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WO2011069620A1 - Procédé de coloration oxydative de fibres de kératine - Google Patents

Procédé de coloration oxydative de fibres de kératine Download PDF

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Publication number
WO2011069620A1
WO2011069620A1 PCT/EP2010/007346 EP2010007346W WO2011069620A1 WO 2011069620 A1 WO2011069620 A1 WO 2011069620A1 EP 2010007346 W EP2010007346 W EP 2010007346W WO 2011069620 A1 WO2011069620 A1 WO 2011069620A1
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WIPO (PCT)
Prior art keywords
oxidative
atoms
process according
aqueous composition
hair
Prior art date
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Ceased
Application number
PCT/EP2010/007346
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English (en)
Inventor
Alexandra Hullmann
Martin Uellner
Frank Kufner
Sabine Schäfer
Bernd Nöcker
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Kao Germany GmbH
Original Assignee
KPSS Kao Professional Salon Services GmbH
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Filing date
Publication date
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Priority to EP10790523.4A priority Critical patent/EP2509567B1/fr
Priority to US13/512,770 priority patent/US8337570B2/en
Publication of WO2011069620A1 publication Critical patent/WO2011069620A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • 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
    • A61K8/20—Halogens; Compounds 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
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/415—Aminophenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • 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

Definitions

  • the present invention concerns a process for oxidative coloring keratin fibers especially human hair wherein a pretreatment is applied onto hair prior to application of oxidative colouring agent.
  • DHA is added into the coloring composition.
  • EP 1 586 301 A1 discloses a process for oxidative colouring keratin fibers wherein a dihydroxyacetone comprising composition is applied onto hair before or after application of oxidative colouring agent.
  • the disclosure is
  • the other compounds especially of inorganic salts are taken into consideration which does not result in colour direction change.
  • Inventor of the present invention have surprisingly found out that more intensive colours are achieved when an aqueous composition is applied onto hair comprising at least one inorganic salt catalyzing and/or effecting oxidative colour development reaction from oxidative dyes precursors prior to application of oxidative colouring composition based on at least one oxidative dye precursor and at least one oxidizing agent.
  • the objective of the present invention is process for colouring keratin fibers especially human hair wherein an aqueous composition comprising at least one inorganic salt catalyzing and/or effecting oxidative colour development reaction from oxidative dyes precursors is applied onto wet or dry hair and optionally rinsed off, and subsequently an aqueous composition comprising at least one oxidative dye precursor, optionally at least one coupling agent and at least one oxidizing agent is applied onto hair and after processing of 5 to 45 min with or without use of heat, preferably at a temperature range between 20 and 45°C, rinsed off from hair.
  • an aqueous composition is applied onto keratin fibers comprising at least one inorganic salt catalyzing and/or effecting the oxidative colour development reaction from oxidative dyes precursors.
  • Suitable non-limiting inorganic salts are salts of iodide ions especially potassium and sodium slats, copper chloride, cupper sulphate, cobalt chloride, cerium sulphate, cerium chloride, vanadium sulphate, lithium chloride, potassium dichromate, magnesium acetate, calcium chloride, calcium nitrate, barium nitrate, magnesium oxide, ammonium nitrate and ammonium chloride.
  • salts of iodide ions especially potassium and sodium salts, copper chloride, copper sulphate, cobalt chloride, cerium sulphate, cerium chloride, vanadium sulphate, lithium chloride, potassium dichromate, magnesium acetate, calcium chloride, calcium nitrate, barium nitrate and magnesium oxide.
  • salts of iodide ions and especially sodium and potassium salts and in particular potassium iodide It is furthermore appropriate to use suitably any combination of inorganic salts, two or more salts, catalyzing and/or effecting the oxidative colour development reaction from oxidative dyes precursors.
  • Concentration of at least one inorganic salt in the aqueous composition is typically from 0.01 to 20%, preferably 0.05 to 15% and most preferably 0.1 to 10% and in particular 0.2 to 7.5% by weight calculated to the total composition.
  • concentration ranges disclosed herein are the total concentration of the inorganic salts in case more then one is used in mixture.
  • aqueous composition comprising at least one inorganic salt is processed up to 20 min, preferably up to 15 min and more preferably up to 10 min with or without using heat, preferably at a temperature range between 20 and 45°C, on hair prior to application of oxidative dyeing composition.
  • aqueous compositions comprising at least one inorganic salt immediately before application onto hair by adding inorganic salt into appropriate aqueous base and/or composition comprising additional cosmetic ingredients (see below).
  • an aqueous composition comprising only one inorganic salt is basically appropriate for achieving intensive and homogeneous colorations. Further additives may be used in order to achieve further effects such as enhancing combability, bounce, shine etc. or in order to make application onto hair easier such as thickening polymers for adjusting the consistency which improve homogeneous application and processing of the composition throughout whole head.
  • the aqueous composition of inorganic salts can be thickened with polymers of any kind, namely, anionic, cationic, nonionic and/or amphoteric polymers.
  • Natural polymers such as chitosan and its derivatives, cellulose and its derivatives and especially hydroxyethylcellulose, guar gum and its derivatives serve excellently for this purpose.
  • the viscosity values targeted should not be very high in any case should not be more than 2000 mPa.s measuered with either Hoppler or Brookfield viscosimeter with the known means as explained in the manuals of the respective equipments at 20°C.
  • Aqueous composition of inorganic salt may comprise cationic polymers as thickeners and at the same time conditioning agents which enhances first of all combability and therefore makes applications onto hair easier.
  • cationic cellulose type polymers know as Polymer JR type from Amerchol such as Polyquaternium 10 or cationic guar gum known with trade name Jaguar from Rhone-Poulenc and chemically for example Guar hydroxypropyl trimonium chloride.
  • chitosan and chitin can also be included in the compositions as cationic natural polymers.
  • Polyquaternium may as well be added into pre-treatment compositions of the present invention. Typical examples of those are Polyquaternium 6, Polyquaternium 7, Polyquaternium 10, Polyquaternium 11 , Polyquaternium 16, Polyquaternium 22 and Polyquaternium 28, Polyquaternium 30, Polyquaternium 37, Polyquaternium 36, Polyquaternium 46.
  • Quaternium As well those polymers known with their CTFA category name Quaternium can as well be suitable. Those are for example Quaternium-8, Quaternium-14, Quaternium- 15, Quaternium-18, Quaternium-22, Quaternium-24, Quaternium-26, Quaternium-27, Quaternium-30, Quaternium-33, Quaternium-53, Quaternium-60, Quaternium-61 , Quaternium-72, Quaternium-78, Quaternium-80, Quaternium-81 , Quaternium-81 , Quaternium-82, Quaternium-83 and Quaternium-84.
  • the cationic polymers also include the quaternized products of graft polymers from organopolysiloxanes and polyethyl oxazolines described in EP-A 524 612 and EP-A 640 643.
  • total concentration of polymers of anionic, cationic, non-ionic and/or amphoteric or zwitterionic character is in the range of 0.01
  • the aqueous composition of inorganic salt can comprise additionally one or more surfactants selected from non-ionic, anionic, cationic and amphoteric ones.
  • the surfactants suitable for the compositions according to the invention are first of all those nonionic surfactants.
  • Pre-treatment compositions according to the invention comprise one or more nonionic surfactants.
  • Preferred nonionic surfactants are ethoxylated fatty alcohols according to the following formula: where Ri is a saturated or unsaturated, linear or branched alkyl chain with 12 to 22 C atoms and n is a number between 2 and 50 preferably 2 to 40, more preferably 2 to 30.
  • the hair treatment compositions comprise a mixture of two nonionic fatty alcohol ethoxylates, one has between 2 to 10 ethoxylate units and the other is more than 10.
  • Those surfactants are known by the generic terms for example "Laureth”, “Myristeth”, “Oleth”, “Ceteth”, “Deceth”, “Steareth” and “Ceteareth” according to the CTFA nomenclature, including addition of the number of ethylene oxide molecules, e.g. "Ceteareth-20", Steareth-2,
  • nonionic surfactants suitable as emulsifiers in pretreatment compositions according to the invention are those polyethylene glycol ethers of monogylcerides according to the general formula
  • Ri and n are same as above.
  • examples to those types of nonionic surfactants are PEG-7-glyceryl cocoate known with the trade name Cetiol HE from Cognis, PEG-8- glyceryl laurate known with the trade name Glycerox L8 from Croda Chemicals, PEG-10 glyceryl oleate, PEG-15 glycerryl isostearate, PEG-5 glycerryl stearate, PEG-15 gylceryl ricinoleate, etc..
  • nonionic surfactants suitable for pretreatment compositions according to the invention are alkyl polyglucosides of the general formula
  • R 2 -O-(R 3 O) n -Z x wherein R 2 is an alkyl group with 8 to 18 carbon atoms, R3 is an ethylene or propylene group, Z is a saccharide group with 5 to 6 carbon atoms, n is a number from 0 to 10 and x is a number between 1 and 5.
  • Nonionic surfactant components are, for example, long-chain fatty acid mono- and dialkanolamides, such as coco fatty acid monoethanolamide and myristic fatty acid monoethanolamide, which can also be used as emulsifiers according to the invention.
  • nonionic surfactants are the various sorbitan esters, such as polyethylene glycol sorbitan stearic acid ester, fatty acid polyglycol esters or poly- condensates of ethyleneoxide and propyleneoxide, as they are on the market, for example, under the trade name "Pluronics R ", as well as fatty alcohol ethoxylates.
  • amineoxides are known especially because of their use in cleansing compositions, for example C ⁇ - C18- alkyl dimethyl amineoxides such as lauryl dimethyl amineoxide, C12-C18- alkyl amidopropyl or -ethyl amineoxides, Ci 2 -Ci 8 -alkyl di(hydroxyethyl) or (hydroxypropyl) amineoxides, or also amineoxides with ethyleneoxide and/or propyleneoxide groups in the alkyl chain, Those are on the market, for example, under the trade names "Ammonyx ® ", "Aromox ® " or "Genaminox ® ".
  • Anionic surfactants of the sulfate, sulfonate, carboxylate types are as well suitable in the pre-treatment composition of the present invention.
  • Those are the ones very commonly used in cosmetic cleansing preparations, for example, the known C10-C18- alkyl sulfates, and in particular the respective ether sulfates, for example, C-i2-C 14 - alkyl ether sulfate, lauryl ether sulfate, especially with 1 to 4 ethylene oxide groups in the molecule, monoglyceride (ether) sulfates, fatty acid amide sulfates obtained by ethoxylation and subsequent sulfatation of fatty acid alkanolamides, and the alkali salts thereof.
  • ether monoglyceride
  • Additional anionic surfactants useful within the scope of the invention are a-olefin sulfonates or the salts thereof, and in particular alkali salts of sulfosuccinic acid semiesters, for example, the disodium salt of monooctyl sulfosuccinate and alkali salts of long-chain monoalkyl ethoxysulfosuccinates.
  • Suitable surfactants of the carboxylate type are alkyl polyether carboxylic acids and the salts thereof of the formula
  • R 6 (C 2 H 4 0) n - O - CHzCOOX.
  • R 6 is a C 8 -C 2 o-alkyl group, preferably a Ci 2 -Ci 4 -alkyl group
  • n is a number from 1 to 20, preferably 2 to 17, and
  • X is H or preferably a cation of the group sodium, potassium, magnesium and ammonium, which can optionally be
  • n is in particular a number from 1 to 10, preferably 2.5 to 5.
  • C 8 -C 2 o-acyl isethionates are also useful, alone or in mixture with other anionic surfactants, as well as sulfofatty acids and the esters thereof.
  • anionic surfactants are also Ce-C 22 -acyl aminocarboxylic acids or the water-soluble salts thereof.
  • N-lauroyl glutamate in particular as sodium salt, as well as, for example, N-lauroyl sarcosinate, N-Ci 2 -Ci 8 -acyl asparaginic acid, N-myristoyl sarcosinate, N-oleoyl sarcosinate, N-lauroyl
  • compositions according to the invention can also contain amphoteric or zwitterionic surfactants as emulsifiers.
  • betaines such as alkyl betaines, fatty acid amidoalkyl betaines and sulfobetaines, for example, lauryl
  • hydroxysulfobetaine long-chain alkyl amino acids, such as cocoaminoacetate, cocoaminopropionate and sodium cocoamphopropionate and -acetate have also proven suitable.
  • R 7 is a C 8 -Ci 8 -alkyl group and n is 1 to 3;
  • Cationic surfactants are useful in the aqueous composition comprising at least one inorganic salt as well and particularly as conditioning agent and according to the general formula
  • Rl1 where Re is a saturated or unsaturated, branched or non-branched alkyl chain with 8- 22 C atoms or where R12 is saturated or unsaturated, branched or non-branched alkyl chain with 7- 21 C atoms and n has typical value of 0 - 4 or where R13 is saturated or unsaturated, branched or non-branched alkyl chain with 7- 21 C atoms and n has typical value of 0 - 4. and
  • Rg is a hydrogen, lower alkyl chain with 1 to 4 carbon atoms, saturated or
  • Ri 2 CO NH (CH 2 ) n where R12 is saturated or unsaturated, branched or non-branched alkyl chain with 7- 21 C atoms and n has typical value of 0 - 4 or where R13 is saturated or unsaturated, branched or non-branched alkyl chain with 7- 21 C atoms and n has typical value of 0 - 4. and
  • Rio and R are independent from each other H or lower alkyl chain with 1 to 4 carbon atoms, and X is chloride, bromide or methosulfate.
  • Suitable cationic surfactants and/or conditioning agents are, for example, long-chain quaternary ammonium compounds which can be used alone or in admixture with one another, such as cetyl trimethyl ammonium chloride, myristoyl trimethyl ammonium chloride, trimethyl cetyl ammonium bromide, stearyl trimethyl ammonium chloride, dimethyl stearyl ammonium chloride, dimethyl dihydrogenated tallow ammonium chloride, stear trimonium chloride, dipalmitoyl dimonium chloride, distearyl dimethyl ammonium chloride, stearamidopropyl trimonuim chloride and dioleoylethyl dimethyl ammonium methosulfate, etc.
  • cetyl trimethyl ammonium chloride myristoyl trimethyl ammonium chloride, trimethyl cetyl ammonium bromide
  • stearyl trimethyl ammonium chloride dimethyl stearyl ammonium chloride, dimethyl di
  • total concentration of surfactants of anionic, cationic, non-ionic and/or amphoteric or zwitterionic character is in the range of 0.05 - 10%, preferably 0.1 - 7.5%, more preferably 0.2 - 5% and most preferably 0.5 - 5% by weight, calculated to the total composition.
  • Aqueous composition of at least one inorganic salt can also comprise other conditioning agents selected from oily substances and nonionic substances. Oily substances are selected from such as silicone oils volatile or non-volatile, natural and synthetic oils.
  • silicone oils those can be added include dimethicone, dimethiconol, polydimethylsiloxane, DC fluid ranges from Dow Corning, arylated silicones, aminated silicones, natural oils such as olive oil, almond oil, avocado oil, wheatgerm oil, ricinus oil and the synthetic oils, such as mineral oil.
  • Non-ionic conditioning agents may be polyols such as glycerin, glycol and
  • polyethyleneglycoles known with trade names Carbowax PEG from Union Carbide and Polyox WSR range from Amerchol, polyglycerin,
  • Conditioners mentioned above can be contained at a concentration of below 1 %, preferably below 0.75% by weight, calculated to total composition.
  • the aqueous composition comprising at least one inorganic salt can contain one or more organic solvent.
  • organic solvent examples are such as ethanol. propanol, isopropanol, benzyl alcohol, benzyloxyethanol, alkylene carbonates such as ethylene carbonate and propylene carbonate, phenoxyethanol, butanol, isobutanol, cyclohexane,
  • Concentration of one or more organic solvents is in the range of 1 to 75%, preferably 5 to 50%, more preferably 10 to 50% and most preferably 10 to 40% by weight, calculated to the total composition.
  • aqueous composition can be packed into a bottle with a nozzle, which enables easy application simply by pouring through nozzle, or with a spray device (pump spray) or with a pump, which enables dispensing the composition in the form of liquid or foam (pump foamer).
  • Composition may also be offered in an aerosol bottle from which the composition is dispensed as foam. In the aerosol form, dispensing as a spray may also find its applications in the daily practice. In the case that aerosol form is preferred, suitable propellant gas or mixtures must be added to the composition to make dispensing in the preferred form possible.
  • pH of the aqueous composition comprising at least one inorganic salt is not critical.
  • the pH of the composition must be chosen in a range which does not make any big changes in the pH of the colouring composition applied subsequently.
  • the pH of the aqueous composition is in the range of 4 to 12, more preferably 5 to 11 and most preferably 6 to 10.
  • Examples to developers are p-phenylenediamines and substituted p- phenylenediamines such as 2,5-diamino-toluene, 2-n-propyl or 2-ethyl-p- phenylenediamine, 2,6-di-methyl-p-phenylenediamine, 2-(2,5-diaminophenyl) ethanol, 1-amino-4-bis-(2'-hydroxy-ethyl)amino- benzene, 2-(2-hydroxyethyl amino)- 5-aminotoluene, 4,4'-diaminodiphenylamine, 4-aminodiphenylamine, 2-amino-5-N,N- diethyl aminotoluene, 4-amino-N-ethyl-N-isopropyl aniline, 2-chloro-p- phenylenediamine, 1 -p-hydroxyethyl-2,5-diamino-4-
  • Suitable tetraaminopyrimidines are in particular 2,4,5,6-tetraaminopyrimidine and the lower alkyl derivatives thereof;
  • suitable triaminohydroxypyrimidines are, for example 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine and 5-hy- droxy-2,4,6-triaminopyrimidine;
  • suitable mono- and diamino dihydroxypyrimidines are, for example, 2,6-dihydroxy-4,5-diaminopyrimidine, 2,4-diamino-6-hydroxy- pyrimidine or 4,6-dihydroxy-2,5-diaminopyrimidine or the water-soluble salts thereof;
  • a preferred amino-substituted triazine is 2,4-diamino-1 ,3,5-triazine.
  • the hair dyeing compositions can as well comprise one or more coupling substance, which can be selected from resorcinol, 2-methyl resorcinol, 4-chlororesorcinol, 2- amino-4-chlorophenol, 5-amino-4-methoxy-2-methylphenol, 2-aminophenol, 3- amino-phenol, 1-methyl-2-hydroxy-4-aminobenzene, 3-N,N-dimethyl aminophenol, 2,6-dihydroxy-3,5-dimethoxypyridine, 5-amino-3-methylphenol, 6-amino-3- methylphenol, 3-amino-2-methylamino-6-methoxypyridine, 2-amino-3-hydroxy- pyridine, 2-dimethyl-amino-5-aminopyridine, 2,6-diaminopyridine, 1 ,3-diamino- benzene, 1 -amino-3-(2'-hy-droxyethylamino)benzene, 1 -amino-3-[bis(
  • the total concentration of the developing substances customarily ranges between about 0.05 % and 5 %, preferably 0.1 % and 4 %, in particular 0.25 % to 3 % by weight, calculated to the total hair dyeing composition (excluding the oxidation agent and pre or after treatment agent), whereby these figures are always related to the proportion of free base.
  • the coupling substance(s) as reaction partners of the developing substance(s) are present in approximately the same molecular proportions as the developing substances, i.e.
  • the preferred weight proportion of the named developing substances to the coupling substances ranges between about 1 : 8 to 8 : 1 , preferably about 1 : 5 to 5 : 1 , in particular 1 : 2 to 2 : 1.
  • the oxidative colouring compositions can also contain so-called shading agents for precise adjustment of the desired shade, in particular direct-acting dyestuffs.
  • Such shading agents are, for example, nitro dyestuffs such as HC Blue No.2, HC Blue No.4, HC Blue No.5, HC Blue No.6, HC Blue No.7, HC Blue No.8, HC Blue No.9, HC Blue No.10, HC Blue No.11 , HC Blue No.12, HC Blue No.13, HC Brown No.1 , HC Brown No.2, HC Green No.1 , HC Orange No.1 , HC Orange No.2, HC Orange No.3, HC Orange No.5, HC Red BN, HC Red No.1 , HC Red No.3, HC Red No.7, HC Red No.8, HC Red No.9, HC Red No.10, HC Red No.11 , HC Red No.13, HC Red No.54, HC Red No.14, HC Violet BS, HC Violet No.1 , HC Violet No.2, HC Yellow No.2, HC Yellow No.4, HC Yellow No.5, HC
  • the composition comprising oxidation dyestuff precursor is mixed with an oxidizing agent.
  • the preferred oxidizing agent is hydrogen peroxide, for example in a concentration of 2 to 12 % by weight.
  • peroxide oxidation it is also possible to achieve the oxidation by air, for example, by applying onto the hair a composition comprising an oxidation dyestuff precursor as aerosol foam and leaving to process for about 15 to 20 minutes.
  • the pH-value of the ready-to-use hair dyeing composition i.e. after mixing with peroxide, can be in a slightly acidic range, i.e. from 5.5 to 6.9, as well as in the neutral or alkaline range, i.e. between pH 7.1 and 11.
  • the pH of the aqueous composition comprising at least one inorganic salt can be in the range of 2 to 11.
  • compositions used in the inventive process of the present invention can comprise one or more of the following ingredients.
  • compositions may comprise at least one ubiqinone of the formula
  • n is a number between 1 and 10 at a concentration of 0.0001 to 1 %, preferably from 0.0002 to 0.75%, more preferably from 0.0002 to 0.5% and most preferably from 0.0005 to 0.5% by weight, calculated to total of each composition.
  • compositions comprise ubiqinone which is preferably selected from the ones where n is a number between 6 and 10 and more preferably it is ubiqinone 50 where n is 10, also known as Coenzyme Q10.
  • the other compositions may also comprise one or more surfactants selected from anionic, nonionic, cationic and amphoteric ones. Their proportion ranges from about 0.05 % to about 10%, in particular from about 0.1 % to about 5 % by weight, calculated to total of each composition. The suitable ones are mentioned above for each category of surfactants.
  • Cationic polymers and organic solvents may be comprised in any compositions used in the process of the present invention, unless otherwise mentioned.
  • Composition can also comprise at least one amino acid.
  • At least one amino acid is comprised at a concentration of 0.01 to 10%, preferably 0.05 to 7.5% and more preferably 0.1 to 5% and most preferably 0.25 to 5% by weight calculated to total of each composition.
  • Suitable amino acids are glycin, histidine, citrullin, asparagine, alanin, valin, leucin, isoleucin, pyrolin, tryptophane, phenylalanine, methionine, serine, tyrosine, threonine and gluatamine.
  • the amino acid is selected from glycin, histidine, citrullin, asparagine, alanin, valin, leucin, isoleucin, pyrolin, serine, tyrosine, threonine and gluatamine.
  • At least one amino acid is selected from glycin, histidine, asparagine, alanin, valin, leucin, pyrolin, serine, tyrosine and gluatamine, and most preferably at least one amino acid is selected from glycin, asparagine, alanin, valin, leucin, and serine.
  • composition of the present invention can comprise further ceramide type of compound with the general formula R 7 O CH 2
  • R 7 and R 8 are independent from each other alkyl- or alkenyl group with 10 to 22 carbon atoms
  • Rg is alkyl or hydroxyl alkyl with 1 to 4 carbon atoms group and n is a number between 1 to 6, preferably 2 or 3.
  • Preferred compound according to the above chemical structure is cetyl-PG-hydroxyethylpalmitamide.
  • sterols especially the phytosterols as preferred hair restructuring agents.
  • Especially preferred ones are of plant origin for example ergosterol, sitosterol, stigmasterol, fucosterol, brassicasterol, fungisterol,
  • campesterol zymosterol, ascosterol, cerevisterol, episterol, faecosterol, spinasterol.
  • phytosterols the ones found in "Avocadin" which is the unsaponified fraction of the avocado oil is more preferred.
  • fatty acids of Cio to C 2 2 may be incorporated into the compositions of the present invention at a concentration of preferably 0.01 to 2.5% by weight calculated to total of each composition.
  • intermediate treatment composition comprises at least one diamine compound.
  • Preferred diamide Preferred diamide
  • Preferred individual diamide compounds are the ones according to the formula A to G.
  • Particularly preferred diamide compound is the compound F which is bis
  • Concentration of diamide compounds in the intermediate treatment compositions of the present invention is in the range of 0.001 to 5%, preferably 0.002 to 3% more preferably 0.005 to 2% and most preferably 0.01 to 1 % by weight calculated to total of each composition.
  • the best way of achieving the benefits of the present invention is proving a kit for coloring keratin fibers especially human hair comprising 3 components as follows
  • a- an aqueous composition comprising at least one inorganic salt
  • the oxidation dyestuff combinations were incorporated into this carrier, whereby the water content was reduced accordingly.
  • the following oxidation dyestuff composition was used.
  • the tests were carried out with swatches of bleached human hair.
  • the coloring compositions were obtained after mixing the above given composition comprising dyestuff precursors with oxidizing agent comprising 4% by weight hydrogen peroxide at a mixing ratio of 1 :1 by weight.
  • the pH of the resulting mixture was 9.8.
  • aqueous composition was applied onto hair prior to application of the oxidative colouring composition.
  • Aqueous composition comprising inorganic salt
  • aqueous composition was applied onto hair prior to application of oxidative dyeing composition.
  • the tests 1 and 2 are comparative tests and representing oxidative dyeing processes according to the state of the art and the test 3 is according to the present invention.
  • Citric acid/sodium hydroxide q.s. to pH 6.0 Preservative, fragrance q.s

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  • Cosmetics (AREA)

Abstract

La présente invention concerne un procédé de coloration oxydative de fibres de kératine, notamment de cheveux humains, un prétraitement étant appliqué aux cheveux avant l'application de l'agent colorant oxydatif. La présente invention concerne en conséquence un procédé de coloration oxydative des fibres kératiniques, notamment de cheveux humains, une composition aqueuse comprenant au moins un sel inorganique catalysant et/ou effectuant la réaction de développement oxydatif de couleur à partir de précurseurs de colorants oxydatifs étant appliquée aux cheveux mouillés ou secs et facultativement rincée, et une composition aqueuse comprenant au moins un précurseur de colorant oxydatif, facultativement au moins un agent de couplage et au moins un agent oxydant étant ensuite appliquée aux cheveux et, après un temps de pose de 5 à 45 minutes avec ou sans utilisation de chaleur, de préférence à une température comprise entre 20 et 45°C, éliminée des cheveux par rinçage.
PCT/EP2010/007346 2009-12-09 2010-12-03 Procédé de coloration oxydative de fibres de kératine Ceased WO2011069620A1 (fr)

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EP10790523.4A EP2509567B1 (fr) 2009-12-09 2010-12-03 Procédé pour coloration oxydative des fibres de kératine
US13/512,770 US8337570B2 (en) 2009-12-09 2010-12-03 Process for oxidative colouring keratin fibres

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP09015230.7 2009-12-09
EP09015230A EP2332516A1 (fr) 2009-12-09 2009-12-09 Procédé pour coloration oxydative des fibres de kératine

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WO2011069620A1 true WO2011069620A1 (fr) 2011-06-16

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WO (1) WO2011069620A1 (fr)

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FR2984115A1 (fr) * 2011-12-20 2013-06-21 Oreal Procede de coloration d'oxydation riche en corps gras et un catalyseur metallique, dispositif
FR2984148B1 (fr) * 2011-12-20 2014-05-09 Oreal Procede de coloration d'oxydation mettant en œuvre une composition riche en corps gras et des catalyseurs metalliques, et dispositif approprie
DE102013203229A1 (de) 2013-02-27 2014-08-28 Henkel Ag & Co. Kgaa Multionale Einschritt-Färbungen II
DE102016209468A1 (de) * 2016-05-31 2017-11-30 Henkel Ag & Co. Kgaa Haar schonende Mittel und Verfahren zur oxidativen Haarfärbung oder Blondierung mit ausgewählten Dicarbonsäuren
US10363208B2 (en) 2017-08-30 2019-07-30 L'oreal Methods for improving the durability of color in artificially colored hair
US10426716B2 (en) 2017-08-30 2019-10-01 L'oreal Compositions and methods for improving color deposit and durability of color in artificially colored hair
WO2019066073A1 (fr) * 2017-09-29 2019-04-04 ホーユー株式会社 Composition de colorant capillaire oxydant
JP7016514B2 (ja) * 2017-09-29 2022-02-07 ホーユー株式会社 酸化染毛剤組成物
US10952947B2 (en) * 2018-03-27 2021-03-23 Elc Management Llc Thickened catalyzed dye system
US11160738B2 (en) 2018-03-27 2021-11-02 Elc Management Llc Method for forming a catalyzed dye system
US11369554B2 (en) 2018-03-27 2022-06-28 Elc Management Llc Catalyzed dye system
US10842725B2 (en) * 2018-07-31 2020-11-24 L'oreal Express hair coloring using heat

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EP1250912A1 (fr) 2001-04-18 2002-10-23 GOLDWELL GmbH Teinture pour cheveux
EP1250910A1 (fr) 2001-04-18 2002-10-23 GOLDWELL GmbH Teinture pour cheveux
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DE2521960A1 (de) 1974-05-16 1976-04-08 Oreal Neue kosmetische mittel auf der basis von quaternisierten polymeren
DE2811010A1 (de) 1977-03-15 1978-09-28 Oreal Mittel und verfahren zur behandlung von keratinmaterialien mit kationischen und anionischen polymeren
DE3044738A1 (de) 1979-11-28 1981-06-19 L'Oreal, 75008 Paris Mittel und verfahren zur behandlung von keratinfasern
DE3217059A1 (de) 1981-05-08 1982-11-25 Oreal Unter druck stehendes mittel auf der basis von kationischen und anionischen polymeren, verfahren zur schaumbildung sowie verfahren zur behandlung der haare
US4808190A (en) * 1986-01-20 1989-02-28 L'oreal Process for dyeing keratinous fibres with 5,6-dihydroxy-indole and hydrogen peroxide, preceded or followed by a treatment with an iodide
WO1988001162A1 (fr) 1986-08-21 1988-02-25 Goldwell Gmbh Chemische Fabrik H.E. Dotter Agent de teinture par oxydation des cheveux, son procede de fabrication et son utilisation
WO1988001161A1 (fr) 1986-08-21 1988-02-25 Goldwell Gmbh Agent de teinture par oxydation des cheveux, son procede de fabrication et son utilisation
GB2211517A (en) * 1987-12-18 1989-07-05 Oreal Dyeing keratinous fibres with oxidation dye precursors together with indole derivatives and iodide ions
US5011500A (en) * 1987-12-30 1991-04-30 L'oreal Process for dyeing keratinous fibres and dye composition employing indole derivatives and direct nitro dyes
EP0337354A1 (fr) 1988-04-12 1989-10-18 Kao Corporation Composition détergente faiblement irritante
EP0524612A2 (fr) 1991-07-22 1993-01-27 Kao Corporation Composition cosmétique contenant du silicone modifié
EP0545257A2 (fr) 1991-11-26 1993-06-09 Bristol-Myers Squibb Company Compositions de coloration des cheveux par oxydation et procédé de teinture des fibres kératiniques humaines
WO1995001772A1 (fr) 1993-07-05 1995-01-19 Ciba-Geigy Ag Procede de teinture de fibres keratiniques
EP0640643A2 (fr) 1993-08-10 1995-03-01 Kao Corporation Organopolysiloxanes et procédé de fixation de la chevelure les utilisant
EP0642783A1 (fr) 1993-09-14 1995-03-15 GOLDWELL GmbH Composition pour la coloration et l'éclairicsement simultanés des cheveux humains
WO1996009807A1 (fr) 1994-09-27 1996-04-04 Henkel Kommanditgesellschaft Auf Aktien Derives de 1-hydroxy-1-ethanone destines a la teinture de fibres contenant de la keratine
EP0970684A1 (fr) 1998-07-09 2000-01-12 L'oreal Composition de teinture pour fibres kérantiniques avec un colorant direct cationique et un polymère épaississant
EP1166752A2 (fr) 2000-06-23 2002-01-02 GOLDWELL GmbH Composition de teinture pour cheveux
EP1172082A2 (fr) 2000-06-23 2002-01-16 GOLDWELL GmbH Procédé pour la teinture des cheveux humains
EP1250911A1 (fr) 2001-04-18 2002-10-23 GOLDWELL GmbH Teinture pour cheveux
EP1250909A1 (fr) 2001-04-18 2002-10-23 GOLDWELL GmbH Teinture pour cheveux
EP1250908A2 (fr) 2001-04-18 2002-10-23 GOLDWELL GmbH Produit pour la coloration des cheveux
EP1250912A1 (fr) 2001-04-18 2002-10-23 GOLDWELL GmbH Teinture pour cheveux
EP1250910A1 (fr) 2001-04-18 2002-10-23 GOLDWELL GmbH Teinture pour cheveux
EP1586301A1 (fr) 2004-03-27 2005-10-19 KPSS-Kao Professional Salon Services GmbH Composition pré-traitante pour la coloration oxidative des fibres kératiniques et leur procédé d'utilisation

Also Published As

Publication number Publication date
EP2509567A1 (fr) 2012-10-17
EP2509567B1 (fr) 2017-10-04
US8337570B2 (en) 2012-12-25
EP2332516A1 (fr) 2011-06-15
US20120255131A1 (en) 2012-10-11

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