WO2015096936A1 - Method for shaping and colouring fibres containing keratin - Google Patents
Method for shaping and colouring fibres containing keratin Download PDFInfo
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- WO2015096936A1 WO2015096936A1 PCT/EP2014/074846 EP2014074846W WO2015096936A1 WO 2015096936 A1 WO2015096936 A1 WO 2015096936A1 EP 2014074846 W EP2014074846 W EP 2014074846W WO 2015096936 A1 WO2015096936 A1 WO 2015096936A1
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- amino
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- keratin
- treatment agent
- fibers
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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
- A61Q5/04—Preparations for permanent waving or straightening the hair
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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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/43—Guanidines
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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
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
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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
- 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
- the application relates to the technical field of reshaping and coloring keratin-containing fibers, in particular human hair.
- keratin-containing fibers in principle all animal hair, e.g. Wool, horsehair, angora hair, furs, feathers and products made therefrom or textiles.
- the agents and methods according to the invention are preferably used in the context of hair shaping, in particular the smoothing of curly human hair and wigs made therefrom.
- a permanent deformation keratin inconveniencer fibers is usually carried out so as to mechanically deform the fiber and determines the deformation by suitable means.
- the fiber Before and / or after this deformation, the fiber is treated with a keratin reducing preparation. After a rinsing operation, the fiber is then treated with an oxidizing agent preparation in the so-called fixing step, rinsed and freed from the forming aids (e.g., winders, papillots) after or during the fusing step.
- the keratin reducing component is a mercaptan, e.g.
- Ammonium thioglycolate is used, this part of the disulfide bridges of the keratin molecule cleaves to -SH groups, so that there is a softening of keratin fibers.
- disulfide bridges are knotted in the hair keratin, so that the Keratinge Shege is fixed in the predetermined deformation.
- sulfite instead of the mercaptans for hair styling.
- the permanent smoothing of keratin-containing fibers is achieved analogously by the use of keratin reducing and oxidizing compositions.
- the curly hair is either wound on large diameter worms, usually greater than 15 mm, or the hair is smoothed combed under the action of the keratin reducing composition.
- the fiber is also possible to place the fiber on a smoothing board smooth down.
- Smoothing boards are usually rectangular boards, for example made of plastic.
- the fiber is wetted with the keratin reducing preparation.
- alkaline reshaping agents in contrast to reshaping with keratin reducing and oxidizing compositions, do not result in reshaping of the disulfide bridges, but in destruction of the disulfide bridges to form monosulfide bridges.
- the pH of the alkaline reforming agent is usually in the range of 11-14, preferably 12-13.
- the known forming methods especially in the case of smoothing, have the disadvantage that the keratin-containing fiber is charged electrostatically.
- the deformation result of the known methods in terms of the degree of deformation and the uniformity of the deformation is in need of improvement. When an improvement in the degree of deformation is achieved, this is usually accompanied by an increased damage to the keratin-containing fiber.
- DE 197 13 698 C1 discloses a method in which an oxidation dye precursor and / or a direct dye is added to the oxidizing agent used to fix the transformed hair.
- EP 352 375 A1, EP 1 287 812 A2 and DE 10 2005 061 023 A1 disclose processes for the simultaneous shaping and dyeing of hair, in which a keratin-reducing preparation is used which already contains the necessary dyes and / or dye precursors. These methods described in the prior art are in need of improvement, both in terms of their deformation result and in terms of the dyeing result.
- the deformation and colorants used are characterized by a low chemical and physical stability.
- the object of the application is therefore to provide a forming and dyeing process for keratin fibers, especially for human hair, which provides a very good and lasting deformation and dyeing results, the fiber maintains and protects the structure of the fiber.
- the funds used should also be characterized by a good chemical and physical stability.
- the object can be achieved by the combination and at the same time application of two compositions, one of which contains an agent which modifies the disulfide bridges of the hair and the other a dye.
- a first subject of the application is therefore a process for smoothing and coloring keratin-containing fibers, in particular human hair, in which
- treatment agents A and B and optionally further active ingredients are mixed together to form a treatment agent C having a pH of between 10 and 14,
- the fibers are then optionally treated with an oxidizing agent and subsequently rinsed again.
- the treatment agent A used in the method according to the invention and the treatment agent C obtained in step (iii) contain at least one alkalizing agent.
- the addition of alkalizing agent serves to break the disufide bridges of the keratinic fibers and thus allow their transformation.
- the pH of the treatment agent C is between 10 to 14, with pH values of 1 1 to 14, in particular of 12 to 13 are preferred.
- the alkalizing agents which can be used according to the invention for adjusting the preferred pH can be selected from the group of ammonia, basic amino acids, alkali metal hydroxides, alkanolamines, alkali metal metasilicates, alkali metal phosphates and alkali metal hydrogenphosphates.
- the alkali metal ions used are preferably lithium, sodium, potassium, in particular sodium or potassium.
- the basic amino acids which can be used as alkalizing agents are preferably selected from the group consisting of L-arginine, D-arginine, D, L-arginine, L-lysine, D-lysine, D, L-lysine, particularly preferably L-arginine, D-arginine, D, L-arginine used as an alkalizing agent according to the invention.
- alkanolamines which can be used as alkalizing agents are preferably selected from primary amines having a C 2 -C 6 -alkyl basic body which carries at least one hydroxyl group.
- Particularly preferred alkanolamines are selected from the group formed from 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1 Aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol , 1-amino-2-methylpropan-2-ol, 3-aminopropane-1, 2-diol, 2-amino-2-methylpropane-1, 3-diol.
- Very particularly preferred alkanolamines according to the invention are selected from the group consisting of 2-aminoethane-1-ol, 2-amino-2-methylpropan-1-ol and 2-amino-2-methyl-propane-1,3-diol.
- alkali metal hydroxides which can be used as alkalizing agents are preferably selected from the group consisting of sodium hydroxide and potassium hydroxide. These alkalizing agents are particularly suitable for the adjustment of strongly alkaline pH values. Methods using treating agents A which contain at least one alkalizing agent selected from the group consisting of sodium hydroxide and potassium hydroxide are preferred.
- Very particularly preferred methods according to the invention are characterized in that the fibers in step (iv) are subjected to a treatment with a treatment agent C which - based on its weight - 1 to 5 wt .-%, preferably 1, 5 to 4.5 wt .-%, more preferably 2 to 4 wt .-% and in particular 2.5 to 3.5 wt .-% sodium hydroxide and / the potassium hydroxide, vorugitate sodium hydroxide.
- a treatment agent C which - based on its weight - 1 to 5 wt .-%, preferably 1, 5 to 4.5 wt .-%, more preferably 2 to 4 wt .-% and in particular 2.5 to 3.5 wt .-% sodium hydroxide and / the potassium hydroxide, vorugpidieri sodium hydroxide.
- the strongly alkaline alkalizing agents sodium hydroxide and potassium hydroxide are lithium hydroxide, calcium hydroxide and guanidine hydroxide, which is formed in situ from calcium hydroxide and guanidine carbonate. Because of their lower alkalinity, these alkalizing agents damage the keratinic fibers subjected to forming to a lesser extent than the aforementioned hydroxides of sodium and potassium.
- Preferred processes according to the invention are therefore characterized in that the treatment agent A comprises at least one alkalizing agent selected from the group consisting of lithium hydroxide, calcium hydroxide and guanidine carbonate.
- step (iv) are subjected to a treatment with a treatment agent C, which based on its weight - 0.5 to 2.5 wt .-%, preferably 0.75 to 2.25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt. - contains% calcium hydroxide.
- a treatment agent C which based on its weight - 0.5 to 2.5 wt .-%, preferably 0.75 to 2.25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt. - contains% calcium hydroxide.
- step (iv) are characterized in that the fibers in step (iv) are subjected to a treatment with a treatment agent C, which - based on its weight - 0.5 to 2.5 wt .-%, preferably 0.75 to 2.25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt .-% guanidine carbonate.
- a treatment agent C which - based on its weight - 0.5 to 2.5 wt .-%, preferably 0.75 to 2.25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt .-% guanidine carbonate.
- Particularly preferred processes according to the invention are characterized in that the fibers in step (iv) are subjected to a treatment with a treatment agent C which, based on its weight, is 0.5 to 2.5% by weight, preferably 0.75 to 2.25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt .-% calcium hydroxide and 0.5 to 2.5 wt .-%, preferably 0.75 to 2 , 25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt .-% guanidine carbonate.
- a treatment agent C which, based on its weight, is 0.5 to 2.5% by weight, preferably 0.75 to 2.25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt .-% calcium hydroxide and 0.5 to 2.5 wt .-%, preferably 0.75 to
- the treatment agent B used in the process according to the invention and the treatment agent C obtained in step (iii) contain at least one keratin-dyeing substance.
- the proportion by weight of the keratin-coloring substance in the total weight of the treatment agent C is preferably from 0.1 to 20% by weight, preferably from 0.15 to 10% by weight, particularly preferably from 0.2 to 5.0% by weight and in particular 0 , 25 to 2.0% by weight.
- Preferred keratin-coloring substances are selected from the group of substantive dyes and the oxidative colorants (oxidation dye precursors). Particularly preferred are those process variants in which the treatment agent B contains at least one keratin-dyeing substance from the group of oxidative colorants.
- the proportion by weight of the keratin-coloring substance in the total weight of the treating agent C is preferably 0.01 to 4.0% by weight, preferably 0.1 to 2.0% by weight, preferably 0.2 to 1.0% by weight. and in particular from 0.25 to 0.8% by weight
- compositions B and C used in the process according to the invention comprise at least one oxidative dye (oxidation dye precursor).
- oxidative colorants are to be understood to mean hair color-modifying agents which cause a permanent coloration of the fibers by oxidation of oxidation dye precursors.
- the usable dye precursors the present invention is not subject to any restrictions.
- the compositions used according to the invention may contain, as dye precursors, oxidation dye precursors of the developer and / or coupler type, and precursors of naturally-analogous dyes, such as indole and indoline derivatives, and mixtures of representatives of these groups.
- compositions used according to the invention contain at least one oxidation dye precursor of the developer and / or coupler type.
- developer component a p-phenylenediamine derivative or one of its physiologically acceptable salts.
- Particularly preferred p-phenylenediamines are selected from p-phenylenediamine, p-toluenediamine, 2-chloro-p-phenylenediamine, N, N-bis (2-hydroxyethyl) -p-phenylenediamine and N-phenyl-p-phenylenediamine, 2- (2-hydroxyethyl) -p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1H-imidazol-1-yl) propyl] amine and their physiologically acceptable salts.
- developer component compounds which contain at least two aromatic nuclei which are substituted by amino and / or hydroxyl groups.
- Preferred binuclear developer components are in particular: N, N'-bis (2-hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-diamino-propan-2-ol and bis (2-hydroxy) Hydroxy-5-aminophenyl) -methane and their physiologically acceptable salts.
- the developer component may be preferred according to the invention to use as the developer component a p-aminophenol derivative or one of its physiologically tolerable salts.
- Preferred p-aminophenols are in particular p-aminophenol, N-methyl-p-aminophenol, and 4-amino-3-methyl-phenol and their physiologically acceptable salts.
- the developer component may be selected from o-aminophenol and its derivatives such as 2-amino-5-methylphenol and its physiologically acceptable salts.
- the developer component may be selected from heterocyclic developer components, such as the pyridine, pyrimidine, pyrazole, pyrazolo-pyrimidine derivatives and their physiologically acceptable salts.
- heterocyclic developer components such as the pyridine, pyrimidine, pyrazole, pyrazolo-pyrimidine derivatives and their physiologically acceptable salts.
- Preferred pyrimidine derivatives are in particular 2,4,5,6-tetraaminopyrimidine and 4-hydroxy-2,5,6-triaminopyrimidine and their physiologically acceptable salts.
- a preferred pyrazole derivative is 4,5-diamino-1- (2-hydroxyethyl) pyrazole and its physiologically acceptable salts.
- compositions B contain at least one coupler component.
- coupler components m-phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones and m-aminophenol derivatives are generally used.
- Suitable coupler substances are, in particular, 1-naphthol, 1, 5- and 2,7-dihydroxynaphthalene, 1-acetoxy-2-methoxynaphthalene, resorcinol, 4-chloro-resorcinol and 2-amino-3-hydroxypyridine and their physiologically tolerated salts.
- pyridine derivatives such as 3-amino-2-methylamino-6-methoxypyridine, 2,6-diaminopyridine, 2,6-dihydroxy-3,4-dimethylpyridine, 2-amino-3-hydroxypyridine and 3,5-diamino 2,6-dimethoxy,
- coupler components according to the invention are 1-naphthol, 1,5- and 2,7-dihydroxynaphthalene, 5-amino-2-methylphenol, 2-amino-3-hydroxypyridine, resorcinol, 4-chlororesorcinol, 2-methylresorcinol and 2,6- Dihydroxy-3,4-dimethylpyridine and its physiologically acceptable salts.
- compositions B and C used according to the invention contain both the developer components and the coupler components preferably in an amount of 0.005 to 20 wt .-%, preferably 0.1 to 5 wt .-%, each based on the total weight the means.
- developer components and coupler components are generally used in approximately molar amounts to each other.
- a certain excess of individual oxidation dye precursors is not disadvantageous, so that developer components and coupler components in a molar ratio of 1: 0.5 to 1: 3, in particular 1: 1 to 1: 2 , may be included.
- the oxidation dye precursor compositions used according to the invention contain at least one precursor of a naturally-analogous dye.
- precursors of naturally-analogous dyes such indoles and indolines are preferably used which have at least one hydroxy or amino group, preferably as a substituent on the six-membered ring.
- Particularly preferred derivatives of indoline are 5,6-dihydroxyindoline and 2,3-dioxoindoline (isatin) and their physiologically acceptable salts.
- a particularly preferred derivative of indole is 5,6-dihydroxyindole and its physiologically acceptable salts.
- the agents used according to the invention preferably contain the indole or indoline derivatives in an amount of 0.05-10% by weight, preferably 0.2-5% by weight, in each case based on their total weight.
- Direct dyes can be subdivided into anionic, cationic and nonionic substantive dyes.
- the substantive dyes are preferably selected from the nitrophenylenediamines, the nitroaminophenols, the azo dyes, the anthraquinones or the indophenols and their physiologically tolerated salts.
- 2,4-dinitro-1-naphthol-7-sulfonic acid disodium salt (Cl 10,316, Acid Yellow 1, Food Yellow No. 1), 2- (indan-1, 3-dione-2) are particularly suitable as anionic substantive dyes.
- Preferred anionic substantive dyes are those having the international designations or trade names Acid Yellow 1, Acid Yellow 10, Acid Yellow 23, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 52, Pigment Red 57: 1, Acid Blue 7 , Acid Green 50, Acid Violet 43, Acid Black 1 and Acid Black 52 known compounds.
- Suitable cationic substantive dyes are, in particular, di [4- (diethylamino) phenyl] [4- (ethylamino) naphthyl] carbenium chloride (CI 42,595, Basic Blue 7), di [4- (dimethylamino) phenyl] [4- (phenylamino ) naphthyl] carbenium chloride (Cl 44.045; Basic Blue 26), 8-amino-2-bromo-5-hydroxy-4-imino-6 - [(3- (trimethylammonio) phenyl) amino] -1 (4H) - naphthalene chloride (Cl 56.059, Basic Blue No.
- Suitable nonionic substantive dyes are in particular nonionic nitro and quinone dyes and neutral azo dyes.
- Particularly suitable blue nitro dyes are 1,4-bis [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Violet BS), 1- (2-hydroxyethyl) amino-2-nitro-4- [di (2-hydroxyethyl) amino] -benzene (HC Blue 2), 4- [di (2-hydroxyethyl) amino] -1 - [(2-methoxyethyl) amino] -2-nitrobenzene (HC Blue 1: 1), 4- [ethyl (2 -hydroxyethyl) - amino] -1 - [(2-hydroxyethyl) amino] -2-nitrobenzene hydrochloride (HC Blue 12), 1- (2-hydroxyethyl) amino-2-nitro-4-N-ethyl-N- (2-hydroxyethyl) aminobenzene (HC Blue 15), 1-amino-3-methyl-4 - [(2-hydroxyethyl) amino] -6-nitrobenzene (HC Violet 1), 1- (3-hydroxypropylamino)
- Suitable red nitro dyes are in particular 1-amino-4 - [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Red 7), 2-amino-4,6-dinitrophenol (pikramic acid) and their salts, 1, 4-diamino -2-nitrobenzene (Cl 76.070), 4-amino-2-nitro-diphenylamine (HC Red 1), 1-amino-4- [di (2-hydroxyethyl) amino] -2-nitrobenzene hydrochloride (HC Red 13) , 1-amino-4 - [(2-hydroxyethyl) amino] -5-chloro-2-nitrobenzene, 4-amino-1 - [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Red 3), 4 - [(2-hydroxyethyl) amino] -3-nitrotoluene, 4-amino-3-nitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitrophenol,
- Suitable yellow nitro dyes are in particular 1, 2-diamino-4-nitrobenzene (Cl 76.020), 1 - [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Yellow 2), 1- (2-hydroxyethoxy) -2- [ (2-hydroxyethyl) amino] -5-nitrobenzene (HC Yellow 4), 1-amino-2 - [(2-hydroxyethyl) amino] -5-nitrobenzene (HC Yellow 5), 4 - [(2,3-dihydroxypropyl ) -amino] -3-nitro-1-trifluoromethylbenzene (HC Yellow 6), 2 - [(2-hydroxyethyl) amino] -1-methoxy-5-nitrobenzene, 2-amino-4-nitrophenol, 1 - ( 2-hydroxyethoxy) -3-methylamino-4-nitrobenzene, 2,3- (dihydroxypropoxy) -3-methylamino-4-nitrobenzene, 3 - [(2-amino
- Suitable quinone dyes are, in particular, 1 - [(2-hydroxyethyl) amino] -4-methylamino-9,10-anthraquinone (Cl 61, 505, Disperse Blue 3), mixtures of 1,4-bis [(2-hydroxyethyl) amino] anthra-9,10-quinone with 1 - [(2-hydroxyethyl) amino] -4 - [(3-hydroxypropyl) amino] anthra-9,10-quinone and 1,4-bis [(3-hydroxypropyl) amino] anthra-9,10-quinone (Disperse Blue 377), 1, 4-diamino-9,10-anthraquinone (Cl.
- Disperse Violet 1 1-amino-4- (methylamino) -9,10- anthraquinone (Cl 61, 105, Disperse Violet 4, Solvent Violet No. 12), 2-hydroxy-1,4-naphthoquinone (Lawsone, Cl. 75,480, Natural Orange 6), 1,4-bis [(2,3- dihydroxypropyl) amino] -9,10-anthracenedione (HC Blue 14).
- Suitable neutral azo dyes are in particular 1 - [di (2-hydroxyethyl) amino] -3-methyl-4 - [(4-nitrophenyl) azo] benzene (Cl 11, 210, Disperse Red 17), 1 - [Di ( 2-hydroxyethyl) amino] -4 - [(4-nitrophenyl) azo] benzene (Disperse Black 9), 4 - [(4-aminophenyl) azo] -1 - [di (2-hydroxyethyl) amino] -3- methylbenzene (HC Yellow 7), 2,6-diamino-3 - [(pyridin-3-yl) azo] -pyridine, 4 - [(4-nitrophenyl) azo] -aniline (Cl 1, 005; Disperse Orange 3 ).
- Preferred process variants are characterized in that the treatment agent C contains no xanthene dye.
- the treatment agent C contains at least one swelling agent.
- swelling agent b) is preferably a compound from the group urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol, for example Propylene glycol monoethyl ether, carbonates, bicarbonates, diols and triols, and in particular 1,2-diols and 1,3-diols, for example 1,2-propanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-dodecanediol, 1,3-propanediol, 1,6-hexanediol, 1, 5-pentanediol,
- a particularly advantageous hair straightening and especially advantageous dyeing results are achieved by the use of a swelling agent b) from the group urea (urea), glycerol (propane-1,2,3-triol), sorbitol (D-glucitol) and / or pyrrolidonecarboxylic acid (5- Oxopyrrolidine-2-carboxylic acid), especially urea.
- a swelling agent b) from the group urea (urea), glycerol (propane-1,2,3-triol), sorbitol (D-glucitol) and / or pyrrolidonecarboxylic acid (5- Oxopyrrolidine-2-carboxylic acid), especially urea.
- urea urea
- glycerol propane-1,2,3-triol
- sorbitol D-glucitol
- pyrrolidonecarboxylic acid 5- Oxopyrrolidine-2-carboxylic acid
- the proportion by weight of the swelling agent b) in the total weight of the treatment agent C is preferably 0.2 to 15 wt .-%, preferably 1, 0 to 12 wt .-% and in particular 2.0 to 10 wt .-%.
- composition containing the keratin reducing substance may contain surfactants, especially those from the group of anionic, amphoteric, zwitterionic and nonionic surfactants. These surfactants have the task of promoting the wetting of the keratin surface by the treatment solution, but above all to solubilize any existing fragrances or to emulsify stably.
- Nonionic surfactants contain as hydrophilic group e.g. a polyol group, a polyalkylene glycol ether group, or a combination of polyol and polyglycol ether groups.
- Preferred nonionic surfactants are
- Adducts of 5 to 60 moles of ethylene oxide with castor oil and hydrogenated castor oil Adducts of 5 to 60 moles of ethylene oxide with castor oil and hydrogenated castor oil
- Polyol fatty acid esters such as the commercial product Hydagen® HSP (Cognis) or Sovermol types (Cognis),
- R 1 CO is a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms
- R 2 is hydrogen or methyl
- R 3 is a linear or branched alkyl radical having 1 to 4 carbon atoms and w is a number from 1 to 20 stands,
- Adducts of ethylene oxide with fatty acid alkanolamides and fatty amines Adducts of ethylene oxide with fatty acid alkanolamides and fatty amines
- R40- [G] p sugar surfactants of the alkyl and alkenyl oligoglycoside type of the formula R40- [G] p in which R 4 is an alkyl or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10 stands. They can be obtained by the relevant methods of preparative organic chemistry.
- the composition C additionally contain at least one cationic surfactant.
- cationic surfactants selected from quaternary ammonium compounds, esterquats and amidoamines or mixtures thereof are preferred.
- the cationic surfactants are contained in the compositions C preferably in amounts of 0.05 to 10 wt .-%, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
- Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkyl methylammonium chlorides, eg. Cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride, as well as the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
- the long alkyl chains of the above-mentioned surfactants preferably have 10 to 18 carbon atoms.
- Very particularly preferred methods according to the invention are characterized in that the treatment agent C, based on its total weight, 0.01 to 1 wt .-%, preferably 0.025 to 0.75 wt .-%, more preferably 0.05 to 0.5 wt % and in particular 0.1 to 0.25 wt .-% (C12 to Cie) - alkyltrimethylammonium salt (s).
- At least one setting polymer selected from at least one compound the group formed from strengthening nonionic polymers, fortifying anionic polymers, strengthening amphoteric polymers, and setting cationic polymers.
- Firming polymers contribute to the maintenance and / or build-up of the hair volume and hair fullness of the overall hairstyle.
- These polymers are at the same time also film-forming polymers and therefore generally typical substances for shaping hair treatment agents such as hair fixatives, hair foams, hair waxes, hair sprays. The film formation can be quite selective and connect only a few fibers.
- compositions C are cationic polyemes.
- the additional strengthening cationic polymers have at least one structural unit containing at least one permanently cationized nitrogen atom. Permanently cationized nitrogen atoms are to be understood as meaning those nitrogen atoms which carry a positive charge and thereby form a quaternary ammonium compound.
- Quaternary ammonium compounds are most commonly prepared by reacting tertiary amines with alkylating agents, e.g. Methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also produced ethylene oxide. Depending on the tertiary amine used, the following groups are known in particular: alkylammonium compounds, alkenylammonium compounds, imidazolinium compounds and pyridinium compounds.
- Preferred processes are characterized in that the treatment agent C, based on its total weight, is from 0.2% by weight to 10.0% by weight, very particularly preferably from 0.5% by weight to 5.0% by weight. containing, setting, cationic polymer.
- Suitable cationic polymers are
- cationic, quaternized cellulose derivatives such as are prepared, for example, by the reaction of hydroxyethyl cellulose with a dimethyl diallyl ammonium reactant (especially dimethyl diallyl ammonium chloride) optionally in the presence of other reactants; particularly suitable are cationic celluloses with the INCI name Polyquaternium-4;
- Copolymers of diethyl sulfate quaternized dimethylaminoethyl methacrylate, with N-vinylpyrrolidone for example copolymers with the INCI name Polyquaternium-1 1;
- Copolymers of N-methylvinylimidazole, vinylpyrrolidone and vinylcaprolactam for example copolymers with the INCI name Polyquarternium-46;
- Copolymers of N-methylvinylimidazole, vinylpyrrolidone, vinylimidazole and methacrylamide copolymers for example copolymers with the INCI name Polyquaternium-68;
- the composition according to the invention preferably contains at least one strengthening nonionic polymer as additional strengthening polymer.
- the strengthening nonionic polymers are preferably present in the composition according to the invention in an amount of from 0.1% by weight to 20.0% by weight, particularly preferably from 0.2% by weight to 15.0% by weight, completely particularly preferably from 0.5 wt .-% to 10.0 wt .-%, each based on the total weight of the inventive composition.
- compositions A, B and C preferably contain the ingredients in a cosmetically acceptable carrier.
- Preferred cosmetically acceptable carriers are aqueous, alcoholic or aqueous-alcoholic media.
- Aqueous alcoholic media preferably contain at least 10% by weight of water, in particular at least 30% by weight of water, in each case based on the total agent.
- alcohols it is possible in particular to include the lower alcohols having 1 to 4 carbon atoms (in particular (C 1 to C 4) monohydroxyalkanes) customarily used for cosmetic purposes, such as, for example, ethanol and isopropanol. It is inventively preferred to use at least one (Ci to C4) monohydroxyalkane in the inventive compositions, wherein amounts of 1 to 50 wt .-%, in particular from 5 to 30 wt .-% are preferred.
- the cosmetically acceptable carrier of the agent according to the invention very particularly preferably contains at least 10% by weight of water and 0 to 50% by weight of at least one (C 1 to C 4 ) monohydroxyalkane, in particular at least 30% by weight of water and optionally 5 to 30 % By weight of at least one (C 1 to C 4 ) monohydroxyalkane, in each case based on the total weight of the agent according to the invention.
- organic solvents or a mixture of solvents having a boiling point below 400 ° C. may be present in an amount of from 0.1 to 15% by weight, preferably from 1 to 10% by weight, based on the total agent according to the invention.
- Particularly suitable as additional co-solvents are unbranched or branched hydrocarbons such as pentane, hexane, isopentane and cyclic hydrocarbons such as cyclopentane and cyclohexane.
- particularly preferred water-soluble solvents are glycerol, ethylene glycol and 1, 2-propylene glycol in an amount of up to 30 wt .-% based on the total agent.
- preferred methods according to the invention are characterized in that the treatment agent C, based on its total weight, contains at least 10% by weight of water and 0 to 50% by weight of at least one (O to C4) monohydroxyalkane.
- the keratinic fibers are smoothed in step (v) of the method according to the invention.
- the keratinic fibers are preferably mechanically smoothed during or after the end of the reaction time.
- the smoothing is preferably carried out without heat.
- smoothing for example, the combing or the application of a, preferably unheated smoothing boards are.
- the smoothing in step v) takes place without heat.
- Smoothing and rinsing of the keratinic fibers in step v) can in principle be carried out in any order. For the smoothing and staining results, however, it has proven to be advantageous first to smooth the keratinic fibers in step (v) and then to rinse them.
- the smoothing and staining results achieved by means of the method according to the invention can be improved by repeating the method steps (iv) and (v).
- Particularly preferred process variants are therefore characterized by repeating the process steps (iv) and (v) twice, preferably three times.
- step (v) it is preferred to subject the keratinic fibers to an oxidative treatment after step (v).
- compositions, uses, and methods of the invention are characterized by the following items:
- treatment agents A and B and optionally further active ingredients are mixed together to give a treatment agent C having a pH of between 10 and 14,
- the fibers are then optionally treated with an oxidizing agent and subsequently rinsed again.
- the treatment agent A contains at least one alkalizing agent from the group lithium hydroxide, calcium hydroxide and guanidine carbonate.
- the treatment agent B contains at least one keratin-coloring substance from the group of oxidative coloring agents.
- the treatment agent C contains no xanthene dye.
- the weight fraction of the keratin coloring oxidative colorant in the total weight of the treating agent C 0.01 to 4.0 wt .-%, preferably 0.1 to 2.0 wt .-%, preferably 0.2 to 1, 0 wt .-% and in particular 0.25 to 0.8 wt .-% is.
- the treatment agent C at least one swelling agent, preferably a swelling agent from the group urea (urea), glycerol (propane-1, 2,3-triol), sorbitol (D-glucitol) and / or pyrrolidonecarboxylic acid (5-oxopyrrolidine-2-carboxylic acid).
- urea urea
- glycerol propane-1, 2,3-triol
- sorbitol D-glucitol
- pyrrolidonecarboxylic acid 5-oxopyrrolidine-2-carboxylic acid
- the proportion by weight of the swelling agent b) in the total weight of the treatment agent C is from 0.2 to 15% by weight, preferably from 1 to 0 to 12% by weight and in particular from 2.0 to 10% by weight.
- Method according to one of the preceding points characterized in that the treatment agent C, based on its total weight, 0.01 to 1 wt .-%, preferably 0.025 to 0.75 wt .-%, more preferably 0.05 to 0.5 Wt .-% and in particular 0.1 to 0.25 wt .-% (C12 to Ci8) -Alkyltrimethylammoniumsalz (e).
- Method according to one of the preceding points characterized in that the treatment agent C, based on its total weight of 0.2 wt .-% to 1 0.0 wt .-%, most preferably from 0.5 wt .-% to 5, 0 wt .-%, consolidating, cationic polymer.
- Method according to one of the preceding points characterized in that the treatment agent C, based on its total weight at least 10 wt .-% water and 0 to 50 wt .-% of at least one (Ci to C4) -Monohydroxyalkans.
- Method according to one of the preceding points characterized in that the smoothing in step v) takes place without the action of heat.
- Method according to one of the preceding points characterized in that the keratinic fibers are first smoothed in step (v) and then rinsed. Method according to one of the preceding points, characterized in that the method steps (iv) and (v) are repeated at least twice, preferably at least three times. Method according to one of the preceding points, characterized in that the keratinic fibers are subjected to an oxidative treatment following step (v).
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Abstract
Methods involving (i) providing a treatment composition A comprising at least one alkalifying substance, (ii) providing a treatment composition B comprising at least one keratin colouring substance, (iii) mixing together treatment compositions A and B and also optionally further active ingredients to give a treatment composition C having a pH of between 10 and 14, (iv) applying the treatment composition C to the keratinous fibres, (v) thereafter mechanically straightening and rinsing the keratinous fibres, (vi) subsequently treating the fibres optionally with an oxidizing agent and thereafter rinsing them again, are suitable for the simultaneous straightening and colouring of keratinous fibres, more particularly human hair.
Description
VERFAHREN ZUR GLÄTTUNG UND FÄRBUNG KERATINHALTIGER FASERN PROCESS FOR GLOWING AND STAINING KERATINE-CONTAINING FIBERS
Die Anmeldung betrifft das technische Gebiet der Umformung und Färbung keratinhaltiger Fasern, insbesondere menschlicher Haare. Als keratinhaltige Fasern können prinzipiell alle tierischen Haare, z.B. Wolle, Roßhaar, Angorahaar, Pelze, Federn und daraus gefertigte Produkte oder Textilien eingesetzt werden. Bevorzugt werden die erfindungsgemäßen Mittel und Verfahren jedoch im Rahmen einer Haarumformung, insbesondere der Glättung krauser menschlicher Haare sowie daraus gefertigter Perücken, eingesetzt. The application relates to the technical field of reshaping and coloring keratin-containing fibers, in particular human hair. As keratin-containing fibers, in principle all animal hair, e.g. Wool, horsehair, angora hair, furs, feathers and products made therefrom or textiles. However, the agents and methods according to the invention are preferably used in the context of hair shaping, in particular the smoothing of curly human hair and wigs made therefrom.
Eine dauerhafte Verformung keratinhaltiger Fasern wird üblicherweise derart durchgeführt, dass man die Faser mechanisch verformt und die Verformung durch geeignete Hilfsmittel festlegt. Vor und/oder nach dieser Verformung behandelt man die Faser mit einer Keratin reduzierenden Zubereitung. Nach einem Spülvorgang wird die Faser dann in dem so genannten Fixierschritt mit einer Oxidationsmittelzubereitung behandelt, gespült und nach oder während des Fixierschritts von den Verformungshilfsmitteln (z.B. Wicklern, Papilloten) befreit. Wenn als Keratin reduzierende Komponente ein Merkaptan, z.B. Ammoniumthioglykolat, verwendet wird, spaltet dieses einen Teil der Disulfid- Brücken des Keratin-Moleküls zu -SH-Gruppen, so dass es zu einer Erweichung der Keratinfaser kommt. Bei der späteren oxidativen Fixierung werden erneut Disulfid-Brücken im Haarkeratin geknüpft, so dass das Keratingefüge in der vorgegebenen Verformung fixiert wird. Alternativ ist es bekannt, zur Haarverformung anstelle der Merkaptane Sulfit zu verwenden. Durch Hydrogensulfit-Lösungen und/oder Sulfit-Lösungen und/oder Disulfit-Lösungen werden Disulfid-Brücken des Keratins in einer Sulfitolyse nach der Gleichung A permanent deformation keratinhaltiger fibers is usually carried out so as to mechanically deform the fiber and determines the deformation by suitable means. Before and / or after this deformation, the fiber is treated with a keratin reducing preparation. After a rinsing operation, the fiber is then treated with an oxidizing agent preparation in the so-called fixing step, rinsed and freed from the forming aids (e.g., winders, papillots) after or during the fusing step. When the keratin reducing component is a mercaptan, e.g. Ammonium thioglycolate is used, this part of the disulfide bridges of the keratin molecule cleaves to -SH groups, so that there is a softening of keratin fibers. In the later oxidative fixation again disulfide bridges are knotted in the hair keratin, so that the Keratingefüge is fixed in the predetermined deformation. Alternatively, it is known to use sulfite instead of the mercaptans for hair styling. By bisulfite solutions and / or sulfite solutions and / or disulfite solutions, disulfide bridges of keratin in a sulfitolysis according to the equation
R - S - S - R + HSO3H ► R - SH + R - S - SO3H gespalten und auf diese Weise eine Erweichung der Keratinfaser erreicht. Hydrogensulfit-, sulfit- bzw. disulfithaltige Reduktionsmittel weisen nicht den starken Eigengeruch der merkaptanhaltigen Mittel auf. Die Spaltung kann wie zuvor geschildert in einem Fixierschritt mit Hilfe eines Oxidationsmittels unter Bildung von neuen Disulfid-Brücken wieder rückgängig gemacht werden. R - S - S - R + HSO3H ► R - SH + R - S - SO3H and thus achieved a softening of the keratin fibers. Hydrogen sulfite, sulfite or disulfite containing reducing agents do not have the strong odor of the mercaptan-containing agents. The cleavage can be reversed as described above in a fixing step using an oxidizing agent to form new disulfide bridges.
Die permanente Glättung keratinhaltiger Fasern wird analog durch den Einsatz von Keratin reduzierenden und -oxidierenden Zusammensetzungen erzielt. In einem entsprechenden Verfahren wird das krause Haar entweder auf Wickler mit einem großen Durchmesser von üblicherweise mehr als 15 mm gewickelt oder das Haar unter Einwirkung der Keratin reduzierenden Zusammensetzung glattgekämmt. Anstelle des Wicklers ist es auch möglich, die Faser auf ein Glättungsboard
glattzulegen. Glättungsboarde sind üblicherweise rechteckige Tafeln z.B. aus Kunststoff. Vorzugsweise ist die Faser dabei mit der Keratin reduzierenden Zubereitung benetzt. The permanent smoothing of keratin-containing fibers is achieved analogously by the use of keratin reducing and oxidizing compositions. In a similar process, the curly hair is either wound on large diameter worms, usually greater than 15 mm, or the hair is smoothed combed under the action of the keratin reducing composition. Instead of the winder it is also possible to place the fiber on a smoothing board smooth down. Smoothing boards are usually rectangular boards, for example made of plastic. Preferably, the fiber is wetted with the keratin reducing preparation.
Eine weitere Möglichkeit der Haarglättung ist die Glättung mittels Glätteisen nach vorheriger Anwendung alkalischer Produkte. Solche alkalischen Umformungsmittel führen im Gegensatz zur Umformung mittels Keratin reduzierender und -oxidierender Zusammensetzungen nicht zu einer Umformung der Disulfidbrücken, sondern zu einer Zerstörung der Disulfidbrücken unter Bildung von Monosulfidbrücken. Je nach Konzentration und Anwendungsdauer der alkalischen Umformungsmittel werden auch Proteinketten hydrolytisch gespalten. Der pH-Wert der alkalischen Umformungsmittel liegt üblicherweise im Bereich von 1 1 -14, vorzugsweise von 12-13. Another way of hair straightening is the smoothing with a flat iron after previous use of alkaline products. Such alkaline reshaping agents, in contrast to reshaping with keratin reducing and oxidizing compositions, do not result in reshaping of the disulfide bridges, but in destruction of the disulfide bridges to form monosulfide bridges. Depending on the concentration and duration of use of the alkaline reforming agent and protein chains are hydrolytically cleaved. The pH of the alkaline reforming agent is usually in the range of 11-14, preferably 12-13.
Im Allgemeinen haben die bekannten Umformungsverfahren, besonders bei der Glättung, den Nachteil, dass sich die keratinhaltige Faser elektrostatisch auflädt. Darüber hinaus ist das Umformungsergebnis der bekannten Verfahren hinsichtlich des Umformungsgrades und der Gleichmäßigkeit der Umformung verbesserungswürdig. Wenn eine Verbesserung des Umformungsgrades erzielt wird, geht dies meist mit einer verstärkten Schädigung der keratinhaltigen Faser einher. In general, the known forming methods, especially in the case of smoothing, have the disadvantage that the keratin-containing fiber is charged electrostatically. In addition, the deformation result of the known methods in terms of the degree of deformation and the uniformity of the deformation is in need of improvement. When an improvement in the degree of deformation is achieved, this is usually accompanied by an increased damage to the keratin-containing fiber.
Dies ist insbesondere dann der Fall, wenn zusätzlich zur Umformung eine Färbung der keratinischen Fasern gewünscht wird. Insbesondere im Fall einer oxidativen Färbung, jedoch auch bei Anwendung direktziehender Farbstoffe, führt dies zu einer extremen Beanspruchung der Fasern. Zudem ist ein solches Vorgehen sehr zeitaufwändig. This is especially the case if, in addition to the transformation, a coloring of the keratinic fibers is desired. In particular, in the case of an oxidative dyeing, but also when using direct dyes, this leads to an extreme stress on the fibers. Moreover, such a procedure is very time consuming.
Verfahren zur gleichzeitigen Umformung und Färbung keratinischer Fasern wurden in der Literatur beschrieben. So offenbart die DE 197 13 698 C1 ein Verfahren, bei welchem dem zur Fixierung des umgeformten Haares eingesetzten Oxidationsmittel ein Oxidationsfarbstoff-vorprodukt und/oder eine direktziehender Farbstoff zugesetzt wird. Methods for simultaneous reshaping and staining of keratinic fibers have been described in the literature. For example, DE 197 13 698 C1 discloses a method in which an oxidation dye precursor and / or a direct dye is added to the oxidizing agent used to fix the transformed hair.
Aus EP 352 375 A1 , EP 1 287 812 A2 und DE 10 2005 061 023 A1 sind Verfahren zur gleichzeitigen Umformung und Färbung von Haaren bekannt, bei denen eine Keratin reduzierende Zubereitung eingesetzt wird, die bereits die notwendigen Farbstoffe und/oder Farbstoffvorprodukte enthält. Diese im Stand der Technik beschriebenen Verfahren sind sowohl hinsichtlich ihres Verformungsergebnisses, als auch hinsichtlich des Färbeergebnisses verbesserungswürdig. Zudem zeichnen sich die eingesetzten Verformungs- und Färbemittel durch eine geringe chemische und physikalische Stabilität aus.
Aufgabe der Anmeldung ist es daher, ein Umformungs- und Färbeverfahren für keratinhaltige Fasern, insbesondere für menschliches Haar, bereitzustellen, das ein sehr gutes und dauerhaftes Umformungs- und Färbeergebnis liefert, die Faser pflegt sowie die Struktur der Faser schont. Die eingesetzten Mittel sollten sich zudem durch eine gute chemische und physikalische Stabilität auszeichnen. EP 352 375 A1, EP 1 287 812 A2 and DE 10 2005 061 023 A1 disclose processes for the simultaneous shaping and dyeing of hair, in which a keratin-reducing preparation is used which already contains the necessary dyes and / or dye precursors. These methods described in the prior art are in need of improvement, both in terms of their deformation result and in terms of the dyeing result. In addition, the deformation and colorants used are characterized by a low chemical and physical stability. The object of the application is therefore to provide a forming and dyeing process for keratin fibers, especially for human hair, which provides a very good and lasting deformation and dyeing results, the fiber maintains and protects the structure of the fiber. The funds used should also be characterized by a good chemical and physical stability.
Überraschenderweise wurde gefunden, dass die Aufgabe durch die Kombination und zeitgleich Applikation zweier Zusammensetzungen gelöst werden kann, von denen eine ein die Disulfidbrücken des Haares modifizierendes Agens, die andere einen Farbstoff enthält. Surprisingly, it has been found that the object can be achieved by the combination and at the same time application of two compositions, one of which contains an agent which modifies the disulfide bridges of the hair and the other a dye.
Eine erster Gegenstand der Anmeldung ist daher ein Verfahren zur Glättung und Färbung keratinhaltiger Fasern, insbesondere menschlicher Haare, in welchem A first subject of the application is therefore a process for smoothing and coloring keratin-containing fibers, in particular human hair, in which
(i) ein Behandlungsmittel A, enthaltend mindestens ein Alkalisierungsmittel bereitgestellt wird, (i) a treatment agent A containing at least one alkalizing agent is provided,
(ii) ein Behandlungsmittel B, enthaltend mindestens eine Keratin färbende Substanz bereitgestellt wird, (ii) a treating agent B containing at least one keratin-coloring substance is provided,
(iii) die Behandlungsmittel A und B sowie gegebenenfalls weitere Wirkstoffe miteinander zu einem Behandlungsmittel C mit einem pH-Wert zwischen 10 und 14 vermischt werden, (iii) the treatment agents A and B and optionally further active ingredients are mixed together to form a treatment agent C having a pH of between 10 and 14,
(iv) das Behandlungsmittel C auf die keratinhaltigen Fasern aufgebracht wird, (iv) the treatment agent C is applied to the keratin-containing fibers,
(v) die keratinhaltigen Fasern nachfolgend mechanisch geglättet und gespült werden, (v) the keratin-containing fibers are subsequently mechanically smoothed and rinsed,
(vi) die Fasern im Anschluss gegebenenfalls mit einem Oxidationsmittel behandelt und nachfolgend erneut gespült werden. (vi) the fibers are then optionally treated with an oxidizing agent and subsequently rinsed again.
Die in den erfindungsgemäßen Verfahren eingesetzten Behandlungsmittel A und die in Schritt (iii) erhaltenen Behandlungsmittel C enthalten mindestens ein Alkalisierungsmittel. Wie weiter oben ausgeführt, dient der Zusatz von Alkalisierungsmittel dazu, die Disufid-Brücken der keratinischen Fasern zu spalten und auf diese Weise deren Umformung zu ermöglichen. Aus diesem Grund beträgt der pH-Wert des Behandlungsmittel C zwischen 10 bis 14, wobei pH-Werte von 1 1 bis 14, insbesondere von 12 bis 13 bevorzugt sind. The treatment agent A used in the method according to the invention and the treatment agent C obtained in step (iii) contain at least one alkalizing agent. As stated above, the addition of alkalizing agent serves to break the disufide bridges of the keratinic fibers and thus allow their transformation. For this reason, the pH of the treatment agent C is between 10 to 14, with pH values of 1 1 to 14, in particular of 12 to 13 are preferred.
Die zur Einstellung des bevorzugten pH-Wertes erfindungsgemäß verwendbaren Alkalisierungsmittel können aus der Gruppe Ammoniak, basischen Aminosäuren, Alkalihydroxiden, Alkanolaminen, Alkalimetallmetasilikaten, Alkaliphosphaten und Alkalihydrogenphosphaten ausgewählt werden. Als Alkalimetallionen dienen bevorzugt Lithium, Natrium, Kalium, insbesondere Natrium oder Kalium.
Die als Alkalisierungsmittel einsetzbaren basischen Aminosäuren werden bevorzugt ausgewählt aus der Gruppe L-Arginin, D-Arginin, D,L-Arginin, L-Lysin, D-Lysin, D,L-Lysin, besonders bevorzugt L- Arginin, D-Arginin, D, L-Arginin als ein Alkalisierungsmittel im Sinne der Erfindung eingesetzt. The alkalizing agents which can be used according to the invention for adjusting the preferred pH can be selected from the group of ammonia, basic amino acids, alkali metal hydroxides, alkanolamines, alkali metal metasilicates, alkali metal phosphates and alkali metal hydrogenphosphates. The alkali metal ions used are preferably lithium, sodium, potassium, in particular sodium or potassium. The basic amino acids which can be used as alkalizing agents are preferably selected from the group consisting of L-arginine, D-arginine, D, L-arginine, L-lysine, D-lysine, D, L-lysine, particularly preferably L-arginine, D-arginine, D, L-arginine used as an alkalizing agent according to the invention.
Die als Alkalisierungsmittel einsetzbaren Alkanolamine werden bevorzugt ausgewählt aus primären Aminen mit einem C2-C6-Alkylgrundkörper, der mindestens eine Hydroxylgruppe trägt. Besonders bevorzugte Alkanolamine werden aus der Gruppe ausgewählt, die gebildet wird, aus 2-Aminoethan-1 - ol (Monoethanolamin), 3-Aminopropan-1 -ol, 4-Aminobutan-1 -ol, 5-Aminopentan-1 -ol, 1 -Aminopropan- 2-ol, 1 -Aminobutan-2-ol, 1 -Aminopentan-2-ol, 1 -Aminopentan-3-ol, 1 -Aminopentan-4-ol, 3-Amino-2- methylpropan-1 -ol, 1 -Amino-2-methylpropan-2-ol, 3-Aminopropan-1 ,2-diol, 2-Amino-2-methylpropan- 1 ,3-diol. Erfindungsgemäß ganz besonders bevorzugte Alkanolamine werden ausgewählt aus der Gruppe 2-Aminoethan-1 -ol, 2-Amino-2-methylpropan-1 -ol und 2-Amino-2-methyl-propan-1 ,3-diol. The alkanolamines which can be used as alkalizing agents are preferably selected from primary amines having a C 2 -C 6 -alkyl basic body which carries at least one hydroxyl group. Particularly preferred alkanolamines are selected from the group formed from 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1 Aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol , 1-amino-2-methylpropan-2-ol, 3-aminopropane-1, 2-diol, 2-amino-2-methylpropane-1, 3-diol. Very particularly preferred alkanolamines according to the invention are selected from the group consisting of 2-aminoethane-1-ol, 2-amino-2-methylpropan-1-ol and 2-amino-2-methyl-propane-1,3-diol.
Die als Alkalisierungsmittel einsetzbaren Alkalihydroxide werden bevorzugt ausgewählt aus der Gruppe Natriumhydroxid und Kaliumhydroxid. Diese Alkalisierungsmittel eignen sich insbesondere für die Einstellung stark alkalischer pH-Werte. Verfahren unter Einsatz von Behandlungsmitteln A, welche mindestens ein Alkalisierungsmittel aus der Gruppe Natriumhydroxid und Kaliumhydroxid enthalten, werden bevorzugt. The alkali metal hydroxides which can be used as alkalizing agents are preferably selected from the group consisting of sodium hydroxide and potassium hydroxide. These alkalizing agents are particularly suitable for the adjustment of strongly alkaline pH values. Methods using treating agents A which contain at least one alkalizing agent selected from the group consisting of sodium hydroxide and potassium hydroxide are preferred.
Ganz besonders bevorzugte erfindungsgemäße Verfahren sind dadurch gekennzeichnet, dass die Fasern in Schritt (iv) einer Behandlung mit einem Behandlungsmittel C unterworfen werden, welches - bezogen auf sein Gewicht - 1 bis 5 Gew.-%, vorzugsweise 1 ,5 bis 4,5 Gew.-%, weiter bevorzugt 2 bis 4 Gew.-% und insbesondere 2,5 bis 3,5 Gew.-% Natriumhydroxid und/der Kaliumhydroxid, vorugsweise Natriumhydroxid enthält. Very particularly preferred methods according to the invention are characterized in that the fibers in step (iv) are subjected to a treatment with a treatment agent C which - based on its weight - 1 to 5 wt .-%, preferably 1, 5 to 4.5 wt .-%, more preferably 2 to 4 wt .-% and in particular 2.5 to 3.5 wt .-% sodium hydroxide and / the potassium hydroxide, vorugsweise sodium hydroxide.
Eine Alternative zu den stark alkalischen Alkalisierungsmitteln Natriumhydroxid und Kaliumhydroxid bilden Lithiumhydroxid, Calciumhydroxid und Guanidinhydroxid, welches in situ aus Calciumhydroxid und Guanidincarbonat gebildet wird. Aufgrund ihrer geringeren Alkalität schädigen diese Alkalisierungsmittel die der Umformung unterworfenen keratinischen Fasern in geringerem Maße als die zuvor erwähnten Hydroxide von Natrium und Kalium. Bevorzugte erfindungsgemäße Verfahren sind daher dadurch gekennzeichnet, dass das Behandlungsmittel A mindestens ein Alkalisierungsmittel aus der Gruppe Lithiumhydroxid, Calciumhydroxid und Guanidincarbonat enthält. An alternative to the strongly alkaline alkalizing agents sodium hydroxide and potassium hydroxide are lithium hydroxide, calcium hydroxide and guanidine hydroxide, which is formed in situ from calcium hydroxide and guanidine carbonate. Because of their lower alkalinity, these alkalizing agents damage the keratinic fibers subjected to forming to a lesser extent than the aforementioned hydroxides of sodium and potassium. Preferred processes according to the invention are therefore characterized in that the treatment agent A comprises at least one alkalizing agent selected from the group consisting of lithium hydroxide, calcium hydroxide and guanidine carbonate.
Weitere besonders bevorzugte erfindungsgemäße Verfahren sind dadurch gekennzeichnet, dass die Fasern in Schritt (iv) einer Behandlung mit einem Behandlungsmittel C unterworfen werden, welches -
bezogen auf sein Gewicht - 0,5 bis 2,5 Gew.-%, vorzugsweise 0,75 bis 2,25 Gew.-%, weiter bevorzugt 1 bis 2 Gew.-% und insbesondere 1 ,25 bis 1 ,75 Gew.-% Calciumhydroxid enthält. Further particularly preferred methods according to the invention are characterized in that the fibers in step (iv) are subjected to a treatment with a treatment agent C, which based on its weight - 0.5 to 2.5 wt .-%, preferably 0.75 to 2.25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt. - contains% calcium hydroxide.
Weitere besonders bevorzugte erfindungsgemäße Verfahren sind dadurch gekennzeichnet, dass die Fasern in Schritt (iv) einer Behandlung mit mit einem Behandlungsmittel C unterworfen werden, welches - bezogen auf sein Gewicht - 0,5 bis 2,5 Gew.-%, vorzugsweise 0,75 bis 2,25 Gew.-%, weiter bevorzugt 1 bis 2 Gew.-% und insbesondere 1 ,25 bis 1 ,75 Gew.-% Guanidincarbonat enthält. Further particularly preferred methods according to the invention are characterized in that the fibers in step (iv) are subjected to a treatment with a treatment agent C, which - based on its weight - 0.5 to 2.5 wt .-%, preferably 0.75 to 2.25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt .-% guanidine carbonate.
Insbesondere bevorzugte erfindungsgemäße Verfahren sind dadurch gekennzeichnet, dass die Fasern in Schritt (iv) einer Behandlung mit mit einem Behandlungsmittel C unterworfen werden, welches - bezogen auf sein Gewicht - 0,5 bis 2,5 Gew.-%, vorzugsweise 0,75 bis 2,25 Gew.-%, weiter bevorzugt 1 bis 2 Gew.-% und insbesondere 1 ,25 bis 1 ,75 Gew.-% Calciumhydroxid und 0,5 bis 2,5 Gew.-%, vorzugsweise 0,75 bis 2,25 Gew.-%, weiter bevorzugt 1 bis 2 Gew.-% und insbesondere 1 ,25 bis 1 ,75 Gew.-% Guanidincarbonat enthält. Particularly preferred processes according to the invention are characterized in that the fibers in step (iv) are subjected to a treatment with a treatment agent C which, based on its weight, is 0.5 to 2.5% by weight, preferably 0.75 to 2.25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt .-% calcium hydroxide and 0.5 to 2.5 wt .-%, preferably 0.75 to 2 , 25 wt .-%, more preferably 1 to 2 wt .-% and in particular 1, 25 to 1, 75 wt .-% guanidine carbonate.
Die in den erfindungsgemäßen Verfahren eingesetzten Behandlungsmittel B und die in Schritt (iii) erhaltenen Behandlungsmittel C enthalten mindestens eine Keratin färbende Substanz. Der Gewichtsanteil der Keratin färbenden Substanz am Gesamtgewicht des Behandlungsmittels C beträgt vorzugsweise 0,1 bis 20 Gew.-%, bevorzugt 0,15 bis 10 Gew.-%, besonders bevorzugt 0,2 bis 5,0 Gew.-% und insbesondere 0,25 bis 2,0 Gew.-%. The treatment agent B used in the process according to the invention and the treatment agent C obtained in step (iii) contain at least one keratin-dyeing substance. The proportion by weight of the keratin-coloring substance in the total weight of the treatment agent C is preferably from 0.1 to 20% by weight, preferably from 0.15 to 10% by weight, particularly preferably from 0.2 to 5.0% by weight and in particular 0 , 25 to 2.0% by weight.
Bevorzugte Keratin färbende Substanzen sind ausgewählt aus der Gruppe der direktziehenden Farbstoffe und den oxidativen Färbemitteln (Oxidationsfarbstoffvorprodukte). Besonders bevorzugt sind solche Verfahrensvarianten, bei denen das Behandlungsmittel B mindestens eine Keratin färbende Substanz aus der Gruppe der oxidativen Färbemittel enthält. Der Gewichtsanteil der Keratin färbenden Substanz am Gesamtgewicht des Behandlungsmittels C beträgt vorzugsweise 0,01 bis 4,0 Gew.-%, bevorzugt 0,1 bis 2,0 Gew.-%, vorzugsweise 0,2 bis 1 ,0 Gew.-% und insbesondere 0,25 bis 0,8 Gew.-% Preferred keratin-coloring substances are selected from the group of substantive dyes and the oxidative colorants (oxidation dye precursors). Particularly preferred are those process variants in which the treatment agent B contains at least one keratin-dyeing substance from the group of oxidative colorants. The proportion by weight of the keratin-coloring substance in the total weight of the treating agent C is preferably 0.01 to 4.0% by weight, preferably 0.1 to 2.0% by weight, preferably 0.2 to 1.0% by weight. and in particular from 0.25 to 0.8% by weight
In einer weiteren bevorzugten Ausführungsform enthalten die in dem erfindungsgemäßen Verfahren eingesetzten Zusammensetzungen B und C mindestens ein oxidatives Färbemittel (Oxidationsfarbstoffvorprodukt). In a further preferred embodiment, the compositions B and C used in the process according to the invention comprise at least one oxidative dye (oxidation dye precursor).
Unter oxidativen Färbemittel sind erfindungsgemäß haarfarbverändernde Mittel zu verstehen, die durch Oxidation von Oxidationsfarbstoffvorprodukten eine dauerhafte Färbung der Fasern bewirken.
Hinsichtlich der einsetzbaren Farbstoffvorprodukte unterliegt die vorliegende Erfindung keinerlei Einschränkungen. Die erfindungsgemäß verwendeten Zusammensetzungen können als Farbstoffvorprodukte Oxidationsfarbstoffvorprodukte vom Entwickler- und/oder Kuppler-Typ, und Vorstufen naturanaloger Farbstoffe, wie Indol- und Indolin-Derivate, sowie Mischungen von Vertretern dieser Gruppen enthalten. According to the invention, oxidative colorants are to be understood to mean hair color-modifying agents which cause a permanent coloration of the fibers by oxidation of oxidation dye precursors. With regard to the usable dye precursors, the present invention is not subject to any restrictions. The compositions used according to the invention may contain, as dye precursors, oxidation dye precursors of the developer and / or coupler type, and precursors of naturally-analogous dyes, such as indole and indoline derivatives, and mixtures of representatives of these groups.
Im Rahmen einer ersten bevorzugten Ausführungsform der vorliegenden Erfindung enthalten die erfindungsgemäß verwendeten Zusammensetzungen mindestens ein Oxidationsfarbstoffvorprodukt vom Entwickler- und/oder Kupplertyp. In a first preferred embodiment of the present invention, the compositions used according to the invention contain at least one oxidation dye precursor of the developer and / or coupler type.
Es kann erfindungsgemäß bevorzugt sein, als Entwicklerkomponente ein p-Phenylendiaminderivat oder eines seiner physiologisch verträglichen Salze einzusetzen. It may be preferred according to the invention to use as the developer component a p-phenylenediamine derivative or one of its physiologically acceptable salts.
Besonders bevorzugte p-Phenylendiamine sind ausgewählt aus p-Phenylendiamin, p-Toluylendiamin, 2-Chlor-p-phenylendiamin, N,N-Bis-(2-hydroxyethyl)-p-phenylendiamin und N-Phenyl-p- phenylendiamin, 2-(2-Hydroxyethyl)-p-phenylendiamin, N-(4-Amino-3-methylphenyl)-N-[3-(1 H- imidazol-1 -yl)propyl]amin sowie ihren physiologisch verträglichen Salzen. Particularly preferred p-phenylenediamines are selected from p-phenylenediamine, p-toluenediamine, 2-chloro-p-phenylenediamine, N, N-bis (2-hydroxyethyl) -p-phenylenediamine and N-phenyl-p-phenylenediamine, 2- (2-hydroxyethyl) -p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1H-imidazol-1-yl) propyl] amine and their physiologically acceptable salts.
Es kann erfindungsgemäß weiterhin bevorzugt sein, als Entwicklerkomponente Verbindungen einzusetzen, die mindestens zwei aromatische Kerne enthalten, die mit Amino- und/oder Hydroxylgruppen substituiert sind. Bevorzugte zweikernige Entwicklerkomponenten sind insbesondere: N,N'-Bis-(2-hydroxyethyl)-N,N'-bis-(4'-aminophenyl)-1 ,3-diamino-propan-2-ol und Bis-(2-hydroxy-5- aminophenyl)-methan und deren physiologisch verträgliche Salze. It may further be preferred according to the invention to use as developer component compounds which contain at least two aromatic nuclei which are substituted by amino and / or hydroxyl groups. Preferred binuclear developer components are in particular: N, N'-bis (2-hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-diamino-propan-2-ol and bis (2-hydroxy) Hydroxy-5-aminophenyl) -methane and their physiologically acceptable salts.
Weiterhin kann es erfindungsgemäß bevorzugt sein, als Entwicklerkomponente ein p- Aminophenolderivat oder eines seiner physiologisch verträglichen Salze einzusetzen. Furthermore, it may be preferred according to the invention to use as the developer component a p-aminophenol derivative or one of its physiologically tolerable salts.
Bevorzugte p-Aminophenole sind insbesondere p-Aminophenol, N-Methyl-p-aminophenol, und 4- Amino-3-methyl-phenol sowie deren physiologisch verträgliche Salze. Preferred p-aminophenols are in particular p-aminophenol, N-methyl-p-aminophenol, and 4-amino-3-methyl-phenol and their physiologically acceptable salts.
Ferner kann die Entwicklerkomponente ausgewählt sein aus o-Aminophenol und seinen Derivaten, wie beispielsweise 2-Amino-5-methylphenol und dessen physiologisch verträglichen Salzen. Further, the developer component may be selected from o-aminophenol and its derivatives such as 2-amino-5-methylphenol and its physiologically acceptable salts.
Weiterhin kann die Entwicklerkomponente ausgewählt sein aus heterocyclischen Entwicklerkomponenten, wie beispielsweise den Pyridin-, Pyrimidin-, Pyrazol-, Pyrazolo-Pyrimidin- Derivaten und ihren physiologisch verträglichen Salzen.
Bevorzugte Pyrimidin-Derivate sind insbesondere 2,4,5,6-Tetraaminopyrimidin und 4-Hydroxy-2,5,6- triaminopyrimidin und deren physiologisch verträgliche Salze. Furthermore, the developer component may be selected from heterocyclic developer components, such as the pyridine, pyrimidine, pyrazole, pyrazolo-pyrimidine derivatives and their physiologically acceptable salts. Preferred pyrimidine derivatives are in particular 2,4,5,6-tetraaminopyrimidine and 4-hydroxy-2,5,6-triaminopyrimidine and their physiologically acceptable salts.
Ein bevorzugtes Pyrazol-Derivat ist 4,5-Diamino-1 -(2-hydroxyethyl)-pyrazol und dessen physiologisch verträgliche Salze. A preferred pyrazole derivative is 4,5-diamino-1- (2-hydroxyethyl) pyrazole and its physiologically acceptable salts.
In einer weiteren bevorzugten Ausführungsform enthalten die Zusammensetzungen B mindestens eine Kupplerkomponente. In a further preferred embodiment, the compositions B contain at least one coupler component.
Als Kupplerkomponenten werden in der Regel m-Phenylendiaminderivate, Naphthole, Resorcin und Resorcinderivate, Pyrazolone und m-Aminophenolderivate verwendet. Als Kupplersubstanzen eignen sich insbesondere 1 -Naphthol, 1 ,5- und 2,7-Dihydroxynaphthalin, 1 -Acetoxy-2-methoxynaphthalin, Resorcin, 4-Chlor-resorcin und 2-Amino-3-hydroxypyridin und deren physiologisch verträgliche Salze. As coupler components m-phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones and m-aminophenol derivatives are generally used. Suitable coupler substances are, in particular, 1-naphthol, 1, 5- and 2,7-dihydroxynaphthalene, 1-acetoxy-2-methoxynaphthalene, resorcinol, 4-chloro-resorcinol and 2-amino-3-hydroxypyridine and their physiologically tolerated salts.
Erfindungsgemäß bevorzugte Kupplerkomponenten sind According to preferred coupler components are
(A) m-Aminophenol und dessen Derivate wie beispielsweise 5-Amino-2-methylphenol, 3-Amino- 2-chlor-6-methylphenol, 5-Amino-4-chlor-2-methylphenol, 5-(2'-Hydroxyethyl)-amino-2- methylphenol und 2,4-Dichlor-3-aminophenol, (A) m-Aminophenol and its derivatives such as 5-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol, 5-amino-4-chloro-2-methylphenol, 5- (2'-hydroxyethyl ) -amino-2-methylphenol and 2,4-dichloro-3-aminophenol,
(B) o-Aminophenol und dessen Derivate, beispielsweise 2-Amino-5-ethylphenol, (B) o-aminophenol and its derivatives, for example 2-amino-5-ethylphenol,
(C) m-Diaminobenzol und dessen Derivate wie beispielsweise 2,4-Diaminophenoxy-ethanol, 1 ,3-Bis-(2',4'-diaminophenoxy)-propan, 1 -Methoxy-2-amino-4-(2'-hydroxyethylamino)benzol, 2,6-Bis-(2'-hydroxyethylamino)-1 -methylbenzol, 2-({3-[(2-Hydroxyethyl)amino]-4-methoxy-5- methylphenyl}amino)ethanol und 2-({3-[(2-Hydroxyethyl)amino]-2-methoxy-5- methylphenyl}amino)ethanol, (C) m-diaminobenzene and its derivatives such as 2,4-diaminophenoxyethanol, 1,3-bis (2 ', 4'-diaminophenoxy) -propane, 1-methoxy-2-amino-4- (2' -hydroxyethylamino) benzene, 2,6-bis (2'-hydroxyethylamino) -1-methylbenzene, 2 - ({3 - [(2-hydroxyethyl) amino] -4-methoxy-5-methylphenyl} amino) ethanol, and 2 - ({3 - [(2-hydroxyethyl) amino] -2-methoxy-5-methylphenyl} amino) ethanol,
(D) o-Diaminobenzol und dessen Derivate, (D) o-diaminobenzene and its derivatives,
(E) Di- beziehungsweise Trihydroxybenzolderivate wie beispielsweise 2-Methylresorcin und 1 ,2,4-Trihydroxybenzol, (E) di- or trihydroxybenzene derivatives such as, for example, 2-methylresorcinol and 1,2,4-trihydroxybenzene,
(F) Pyridinderivate wie beispielsweise 3-Amino-2-methylamino-6-methoxypyridin, 2,6- Diaminopyridin, 2,6-Dihydroxy-3,4-dimethylpyridin, 2-Amino-3-hydroxypyridin und 3,5- Diamino-2,6-dimethoxypyridin, (F) pyridine derivatives such as 3-amino-2-methylamino-6-methoxypyridine, 2,6-diaminopyridine, 2,6-dihydroxy-3,4-dimethylpyridine, 2-amino-3-hydroxypyridine and 3,5-diamino 2,6-dimethoxy,
(G) Naphthalinderivate wie beispielsweise 1 -Naphthol und 2-Methyl-1 -naphthol, (G) naphthalene derivatives such as 1-naphthol and 2-methyl-1-naphthol,
(H) Morpholinderivate wie beispielsweise 6-Hydroxybenzomorpholin, (H) morpholine derivatives such as 6-hydroxybenzomorpholine,
(I) Chinoxalinderivate, (I) quinoxaline derivatives,
(J) Pyrazolderivate wie beispielsweise 1 -Phenyl-3-methylpyrazol-5-on, (J) pyrazole derivatives such as 1-phenyl-3-methylpyrazol-5-one,
(K) Indolderivate wie beispielsweise 6-Hydroxyindol, (K) indole derivatives such as 6-hydroxyindole,
(L) Pyrimidinderivate oder
(M) Methylendioxybenzolderivate wie beispielsweise 1 -(2'-Hydroxyethyl)-amino-3,4- methylendioxybenzol (L) pyrimidine derivatives or (M) Methylenedioxybenzene derivatives such as 1- (2'-hydroxyethyl) amino-3,4-methylenedioxybenzene
sowie deren physiologisch verträgliche Salze. and their physiologically acceptable salts.
Erfindungsgemäß besonders bevorzugte Kupplerkomponenten sind 1 -Naphthol, 1 ,5- und 2,7- Dihydroxynaphthalin, 5-Amino-2-methylphenol, 2-Amino-3-hydroxypyridin, Resorcin, 4-Chlorresorcin, 2-Methylresorcin und 2,6-Dihydroxy-3,4-dimethylpyridin und deren physiologisch verträgliche Salze. Particularly preferred coupler components according to the invention are 1-naphthol, 1,5- and 2,7-dihydroxynaphthalene, 5-amino-2-methylphenol, 2-amino-3-hydroxypyridine, resorcinol, 4-chlororesorcinol, 2-methylresorcinol and 2,6- Dihydroxy-3,4-dimethylpyridine and its physiologically acceptable salts.
Die erfindungsgemäß verwendeten Zusammensetzungen B und C, insbesondere die Zusammensetzungen C, enthalten sowohl die Entwicklerkomponenten als auch die Kupplerkomponenten bevorzugt in einer Menge von 0,005 bis 20 Gew.-%, vorzugsweise 0,1 bis 5 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Mittel. Dabei werden Entwicklerkomponenten und Kupplerkomponenten im Allgemeinen in etwa molaren Mengen zueinander eingesetzt. Wenn sich auch der molare Einsatz als zweckmäßig erwiesen hat, so ist ein gewisser Überschuss einzelner Oxidationsfarbstoffvorprodukte nicht nachteilig, so dass Entwicklerkomponenten und Kupplerkomponenten in einem Mol-Verhältnis von 1 :0,5 bis 1 :3, insbesondere 1 :1 bis 1 :2, enthalten sein können. The compositions B and C used according to the invention, in particular the compositions C, contain both the developer components and the coupler components preferably in an amount of 0.005 to 20 wt .-%, preferably 0.1 to 5 wt .-%, each based on the total weight the means. In this case, developer components and coupler components are generally used in approximately molar amounts to each other. Although the molar use has proven to be expedient, a certain excess of individual oxidation dye precursors is not disadvantageous, so that developer components and coupler components in a molar ratio of 1: 0.5 to 1: 3, in particular 1: 1 to 1: 2 , may be included.
In einer weiteren Ausführungsform der vorliegenden Erfindung enthalten die erfindungsgemäß verwendeten Zusammensetzungen als Oxidationsfarbstoffvorprodukt mindestens eine Vorstufe eines naturanalogen Farbstoffs. Als Vorstufen naturanaloger Farbstoffe werden bevorzugt solche Indole und Indoline eingesetzt, die mindestens eine Hydroxy- oder Aminogruppe, bevorzugt als Substituent am Sechsring, aufweisen. Besonders bevorzugte Derivate des Indolins sind das 5,6-Dihydroxyindolin und das 2,3-Dioxoindolin (Isatin) und deren physiologisch verträglichen Salze. Ein besonders bevorzugtes Derivat des Indols ist das 5,6-Dihydroxyindol und dessen physiologisch verträglichen Salze. In a further embodiment of the present invention, the oxidation dye precursor compositions used according to the invention contain at least one precursor of a naturally-analogous dye. As precursors of naturally-analogous dyes such indoles and indolines are preferably used which have at least one hydroxy or amino group, preferably as a substituent on the six-membered ring. Particularly preferred derivatives of indoline are 5,6-dihydroxyindoline and 2,3-dioxoindoline (isatin) and their physiologically acceptable salts. A particularly preferred derivative of indole is 5,6-dihydroxyindole and its physiologically acceptable salts.
Die erfindungsgemäß verwendeten Mittel enthalten die Indol- oder Indolin-Derivate vorzugsweise in einer Menge von 0,05-10 Gew.-%, bevorzugt 0,2-5 Gew.-%, jeweils bezogen auf ihr Gesamtgewicht. The agents used according to the invention preferably contain the indole or indoline derivatives in an amount of 0.05-10% by weight, preferably 0.2-5% by weight, in each case based on their total weight.
Direktziehende Farbstoffe können in anionische, kationische und nichtionische direktziehende Farbstoffe unterteilt werden. Die direktziehenden Farbstoffe sind vorzugsweise ausgewählt aus den Nitrophenylendiaminen, den Nitroaminophenolen, den Azofarbstoffen, den Anthrachinonen oder den Indophenolen und deren physiologisch verträglichen Salze. Direct dyes can be subdivided into anionic, cationic and nonionic substantive dyes. The substantive dyes are preferably selected from the nitrophenylenediamines, the nitroaminophenols, the azo dyes, the anthraquinones or the indophenols and their physiologically tolerated salts.
Als anionische direktziehende Farbstoffe eignen sich insbesondere 2,4-Dinitro-1 -naphthol-7- sulfonsäure-dinatriumsalz (C.l. 10,316; Acid Yellow 1 ; Food Yellow No. 1 ), 2-(lndan-1 ,3-dion-2-
yl)chinolin-x,x-sulfonsäure (Gemisch aus Mono- und Disulfonsäure) (C.l. 47,005; D&C Yellow No. 10; Food Yellow No. 13; Acid Yellow 3, Yellow 10), 5-Hydroxy-1 -(4-sulfophenyl)-4-[(4-sulfophenyl)- azo]pyrazol-3-carbonsäure-trinatriumsalz (C.l. 19,140; Food Yellow No. 4; Acid Yellow 23), 3-[(4- Phenylamino)phenyl]azobezolsulfonsäuresäure-natriumsalz (C.l. 13,065; Ki406; Acid Yellow 36), 4-[(2- Hydroxynaphth-1 -yl)azo]-benzolsulfonsäure-natriumsalz (C.l. 15,510; Acid Orange 7), 6- Hydroxy-5- [(4-sulfonaphth-1 -yl)azo]-2,4-naphthalin-disulfonsäure-trinatriumsalz (C.l. 16,255; Ponceau 4R; Acid Red 18), 8-Amino-1 -hydroxy-2-(phenylazo)-3,6-naphthalin-disulfonsäure-dinatriumsalz (C.l. 17,200; Acid Red 33; Red 33), N-[6-(Diethylamino)-9-(2,4-disulfophenyl)-3H-xanthen-3-yliden]-N- ethylethanammonium-hydroxid, inneres Salz, Natriumsalz (C.l. 45,100; Acid Red 52), 2',4',5'J'- Tetrabrom-4,5,6,7-tetrachlor-3',6'- dihydroxyspiro[isobenzofuran-1 (3H),9'[9H]xanthen]-3-on- dinatriumsalz (C.l. 45,410; Acid Red 92), 3-Hydroxy-4-[(4-methyl-2-sulfonphenyl)azo]-2- naphthalincarbonsäure-calciumsalz (C.l. 15,850:1 ; Pigment Red 57:1 ), 1 ,4- Bis[(2-sulfo-4- methylphenyl)amino]-9,10-anthrachinon-dinatriumsalz (C.l. 61 ,570; Acid Green 25), Bis[4- (dimethylamino)phenyl]-(3,7-disulfo-2-hydroxynaphth-1 -yl)carbenium-inneres Salz, Natriumsalz (C.l. 44,090; Food Green No. 4; Acid Green 50), N-[4-[(2,4-Disulfophenyl)[4- [ethyl(phenylmethyl)amino)phenyl]methylen]-2,5-cyclohexadien-1 -yliden]-N- ethylbenzolmethanaminium-hydroxid, inneres Salz, Natriumsalz (C.l. 42,080; Acid Blue 7), (2- Sulfophenyl)di[4-(ethyl((4-sulfophenyl)methyl)amino)phenyl]-carbenium-dinatriumsalz Betain (C.l. 42,090; Acid Blue 9; FD&C Blue No. 1 ), 1 -Amino-4-(cyclohexylamino)-9,10-anthrachinon-2- sulfonsäure-natriumsalz (C.l. 62045; Acid Blue 62), 1 -Hydroxy-4-[(4-methyl-2- sulfophenyl)amino]- 9,10-anthrachinon-natriumsalz (C.l. 60,730; D&C Violett No. 2; Acid Violet 43), 5-Amino-4-hydroxy-6- [(4-nitrophenyl)-azo]-3-(phenylazo)-2,7-naphthalin-disulfonsäure-dinatriumsalz (C.l . 20,470; Acid Black 1 ), 3-Hydroxy-4-[(2-hydroxynaphth-1 -yl)azo]-7-nitro-1 -naphthalin-sulfonsäure-chromkomplex (3:2) (C.l. 15,71 1 ; Acid Black 52), 3',3",4,5,5',5",6,7-Octabromphenolsulfonphthalein (Tetrabromphenolblau). 2,4-dinitro-1-naphthol-7-sulfonic acid disodium salt (Cl 10,316, Acid Yellow 1, Food Yellow No. 1), 2- (indan-1, 3-dione-2) are particularly suitable as anionic substantive dyes. yl) quinoline-x, x-sulfonic acid (mixture of mono- and disulfonic acid) (Cl 47.005, D & C Yellow No. 10, Food Yellow No. 13, Acid Yellow 3, Yellow 10), 5-hydroxy-1 - (4- sulfophenyl) -4 - [(4-sulfophenyl) azo] pyrazole-3-carboxylic acid trisodium salt (Cl 19, 140; Food Yellow No. 4; Acid Yellow 23), 3 - [(4-phenylamino) phenyl] azobenzenesulfonic acid sodium salt ( Cl 13.065; Ki406; Acid Yellow 36), 4 - [(2-hydroxynaphth-1-yl) azo] -benzenesulfonic acid, sodium salt (Cl 15.510, Acid Orange 7), 6-hydroxy-5- [(4-sulfonaphth-1 -yl) azo] -2,4-naphthalenedisulfonic acid trisodium salt (Cl 16,255; Ponceau 4R; Acid Red 18); 8-amino-1-hydroxy-2- (phenylazo) -3,6-naphthalenedisulfonic acid disodium salt (Cl 17,200; Acid Red 33; Red 33), N- [6- (diethylamino) -9- (2,4-disulfophenyl) -3H-xanthen-3-ylidene] -N-ethyl-urethane ammonium hydroxide, inner salt, sodium salt (Cl 45,100; Acid Red 52), 2 ', 4', 5'J'-tetrabromo-4,5,6,7-tetrachloro-3 ', 6'-dihydroxyspiro [isobenzofuran-1 (3H), 9' [ 9H] xanthene] -3-one-disodium salt (Cl 45.410; Acid Red 9 2), 3-hydroxy-4 - [(4-methyl-2-sulfonphenyl) azo] -2-naphthalenecarboxylic acid calcium salt (Cl 15,850: 1; Pigment Red 57: 1), 1,4-bis [(2-sulfo-4-methylphenyl) amino] -9,10-anthraquinone disodium salt (Cl 61, 570; Acid Green 25), bis [4- (dimethylamino) phenyl] - (3,7-disulfo-2-hydroxynaphth-1-yl) carbenium inner salt, sodium salt (Cl 44.090, Food Green No. 4, Acid Green 50), N- [4 - [(2,4-) Disulfophenyl) [4- [ethyl (phenylmethyl) amino) phenyl] methylene] -2,5-cyclohexadiene-1-ylidene] -N-ethylbenzene methanaminium hydroxide, inner salt, sodium salt (CI 42,080, Acid Blue 7), (2- Sulfophenyl) di [4- (ethyl ((4-sulfophenyl) methyl) amino) phenyl] -carbenium disodium salt betaine (CI 42.090, Acid Blue 9, FD & C Blue No. 1), 1-amino-4- (cyclohexylamino) - 9,10-anthraquinone-2-sulfonic acid, sodium salt (Cl 62045; Acid Blue 62), 1-hydroxy-4 - [(4-methyl-2-sulfophenyl) amino] -9,10-anthraquinone sodium salt (Cl 60.730; D & C Violet No. 2; Acid Violet 43), 5-amino-4-hydroxy-6- [(4-nitrophenyl) -azo] -3- (phenylazo) -2,7-naphthalenedisulfonic acid disodium salt (Cl., 20, 440 Acid Black 1), 3-hydroxy-4 - [(2-hydroxynaphth-1-yl) azo] -7- nitro-1-naphthalenesulfonic acid-chromium complex (3: 2) (Cl 15.71 1; Acid Black 52), 3 ', 3 ", 4,5,5', 5", 6,7-octabromophenolsulfonephthalein (tetrabromophenol blue).
Bevorzugte anionische direktziehende Farbstoffe sind die unter den internationalen Bezeichnungen bzw. Handelsnamen Acid Yellow 1 , Acid Yellow 10, Acid Yellow 23, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 52, Pigment Red 57:1 , Acid Blue 7, Acid Green 50, Acid Violet 43, Acid Black 1 und Acid Black 52 bekannten Verbindungen. Preferred anionic substantive dyes are those having the international designations or trade names Acid Yellow 1, Acid Yellow 10, Acid Yellow 23, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 52, Pigment Red 57: 1, Acid Blue 7 , Acid Green 50, Acid Violet 43, Acid Black 1 and Acid Black 52 known compounds.
Als kationische direktziehende Farbstoffe eignen sich insbesondere Di[4-(diethylamino)phenyl][4- (ethylamino)naphthyl]carbenium-chlorid (C.l. 42,595; Basic Blue 7), Di[4-(dimethylamino)phenyl][4- (phenylamino)naphthyl] carbenium-chlorid (C.l. 44,045; Basic Blue 26), 8-Amino-2-brom-5-hydroxy-4- imino-6-[(3-(trimethylammonio)phenyl)amino]-1 (4H)-naphthalinon-chlorid (C.l. 56,059; Basic Blue No. 99), Tri(4-amino-3-methylphenyl)carbenium-chlorid (C.l . 42,520; Basic Violet 2), Di(4-aminophenyl)(4- amino-3- methylphenyl)carbeniumchlorid (C.l. 42,510 Basic Violet 14), 1 -[(4-Aminophenyl)azo]-7-
(trimethylammonio)- 2-naphthol-chlorid (C.l. 12,250; Basic Brown 16), 1 -[(4-Amino-3-nitrophenyl)azo]- 7-(trimethylammonio)-2-naphthol-chlorid (C.l. 12,251 ; Basic Brown 17), 3-[(4-Amino-2,5- dimethoxyphenyl)azo]-N,N,N-trimethylbenzolaminium-chlorid (C.l. 12,605, Basic Orange 69), 2-[((4- Dimethylamino)phenyl)azo]-1 ,3-dimethyl-1 H-imidazoliumchlorid (Basic Red 51 ), 2-Hydroxy-1 -[(2- methoxyphenyl)azo]-7-(trimethylammonio)-naphthalin-chlorid (C.l. 12,245; Basic Red 76), 2-[4- Aminophenyl]azo]-1 ,3-dimethyl-1 H-lmidazolium-chlorid (Basic Orange 31 ), 3-Methyl-1 -phenyl-4-[(3- (trimethylammonio)phenyl)azo]-pyrazol-5-on-chlorid (C.l. 12,719; Basic Yellow 57), 1 -Methyl-4- ((methylphenylhydrazono)methyl)-pyridinium-methylsulfat (Basic Yellow 87), 1 -(2- Morpholinium- propylamino)-4-hydroxy-9,10-anthrachinon-methylsulfat, 4-Formyl-1 -methylquinolonium-p- toluensulfonat und direktziehende Farbstoffe, die einen Heterocyclus enthalten, der mindestens ein quaternäres Stickstoffatom aufweist. Suitable cationic substantive dyes are, in particular, di [4- (diethylamino) phenyl] [4- (ethylamino) naphthyl] carbenium chloride (CI 42,595, Basic Blue 7), di [4- (dimethylamino) phenyl] [4- (phenylamino ) naphthyl] carbenium chloride (Cl 44.045; Basic Blue 26), 8-amino-2-bromo-5-hydroxy-4-imino-6 - [(3- (trimethylammonio) phenyl) amino] -1 (4H) - naphthalene chloride (Cl 56.059, Basic Blue No. 99), tri (4-amino-3-methylphenyl) carbenium chloride (Cl 42.520, Basic Violet 2), di (4-aminophenyl) (4-amino-3-) methylphenyl) carbenium chloride (CI 42.510 Basic Violet 14), 1 - [(4-aminophenyl) azo] -7- (trimethylammonio) -2-naphthol chloride (Cl 12.250, Basic Brown 16), 1 - [(4-amino-3-nitrophenyl) azo] -7- (trimethylammonio) -2-naphthol chloride (Cl 12,251, Basic Brown 17), 3 - [(4-amino-2,5-dimethoxyphenyl) azo] -N, N, N-trimethylbenzylaminium chloride (Cl 12,605, Basic Orange 69), 2 - [((4-dimethylamino) phenyl) azo ] -1,3-dimethyl-1H-imidazolium chloride (Basic Red 51), 2-hydroxy-1 - [(2-methoxyphenyl) azo] -7- (trimethylammonio) naphthalene chloride (CI 12,245; Basic Red 76) , 2- [4-Aminophenyl] azo] -1,3-dimethyl-1 H -imidazolium chloride (Basic Orange 31), 3-methyl-1-phenyl-4 - [(3- (trimethylammonio) phenyl) azo] pyrazol-5-one chloride (Cl 12,719, Basic Yellow 57), 1-methyl-4- ((methylphenylhydrazono) methyl) -pyridinium methylsulfate (Basic Yellow 87), 1- (2-morpholinium-propylamino) -4 -hydroxy-9,10-anthraquinone methylsulfate, 4-formyl-1-methylquinolonium p-toluenesulfonate and substantive dyes containing a heterocycle having at least one quaternary nitrogen atom.
Als nichtionische direktziehende Farbstoffe eignen sich insbesondere nichtionische Nitro- und Chinonfarbstoffe und neutrale Azofarbstoffe. Suitable nonionic substantive dyes are in particular nonionic nitro and quinone dyes and neutral azo dyes.
Geeignete blaue Nitrofarbstoffe sind insbesondere 1 ,4-Bis[(2-hydroxyethyl)amino]-2-nitrobenzol (HC Violet BS), 1 -(2-Hydroxyethyl)amino-2-nitro-4-[di(2-hydroxyethyl)amino]-benzol (HC Blue 2), 4-[Di(2- hydroxyethyl)amino]-1 -[(2-methoxyethyl)amino]-2-nitrobenzol (HC Blue 1 1 ), 4-[Ethyl-(2-hydroxyethyl)- amino]-1 -[(2-hydroxyethyl)amino]-2-nitrobenzol-hydrochlorid (HC Blue 12), 1 -(2-Hydroxyethyl)amino-2- nitro-4-N-ethyl-N-(2-hydroxyethyl)aminobenzol (HC Blue 15), 1 -Amino-3-methyl-4-[(2- hydroxyethyl)amino]-6-nitrobenzol (HC Violet 1 ), 1 -(3-Hydroxypropylamino)-4-[di(2-hydroxyethyl)- amino]-2-nitrobenzol (HC Violet 2). Particularly suitable blue nitro dyes are 1,4-bis [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Violet BS), 1- (2-hydroxyethyl) amino-2-nitro-4- [di (2-hydroxyethyl) amino] -benzene (HC Blue 2), 4- [di (2-hydroxyethyl) amino] -1 - [(2-methoxyethyl) amino] -2-nitrobenzene (HC Blue 1: 1), 4- [ethyl (2 -hydroxyethyl) - amino] -1 - [(2-hydroxyethyl) amino] -2-nitrobenzene hydrochloride (HC Blue 12), 1- (2-hydroxyethyl) amino-2-nitro-4-N-ethyl-N- (2-hydroxyethyl) aminobenzene (HC Blue 15), 1-amino-3-methyl-4 - [(2-hydroxyethyl) amino] -6-nitrobenzene (HC Violet 1), 1- (3-hydroxypropylamino) -4- [di (2-hydroxyethyl) amino] -2-nitrobenzene (HC Violet 2).
Geeignete rote Nitrofarbstoffe sind insbesondere 1 -Amino-4-[(2-hydroxyethyl)amino]-2-nitrobenzol (HC Red 7), 2-Amino-4,6-dinitrophenol (Pikraminsäure) und deren Salze, 1 ,4-Diamino-2-nitrobenzol (C.l. 76,070), 4-Amino-2-nitro-diphenylamin (HC Red 1 ), 1 -Amino-4-[di(2-hydroxyethyl)amino]-2-nitrobenzol- hydrochlorid (HC Red 13), 1 -Amino-4-[(2-hydroxyethyl)-amino]-5-chlor-2-nitrobenzol, 4-Amino-1 -[(2- hydroxyethyl)amino]-2-nitrobenzol (HC Red 3), 4-[(2-Hydroxyethyl)-amino]-3-nitrotoluol, 4-Amino-3- nitrophenol, 4-[(2-Hydroxyethyl)-amino]-3-nitrophenol, 4-[(2-Nitrophenyl)amino]phenol (HC Orange 1 ), 1 -[(2-Aminoethyl)amino]-4-(2-hydroxyethoxy)-2-nitrobenzol (HC Orange 2), 1 -Amino-5-chlor-4-[(2,3- dihydroxypropyl)amino]-2-nitrobenzol (HC Red 10), 5-Chlor-1 ,4-[di(2,3-dihydroxypropyl)amino]-2- nitrobenzol (HC Red 1 1 ), 2-[(2- Hydroxyethyl)amino]-4,6-dinitrophenol und deren Salze, 4-Ethylamino- 3-nitrobenzoesäure, 2-[(4-Amino-2-nitrophenyl)amino]-benzoesäure, 2-Chlor-6-ethylamino-4- nitrophenol, 2-Amino-6-chlor-4-nitrophenol, 4-[(3-Hydroxypropyl)amino]-3-nitrophenol (HC Red BN), 1 ,2,3,4-Tetrahydro-6-nitrochinoxalin, 6-Hydroxy-5-((2-methoxy-5-methyl-4-sulfophenyl)azo)- 2- naphthalensulfonsäure (Curry Red).
Geeignete gelbe Nitrofarbstoffe sind insbesondere 1 ,2-Diamino-4-nitrobenzol (C.l. 76,020), 1 -[(2- Hydroxyethyl)amino]-2-nitrobenzol (HC Yellow 2), 1 -(2-Hydroxyethoxy)-2-[(2-hydroxyethyl)amino]-5- nitrobenzol (HC Yellow 4), 1 -Amino-2-[(2-hydroxyethyl)amino]-5-nitrobenzol (HC Yellow 5), 4-[(2,3- Dihydroxypropyl)-amino]-3-nitro-1 -trifluormethyl-benzol (HC Yellow 6), 2-[(2- Hydroxyethyl)amino]-1 - methoxy-5-nitrobenzol, 2-Amino-4-nitrophenol, 1 -(2-Hydroxyethoxy)-3-methylamino-4-nitrobenzol, 2,3- (Dihydroxypropoxy)-3-methylamino-4-nitrobenzol, 3-[(2-Aminoethyl)amino]-1 -methoxy-4-nitrobenzol- hydrochlorid (HC Yellow 9), 1 -Chlor-2,4-bis[(2-hydroxyethyl)amino]-5-nitrobenzol (HC Yellow 10), 2-[(2- Hydroxyethyl)amino]-5-nitrophenol (HC Yellow 1 1 ), 1 -[(2'-Ureidoethyl)amino]-4-nitrobenzol, 1 -Amino-4- [(2-aminoethyl)amino]-5-methyl-2-nitrobenzol, 4-[(2-Hydroxyethyl)amino]-3-nitro-1 -methylbenzol, 1 - Chlor-4-[(2-hydroxyethyl)amino]-3-nitrobenzol (HC Yellow 12), 4-[(2-Hydroxyethyl)amino]-3-nitro-1 - trifluormethyl-benzol (HC Yellow 13). Suitable red nitro dyes are in particular 1-amino-4 - [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Red 7), 2-amino-4,6-dinitrophenol (pikramic acid) and their salts, 1, 4-diamino -2-nitrobenzene (Cl 76.070), 4-amino-2-nitro-diphenylamine (HC Red 1), 1-amino-4- [di (2-hydroxyethyl) amino] -2-nitrobenzene hydrochloride (HC Red 13) , 1-amino-4 - [(2-hydroxyethyl) amino] -5-chloro-2-nitrobenzene, 4-amino-1 - [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Red 3), 4 - [(2-hydroxyethyl) amino] -3-nitrotoluene, 4-amino-3-nitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitrophenol, 4 - [(2-nitrophenyl) amino] phenol (HC Orange 1), 1 - [(2-aminoethyl) amino] -4- (2-hydroxyethoxy) -2-nitrobenzene (HC Orange 2), 1-amino-5-chloro-4 - [(2,3- dihydroxypropyl) amino] -2-nitrobenzene (HC Red 10), 5-chloro-1,4- [di (2,3-dihydroxypropyl) amino] -2-nitrobenzene (HC Red 1 1), 2 - [(2 Hydroxyethyl) amino] -4,6-dinitrophenol and its salts, 4-ethylamino-3-nitrobenzoic acid, 2 - [(4-amino-2-nitrophenyl) amino] benzoic acid, 2-chloro-6-ethylamino-4-ni trophenol, 2-amino-6-chloro-4-nitrophenol, 4 - [(3-hydroxypropyl) amino] -3-nitrophenol (HC Red BN), 1,2,3,4-tetrahydro-6-nitroquinoxaline, 6- Hydroxy-5 - ((2-methoxy-5-methyl-4-sulfophenyl) azo) -2-naphthalenesulfonic acid (Curry Red). Suitable yellow nitro dyes are in particular 1, 2-diamino-4-nitrobenzene (Cl 76.020), 1 - [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Yellow 2), 1- (2-hydroxyethoxy) -2- [ (2-hydroxyethyl) amino] -5-nitrobenzene (HC Yellow 4), 1-amino-2 - [(2-hydroxyethyl) amino] -5-nitrobenzene (HC Yellow 5), 4 - [(2,3-dihydroxypropyl ) -amino] -3-nitro-1-trifluoromethylbenzene (HC Yellow 6), 2 - [(2-hydroxyethyl) amino] -1-methoxy-5-nitrobenzene, 2-amino-4-nitrophenol, 1 - ( 2-hydroxyethoxy) -3-methylamino-4-nitrobenzene, 2,3- (dihydroxypropoxy) -3-methylamino-4-nitrobenzene, 3 - [(2-aminoethyl) amino] -1-methoxy-4-nitrobenzene hydrochloride ( HC Yellow 9), 1-chloro-2,4-bis [(2-hydroxyethyl) amino] -5-nitrobenzene (HC Yellow 10), 2 - [(2-hydroxyethyl) amino] -5-nitrophenol (HC Yellow 1 1), 1 - [(2'-Ureidoethyl) amino] -4-nitrobenzene, 1-amino-4- [(2-aminoethyl) amino] -5-methyl-2-nitrobenzene, 4 - [(2-hydroxyethyl) amino] -3-nitro-1-methylbenzene, 1-chloro-4 - [(2-hydroxyethyl) amino] -3-nitrobenzene (HC Yellow 12), 4 - [(2-hydroxyethyl) amino] -3 -nitro-1-trifluoromethylbenzene (HC Yellow 13).
Geeignete Chinonfarbstoffe sind insbesondere 1 -[(2-Hydroxyethyl)amino]-4-methylamino-9,10- anthrachinon (C.l. 61 ,505, Disperse Blue 3), Mischungen aus 1 ,4-bis[(2-hydroxyethyl)amino]anthra- 9,10-quinon mit 1 -[(2-hydroxyethyl)amino]-4-[(3-hydroxypropyl)amino]anthra-9,10-quinon und 1 ,4- bis[(3-hydroxypropyl)amino]anthra-9,10-quinone (Disperse Blue 377), 1 ,4-Diamino-9,10-anthrachinon (C.l . 61 ,100, Disperse Violet 1 ), 1 -Amino-4-(methylamino)-9,10-anthrachinon (C.l. 61 ,105, Disperse Violet 4, Solvent Violet No. 12), 2-Hydroxy-1 ,4-naphthochinon (Lawsone, C.l . 75,480, Natural Orange 6), 1 ,4-bis[(2,3-dihydroxypropyl)amino]-9,10-anthracenedion (HC Blue 14). Suitable quinone dyes are, in particular, 1 - [(2-hydroxyethyl) amino] -4-methylamino-9,10-anthraquinone (Cl 61, 505, Disperse Blue 3), mixtures of 1,4-bis [(2-hydroxyethyl) amino] anthra-9,10-quinone with 1 - [(2-hydroxyethyl) amino] -4 - [(3-hydroxypropyl) amino] anthra-9,10-quinone and 1,4-bis [(3-hydroxypropyl) amino] anthra-9,10-quinone (Disperse Blue 377), 1, 4-diamino-9,10-anthraquinone (Cl. 61, 100, Disperse Violet 1), 1-amino-4- (methylamino) -9,10- anthraquinone (Cl 61, 105, Disperse Violet 4, Solvent Violet No. 12), 2-hydroxy-1,4-naphthoquinone (Lawsone, Cl. 75,480, Natural Orange 6), 1,4-bis [(2,3- dihydroxypropyl) amino] -9,10-anthracenedione (HC Blue 14).
Geeignete neutrale Azofarbstoffe sind insbesondere 1 -[Di(2-hydroxyethyl)amino]-3-methyl-4-[(4- nitrophenyl)azo]-benzol (C.l. 1 1 ,210, Disperse Red 17), 1 -[Di(2-hydroxyethyl)amino]-4-[(4- nitrophenyl)azo]-benzol (Disperse Black 9), 4-[(4- Aminophenyl)azo]-1 -[di(2-hydroxyethyl)amino]-3- methylbenzol (HC Yellow 7), 2,6-Diamino-3-[(pyridin-3-yl)azo]-pyridin, 4-[(4-Nitrophenyl)azo]-anilin (C.l. 1 1 ,005; Disperse Orange 3). Suitable neutral azo dyes are in particular 1 - [di (2-hydroxyethyl) amino] -3-methyl-4 - [(4-nitrophenyl) azo] benzene (Cl 11, 210, Disperse Red 17), 1 - [Di ( 2-hydroxyethyl) amino] -4 - [(4-nitrophenyl) azo] benzene (Disperse Black 9), 4 - [(4-aminophenyl) azo] -1 - [di (2-hydroxyethyl) amino] -3- methylbenzene (HC Yellow 7), 2,6-diamino-3 - [(pyridin-3-yl) azo] -pyridine, 4 - [(4-nitrophenyl) azo] -aniline (Cl 1, 005; Disperse Orange 3 ).
Bevorzugte Verfahrensvarianten sind dadurch gekennzeichnet, dass das Behandlungsmittel C keinen Xanthenfarbstoff enthält. Preferred process variants are characterized in that the treatment agent C contains no xanthene dye.
Zur Verbesserung des Umformungs- und Färbeergebnisses hat es sich als vorteilhaft ewiesen, wenn das Behandlungsmittel C mindestens ein Quellmittel enthält. Als Quellmittel b) wird vorzugsweise eine Verbindung aus der Gruppe Harnstoff und Harnstoffderivate, Guanidin und dessen Derivate, Arginin und dessen Derivate, Wasserglas, Imidazol und dessen Derivate, Histidin und dessen Derivate, Benzylalkohol, Glycerin, Glykol und Glykolether, Propylenglykol und Propylenglykolether, beispielsweise Propylenglykolmonoethylether, Carbonate, Hydrogencarbonate, Diole und Triole, und
insbesondere 1 ,2-Diole und 1 ,3-Diole wie beispielsweise 1 ,2-Propandiol, 1 ,2-Pentandiol, 1 ,2- Hexandiol, 1 ,2-Dodecandiol, 1 ,3-Propandiol, 1 ,6-Hexandiol, 1 ,5-Pentandiol, 1 ,4-Butandiol aber auch Sorbit oder Pyrrolidoncarbonsäure eingesetzt. Eine besonders vorteilhafte Haarglättung und besondes vorteilhafte Färbeergebnisse werden durch den Einsatz eines Quellmittels b) aus der Gruppe Harnstoff (Urea), Glycerin (Propan-1 ,2,3-triol), Sorbit (D-Glucit) und/oder Pyrrolidoncarbonsäure (5- Oxopyrrolidin-2-carbonsäure), insbesondere Harnstoff, erzielt. Der Einsatz dieser spezifischen Quellmittel ist erfindungsgemäß bevorzugt. To improve the conversion and dyeing results, it has proven to be advantageous if the treatment agent C contains at least one swelling agent. As swelling agent b) is preferably a compound from the group urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol, for example Propylene glycol monoethyl ether, carbonates, bicarbonates, diols and triols, and in particular 1,2-diols and 1,3-diols, for example 1,2-propanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-dodecanediol, 1,3-propanediol, 1,6-hexanediol, 1, 5-pentanediol, 1, 4-butanediol but also sorbitol or pyrrolidonecarboxylic acid used. A particularly advantageous hair straightening and especially advantageous dyeing results are achieved by the use of a swelling agent b) from the group urea (urea), glycerol (propane-1,2,3-triol), sorbitol (D-glucitol) and / or pyrrolidonecarboxylic acid (5- Oxopyrrolidine-2-carboxylic acid), especially urea. The use of these specific swelling agents is preferred according to the invention.
Der Gewichtsanteil des Quellmittels b) am Gesamtgewicht des Behandlungsmittels C beträgt vorzugsweise 0,2 bis 15 Gew.-%, bevorzugt 1 ,0 bis 12 Gew.-% und insbesondere 2,0 bis 10 Gew.-%. The proportion by weight of the swelling agent b) in the total weight of the treatment agent C is preferably 0.2 to 15 wt .-%, preferably 1, 0 to 12 wt .-% and in particular 2.0 to 10 wt .-%.
Weiterhin kann die Zusammensetzung, die die Keratin reduzierende Substanz enthält oberflächenaktive Stoffe, insbesondere solche aus der Gruppe der anionischen, amphoteren, zwitterionischen und nichtionischen Tenside enthalten. Diese Tenside haben die Aufgabe, die Benetzung der Keratinoberfläche durch die Behandlungslösung zu fördern, vor allem aber eventuell vorhandene Duftstoffe zu solubilisieren oder stabil zu emulgieren. Furthermore, the composition containing the keratin reducing substance may contain surfactants, especially those from the group of anionic, amphoteric, zwitterionic and nonionic surfactants. These surfactants have the task of promoting the wetting of the keratin surface by the treatment solution, but above all to solubilize any existing fragrances or to emulsify stably.
Nichtionische Tenside enthalten als hydrophile Gruppe z.B. eine Polyolgruppe, eine Polyalkylenglykolethergruppe oder eine Kombination aus Polyol- und Polyglykolethergruppe. Bevorzugte nichtionische Tenside sind Nonionic surfactants contain as hydrophilic group e.g. a polyol group, a polyalkylene glycol ether group, or a combination of polyol and polyglycol ether groups. Preferred nonionic surfactants are
- Anlagerungsprodukte von 2 bis 100 Mol Ethylenoxid und/oder 1 bis 5 Mol Propylenoxid an lineare und verzweigte Fettalkohole mit 8 bis 30 C-Atomen, an Fettsäuren mit 8 bis 30 C-Atomen und an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe, insbesondere - Addition products of 2 to 100 moles of ethylene oxide and / or 1 to 5 moles of propylene oxide to linear and branched fatty alcohols having 8 to 30 carbon atoms, to fatty acids having 8 to 30 carbon atoms and to alkylphenols having 8 to 15 carbon atoms in the Alkyl group, in particular
- Anlagerungsprodukt von 15 bis 100 mol Ethylenoxid, insbesondere von 15 bis 50 mol Ethylenoxid an einen linearen oder verzweigten (insbesondere linearen) Fettalkohol mit 8 bis 22 Kohlenstoffatomen - Addition product of 15 to 100 moles of ethylene oxide, in particular from 15 to 50 moles of ethylene oxide to a linear or branched (especially linear) fatty alcohol having 8 to 22 carbon atoms
- mit einem Methyl- oder (C2 bis Ce)-Alkylrest endgruppenverschlossene Anlagerungsprodukte von 2 bis 50 Mol Ethylenoxid und/oder 1 bis 5 Mol Propylenoxid an lineare und verzweigte Fettalkohole mit 8 bis 30 C-Atomen, an Fettsäuren mit 8 bis 30 C-Atomen und an Alkylphenole mit 8 bis 15 C- Atomen in der Alkylgruppe, - With a methyl or (C2 to Ce) -alkyl radical endgruppenverschlossene addition products of 2 to 50 moles of ethylene oxide and / or 1 to 5 moles of propylene oxide to linear and branched fatty alcohols having 8 to 30 carbon atoms, to fatty acids having 8 to 30 C Atoms and alkylphenols having 8 to 15 C atoms in the alkyl group,
- Ci2-C3o-Fettsäuremono- und -diester von Anlagerungsprodukten von 1 bis 30 Mol Ethylenoxid an Glycerin, C 12 -C 30 -fatty acid mono- and diesters of addition products of 1 to 30 mol of ethylene oxide with glycerol,
- Anlagerungsprodukte von 5 bis 60 Mol Ethylenoxid an Rizinusöl und gehärtetes Rizinusöl, Adducts of 5 to 60 moles of ethylene oxide with castor oil and hydrogenated castor oil,
- Polyolfettsäureester, wie beispielsweise das Handelsprodukt Hydagen® HSP (Cognis) oder Sovermol - Typen (Cognis), Polyol fatty acid esters, such as the commercial product Hydagen® HSP (Cognis) or Sovermol types (Cognis),
- alkoxilierte Triglyceride,
- alkoxilierte Fettsäurealkylester der Formel (E4-I) - alkoxylated triglycerides, alkoxylated fatty acid alkyl esters of the formula (E4-I)
R1CO-(OCH2CHR2)wOR3 (E4-I) R 1 CO- (OCH 2 CHR 2 ) wOR 3 (E4-I)
in der R1CO für einen linearen oder verzweigten, gesättigten und/oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, R2 für Wasserstoff oder Methyl, R3 für lineare oder verzweigte Alkylreste mit 1 bis 4 Kohlenstoffatomen und w für Zahlen von 1 bis 20 steht, in the R 1 CO is a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms, R 2 is hydrogen or methyl, R 3 is a linear or branched alkyl radical having 1 to 4 carbon atoms and w is a number from 1 to 20 stands,
- Aminoxide, - amine oxides,
- Sorbitanfettsäureester und Anlagerungeprodukte von Ethylenoxid an Sorbitanfettsäureester wie beispielsweise die Polysorbate, Sorbitan fatty acid esters and adducts of ethylene oxide with sorbitan fatty acid esters such as the polysorbates,
- Zuckerfettsäureester und Anlagerungsprodukte von Ethylenoxid an Zuckerfettsäureester, Sugar fatty acid esters and addition products of ethylene oxide with sugar fatty acid esters,
- Anlagerungsprodukte von Ethylenoxid an Fettsäurealkanolamide und Fettamine, Adducts of ethylene oxide with fatty acid alkanolamides and fatty amines,
- Zuckertenside vom Typ der Alkyl- und Alkenyloligoglykoside gemäß Formel R40-[G]p, in der R4 für einen Alkyl- oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und p für Zahlen von 1 bis 10 steht. Sie können nach den einschlägigen Verfahren der präparativen organischen Chemie erhalten werden. - sugar surfactants of the alkyl and alkenyl oligoglycoside type of the formula R40- [G] p in which R 4 is an alkyl or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10 stands. They can be obtained by the relevant methods of preparative organic chemistry.
Im Hinblick auf die Pflegewirkung des erfindungsgemäßen Verfahrens ist es bevorzugt, wenn die Zusammensetzung C zusätzlich mindestens ein kationisches Tensid enthalten. Dabei sind wiederum kationische Tenside ausgewählt unter quartären Ammoniumverbindungen, Esterquats und Amidoaminen bzw. Gemischen daraus bevorzugt. Die kationischen Tenside sind in den Zusammensetzungen C bevorzugt in Mengen von 0,05 bis 10 Gew.-%, bezogen auf das gesamte Mittel, enthalten. Mengen von 0,1 bis 5 Gew.-% sind besonders bevorzugt. With regard to the care effect of the method according to the invention, it is preferred if the composition C additionally contain at least one cationic surfactant. Again, cationic surfactants selected from quaternary ammonium compounds, esterquats and amidoamines or mixtures thereof are preferred. The cationic surfactants are contained in the compositions C preferably in amounts of 0.05 to 10 wt .-%, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
Bevorzugte quartäre Ammoniumverbindungen sind Ammoniumhalogenide, insbesondere Chloride und Bromide, wie Alkyltrimethylammoniumchloride, Dialkyldimethylammoniumchloride und Trialkyl- methylammoniumchloride, z. B. Cetyltrimethylammoniumchlorid, Stearyltrimethylammoniumchlorid, Di- stearyldimethylammoniumchlorid, Lauryldimethylammoniumchlorid, Lauryldimethylbenzylammonium- chlorid und Tricetylmethylammoniumchlorid, sowie die unter den INCI-Bezeichnungen Quaternium-27 und Quaternium-83 bekannten Imidazolium-Verbindungen. Die langen Alkylketten der oben genannten Tenside weisen bevorzugt 10 bis 18 Kohlenstoffatome auf. Ganz besonders bevorzugte erfindungsgemäße Verfahren sind dadurch gekennzeichnet, dass das Behandlungsmittel C, bezogen auf sein Gesamtgewicht, 0,01 bis 1 Gew.-%, vorzugsweise 0,025 bis 0,75 Gew.-%, weiter bevorzugt 0,05 bis 0,5 Gew.-% und insbesondere 0,1 bis 0,25 Gew.-% (C12 bis Cie)- Alkyltrimethylammoniumsalz(e) enthält. Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkyl methylammonium chlorides, eg. Cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride, as well as the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83. The long alkyl chains of the above-mentioned surfactants preferably have 10 to 18 carbon atoms. Very particularly preferred methods according to the invention are characterized in that the treatment agent C, based on its total weight, 0.01 to 1 wt .-%, preferably 0.025 to 0.75 wt .-%, more preferably 0.05 to 0.5 wt % and in particular 0.1 to 0.25 wt .-% (C12 to Cie) - alkyltrimethylammonium salt (s).
Im Rahmen einer Ausführungsform ist es bevorzugt, in dem erfindungsgemäßen Mittel zusätzlich mindestens ein festigendes Polymer einzusetzen, ausgewählt aus mindestens einer Verbindung aus
der Gruppe, die gebildet wird aus festigenden nichtionischen Polymeren, festigenden anionischen Polymeren, festigenden amphoteren Polymeren und festigenden kationischen Polymeren. Festigende Polymere tragen zum Halt und/oder zum Aufbau des Haarvolumens und der Haarfülle der Gesamtfrisur bei. Diese Polymere sind gleichzeitig auch filmbildende Polymere und daher generell typische Substanzen für formgebende Haarbehandlungsmittel wie Haarfestiger, Haarschäume, Haarwachse, Haarsprays. Die Filmbildung kann dabei durchaus punktuell sein und nur einige Fasern miteinander verbinden. Within the scope of one embodiment, it is preferred to additionally employ in the agent according to the invention at least one setting polymer selected from at least one compound the group formed from strengthening nonionic polymers, fortifying anionic polymers, strengthening amphoteric polymers, and setting cationic polymers. Firming polymers contribute to the maintenance and / or build-up of the hair volume and hair fullness of the overall hairstyle. These polymers are at the same time also film-forming polymers and therefore generally typical substances for shaping hair treatment agents such as hair fixatives, hair foams, hair waxes, hair sprays. The film formation can be quite selective and connect only a few fibers.
Ein weiterer bevorzugter Inhaltsstoff der Zusammensetzungen C sind kationische Polyeme. Die zusätzlichen festigenden kationischen Polymere weisen mindestens eine Struktureinheit auf, die mindestens ein permanent kationisiertes Stichstoffatom enthält. Unter permanent kationisierten Stickstoffatomen sind solche Stickstoffatome zu verstehen, die eine positive Ladung tragen und dadurch eine quartäre Ammoniumverbindung bilden. Quartäre Ammonium-Verbindungen werden meist durch Umsetzung tertiärer Amine mit Alkylierungsmitteln, wie z.B. Methylchlorid, Benzylchlorid, Dimethylsulfat, Dodecylbromid, aber auch Ethylenoxid hergestellt. In Abhängigkeit von dem eingesetzten tertiären Amin sind insbesondere folgende Gruppen bekannt: Alkylammonium- Verbindungen, Alkenylammonium-Verbindungen, Imidazolinium-Verbindungen und Pyridinium- Verbindungen. Another preferred ingredient of the compositions C are cationic polyemes. The additional strengthening cationic polymers have at least one structural unit containing at least one permanently cationized nitrogen atom. Permanently cationized nitrogen atoms are to be understood as meaning those nitrogen atoms which carry a positive charge and thereby form a quaternary ammonium compound. Quaternary ammonium compounds are most commonly prepared by reacting tertiary amines with alkylating agents, e.g. Methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also produced ethylene oxide. Depending on the tertiary amine used, the following groups are known in particular: alkylammonium compounds, alkenylammonium compounds, imidazolinium compounds and pyridinium compounds.
Bevorzugte Verfahren sind dadurch gekennzeichnet, dass das Behandlungsmittel C, bezogen auf sein Gesamtgewicht 0,2 Gew.-% bis 10,0 Gew.-%, ganz besonders bevorzugt von 0,5 Gew.-% bis 5,0 Gew.-%, festigendes, kationisches Polymer enthält. Preferred processes are characterized in that the treatment agent C, based on its total weight, is from 0.2% by weight to 10.0% by weight, very particularly preferably from 0.5% by weight to 5.0% by weight. containing, setting, cationic polymer.
Geeignete kationische Polymere sind Suitable cationic polymers are
kationische, quaternisierte Cellulose-Derivate, wie sie beispielsweise durch Reaktion von Hydroxyethylcellulose mit einem Dimethyldiallylammonium-Reaktanden (insbesondere Dimethyldiallylammoniumchlorid) gegebenenfalls in Gegenwart weiterer Reaktanden hergestellt werden; besonders geeignet sind kationische Cellulosen mit der INCI-Bezeichnung Polyquaternium-4; cationic, quaternized cellulose derivatives such as are prepared, for example, by the reaction of hydroxyethyl cellulose with a dimethyl diallyl ammonium reactant (especially dimethyl diallyl ammonium chloride) optionally in the presence of other reactants; particularly suitable are cationic celluloses with the INCI name Polyquaternium-4;
- Copolymere aus mit Diethylsulfat quaterniertem Dimethylaminoethylmethacrylat, mit N- Vinylpyrrolidon, beispielsweise Copolymere mit der INCI-Bezeichnung Polyquaternium-1 1 ; Copolymers of diethyl sulfate quaternized dimethylaminoethyl methacrylate, with N-vinylpyrrolidone, for example copolymers with the INCI name Polyquaternium-1 1;
- Copolymere aus Methacryloylaminopropyllauryldimethylammonium chlorid mit N-Vinylpyrrolidon und Dimethylaminopropylmethacrylamid, beispielsweise Copolymere mit der INCI-Bezeichnung; - Copolymers of methacryloylaminopropyllauryldimethylammonium chloride with N-vinylpyrrolidone and dimethylaminopropylmethacrylamide, for example copolymers with the INCI name;
- Copolymere aus Methacryloylaminopropyllauryldimethylammonium chlorid mit N-Vinylpyrrolidon, N- Vinylcaprolactam und Dimethylaminopropylmethacrylamid beispielsweise Copolymere mit der INCI- Bezeichnung Polyquaternium-69;
- Copolymere aus N-Methylvinylimidazol und Vinylpyrrolidon-Copolymere, beispielsweise Copolymere mit der INCI-Bezeichnung Polyquaternium-16 oder Polyquaternium-44; - Copolymers of methacryloylaminopropyllauryldimethylammonium chloride with N-vinylpyrrolidone, N-vinylcaprolactam and dimethylaminopropylmethacrylamide, for example copolymers with the INCI name Polyquaternium-69; Copolymers of N-methylvinylimidazole and vinylpyrrolidone copolymers, for example copolymers with the INCI name Polyquaternium-16 or Polyquaternium-44;
- Copolymere aus N-Methylvinylimidazol, Vinylpyrrolidon und Vinylcaprolactam, beispielsweise Copolymere mit der INCI-Bezeichnung Polyquarternium-46; Copolymers of N-methylvinylimidazole, vinylpyrrolidone and vinylcaprolactam, for example copolymers with the INCI name Polyquarternium-46;
- Copolymere aus N-Methylvinylimidazol, Vinylpyrrolidon, Vinylimidazol und Methacrylamid- Copolymere, beispielsweise Copolymere mit der INCI-Bezeichnung Polyquaternium-68; Copolymers of N-methylvinylimidazole, vinylpyrrolidone, vinylimidazole and methacrylamide copolymers, for example copolymers with the INCI name Polyquaternium-68;
Das erfindungsgemäße Mittel enthält bevorzugt als zusätzliches festigendes Polymer mindestens ein festigendes nichtionisches Polymer. Die festigenden nichtionischen Polymere sind in dem erfindungsgemäßen Mittel bevorzugt in einer Menge von 0,1 Gew.-% bis 20,0 Gew.-%, besonders bevorzugt von 0,2 Gew.-% bis 15,0 Gew.-%, ganz besonders bevorzugt von 0,5 Gew.-% bis 10,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht des erfindungsgemäßen Mittels, enthalten. The composition according to the invention preferably contains at least one strengthening nonionic polymer as additional strengthening polymer. The strengthening nonionic polymers are preferably present in the composition according to the invention in an amount of from 0.1% by weight to 20.0% by weight, particularly preferably from 0.2% by weight to 15.0% by weight, completely particularly preferably from 0.5 wt .-% to 10.0 wt .-%, each based on the total weight of the inventive composition.
Die Zusammensetzungen A, B und C enthalten die Inhalts- bzw. Wirkstoffe vorzugsweise in einem kosmetisch akzeptablen Träger. Bevorzugte kosmetisch akzeptable Träger sind wässrige, alkoholische oder wässrigalkoholische Medien. Wässrigalkoholische Medien enthalten vorzugsweise mindestens 10 Gew.-% Wasser, insbesondere mindestens 30 Gew.-% Wasser, jeweils bezogen auf das gesamte Mittel. Als Alkohole können insbesondere die für kosmetische Zwecke üblicherweise verwendeten niederen Alkohole mit 1 bis 4 Kohlenstoffatomen (insbesondere (Ci bis C4)-Monohydroxyalkane) wie zum Beispiel Ethanol und Isopropanol enthalten sein. Es ist erfindungsgemäß bevorzugt mindestens ein (Ci bis C4)-Monohydroxyalkan in den erfindungsgemäßen Mitteln einzusetzen, wobei Mengen von 1 bis 50 Gew.-%, insbesondere von 5 bis 30 Gew.-% bevorzugt sind. The compositions A, B and C preferably contain the ingredients in a cosmetically acceptable carrier. Preferred cosmetically acceptable carriers are aqueous, alcoholic or aqueous-alcoholic media. Aqueous alcoholic media preferably contain at least 10% by weight of water, in particular at least 30% by weight of water, in each case based on the total agent. As alcohols, it is possible in particular to include the lower alcohols having 1 to 4 carbon atoms (in particular (C 1 to C 4) monohydroxyalkanes) customarily used for cosmetic purposes, such as, for example, ethanol and isopropanol. It is inventively preferred to use at least one (Ci to C4) monohydroxyalkane in the inventive compositions, wherein amounts of 1 to 50 wt .-%, in particular from 5 to 30 wt .-% are preferred.
Der kosmetisch akzeptable Träger des erfindungsgemäßen Mittels enthält ganz besonders bevorzugt mindestens 10 Gew.-% Wasser und 0 bis 50 Gew.-% mindestens eines (Ci bis C4)- Monohydroxyalkans, insbesondere mindestens 30 Gew.-% Wasser und gegebenenfalls 5 bis 30 Gew.- % mindestens eines (Ci bis C4)-Monohydroxyalkans, jeweils bezogen auf das Gesamtgewicht des erfindungsgemäßen Mittels. Als zusätzliche Co-Solventien können organische Lösungsmittel oder ein Gemisch aus Lösungsmitteln mit einem Siedepunkt unter 400°C in einer Menge von 0,1 bis 15 Gewichtsprozent, bevorzugt von 1 bis 10 Gewichtsprozent bezogen auf das gesamte erfindungsgemäße Mittel enthalten sein. Besonders geeignet als zusätzliche Co-Solventien sind unverzweigte oder verzweigte Kohlenwasserstoffe wie Pentan, Hexan, Isopentan und cyclische Kohlenwasserstoffe wie Cyclopentan und Cyclohexan. Weitere, besonders bevorzugte wasserlösliche Lösungsmittel sind Glycerin, Ethylenglykol und 1 ,2-Propylenglykol in einer Menge bis 30 Gew.-% bezogen auf das gesamte Mittel.
Zusammenfassend sind bevorzugte erfindungsgemäße Verfahren dadurch gekennzeichnet, dass das Behandlungsmittel C, bezogen auf sein Gesamtgewicht mindestens 10 Gew.-% Wasser und 0 bis 50 Gew.-% mindestens eines (O bis C4)-Monohydroxyalkans enthält. The cosmetically acceptable carrier of the agent according to the invention very particularly preferably contains at least 10% by weight of water and 0 to 50% by weight of at least one (C 1 to C 4 ) monohydroxyalkane, in particular at least 30% by weight of water and optionally 5 to 30 % By weight of at least one (C 1 to C 4 ) monohydroxyalkane, in each case based on the total weight of the agent according to the invention. As additional co-solvents, organic solvents or a mixture of solvents having a boiling point below 400 ° C. may be present in an amount of from 0.1 to 15% by weight, preferably from 1 to 10% by weight, based on the total agent according to the invention. Particularly suitable as additional co-solvents are unbranched or branched hydrocarbons such as pentane, hexane, isopentane and cyclic hydrocarbons such as cyclopentane and cyclohexane. Further, particularly preferred water-soluble solvents are glycerol, ethylene glycol and 1, 2-propylene glycol in an amount of up to 30 wt .-% based on the total agent. In summary, preferred methods according to the invention are characterized in that the treatment agent C, based on its total weight, contains at least 10% by weight of water and 0 to 50% by weight of at least one (O to C4) monohydroxyalkane.
Die keratinischen Fasern werden in Schritt (v) des erfindungsgemäßen Verfahrens geglättet. The keratinic fibers are smoothed in step (v) of the method according to the invention.
Vorzugsweise werden die keratinischen Fasern, insbesondere die menschlichen Haare während oder nach Beendigung der Einwirkzeit mechanisch geglättet. Die Glättung erfolgt vorzugsweise ohne Wärmeeinwirkung. Zur Glättung eignen sich beispielsweise das Kämmen oder die Anwendung eines, vorzugsweise unbeheizten Glättungsboards. Erfindungsgemäß bevorzugte Verfahren sind dadurch gekennzeichnet, dass die Glättung in Schritt v) ohne Wärmeinwirkung erfolgt. Glättung und Spülung der keratinischen Fasern in Schritt v) können grundsätzlich in beliebiger Reihenfolge erfolgen. Für die Glättungs- und Färbeergebnisse hat es sich jedoch als vorteilhaft erwiesen, die keratinischen Fasern in Schritt (v) zunächst zu glätten und anschließend zu spülen. The keratinic fibers, in particular the human hair, are preferably mechanically smoothed during or after the end of the reaction time. The smoothing is preferably carried out without heat. For smoothing, for example, the combing or the application of a, preferably unheated smoothing boards are. According to preferred methods are characterized in that the smoothing in step v) takes place without heat. Smoothing and rinsing of the keratinic fibers in step v) can in principle be carried out in any order. For the smoothing and staining results, however, it has proven to be advantageous first to smooth the keratinic fibers in step (v) and then to rinse them.
Die mittels des erfindungsgemäßen Verfahrens erzielten Glättungs- und Färbeergebnisse lassen sich durch Wiederholung der Verfahrensschritte (iv) und (v) verbessern. Besonders bevorzugte Verfahrensvarianten sind daher durch die zweimalige, vorzugsweise dreimalige Wiederholung der Verfahrensschritte (iv) und (v) gekennzeichnet. The smoothing and staining results achieved by means of the method according to the invention can be improved by repeating the method steps (iv) and (v). Particularly preferred process variants are therefore characterized by repeating the process steps (iv) and (v) twice, preferably three times.
Um die Pflegewirkung der erfindungsgemäßen Verfahren zu verbessern ist es bevorzugt, die keratinischen Fasern im Anschluss an Schritt (v) einer oxidativen Behandlung zu unterziehen. In order to improve the care effect of the methods according to the invention, it is preferred to subject the keratinic fibers to an oxidative treatment after step (v).
Die erfindungsgemäßen Zusammensetzungen, Verwendungen und Verfahren und einige ihrer bevorzugten Ausführungsformen sind durch die folgenden Punkte gekennzeichnet: The compositions, uses, and methods of the invention, and some of their preferred embodiments, are characterized by the following items:
1 . Verfahren zur Glättung und Färbung keratinhaltiger Fasern, insbesondere menschlicher Haare, in welchem 1 . Process for smoothing and coloring keratin-containing fibers, in particular human hair, in which
(i) ein Behandlungsmittel A, enthaltend mindestens ein Alkalisierungsmittel bereitgestellt wird, (i) a treatment agent A containing at least one alkalizing agent is provided,
(ii) ein Behandlungsmittel B, enthaltend mindestens eine Keratin färbende Substanz bereitgestellt wird, (ii) a treating agent B containing at least one keratin-coloring substance is provided,
(iv) die Behandlungsmittel A und B sowie gegebenenfalls weitere Wirkstoffe miteinander zu einem Behandlungsmittel C mit einem pH-Wert zwischen 10 und 14 vermischt werden, (iv) the treatment agents A and B and optionally further active ingredients are mixed together to give a treatment agent C having a pH of between 10 and 14,
(iv) das Behandlungsmittel C auf die keratinhaltigen Fasern aufgebracht wird, (iv) the treatment agent C is applied to the keratin-containing fibers,
(v) die keratinhaltigen Fasern nachfolgend mechanisch geglättet und gespült werden, (v) the keratin-containing fibers are subsequently mechanically smoothed and rinsed,
(vi) die Fasern im Anschluss gegebenenfalls mit einem Oxidationsmittel behandelt und nachfolgend erneut gespült werden.
Verfahren nach Anspruch 1 , dadurch gekennzeichnet, dass das Behandlungsmittel A mindestens ein Alkalisierungsmittel aus der Gruppe Natriumhydroxid und Kaliumhydroxid enthält. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass das Behandlungsmittel A mindestens ein Alkalisierungsmittel aus der Gruppe Lithiumhydroxid, Calciumhydroxid und Guanidincarbonat enthält. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass das Behandlungsmittel B mindestens eine Keratin färbende Substanz aus der Gruppe der oxidativen Färbemittel enthält. Verfahren nach einem der vorherigen Punkt, dadurch gekennzeichnet, dass das Behandlungsmittel C keinen Xanthenfarbstoff enthält. erfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass das der Gewichtsanteil der Keratin färbenden oxidativen Färbemittel am Gesamtgewicht des Behandlungsmittels C 0,01 bis 4,0 Gew.-%, bevorzugt 0,1 bis 2,0 Gew.-%, vorzugsweise 0,2 bis 1 ,0 Gew.-% und insbesondere 0,25 bis 0,8 Gew.-% beträgt. Verfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass das Behandlungsmittel C mindestens ein Quellmittel, vorzugsweise ein Quellmittel aus der Gruppe Harnstoff (Urea), Glycerin (Propan-1 ,2,3-triol), Sorbit (D-Glucit) und/oder Pyrrolidoncarbonsäure (5-Oxopyrrolidin-2-carbonsäure) enthält. Verfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass (vi) the fibers are then optionally treated with an oxidizing agent and subsequently rinsed again. A method according to claim 1, characterized in that the treatment agent A at least one alkalizing agent from the group sodium hydroxide and potassium hydroxide. Method according to one of the preceding claims, characterized in that the treatment agent A contains at least one alkalizing agent from the group lithium hydroxide, calcium hydroxide and guanidine carbonate. Method according to one of the preceding claims, characterized in that the treatment agent B contains at least one keratin-coloring substance from the group of oxidative coloring agents. Method according to one of the preceding points, characterized in that the treatment agent C contains no xanthene dye. Experienced according to one of the preceding points, characterized in that the weight fraction of the keratin coloring oxidative colorant in the total weight of the treating agent C 0.01 to 4.0 wt .-%, preferably 0.1 to 2.0 wt .-%, preferably 0.2 to 1, 0 wt .-% and in particular 0.25 to 0.8 wt .-% is. Method according to one of the preceding points, characterized in that the treatment agent C at least one swelling agent, preferably a swelling agent from the group urea (urea), glycerol (propane-1, 2,3-triol), sorbitol (D-glucitol) and / or pyrrolidonecarboxylic acid (5-oxopyrrolidine-2-carboxylic acid). Method according to one of the preceding points, characterized in that
der Gewichtsanteil des Quellmittels b) am Gesamtgewicht des Behandlungsmittels C 0,2 bis 15 Gew.-%, vorzugsweise 1 ,0 bis 12 Gew.-% und insbesondere 2,0 bis 10 Gew.-% beträgt. Verfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass das Behandlungsmittel C, bezogen auf sein Gesamtgewicht, 0,01 bis 1 Gew.-%, vorzugsweise 0,025 bis 0,75 Gew.-%, weiter bevorzugt 0,05 bis 0,5 Gew.-% und insbesondere 0,1 bis 0,25 Gew.-% (C12 bis Ci8)-Alkyltrimethylammoniumsalz(e) enthält.
Verfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass das Behandlungsmittel C, bezogen auf sein Gesamtgewicht 0,2 Gew.-% bis 1 0,0 Gew.-%, ganz besonders bevorzugt von 0,5 Gew.-% bis 5,0 Gew.-%, festigendes, kationisches Polymer enthält. Verfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass das Behandlungsmittel C, bezogen auf sein Gesamtgewicht mindestens 10 Gew.-% Wasser und 0 bis 50 Gew.-% mindestens eines (Ci bis C4)-Monohydroxyalkans enthält. Verfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass die Glättung in Schritt v) ohne Wärmeinwirkung erfolgt. Verfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass die keratinischen Fasern in Schritt (v) zunächst geglättet und anschließend gespült werden. Verfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass die Verfahrensschritt (iv) und (v) mindestens zweimal, vorzugsweise mindestens dreimal wiederholt werden. Verfahren nach einem der vorherigen Punkte, dadurch gekennzeichnet, dass die keratinischen Fasern im Anschluss an Schritt (v) einer oxidativen Behandlung unterzogen werden.
the proportion by weight of the swelling agent b) in the total weight of the treatment agent C is from 0.2 to 15% by weight, preferably from 1 to 0 to 12% by weight and in particular from 2.0 to 10% by weight. Method according to one of the preceding points, characterized in that the treatment agent C, based on its total weight, 0.01 to 1 wt .-%, preferably 0.025 to 0.75 wt .-%, more preferably 0.05 to 0.5 Wt .-% and in particular 0.1 to 0.25 wt .-% (C12 to Ci8) -Alkyltrimethylammoniumsalz (e). Method according to one of the preceding points, characterized in that the treatment agent C, based on its total weight of 0.2 wt .-% to 1 0.0 wt .-%, most preferably from 0.5 wt .-% to 5, 0 wt .-%, consolidating, cationic polymer. Method according to one of the preceding points, characterized in that the treatment agent C, based on its total weight at least 10 wt .-% water and 0 to 50 wt .-% of at least one (Ci to C4) -Monohydroxyalkans. Method according to one of the preceding points, characterized in that the smoothing in step v) takes place without the action of heat. Method according to one of the preceding points, characterized in that the keratinic fibers are first smoothed in step (v) and then rinsed. Method according to one of the preceding points, characterized in that the method steps (iv) and (v) are repeated at least twice, preferably at least three times. Method according to one of the preceding points, characterized in that the keratinic fibers are subjected to an oxidative treatment following step (v).
Claims
1 . Verfahren zur Glättung und Färbung keratinhaltiger Fasern, insbesondere menschlicher Haare, in welchem 1 . Process for smoothing and coloring keratin-containing fibers, in particular human hair, in which
(i) ein Behandlungsmittel A, enthaltend mindestens ein Alkalisierungsmittel bereitgestellt wird, (i) a treatment agent A containing at least one alkalizing agent is provided,
(ii) ein Behandlungsmittel B, enthaltend mindestens eine Keratin färbende Substanz bereitgestellt wird, (ii) a treating agent B containing at least one keratin-coloring substance is provided,
(v) die Behandlungsmittel A und B sowie gegebenenfalls weitere Wirkstoffe miteinander zu einem Behandlungsmittel C mit einem pH-Wert zwischen 10 und 14 vermischt werden, (v) the treatment agents A and B and, if appropriate, further active ingredients are mixed together to form a treatment agent C having a pH of between 10 and 14,
(iv) das Behandlungsmittel C auf die keratinhaltigen Fasern aufgebracht wird, (iv) the treatment agent C is applied to the keratin-containing fibers,
(v) die keratinhaltigen Fasern nachfolgend mechanisch geglättet und gespült werden, (v) the keratin-containing fibers are subsequently mechanically smoothed and rinsed,
(vi) die Fasern im Anschluss gegebenenfalls mit einem Oxidationsmittel behandelt und nachfolgend erneut gespült werden. (vi) the fibers are then optionally treated with an oxidizing agent and subsequently rinsed again.
2. Verfahren nach Anspruch 1 , dadurch gekennzeichnet, dass das Behandlungsmittel A mindestens ein Alkalisierungsmittel aus der Gruppe Natriumhydroxid und Kaliumhydroxid enthält. 2. The method according to claim 1, characterized in that the treatment agent A contains at least one alkalizing agent from the group of sodium hydroxide and potassium hydroxide.
3. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass das Behandlungsmittel A mindestens ein Alkalisierungsmittel aus der Gruppe Lithiumhydroxid, Calciumhydroxid und Guanidincarbonat enthält. 3. The method according to any one of the preceding claims, characterized in that the treatment agent A contains at least one alkalizing agent from the group lithium hydroxide, calcium hydroxide and guanidine carbonate.
4. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass das Behandlungsmittel B mindestens eine Keratin färbende Substanz aus der Gruppe der oxidativen Färbemittel enthält. 4. The method according to any one of the preceding claims, characterized in that the treatment agent B contains at least one keratin-coloring substance from the group of oxidative colorants.
5. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass das der Gewichtsanteil der Keratin färbenden oxidativen Färbemittel am Gesamtgewicht des Behandlungsmittels C 0,01 bis 4,0 Gew.-%, bevorzugt 0,1 bis 2,0 Gew.-%, vorzugsweise 0,2 bis 1 ,0 Gew.-% und insbesondere 0,25 bis 0,8 Gew.-% beträgt. 5. The method according to any one of the preceding claims, characterized in that the weight fraction of the keratin coloring oxidative colorant in the total weight of the treating agent C 0.01 to 4.0 wt .-%, preferably 0.1 to 2.0 wt .-% , preferably 0.2 to 1, 0 wt .-% and in particular 0.25 to 0.8 wt .-% is.
6. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass das Behandlungsmittel C ein Quellmittel, vorzugsweise ein Quellmittel aus der Gruppe Harnstoff (Urea), Glycerin (Propan-1 ,2,3-triol), Sorbit (D-Glucit) und/oder Pyrrolidoncarbonsäure (5- Oxopyrrolidin-2-carbonsäure) enthält.
6. The method according to any one of the preceding claims, characterized in that the treatment agent C is a swelling agent, preferably a swelling agent from the group urea (urea), glycerol (propane-1, 2,3-triol), sorbitol (D-glucitol) and or pyrrolidonecarboxylic acid (5-oxopyrrolidine-2-carboxylic acid).
7. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass die Glättung in Schritt v) ohne Wärmeinwirkung erfolgt. 7. The method according to any one of the preceding claims, characterized in that the smoothing in step v) takes place without heat.
8. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass die keratinischen Fasern in Schritt (v) zunächst geglättet und anschließend gespült werden. 8. The method according to any one of the preceding claims, characterized in that the keratinic fibers are first smoothed in step (v) and then rinsed.
9. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass die Verfahrensschritt (iv) und (v) mindestens zweimal, vorzugsweise mindestens dreimal wiederholt werden. 9. The method according to any one of the preceding claims, characterized in that the process step (iv) and (v) are repeated at least twice, preferably at least three times.
10. Verfahren nach einem der vorherigen Ansprüche, dadurch gekennzeichnet, dass die keratinischen Fasern im Anschluss an Schritt (v) einer oxidativen Behandlung unterzogen werden.
10. The method according to any one of the preceding claims, characterized in that the keratinischen fibers are subjected to an oxidative treatment after step (v).
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE102013227122.0 | 2013-12-23 | ||
DE102013227122.0A DE102013227122A1 (en) | 2013-12-23 | 2013-12-23 | Process for reshaping and coloring keratinous fibers |
Publications (1)
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WO2015096936A1 true WO2015096936A1 (en) | 2015-07-02 |
Family
ID=51900886
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP2014/074846 WO2015096936A1 (en) | 2013-12-23 | 2014-11-18 | Method for shaping and colouring fibres containing keratin |
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DE (1) | DE102013227122A1 (en) |
WO (1) | WO2015096936A1 (en) |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2014628A1 (en) * | 1970-03-26 | 1971-10-14 | WeIIaAG, 6100 Darmstadt | Process for stretching and at the same time coloring human hair |
EP0352375A1 (en) | 1988-07-26 | 1990-01-31 | Teh-Shan Chang | Preparation for dyeing and setting hair |
DE19713698C1 (en) | 1997-04-03 | 1998-06-04 | Goldwell Gmbh | Dyeing and perming hair |
US20020192175A1 (en) * | 2001-04-18 | 2002-12-19 | Manilal Patel | Hair relaxer and coloring system |
EP1287812A2 (en) | 2001-09-04 | 2003-03-05 | Wella Aktiengesellschaft | Method of simultaneously dyeing and permanent waving the hair |
DE102005061023A1 (en) | 2005-12-19 | 2007-06-21 | Henkel Kgaa | Process for the simultaneous dyeing and shaping of keratin-containing fibers |
US8343238B1 (en) * | 2011-12-30 | 2013-01-01 | L'oreal Sa. | Process for altering the appearance of hair using a composition containing dyes and non-hydroxide bases |
WO2013011116A2 (en) * | 2011-07-21 | 2013-01-24 | L'oreal | Dyeing process using a natural dye on keratin fibres that have undergone permanent reshaping |
US20130167862A1 (en) * | 2011-12-30 | 2013-07-04 | L'oreal | Process for altering the appearance of hair using a composition containing direct dyes and non-hydroxide bases |
US20130167861A1 (en) * | 2011-12-30 | 2013-07-04 | L'oreal S.A. | Process for altering the appearance of hair using a composition containing dyes and non-hydroxide bases |
-
2013
- 2013-12-23 DE DE102013227122.0A patent/DE102013227122A1/en not_active Withdrawn
-
2014
- 2014-11-18 WO PCT/EP2014/074846 patent/WO2015096936A1/en active Application Filing
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2014628A1 (en) * | 1970-03-26 | 1971-10-14 | WeIIaAG, 6100 Darmstadt | Process for stretching and at the same time coloring human hair |
EP0352375A1 (en) | 1988-07-26 | 1990-01-31 | Teh-Shan Chang | Preparation for dyeing and setting hair |
DE19713698C1 (en) | 1997-04-03 | 1998-06-04 | Goldwell Gmbh | Dyeing and perming hair |
US20020192175A1 (en) * | 2001-04-18 | 2002-12-19 | Manilal Patel | Hair relaxer and coloring system |
EP1287812A2 (en) | 2001-09-04 | 2003-03-05 | Wella Aktiengesellschaft | Method of simultaneously dyeing and permanent waving the hair |
DE102005061023A1 (en) | 2005-12-19 | 2007-06-21 | Henkel Kgaa | Process for the simultaneous dyeing and shaping of keratin-containing fibers |
WO2013011116A2 (en) * | 2011-07-21 | 2013-01-24 | L'oreal | Dyeing process using a natural dye on keratin fibres that have undergone permanent reshaping |
US8343238B1 (en) * | 2011-12-30 | 2013-01-01 | L'oreal Sa. | Process for altering the appearance of hair using a composition containing dyes and non-hydroxide bases |
US20130167862A1 (en) * | 2011-12-30 | 2013-07-04 | L'oreal | Process for altering the appearance of hair using a composition containing direct dyes and non-hydroxide bases |
US20130167861A1 (en) * | 2011-12-30 | 2013-07-04 | L'oreal S.A. | Process for altering the appearance of hair using a composition containing dyes and non-hydroxide bases |
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DE102013227122A1 (en) | 2015-06-25 |
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