyoxyethylene groups and polyoxypropylene groups preferably containing 1 to 200 oxyalkylene units.
  • the substituents Rl to R4 may optionally be substituted with a group having cosmetic activity.
  • the cosmetic activities that are particularly used are obtained from groups having colouring, antioxidant, UV- screening and conditioning functions.
  • groups having a colouring function mention may be made especially of azo, quinone, methine, cyanomethine and triarylmethane groups.
  • groups having an antioxidant function mention may be made especially of groups of butylhydroxyanisole (BHA) , butylhydroxytoluene (BHT) or vitamin E type.
  • groups having a UV- screening function mention may be made especially of groups of the benzophenone, cinnamate, benzoate, benzylidenecamphor and dibenzoylmethane type .
  • groups having a conditioning function mention may be made especially of cationic groups and groups of fatty ester type.
  • the ones that are preferred are the monomers of the cyanoacrylate family and the derivatives thereof of formula (II) :
  • R' 3 represents a hydrogen atom or R as defined in formula (I) .
  • X denotes 0.
  • R' 3 represents a Ci-Ci 0 alkyl, C 2 -Ci 0 alkenyl or (Ci- C 4 ) alkoxy (Ci-Ci 0 ) alkyl radical. Mention may be made more particularly of ethyl 2-cyanoacrylate, methyl 2-cyanoacrylate, n-propyl 2- cyanoacrylate, isopropyl 2-cyanoacrylate, tert-butyl 2- cyanoacrylate, n-butyl 2-cyanoacrylate, isobutyl 2- cyanoacrylate, 3-methoxybutyl cyanoacrylate, n-decyl cyanoacrylate, hexyl 2-cyanoacrylate, 2-ethoxyethyl 2- cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate, 2-propoxyethyl 2-cyanoacrylate, n- octyl 2-cyanoacrylate, allyl 2-
  • the cyanoacrylate monomer (s) is (are) chosen from C 6 -Ci 0 alkyl cyanoacrylates .
  • the monomers that are particularly preferred are the octyl cyanoacrylates of formula (VII) and mixtures thereof :
  • R' 3 is chosen from the following radicals:
  • the monomers used in accordance with the invention may be covalently bonded to supports such as polymers, oligomers or dendrimers .
  • the polymer or the oligomer may be linear, branched, in comb form or in block form.
  • the distribution of the monomers of the invention over the polymeric, oligomeric or dendritic structure may be random, in an end position or in the form of blocks.
  • the amount of electrophilic monomers may be between 0.1% and 80% by weight and preferably between 0.2% and 60% by weight relative to the total weight of the composition.
  • the electrophilic monomers are monomers capable of undergoing anionic polymerization in the presence of a nucleophilic agent.
  • anionic polymerization means the mechanism defined in the book “Advanced Organic Chemistry", Third Edition by Jerry March, pages 151 to 161.
  • the nucleophilic agents capable of initiating the anionic polymerization are systems that are known per se, which are capable of generating a carbanion on contact with a nucleophilic agent, such as the hydroxide ions contained in water.
  • a nucleophilic agent such as the hydroxide ions contained in water.
  • the term “carbanion” means the chemical species defined in "Advanced Organic Chemistry", Third Edition, by Jerry March, page 141.
  • the nucleophilic agents may be applied independently of the composition of the invention. They may also be added to the composition of the invention at the time of use .
  • the nucleophilic agent is a molecular compound, an oligomer, a dendrimer or a polymer containing nucleophilic functions.
  • nucleophilic functions that may be mentioned include the following functions: R 2 N “ , NH 2 " , Ph 3 C “ , R 3 C “ , PhNH “ , pyridine, ArS “ , R-C ⁇ C “ , RS “ , SH “ , RO “ , R 2 NH, ArO “ , N 3 “ , OH “ , ArNH 2 , NH 3 , I “ , Br “ , Cl “ , RCOO “ , SCN “ , ROH, RSH, NCO “ , CN “ , NO 3 “ , ClO 4 " and H 2 O, Ph representing a phenyl group,- Ar representing an aryl group and R representing a Ci-Cio alkyl group.
  • the electrophilic monomers may be synthesized according to the known methods described in the art .
  • the cyanoacrylate monomers may be synthesized according to the teaching of US 3 527 224, US 3 591 767, US 3 667 472, US 3 995 641, US 4 035 334 and US 4 650 826.
  • the hydrophobic dye is defined by the value of logP.
  • This value of logP conventionally represents the partition coefficient of the dye between octanol and water.
  • the value of logP may be calculated according to the method described in the article by Meylan and Howard "Atom/Fragment contribution method for estimating octanol-water partition coefficient" , J. Pharm. Sci . , 84: 83-92, 1995. This value may also be calculated using many commercially available software packages that determine the value of logP as a function of the structure of a molecule. By way of example, mention may be made of the Epiwinn version 3.11 software from the United States Environmental Agency, which was used in the present invention .
  • the direct dyes that may be used in the composition of the invention are hydrophobic dyes known in the art, which have a logP of greater than 2. Examples that may be mentioned include:
  • At least one of the hydrophobic direct dyes that are useful in the context of the invention has a logP of greater than 4.
  • At least one of the hydrophobic direct dyes that are useful in the context of the invention has a logP of greater than 6.
  • the hydrophobic direct dye(s) is (are) soluble in the composition to at least 0.5 gram per litre and preferably to at least 1 gram per litre at a temperature of 25 0 C.
  • the hydrophobic direct dye(s) whose logP is greater than 2 may be present in the composition in an amount of between 0.001% and 5% by weight approximately relative to the total weight of the composition.
  • organic solvent means an organic substance capable of dissolving another substance without chemically modifying it.
  • the organic solvent (s) that is (are) useful in the context of the invention is (are) chosen from compounds that are liquid at a temperature of 25 0 C and at a pressure of 105 Pa (760 mmHg) and are different from the electrophilic monomers that are useful in the context of the invention.
  • the organic solvent (s) is (are) chosen, for example, from aromatic alcohols such as benzyl alcohol, phenoxyethanol or phenylethyl alcohol; liquid fatty alcohols, especially of Ci 0 -C 30 ; Ci-C 6 alkanols such as ethanol, isopropanol, n-propanol, butanol, n-pentanol, 1, 2 -propanediol, 1 , 3 -propanediol , l-methoxy-2-propanol , l-ethoxy-2-propanediol , 1,3- and 1 , 4-butanediol , and 1, 2-hexanediol; polyols and polyol ethers with a free -OH function, such as 2-butoxyethanol , propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, ethylene glycol mono
  • the organic solvent (s) is (are) preferably chosen from organic oils,- silicones such as volatile silicones, amino or non-amino silicone gums or oils, and mixtures thereof; mineral oils,- plant oils such as olive oil, castor oil, rapeseed oil, coconut oil, wheatgerm oil, sweet almond oil, avocado oil, macadamia oil, apricot oil, safflower oil, candlenut oil, camelina oil, tamanu oil or lemon oil, or alternatively organic compounds such as C 5 -Ci 0 alkanes, acetone, methyl ethyl ketone, esters of liquid Ci-C 20 acids and of Ci-C 8 alcohols, such as methyl acetate, butyl acetate, ethyl acetate and isopropyl myristate, dimethoxyethane, diethoxy- ethane, liquid Ci 0 -C 30 fatty alcohols such as oleyl alcohol, liquid Ci 0 -C 30 fatty al
  • the organic solvent (s) is (are) chosen from silicones such as liquid polydimethylsiloxanes and modified liquid polydimethylsiloxanes, their viscosity at 25 0 C being between 0.1 cSt and 1 000 000 cSt and more preferentially between 1 cSt and 30 000 cSt .
  • oils Mention will preferably be made of the following oils: - the mixture of ⁇ , ⁇ -dihydroxylated polydimethylsil- oxane/cyclopentadimethylsiloxane (14.7/85.3) sold by Dow Corning under the name DC 1501 Fluid; - the mixture of ⁇ , ⁇ -dihydroxylated polydimethylsil- oxane/polydimethylsiloxane sold by Dow Corning under the name DC 1503 Fluid; the dimethicone/cyclopentadimethylsiloxane mixture sold by Dow Corning under the name DC 1411 Fluid or that sold by Bayer under the name SF 1214; the cyclopentadimethylsiloxane sold by Dow Corning under the name DC245 Fluid; and the respective mixtures of these oils.
  • the composition of the invention may contain, besides the liquid organic solvent (s), water.
  • the composition of the invention is anhydrous, i.e. it contains less than 1% by weight of water
  • the organic solvent (s) of the composition generally represent (s) from 0.01% to 99% and preferably from 50% to 99% by weight relative to the total weight of the composition.
  • composition of the invention may also be in the form of an emulsion and/or may be encapsulated, the electrophilic monomers being maintained in an anhydrous medium until the time of use.
  • this emulsion consists, for example, of a dispersed or continuous phase that may consist of water, Ci-C 4 aliphatic alcohols or mixtures thereof and an anhydrous organic phase comprising the monomer.
  • the capsule may contain the monomer in an anhydrous medium and may be dispersed in an anhydrous medium as defined above, water or Ci-C 4 aliphatic alcohols, or mixtures thereof.
  • Polymerization inhibitors and more particularly anionic and/or free-radical polymerization inhibitors may also be present in the composition of the invention, in order to enhance the stability of the composition over time.
  • the following polymer- ization inhibitors may be mentioned: sulfur dioxide, nitric oxide, boron trifluoride, hydroquinone and derivatives thereof such as hydroquinone monoethyl ether, tert-butylhydroquinone (TBHQ) , benzoquinone and derivatives thereof such as duroquinone, catechol and derivatives thereof such as t-butylcatechol and methoxycatechol , anisole and derivatives thereof such as methoxyanisole or hydroxyanisole, pyrogallol and derivatives thereof, p-methoxyphenol, hydroxybutyl - toluene, alkyl sulfates, alkyl sulfites, alkyl sulfones, alkyl sulfoxides, alkyl
  • Mineral or organic acids may also be used as inhibitor.
  • the cosmetic composition according to the invention may also comprise at least one mineral or organic acid, this acid containing one or more carboxylic or sulfonic groups, with a pKa of between 0 and 6, such as phosphoric acid, hydrochloric acid, nitric acid, benzenesulfonic acid, toluenesulfonic acid, sulfuric acid, carbonic acid, hydrofluoric acid, acetic acid, formic acid, propionic acid, benzoic acid, mono-, di- or trichloroacetic acid, salicylic acid, trifluoroacetic acid, octanoic acid, heptanoic acid and hexanoic acid.
  • a mineral or organic acid this acid containing one or more carboxylic or sulfonic groups, with a pKa of between 0 and 6, such as phosphoric acid, hydrochloric acid, nitric acid, benzenesulfonic acid, toluenesulfonic acid,
  • Acetic acid is preferably used.
  • the concentration of inhibitor in the cosmetic composition of the invention may be between 10 ppm and 30% by weight and more preferentially between 10 ppm and 15% by weight relative to the total weight of the composition.
  • the composition may also comprise one or more agents for reducing the disulfide bridges of which keratin is partly composed.
  • agents for reducing the disulfide bridges of which keratin is partly composed include the following compounds: anhydrous sodium thiosulfate, powdered sodium metabisulfite, thiourea, - ammonium sulfite, thioglycolic acid, thiolactic acid, ammonium thiolactate, glyceryl monothioglycolate, ammonium thioglycolate, thioglycerol ,
  • the composition of the invention may also contain one or more polymers with no reactivity on the electrophilic monomers and which is (are) capable of increasing the viscosity of the composition. Increasing the viscosity makes it possible to reduce the rate of polymerization of the electrophilic monomers. To do this, it is possible to add to the composition of the invention, in a non-exhaustive manner, polymethyl methacrylate (PMMA) or cyanoacrylate-based copolymers as described in patent US 6 224 622.
  • PMMA polymethyl methacrylate
  • cyanoacrylate-based copolymers as described in patent US 6 224 622.
  • composition in accordance with the invention may also contain at least one agent usually used in cosmetics chosen from, for instance, reducing agents, fatty substances, plasticizers, softeners, antifoams, moisturizers, pigments, clays, mineral fillers, UV- screening agents, mineral colloids, peptizers, solubilizing agents, fragrances, preserving agents, anionic, cationic, nonionic or amphoteric surfactants, fixing or non- fixing polymers, proteins, vitamins, direct dyes other than the hydrophobic dyes of the invention, oxidation dyes, nacreous agents, propellent gases, mineral or organic thickeners such as benzylidene sorbitol and N-acylamino acids, oxyethylenated or non-oxyethylenated waxes, paraffins, Ci 0 -C 30 fatty acids such as stearic acid, lauric acid, Ci 0 -C 30 fatty amides such as lauric diethanolamide, Ci 0 -
  • This composition may be in various forms, such as lotions, sprays or mousses, and may be applied in the form of shampoos or hair conditioners.
  • the composition of the invention may contain a propellant.
  • the propellant consists of the compressed or liquefied gases usually used for the preparation of aerosol compositions. Air, carbon dioxide, compressed nitrogen or a soluble gas such as dimethyl ether, halogenated (in particular fluorinated) or non-halogenated hydrocarbons, and mixtures thereof, will preferentially be used.
  • the composition of the invention is applied to the keratin fibres, in particular human keratin fibres such as the hair, in the presence of a nucleophilic agent.
  • the composition in accordance with the invention is applied to the keratin fibres in two steps: a step that consists in applying a composition comprising the hydrophobic direct dye(s), and a step that consists in applying a composition comprising the electrophilic monomer (s), one of the two compositions or both of them comprising the liquid organic solvent (s) .
  • the nucleophilic agent capable of initiating the polymerization of the electrophilic monomer, especially a cyanoacrylate monomer may be applied beforehand to the keratin fibres.
  • the nucleophilic agent may be used pure, as a solution, in the form of an emulsion or may be encapsulated. It may also be added to the anhydrous composition at the time of use just before application to the keratin fibres.
  • this nucleophilic agent is water. This water may be supplied, for example, by premoistening the keratin fibres. It may also be added directly to the composition before application.
  • the polymerization kinetics by premoistening the fibre with an aqueous solution whose pH has been adjusted using a base, an acid or an acid/base mixture.
  • the acid and/or the base may be mineral or organic.
  • the process of the invention may be performed in several steps: a first step that consists in applying a composition containing the hydrophobic direct dye(s) to the fibres, and a second step that consists in applying a composition containing the electrophilic monomer (s) and the liquid organic solvent (s), the nucleophilic agent being present in the composition containing the hydrophobic direct dye or in a separate composition.
  • the composition containing the hydrophobic direct dye(s) is preferably an aqueous solution in which the hydrophobic direct dye(s) is (are) soluble, which allows moistening of the fibre and initiation of polymerization when the cyanoacrylate monomer is applied.
  • the process of the invention may be performed in several steps: a first step that consists in applying a composition containing the electrophilic monomer (s) and the liquid organic solvent (s) to the fibres that have been premoistened with an aqueous solution, and a second step that consists in applying a composition containing the hydrophobic direct dye(s) .
  • a preferred embodiment consists in applying the electrophilic monomer, the liquid organic solvent and the hydrophobic direct dyes from the same composition.
  • the process of the invention may comprise additional intermediate or final steps such as the application of a cosmetic product, a rinsing step or a drying step.
  • the drying may be performed under a hood, with a hairdryer and/or with a smoothing iron.
  • the application of the compositions in accordance with the invention may be followed by rinsing.
  • composition of the invention it is also possible to perform multiple applications of the composition of the invention in order to obtain a superposition of coats to achieve specific properties of the deposit in terms of chemical nature, mechanical strength, thickness, appearance or feel.
  • the fibre may be pretreated with polymers of any type.
  • composition of the invention may also be preceded by a hair treatment such as direct dyeing or oxidation dyeing.
  • a subject of the invention is also a dyeing kit comprising a first composition that contains the hydrophobic direct dye(s), a second composition that contains the electrophilic monomer (s), one of the two compositions or both of them comprising the organic solvent (s), and optionally a third composition that contains the nucleophilic agent.
  • the kit comprises a first anhydrous composition that comprises at least the hydrophobic direct dye(s), the liquid organic solvent and the electrophilic monomer (s), and a second composition that comprises a nucleophilic agent.
  • the lock is dyed blue and the coloration obtained is resistant to at least one shampoo wash.
  • the lock is dyed yellow and the coloration obtained is resistant to at least one shampoo wash.
  • the lock is dyed orange and the coloration obtained is resistant to at least one shampoo wash.
  • the lock is dyed red and the coloration obtained is resistant to at least one shampoo wash.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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Abstract

La présente invention concerne une composition pour colorer des fibres de kératine, comprenant au moins un monomère électrophile, au moins un colorant direct hydrophobe qui est soluble dans un milieu, dont le logP est supérieur à 2, et au moins un solvant organique liquide. La composition de l'invention permet d'obtenir différentes nuances et des colorations fortes. En outre, la coloration obtenue est très résistante aux agents extérieurs, et en particulier aux lavages répétés.
PCT/EP2007/053425 2006-04-13 2007-04-06 Composition de coloration de fibres de kératine comprenant un monomère électrophile, colorant direct hydrophobe et solvant organique liquide Ceased WO2007118812A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR0603327A FR2899816A1 (fr) 2006-04-13 2006-04-13 Composition pour la coloration des fibres keratiniques comprenant un monomere electrophile, un colorant direct hydrophobe et un solvant organique liquide
FR0603327 2006-04-13
US79485706P 2006-04-26 2006-04-26
US60/794,857 2006-04-26

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105733305A (zh) * 2014-12-10 2016-07-06 上海安诺其集团股份有限公司 蓝色分散染料组合物
CN105733304A (zh) * 2014-12-10 2016-07-06 上海安诺其集团股份有限公司 蓝色分散染料组合物的应用
CN105733302A (zh) * 2014-12-10 2016-07-06 上海安诺其集团股份有限公司 蓝色分散染料组合物的制备方法
US9770399B2 (en) 2007-10-22 2017-09-26 Living Proof, Inc. Hair care compositions and methods of treating hair
KR20200032725A (ko) * 2017-07-26 2020-03-26 메르츠+벤틀리 아게 적어도 한 타입의 게스트 분자를 호스팅하는 제올라이트 l 물질을 제조하는 방법

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WO2003053380A2 (fr) * 2001-12-18 2003-07-03 L'oreal Utilisation pour le traitement des cheveux de monomeres electrophiles
WO2004043330A2 (fr) * 2002-11-07 2004-05-27 L'oreal Composition cosmetique comprenant au moins un carbonate cyclique particulier apte a polymeriser
FR2874178A1 (fr) * 2004-08-16 2006-02-17 Oreal Procede de coloration de fibres keratiniques a partir d'une composition comprenant un colorant hydrophobe particulier
EP1627626A1 (fr) * 2004-08-16 2006-02-22 L'oreal Composition tinctoriale comprenant un colorant hydrophobe particulier et un acide

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003053380A2 (fr) * 2001-12-18 2003-07-03 L'oreal Utilisation pour le traitement des cheveux de monomeres electrophiles
WO2004043330A2 (fr) * 2002-11-07 2004-05-27 L'oreal Composition cosmetique comprenant au moins un carbonate cyclique particulier apte a polymeriser
FR2874178A1 (fr) * 2004-08-16 2006-02-17 Oreal Procede de coloration de fibres keratiniques a partir d'une composition comprenant un colorant hydrophobe particulier
EP1627626A1 (fr) * 2004-08-16 2006-02-22 L'oreal Composition tinctoriale comprenant un colorant hydrophobe particulier et un acide

Cited By (9)

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CN105733305A (zh) * 2014-12-10 2016-07-06 上海安诺其集团股份有限公司 蓝色分散染料组合物
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CN105733304B (zh) * 2014-12-10 2019-01-08 浙江名毅新能源股份有限公司 蓝色分散染料组合物的应用
CN105733305B (zh) * 2014-12-10 2019-03-15 上海安诺其集团股份有限公司 蓝色分散染料组合物
CN105733302B (zh) * 2014-12-10 2019-05-03 浙江名毅新能源股份有限公司 蓝色分散染料组合物的制备方法
KR20200032725A (ko) * 2017-07-26 2020-03-26 메르츠+벤틀리 아게 적어도 한 타입의 게스트 분자를 호스팅하는 제올라이트 l 물질을 제조하는 방법
KR102670494B1 (ko) * 2017-07-26 2024-05-28 메르츠+벤틀리 아게 적어도 한 타입의 게스트 분자를 호스팅하는 제올라이트 l 물질을 제조하는 방법

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