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EP1682229A1 - Produit servante reduire la coloration du cuir chevelu - Google Patents

Produit servante reduire la coloration du cuir chevelu

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Publication number
EP1682229A1
EP1682229A1 EP04764939A EP04764939A EP1682229A1 EP 1682229 A1 EP1682229 A1 EP 1682229A1 EP 04764939 A EP04764939 A EP 04764939A EP 04764939 A EP04764939 A EP 04764939A EP 1682229 A1 EP1682229 A1 EP 1682229A1
Authority
EP
European Patent Office
Prior art keywords
group
compounds
acid
amino
hair
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
EP04764939A
Other languages
German (de)
English (en)
Inventor
Horst Höffkes
Claudia Kolonko
Melanie Moch
Doris Oberkobusch
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP1682229A1 publication Critical patent/EP1682229A1/fr
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • 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
    • A61K8/55—Phosphorus compounds
    • A61K8/553—Phospholipids, e.g. lecithin

Definitions

  • the invention relates to an agent for dyeing hair that minimizes the color of the skin, a method for reducing the color of the skin as part of a dyeing process and the use of special components for reducing the color of the skin, in particular during hair coloring.
  • Coloring agents or tinting agents which contain so-called direct draws as the coloring component are usually used for temporary dyeings. These are dye molecules that attach directly to the hair and do not require an oxidative process to form the color. These dyes include, for example, henna, which is known from antiquity for coloring body and hair. These dyeings are generally sensitive to shampooing, so that a frequently undesirable shift in shades or even a visible “discoloration" can occur.
  • oxidation dyes are used for permanent, intensive dyeings with appropriate fastness properties.
  • colorants usually contain oxidation dye precursors, so-called developer components and
  • the developer components form under the influence of Oxidants or from atmospheric oxygen with each other or under coupling with one or more coupler components from the actual dyes.
  • the oxidation coloring agents are characterized by excellent, long-lasting coloring results.
  • a reactive carbonyl compounds i.e. Compounds with at least one reactive carbonyl group and component
  • the aforementioned components A and B are generally not themselves
  • Dyes and are therefore not suitable for dyeing keratin fibers on their own. In combination, they form in a non-oxidative process
  • oxidation dye precursors of the developer and / or coupler type with or without the use of an oxidizing agent can, however, also be used among compounds of component B. So this can be Combine dyeing method (hereinafter called oxo dyeing) with the oxidative dyeing system.
  • Components A and B are referred to below as oxo dye precursors.
  • the oxo dyeing is described, for example, in the publications WO-A1-99 / 18916, WO-A1 -00/38638, WO-A1 -01/34106 and WO-A1-01/47483.
  • DE-A1-100 28 723 discloses a hair coloring method in which the scalp and the hair contour area are first treated with a water-in-oil emulsion based on an oil component and a nonionic emulsifier to reduce the scalp staining. The hair dye product is then applied to the hair. After a usual exposure time for hair coloring, the hair is washed thoroughly.
  • the W / O emulsion also comprises a volatile silicone.
  • WO-A1 -96 / 18379 discloses a cosmetic and dermatological agent which contains at least one compound from the group of the flavonoids to protect the skin and hair from oxidative stress.
  • the first subject of this application is an agent for coloring keratin
  • At least one skin color-reducing agent selected from • hydroxycarboxylic acids, • emulsifying compounds, selected from non-volatile silicone compounds, cationic surfactants and amphoteric surfactants, • antidandruff agents, • inorganic and organic reducing agents. and / or from mixtures of these compounds and / or from the physiologically tolerable salts of these compounds.
  • the use of the agents according to the invention leads to a strong reduction in the scalp coloration in the case of color-intensive dyeings and to a total prevention of the scalp coloration in the case of non-color-intensive dyeings.
  • reactive carbonyl compounds according to the invention as oxo dye precursor of component A have at least one carbonyl group as reactive group, which reacts with component B to form a covalent bond to a coloring component.
  • the agent according to the invention contains a component A, it is preferred according to the invention that the agent according to the invention also necessarily contains at least one component B.
  • the agent according to the invention preferably contains no component B if no component A is present.
  • compounds according to the invention can also be used as reactive carbonyl compound of component A in which the reactive carbonyl group is derivatized in such a way that the reactivity of the carbon atom of the derivatized carbonyl group with respect to component B is always present.
  • These derivatives are preferably addition compounds of a) amines and their derivatives to form imines or oximes as addition compound b) of alcohols to form acetals or ketals as addition compound to the carbon atom of the carbonyl group of the reactive carbonyl compound and c) of water to form hydrates.
  • the reactive carbonyl compound is preferably selected from compounds according to formula I,
  • AR stands for benzene, naphthalene, pyridine, pyrimidine, pyrazine, pyridazine, carbazole, pyrrole, pyrazole, furan, thiophene, 1, 2,3-triazine, 1, 3,5-triazine, quinoline, isoquinoline, indole, indoline, Indolizine, indan, imidazole, 1, 2,4-triazole, 1, 2,3-triazole, tetrazole, benzimidazole, 1, 3-thiazole, benzothiazole, indazole, benzoxazole, quinoxaline, quinazoline, quinolizine, cinnoline, acridine, julolidine, Acenaphthene, fluorene, biphenyl, diphenylmethane, benzophenone, diphenyl ether, azobenzene, chromone, coumarin, dipheny
  • Z stands for a direct bond, a carbonyl, a carboxy (C 1 -C) alkylene, an optionally substituted C 2 -C 6 alkenylene, C -C 6 alkadienylene, furylene, thienylene, Arylene, vinylene arylene, vinylene furylene, vinyl thienylene group, where Z together with the -YR 1 group can also form an optionally substituted 5-, 6- or 7-ring,
  • Y represents a group selected from carbonyl, a group according to formula II and a group according to formula III,
  • R 5 represents a hydrogen atom, a hydroxy group, a C 1 -C 4 alkoxy group, a dC 6 alkyl group, a CrC 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a d-Ce-alkoxy-d- Ce alkyl group
  • R 6 and R 7 independently of one another represent a C 1 -C 6 -alkyl group, an aryl group or together with the structural element OCO of the formula III form a 5- or 6-membered ring.
  • the reactive carbonyl compound is particularly preferably selected from the group consisting of acetophenone, propiophenone, 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone, 2-hydroxypropiophenone, 3-hydroxypropiophenone, 4-hydroxypropiophenone, 2-hydroxybutyrophenone, 3-hydroxybutyrophenone Hydroxybutyrophenone, 2,4-dihydroxyacetophenone, 2,5-dihydroxyacetophenone, 2,6-dihydroxyacetophenone, 2,3,4-trihydroxyacetophenone, 3,4,5-trihydroxyacetophenone, 2,4,6-trihydroxyacetophenone, 2,4,6- Trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone diethyl ketal, 4-hydroxy-3-methoxyacetophenone, 3,5-dimethoxy-4-hydroxyacetophenone, 4-aminoacetophenone, 4-dimethylaminoacetophenone, 4-
  • Vanillin coniferyl aldehyde, 2-methoxybenzaldehyde, 3-methoxybenzaldehyde, 4-methoxybenzaldehyde, 2-ethoxybenzaldehyde, 3-ethoxybenzaldehyde, 4-
  • Ethoxybenzaldehyde 4-hydroxy-2,3-dimethoxy-benzaldehyde, 4-hydroxy-2,5-dimethoxy-benzaldehyde, 4-hydroxy-2,6-dimethoxy-benzaldehyde, 4-hydroxy-2-methyl-benzaldehyde, 4- Hydroxy-3-methyl-benzaldehyde, 4-hydroxy-2,3-dimethyl-benzaldehyde, 4-hydroxy-2,5-dimethyl-benzaldehyde, 4-hydroxy-2,6-dimethyl-benzaldehyde, 4-hydroxy-3, 5-dimethoxy-benzaldehyde, 4-hydroxy-3,5-dimethyl-benzaldehyde, 3,5-diethoxy-4-hydroxy-benzaldehyde, 2,6-diethoxy-4-hydroxy-benzaldehyde, 3-hydroxy-4-methoxy benzaldehyde, 2-hydroxy-4-methoxy-benzaldehyde, 2-ethoxy-4-hydroxy-benzaldehyde, 3-
  • the CH-acidic compounds (a) of the oxo dye precursors of component B are preferably selected from the group consisting of 1, 2,3,3-tetramethyl-3H-indolium iodide, 1, 2,3,3-tetramethyl-3H-indolium p-toluenesulfonate, 1, 2,3,3-tetramethyl-3H-indolium methanesulfonate, 1, 3,3-trimethyl-2-methyleneindoline (Fischer's base), 2,3-dimethyl-benzothiazolium iodide, 2 , 3-Dimethyl-benzothiazolium-p-toluenesulfonate, 2,3-dimethyl-naphtho [1, 2-d] thiazolium-p-toluenesulfonate, 3-ethyl-2-methyl-naphtho [1, 2-d] thiazolium-p - toluenesulfonate,
  • the primary and secondary aromatic amines (b) of the oxo dye precursors of component B are preferably selected from the group consisting of N, N-dimethyl-p-phenylenediamine, NN-diethyl-p-phenylenediamine, N- (2-hydroxyethyl) -N- ethyl-p-phenylenediamine, N, N-bis- (2-hydroxyethyl) -p-phenylenediamine, N- (2-methoxyethyl) -p- phenylene diamine, 2,3-dichloro-p-phenylene diamine, 2,4-dichloro-p-phenylene diamine, 2,5-dichloro-p-phenylene diamine, 2-chloro-p-phenylene diamine, 2,5-dihydroxy-4-morpholinoaniline, 2-aminophenol, 3-aminophenol, 4-aminophenol, 2-aminomethyl-4-aminophenol, 2-hydroxymethyl-4-
  • R 10 represents a hydroxyl or an amino group which can be substituted by d-dralkyl, C 1 -C 6 -hydroxyalkyl, dC 6 -alkoxy or CC 6 -alkoxy-CrC 6 -alkyl groups,
  • R 11 , R 12 , R 13 , R 14 and R 15 independently of one another for a hydrogen atom, a hydroxyl or an amino group, which can be substituted by dC 6 -alkyl-, dC e -hydroxyalkyl-, dCe-alkoxy-, d-Ce -Aminoalkyl- or dCe-alkoxy-d-Ce-alkyl groups can be substituted, stand, and
  • the nitrogen-containing heterocyclic compounds (b) of the oxo dye precursors of component B are preferably selected from the group consisting of 2-aminopyridine, 3-aminopyridine, 4-aminopyridine, 2-amino-3-hydroxy-pyridine, 2,6-diamino-pyridine, 2,5-diamino-pyridine, 2- (aminoethylamino) -5-aminopyridine, 2,3-diamino-pyridine, 2-dimethylamino-5-amino-pyridine, 2-methylamino-3-amino-6-methoxy-pyridine, 2,3-diamino-6-methoxy-pyridine, 2,6-dimethoxy-3,5-diamino-pyridine, 2,4,5-triamino-pyridine, 2,6-dihydroxy-3,4-dimethylpyridine, N- [2- (2,4-diaminophenyl) aminoethyl] -N- (5-amino-2
  • the hydroxypyrimidines disclosed in DE-U1-299 08 573 can also be used as heterocyclic compounds.
  • the aforementioned compounds can be used both in free form and in the form of their physiologically tolerable salts, e.g. B. as salts of inorganic acids, such as hydrochloric or sulfuric acid.
  • the aromatic hydroxy compounds (b) of the oxo dye precursors of component B are preferably selected from the group consisting of 2-methylresorcinol, 4-methylresorcinol, 5-methyiresorcinol, 2,5-dimethylresorcinol, resorcinol, 3-methoxyphenol, pyrocatechol, hydroquinone, pyrogallol, phloroglucinol , Hydroxyhydroquinone, 2-methoxyphenol, 3-methoxyphenol, 4-methoxyphenol, 3-dimethylaminophenol, 2- (2-hydroxyethyl) phenol, 3,4-methylenedioxyphenol, 2,4-dihydroxybenzoic acid, 3,4-dihydroxybenzoic acid , 2,4-dihydroxyphenylacetic acid, gallic acid, 2,4,6-trihydroxybenzoic acid, -acetophenone, 2-chlororesorcinol, 4-chlororesorcinol, 1-naphthol, 1,5-dihydroxynaphthal
  • Those indoles and indolines which have at least one hydroxyl or amino group, preferably as a substituent on the six-membered ring, are preferably used as the coloring component as precursors of nature-analogous dyes.
  • These groups can carry further substituents, e.g. B. in the form of etherification or esterification of the hydroxy group or an alkylation of the amino group.
  • R 1 represents hydrogen, a dC 4 alkyl group or a dC 4 hydroxyalkyl group
  • R 2 represents hydrogen or a -COOH group, the -COOH group also being a salt with a physiological compatible cation may be present
  • R 3 stands for hydrogen or a CC 4 alkyl group
  • R 4 stands for hydrogen, a C 1 -C 4 alkyl group or a group -CO-R 6 , in which R 6 stands for a dC alkyl group
  • R 5 represents one of the groups mentioned under R 4 , and physiologically tolerable salts of these compounds with an organic or inorganic acid.
  • indoline Particularly preferred derivatives of indoline are 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5, ⁇ dihydroxyindoline, 5,6-dihydroxyindoline-2-carboxylic acid and 6-hydroxyindoline, 6-aminoindoline and 4-aminoindoline.
  • N-methyl-5,6-dihydroxyindoline N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline and especially the 5 6-Dihydroxyindolin.
  • R represents hydrogen, a dC 4 -alkyl group or a dC -hydroxyalkyl group
  • R 2 stands for hydrogen or a -COOH group, where the -COOH group can also be present as a salt with a physiologically compatible cation
  • R 3 represents hydrogen or a C 1 -C alkyl group
  • R 4 stands for hydrogen, a dC 4 alkyl group or a group -CO-R 6 , in which R 6 stands for a dC alkyl group, and
  • R 5 stands for one of the groups mentioned under R 4 ,
  • Particularly preferred derivatives of indole are 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5, 6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxyindole, 6-aminoindole and 4-aminoindole.
  • N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole and in particular 5.6 are to be emphasized -Dihydroxyindol.
  • the indoline and indole derivatives can be in the agents according to the invention both as free bases and in the form of their physiologically tolerable salts with inorganic or organic acids, for. B. the hydrochloride, sulfate and hydrobromide, be used.
  • the indole or indoline derivatives are usually contained in these in amounts of 0.05-10% by weight, preferably 0.2-5% by weight.
  • the indoline or indole derivative in hair colorants in combination with at least one amino acid or an oligopeptide.
  • the amino acid is advantageously an ⁇ -amino acid; very particularly preferred ⁇ -amino acids are arginine, ornithine, lysine, serine and histidine, in particular arginine.
  • Hydroxycarboxylic acids and salts of hydroxycarboxylic acids for the purposes of the invention include ascorbic acid, isoascorbic acid, lactic acid, mandelic acid, malic acid, tartaric acid, citric acid, salicylic acid, on acids from pentoses, hexoses and heptoses (sugar acids), in particular derived from glucose, galactose, unductose and mannose understood the salts of all the aforementioned acids.
  • Ascorbic acid is particularly suitable for use in colorants which contain at least one oxo dye precursor.
  • the hydroxycarboxylic acids and / or the hydroxycarboxylic acid salts are usually used in the agents according to the invention in an amount of 0.05 to 10% by weight, based on the total weight of the agent.
  • the agents contain ascorbic acid, isoascorbic acid and sodium salicylate.
  • Inorganic and organic reducing agents for the purposes of the invention include the compounds sodium metabisulfite, sodium dithionite, sodium salts of hydroxymethanesulfonic acid, the sulfinic acid derivatives listed in documents WO 02/039965 A1, WO 02 / 03O369A1 and WO 02/015855, thiols such as cysteine, N-acetylcysteine, Cysteamine understood the reduced form of glutathione, 2,3-dihydroxy-2-cyclopenten-1-one or 6-0-palmitoyl ascorbate.
  • the inorganic reducing agents are usually used in the agents according to the invention in an amount of 0.05 to 10% by weight, preferably in an amount of 1 to 5% by weight, in each case based on the total weight of the agent.
  • Quaternary ammonium compounds in the sense of the invention can be selected from cationic polymers with a quaternary ammonium group and from cationic surfactants with a quaternary ammonium group.
  • Cationic polymers suitable according to the invention are those polymers and corresponding commercial products which are classified under the INCl names (according to the International Cosmetic Ingredient Dictionary and Handbook (Cosmetic, Toiletry and Fragrance Association (CTFA) (ed.)), 9th edition, Washington, 2002) Polyquarternium -2, Polyquartemium-4, Polyquartemium-6, Polyquarternium-7, Polyquarternium-10, Polyquarternium-11, Polyquarternium-16, Polyquarternium-22, Polyquarternium-28, Polyquarternium-29, Polyquarternium-32, Polyquarternium-37, Polyquarternium-44 fall.
  • the cationic polymers are usually used in the agents according to the invention in an amount of 0.1 to 5% by weight, preferably in an amount of 0.1-3% by weight, in each case based on the total weight of the agent.
  • Cationic surfactants suitable according to the invention are cationic surfactants of the quaternary ammonium compound, esterquat and amidoamine type.
  • Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, e.g. B.
  • 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.
  • the Linoleamidopropyl PG-dimonium Chloride Phosphate which is sold under the trade name Phospholipid EVA ® (Uniquema), is a particularly preferred cationic surfactant.
  • Ester quats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element.
  • Preferred ester quats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
  • Such products are sold, for example, under the trademarks Stepantex ® , Dehyquart ® and Armocare ® .
  • the products Armocare ® VGH-70, an N, N-bis (2-palmitoyloxyethyl) dimethylammonium chloride, as well as Dehyquart ® F-75, Dehyquart ® C-4046, Dehyquart ® L80 and Dehyquart ® AU-35 are examples of such esterquats ,
  • the alkylamidoamines are usually produced by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
  • An inventively particularly suitable compound from this group of substances that available under the name Tegoamid ® S 18 commercially stearamidopropyldimethylamine is dimethylamine.
  • the agents contain linoleamidopropyl PG-dimonium chloride phosphates, alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides, trialkylmethylammonium chlorides or esterquats.
  • the cationic surfactants are preferably present in the agents according to the invention in amounts of 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5% by weight are particularly preferred.
  • non-volatile silicones suitable according to the invention are water-soluble surfactants based on silicone. In a preferred embodiment, these are nonionic.
  • Particularly preferred water-soluble surfactants based on silicone are selected from the group of dimethicone copolyols which are preferably alkoxylated, in particular polyethoxylated or polypropoxylated.
  • Dimethicone copolyols are understood according to the invention to mean polyoxyalkylene-modified dimethylpolysiloxanes of the general formulas VII or VIII:
  • the radical R can be a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms or a hydroxyl group
  • x is an integer from 1 to 100, preferably from 20 to 30
  • Y is an integer from 1 to 20, preferably from 2 to 10
  • a and b are integers from 0 to 50, preferably from 10 to 30.
  • dimethicone copolyols for the purposes of the invention are, for example, the products sold commercially under the trade names SILWET (Union Carbide Corporation) and DOW CORNING (Dow).
  • dimethicone copolyols are Dow Corning 190 and Dow Corning 193 (Dow).
  • Amphoteric surfactants suitable according to the invention are selected from surface-active compounds which, in addition to a C 8 -C 24 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and are capable of forming internal salts are.
  • Ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each with about 8 to 24 C- Atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-coconut alkyl aminopropionate and dipropionate, coconut acylaminoethyl aminopropionate and C 12 -C 18 acyl sarcosine.
  • the agents contain amphoteric surfactants with the INCI names sodium cocoamphodipropionate and / or disodium cocoamphodipropionate and / or cocobetaine amido amphodipropionate.
  • Sodium cocoamphodipropionate is sold, for example, under the trade name Amphoterge ® K (Lonza).
  • Disodium Cocoamphodipropionate is sold for example under the tradenames Mackam ® C 2SF (McIntyre Group Ltd.), Miranol ® C2M SF Conc (Rhodia), MIRAPON ® FBS (Rhone Poulenc), and Amphoterge ® T2 (Lonza).
  • Cocobetainamido amphopropionate is sold, for example, under the trade name Rewoteric ® QAM 50 (Goldschmidt).
  • amphoteric surfactants are preferably present in the agents according to the invention in amounts of 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5% by weight are particularly preferred.
  • the agent according to the invention preferably contains elemental colloidal sulfur, zinc pyridinthione, 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2- (1 / - /) - pyridone monoethanolamine salt ( Trade name: Octopirox ® ) and / or 1- [1- (4-chlorophenoxy) -3,3-dimethyl-2-oxo-butyl] imidazole (trade name: Climbazol ® ).
  • antidandruff agents based on natural substances, for example extracts from arnica, birch, burdock root, beard lichen, poplar, nettle and walnut shells, can also be used according to the invention.
  • the antidandruff active ingredients are usually used in the agents according to the invention in a concentration of 0.05-5% by weight, preferably in a concentration of 0.1-2% by weight and in particular 0.15-1% by weight.
  • the agents contain at least two components from the group of the physiologically tolerable Hydroxycarboxylic acids, quaternary ammonium compounds, amphoteric surfactants, non-volatile silicone compounds, antidandruff agents, inorganic and organic reducing agents and / or mixtures of these compounds and / or from the physiologically tolerable salts of these compounds.
  • the agents according to the invention are preferably formulated in an aqueous or aqueous-alcoholic basis.
  • Lower alcohols such as ethanol and isopropanol are particularly suitable as alcohols.
  • Aqueous-alcoholic bases can contain water-alcohol, preferably in a ratio of 1: 5 to 5: 1.
  • a preferred aqueous-alcoholic base has an alcohol content of up to 15% by weight, based on the amount of water.
  • At least one further coloring component can additionally be selected from
  • Oxidation dye precursors of the developer and coupler type as well as mixtures of representatives of one or more of these groups.
  • the direct dyes additionally present in the agents according to the invention as the coloring component are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols.
  • Preferred direct dyes are those with the international names or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, Acid Yellow 1, Acid Yellow 10, Acid Yellow 23, Acid Yellow 36, HC Orange 1 , Disperse Orange 3, Acid Orange 7, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, Acid Red 33, Acid Red 52, HC Red BN, Pigment Red 57: 1, HC Blue 2 , HC Blue 12, Disperse Blue 3, Acid Blue 7, Acid Green 50, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Acid Violet 43, Disperse Black 9, Acid Black 1 and Acid Black 52 known compounds as well as 1, 4 -Diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis- (ß-hydroxyethyl) -
  • the agents according to the invention can contain a cationic direct dye as a direct dye.
  • a direct dye cationic triphenylmethane dyes, such as, for example, Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14,
  • aromatic systems which are substituted by a quaternary nitrogen group, such as, for example, Basic Yellow 57, Basic Red 76, Basic Blue 99, Basic Brown 16 and Basic Brown 17, and
  • direct dyes which contain a heterocycle which has at least one quaternary nitrogen atom, as described, for example, in EP-A2-998 908, which are explicitly mentioned here
  • Preferred cationic direct dyes of group (c) are in particular the following compounds:
  • the compounds of the formulas (DZ1), (DZ3) and (DZ5) are very particularly preferred cationic direct dyes of group (c).
  • the cationic direct dyes which are sold under the trademark Arianor ® , are particularly preferred direct dyes according to the invention.
  • the agents according to the invention according to this embodiment preferably contain the additional direct dyes in an amount of 0.01 to 20% by weight, based on the total colorant.
  • P-Phenylenediamine derivatives of the formula (E1) are particularly preferred
  • G n represents a hydrogen atom, ad to C 4 alkyl, ad to C monohydroxyalkyl, C 2 to C 4 polyhydroxyalkyl, (d to C 4 ) alkoxy (C to C 4 ) -alkyl radical, a 4'-aminophenyl radical or ad- to C 4 -alkyl radical which is substituted by a nitrogen-containing group, a phenyl or a 4'-aminophenyl radical;
  • - G 2 represents a hydrogen atom, a d- to C alkyl group, a d- to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a (d- to C 4) - alkoxy (d- to C 4 ) -alkyl radical or ad- to C 4 -alkyl radical which is substituted by a nitrogen-containing group;
  • G 3 represents a hydrogen atom, a halogen atom, such as a chlorine, bromine, iodine or fluorine atom, a d to C 4 alkyl radical, a C to C 4 monohydroxyalkyl radical, a C 2 to C polyhydroxyalkyl radical, a C to C -Hydroxyalkoxyrest, a d- to C - Acetylaminoalkoxyrest, a Ci to C 4 - Mesylaminoalkoxyrest or a Ci to C 4 - Carbamoylaminoalkoxyrest;
  • a halogen atom such as a chlorine, bromine, iodine or fluorine atom
  • G 4 represents a hydrogen atom, a halogen atom or ad- to C 4 -alkyl radical or
  • G 3 and G 4 are ortho to each other, they can together form a bridging ⁇ , ⁇ -alkylenedioxo group, such as an ethylenedioxy group.
  • Examples of the C 1 -C 4 -alkyl radicals mentioned as substituents in the compounds according to the invention are the groups methyl, ethyl, propyl, isopropyl and butyl. Ethyl and methyl are preferred alkyl radicals.
  • C to C 4 alkoxy radicals preferred according to the invention are, for example, a methoxy or an ethoxy group.
  • Further preferred examples of a d- to C 4 -hydroxyalkyl group are a hydroxymethyl, a 2-hydroxyethyl, a 3-hydroxypropyl or a 4-hydroxybutyl group. A 2-hydroxyethyl group is particularly preferred.
  • a particularly preferred C 2 - to C 4 polyhydroxyalkyl group containing 1, 2- dihydroxyethyl is.
  • halogen atoms according to the invention are F, Cl or Br atoms, Cl atoms are very particularly preferred.
  • the other terms used are derived from the definitions given here.
  • nitrogen-containing groups of the formula (E1) are especially the amino groups, d- to C4 monoalkylamino, d- to C 4 dialkylamino, d- to C 4 - trialkylammonium, d- to C -Monohydroxyalkylamino phenomenon, imidazolinium and ammonium.
  • Particularly preferred p-phenylenediamines of the formula (E1) are selected from p-phenylenediamine, p-toluenediamine, 2-chloro-p-phenylenediamine, 2,3-dimethyl-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 2 , 6-diethyl-p-phenylenediamine, 2,5-dimethyl-p-phenylenediamine, N, N-dimethyl-p-phenylenediamine, N, N-diethyl-p- phenylenediamine, N, N-dipropyl-p-phenylenediamine, 4-amino-3-methyl- (N, N-diethyl) -aniline, N, N-bis- (ß-hydroxyethyl) -p-phenylenediamine, 4-N, N-bis (ß-hydroxyethyl) amino-2-methylaniline, 4-N, N-bis
  • p-phenylenediamine derivatives of the formula (E1) which are particularly preferred are p-phenylenediamine, p-toluenediamine, 2- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 2- ( ⁇ , ⁇ -dihydroxyethyl) -p-phenylenediamine and N, N bis (.beta.-hydroxyethyl) -p-phenylenediamine.
  • developer component compounds which contain at least two aromatic nuclei which are substituted by amino and / or hydroxyl groups.
  • binuclear developer components which can be used in the coloring compositions according to the invention, one can name in particular the compounds which correspond to the following formula (E2) and their physiologically tolerable salts:
  • - Z and Z 2 independently of one another represent a hydroxyl or NH 2 radical, optionally by a d to C 4 alkyl radical, by a d to C 4 Hyd roxyalkylrest and / or is substituted by a bridge Y or which is optionally part of a bridging ring system,
  • the bridge Y stands for an alkylene group with 1 to 14 carbon atoms, such as a linear or branched alkylene chain or an alkylene ring which is interrupted or terminated by one or more nitrogen-containing groups and / or one or more heteroatoms such as oxygen, sulfur or nitrogen atoms may be and may be substituted by one or more hydroxyl or d to C 8 alkoxy radicals, or a direct bond,
  • G 5 and G 6 independently of one another represent a hydrogen or halogen atom, a C to C 4 alkyl radical, a C to C 4 monohydroxyalkyl radical, a C 2 to C 4 polyhydroxyalkyl radical, a d to C 4 aminoalkyl radical or a direct connection to bridge Y,
  • G 7 , G 8 , G 9 , G 10 , G 11 and G 12 independently of one another represent a hydrogen atom, a direct bond to the bridging Y or a d- to C 4 -alkyl radical, with the provisos that the compounds of the formula (E2) contain only one bridging Y per molecule and the compounds of the formula (E2) contain at least one amino group which carries at least one hydrogen atom.
  • Preferred dinuclear developer components of the formula (E2) are in particular: N, N'-bis- ( ⁇ -hydroxyethyl) -N, N'-bis- (4 , -aminophenyl) -1,3-diamino-propan-2-ol, N, N'-bis (ß-hydroxyethyl) -N, N'-bis- (4'-aminophenyl) ethylenediamine, N, N'-bis- (4-aminophenyl) tetrarnethylenediamine, N, N'-bis - (ß-hydroxyethyl) -N, N'-bis- (4-aminophenyl) tetramethylene diamine, N, N'-bis (4-methylaminophenyl) tetramethylene diamine, N, N'-diethyl-N, N , bis (4'-amino-3'-methylphenyl) ethylenediamine, bis (2-hydroxy-5-aminoph
  • Very particularly preferred dinuclear developer components of the formula (E2) are N, N'-bis- ( ⁇ -hydroxyethyl) -N, N'-bis- (4 , -aminophenyl) -1, 3-diamino-propan-2-ol, Up to 2- hydroxy-5-aminophenyl) methane, 1,3-bis (2,5-diaminophenoxy) propan-2-ol, N, N'-bis (4'-aminophenyl) -1, 4-diazacycloheptane and 1 , 10-bis- (2 ', 5'-diaminophenyl) -1, 4,7,10-tetraoxadecane or one of its physiologically tolerable salts.
  • P-Aminophenol derivatives of the formula (E3) are particularly preferred
  • - G 13 represents a hydrogen atom, a halogen atom, a d- to C 4 -alkyl radical, a d- to C 4 -monohydroxyalkyl radical, a C 2 - to C 4 -polyhydroxyalkyl radical, a (d- to C 4 ) -alkoxy- (C to C 4 ) alkyl, ad to C 4 aminoalkyl, hydroxy (C to C 4 ) alkylamino, ad to C 4 hydroxyalkoxy, ad to C 4 hydroxyalkyl (C - ⁇ -to C 4 ) -aminoalkyl radical or a (di- to C 4 -alkylamino) - (C to C 4 ) -alkyl radical, and
  • - G 14 represents a hydrogen or halogen atom, a d to C 4 alkyl radical, a C to C 4 monohydroxyalkyl radical, a C 2 to C 4 polyhydroxyalkyl radical, a (d to C 4 ) alkoxy ( d- to C 4 ) -alkyl radical, ad- to C 4 -aminoalkyl radical or ad- to C 4 -cyanoalkyl radical,
  • - G 15 is hydrogen, a d- to C 4 alkyl, a d- to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a phenyl radical or a benzyl radical, and
  • - G 16 represents hydrogen or a halogen atom.
  • Preferred p-aminophenols of the formula (E3) are in particular p-aminophenol, N-methyl-p-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 2- Hydroxymethylamino-4-aminophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2- (D-hydroxyethoxy) phenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2- methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- (ß-hydroxyethyl-aminomethyl) -phenol, 4-amino-2- ( ⁇ , ß-dihydroxyethyl) -phenol, 4-amino-2- fluorophenol, 4-amino-2-chlorophenol, 4-amino-2,6-dichlorophenol, 4-amino-2- (diethylaminomethyl) phenol and their physiologically tolerable salts.
  • Very particularly preferred compounds of the formula (E3) are p-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- ( ⁇ , ⁇ -dihydroxyethyl) phenol and 4-amino 2- (diethylaminomethyl) -phenol.
  • the developer component can be selected from o-aminophenol and its derivatives, such as, for example, 2-amino-4-methylphenol, 2-amino-5-methylphenol or 2-amino-4-chlorophenol.
  • the developer component can be selected from heterocyclic developer components, such as, for example, the pyridine, pyrimidine, pyrazole, pyrazole-pyrimidine derivatives and their physiologically tolerable salts.
  • heterocyclic developer components such as, for example, the pyridine, pyrimidine, pyrazole, pyrazole-pyrimidine derivatives and their physiologically tolerable salts.
  • Preferred pyridine derivatives are, in particular, the compounds described in patents GB 1 026 978 and GB 1 153 196, such as 2,5-diamino-pyridine, 2- (4'-methoxyphenyl) amino-3-aminopyridine , 2,3-diamino-6-methoxy-pyridine, 2- (ß-
  • Methoxyethyl amino-3-amino-6-methoxy-pyridine and 3,4-diamino-pyridine.
  • Preferred pyrimidine derivatives are, in particular, the compounds which are described in German patent DE 2 359 399, Japanese laid-open patent publication JP 02019576 A2 or in laid-open publication WO 96/15765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy- 2, 5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2-dimethylamino-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine and 2,5,6- triaminopyrimidine.
  • Preferred pyrazole derivatives are in particular the compounds described in the patents DE 3 843 892, DE 4 133 957 and patent applications WO 94/08969, WO 94/08970, EP-740 931 and DE 195 43 988, such as 4.5 -Diamino-1-methylpyrazole, 4,5-diamino-1 - (ß »-hydroxyethyl) -pyrazole, 3,4-diaminopyrazole, 4,5-diamino-1 - (4'-chlorobenzyl) - pyrazole, 4,5 -Diamino-1, 3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole, 4,5- Diamino-1-methyl-3-phenylpyrazole, 4-amino-1, 3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-tert
  • Triaminopyrazole 1-methyl-3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole and 3,5-diamino-4- ( ⁇ -hydroxyethyl) amino-1-methylpyrazole.
  • Preferred pyrazolopyrimidine derivatives are, in particular, the derivatives of pyrazolo [1,5-ajpyrimidine of the following formula (E4) and its tautomeric forms, provided there is a tautomeric equilibrium:
  • G 17 , G 8 , G 19 and G 20 independently of one another represent a hydrogen atom, a d- to C 4 -alkyl radical, an aryl radical, a C to C 4 -hydroxyalkyl radical, a C 2 - to C 4 -polyhydroxyalkyl radical a (d- to C 4 ) -alkoxy- (d- to C 4 ) -alkyl radical, a C to C -aminoalkyl radical, which can optionally be protected by an acetyl-ureide or a sulfonyl radical, a (d- to C) -alkylamino- (C 1 - to C 4 ) -alkyl radical, a di - [(C ⁇ to C 4 ) -alkyl] - (C to C 4 ) -aminoalkyl radical, the dialkyl radicals optionally having a carbon cycle or a heterocycle form with 5 or 6 chain links, a d
  • the X radicals independently of one another represent a hydrogen atom, a d- to C -alkyl radical, an aryl radical, a d- to C -hydroxyalkyl radical, a C 2 - to C 4 - polyhydroxyalkyl radical, a d- to C 4 - Aminoalkyl radical, a (d- to C 4 ) -alkylamino- (C to C 4 ) -alkyl radical, a di - [(Cr to C 4 ) alkyl] - (C to C 4 ) -aminoalkyl radical, the dialkyl radicals optionally form a carbon cycle or a heterocycle with 5 or 6 chain links, a C to C 4 hydroxyalkyl or a di (C to C 4 hydroxyalkyl) aminoalkyl radical, an amino radical, a Cr to C alkyl or di (i.e. - to C 4 -hydroxyalkyl) amino radical, a halogen
  • - i has the value O, 1, 2 or 3,
  • - n has the value 0 or 1, with the proviso that
  • n has the value 0, and the groups NG 17 G 18 and NG 19 G 20 occupy positions (2,3); (5,6); (6,7); (3.5) or (3.7);
  • pyrazolo [1, 5-a] pyrimidines of the formula (E4) above one can mention in particular: pyrazolo [1, 5-a] pyrimidine-3,7-diamine; 2,5-dimethyl-pyrazolo [1,5-a] pyrimidine-3,7-diamine; Pyrazolo [1,5-a] pyrimidine-3,5-diamine; 2,7-dimethylpyrazolo [1,5-a] pyrimidine-3,5-diamine; 3-amino-pyrazolo [1,5-a] pyrimidin-7-ol; 3-amino-pyrazolo [1,5-a] pyrimidin-5-ol; 2- (3-amino-pyrazolo [1,5-a] pyrimidin-7-ylamino) ethanol; 2- (7-amino-pyrazolo [1,5-a] pyrimidin-3-ylamino) ethanol; 2 - [(3-amino-
  • the pyrazolof, 5-a] pyrimidines of the above formula (E4) can be prepared as described in the literature by cyclization starting from an aminopyrazole or from hydrazine.
  • Oxidation dye precursors of the coupler type preferred according to the invention are m-aminophenol and its derivatives, such as 5-amino-2-methylphenol, N-cyclopentyl-3-aminophenol, 3-amino-2-chloro-6-methylphenol, 2-hydroxy-4-aminophenoxyethanol, 2,6-dimethyl-3-aminophenol, 3-trifluoroacetylamino-2-chloro-6-methylphenol, 5-amino-4-chloro-2-methylphenol, 5-amino-4-methoxy-2-methylphenol, 5- (2nd '-Hydroxyethyl) am ⁇ no-2-methylphenol, 3- (diethylamino) phenol, N-cyclopentyl-3-aminophenol, 1, 3-dihydroxy-5- (methylamino) benzene, 3-ethylamino-4-methylphenol and 2, 4-dichloro-3-aminophenol,
  • o-aminophenol and its derivatives m-diaminobenzene and its derivatives such as, for example, 2,4-diaminophenoxyethanol, 1, 3-bis (2 ', 4'-diaminophenoxy) propane, 1-methoxy-2-amino-4- (2'-hydroxyethylamino) benzene, 1, 3-bis (2 ', 4'-diaminophenyl) propane, 2,6-bis (2'-hydroxyethylamino) -1-methylbenzene and 1-amino-3-bis - (2'-hydroxyethyl) aminobenzene, o-diaminobenzene and its derivatives such as 3,4-diaminobenzoic acid and 2,3-diamino-1-methylbenzene, di- or trihydroxybenzene derivatives such as resorcinol, resorcinol monomethyl ether, 2-methylresorcinol, 5- Methylresorcinol, 2,5
  • Coupler components which are particularly preferred according to the invention are 1-naphthol, 1,5-, 2,7- and 1,7-dihydroxynaphthalene, 3-aminophenol, 5-amino-2-methylphenol, 2-amino-3-hydroxypyridine, resorcinol, 4-chlororesorcinol , 2-chloro-6-methyl-3-aminophenol, 2-methyl-resorcinol, 5-ethylresorcinol, 2,5-dimethylresorcinol and 2,6-dihydroxy-3,4-dimethylpyridine.
  • the agents according to the invention can also contain naturally occurring dyes such as those contained in henna red, henna neutral, henna black, chamomile flowers, sandalwood, black tea, sapwood, sage, blue wood, madder root, catechu, sedre and alkanna root.
  • the oxidation dye precursors or the direct dyes each represent uniform compounds. Rather, in the hair colorants according to the invention, due to the production process for the individual dyes, further components may be present in minor amounts, provided that these do not adversely affect the coloring result or must be excluded for other reasons, for example toxicological ones.
  • the dyes which can be used in the hair dyeing and toning agents according to the invention reference is also expressly made to the monograph Ch. Zviak, The Science of Hair Care, chapter 7 (pages 248-250; direct dyes) and chapter 8, pages 264-267; Oxidation dye precursors), published as Volume 7 of the "Dermatology" series (ed .: Ch., Culnan and H.
  • Hair dyes especially if the coloring is oxidative, be it with atmospheric oxygen or other oxidizing agents such as hydrogen peroxide, are usually weakly acidic to alkaline, i.e. H. adjusted to pH values in the range of about 5 to 11.
  • the colorants contain alkalizing agents, usually alkali or alkaline earth metal hydroxides, ammonia or organic amines.
  • Preferred alkalizing agents are monoethanolamine, monoisopropanolamine, 2-amino-2-methyl-propanol, 2-amino-2-methyl-1, 3-propanediol, 2-amino-2-ethyl-1,3-propanediol, 2-amino-2 -methylbutanol and triethanolamine as well as alkali and alkaline earth metal hydroxides.
  • Monoethanolamine, triethanolamine and 2-amino-2-methyl-propanol and 2-amino-2-methyl-1,3-propanediol are particularly preferred in this group.
  • the use of ⁇ -amino acids such as ⁇ -aminocaproic acid as an alkalizing agent is also possible.
  • customary oxidizing agents such as in particular hydrogen peroxide or its adducts with urea, melamine or sodium borate, can be used. It is also possible to carry out the oxidation with the aid of enzymes, the enzymes being used both to produce oxidizing per-compounds and to enhance the action of a small amount of oxidizing agents present, or else enzymes to release the electrons from suitable developer components (reducing agents) Transmit atmospheric oxygen.
  • Oxidases such as tyrosinase, ascorbate oxidase and laccase are preferred, but also glucose oxidase, uricase or pyruvate oxidase. The procedure should also be mentioned, the Effect of small amounts (z. B. 1% and less, based on the total agent) to enhance hydrogen peroxide by peroxidases.
  • Oxidation with atmospheric oxygen as the only oxidizing agent can, however, be preferred according to the invention.
  • the agents according to the invention are therefore free of oxidizing agents, in particular free of hydrogen peroxide.
  • the preparation of the oxidizing agent is then expediently mixed with the preparation with the coloring components immediately before dyeing the hair.
  • the resulting ready-to-use hair dye preparation should preferably have a pH in the range from 6 to 10. It is particularly preferred to use the hair dye in a weakly alkaline environment.
  • the application temperatures can be in a range between 15 and 40 ° C., preferably at the temperature of the scalp. After an exposure time of about 5 to 45, in particular 15 to 30, minutes, the hair dye is rinsed off the hair to be dyed. Washing with a shampoo is not necessary if a carrier with a high surfactant content, e.g. B. a coloring shampoo was used.
  • nonionic polymers such as vinylpyrrolidone ⁇ / inylacrylate copolymers, polyvinylpyrrolidone and vinylpyrrolidone ⁇ / inylacetate copolymers, anionic polymers such as polyacrylic and polymethacrylic acids in the form of their copolymers with acrylic and methacrylic acid esters, polyacrylic acid esters and polyamides, - And polyhydrocarboxylic acids and their salts, as well as polymers and copolymers of crotonic acid with esters and amides of acrylic and methacrylic acid, such as vinyl acetate-crotonic acid and vinyl acetate-vinyl propionate-crotonic acid copolymers, structurants such as glucose and maleic acid, hair-conditioning compounds such as phospholipids, for example Soy lecithin, egg lecithin and cephaline,
  • anionic polymers such as polyacrylic and polymethacrylic acids in the form of their copolymers with acrylic
  • Opacifiers such as latex or styrene / acrylamide copolymers, pearlescent agents such as ethylene glycol mono- and distearate or PEG-3 distearate,
  • a second object of the invention is a method for reducing the
  • an agent (M1) is applied to the hair-covered skin area and / or the hair contour area and rinsed off after an exposure time Z1
  • an agent (M2) according to the first object of the invention is applied to the fibers and after an Exposure time Z2 is rinsed by the fibers.
  • a hair contour area is to be understood as the transition area from an almost hairless skin area to skin areas with pronounced hair growth.
  • the hair contour area on the head is therefore usually in the area of the hairline on the forehead, temples, over the ears and on the neck or neck, and each comprises 1 to 3 cm of the hairy skin area and 1 to 3 cm of the hairless skin area.
  • this transition area is preferably treated with agent (M1).
  • the hairy areas of the skin can have areas where, although there is hair growth, the skin becomes visible. This is particularly the case with a parting or in the center of a so-called vortex-shaped hair growth.
  • the agent (M1) is preferably applied to such areas.
  • the contact time Z1 is preferably 1 to 60 minutes, particularly preferably 5 to 45 minutes.
  • the contact time Z2 is preferably 1 to 60 minutes, particularly preferably 5 to 45 minutes.
  • Agent M1 preferably has a viscosity of 5000-50,000 mPas, particularly preferably a viscosity of (measured at 20 ° C. using a Brookfield viscometer, type RVT, spindle # 5 at 4 rpm).
  • composition (M1) for use on the scalp, preferably almost water-thin to slightly thickened formulations of the composition (M1) in a viscosity range of 1-500 mPa s (measured at 20 ° C. with a Brookfield viscometer, type RVT, spindle # 1 at 20 rpm)
  • Agent M1 is preferably applied directly to the corresponding skin areas with the aid of applicators.
  • Applicators in the sense of the method according to the invention are particularly suitable the narrow brushes referred to as appliqués in the hairdressing sector and in particular the bottles with a narrow application tip which are customary in the home application area.
  • the agent M1 can also reach the site of action with the help of the hands, for example by massaging.
  • M1 can be present as a shampoo, for example.
  • these consistency regulators and / or thickeners are added.
  • Possible consistency agents are primarily fatty alcohols or hydroxyfatty alcohols with 12 to 30 and preferably 16 to 22 carbon atoms and also partial glycerides, fatty acids or hydroxyfatty acids.
  • a combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred.
  • Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (for example Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with restricted homolog distribution or alkyl oligoglucosides as well as electrolytes such as table salt and ammonium chloride.
  • the thickeners are preferably present in amounts of 0.1 to 10% by weight, particularly preferably 0.2 to 5% by weight
  • An example of a formulation of an agent (M1) contains 2.0% by weight of ascorbic acid, 0.4 to 1.0% by weight of hydroxyethyl cellulose, 0.1% by weight of salicylic acid, 0.1% by weight of sorbic acid, ad 100% by weight of water.
  • the pretreatment of the scalp and the hair contour area with the agent M1 is particularly useful and necessary if the hair is to be dyed with color-intensive dyes.
  • the agents can also be used prophylactically before each hair coloring.
  • the scalp and hair contour area are treated with the agent M1, in particular before the hair coloring, with color-intensive indole and / or indoline derivatives as precursors of nature-analogous dyes.
  • a color or shade can be described as color-intensive if, when the colorant is dyed on white hair (Kerling, natural white), the coloration has a ⁇ L value in the CIE Lab system of at least 30 after colorimetric determination.
  • the ⁇ L value is calculated from: L Ref e r e n zärbung (see also DIN 6174, German standards, Benth Verlag GmbH, Berlin, 1975). The undyed hair is used as a reference.
  • the Texflash DC 3881 measuring device from Datacolor, for example, is suitable for determining the CIE Lab values.
  • the scalp and hair contour area are treated with the oxo dye with the agent M1 used according to the invention, in particular before hair coloring.
  • the method is applied with deep shades of color before hair coloring.
  • a third object of the invention is the use of at least one component selected from, • physiologically compatible hydroxycarboxylic acids, • emulsifying compounds, selected from non-volatile silicone compounds, cationic surfactants and amphoteric surfactants and • antidandruff agents, • inorganic and organic reducing agents and / or from Mixtures of these compounds and / or from the physiologically tolerable salts of these compounds in a physiologically acceptable medium for reducing skin coloration by means of coloring components.
  • at least one component selected from, • physiologically compatible hydroxycarboxylic acids, • emulsifying compounds, selected from non-volatile silicone compounds, cationic surfactants and amphoteric surfactants and • antidandruff agents, • inorganic and organic reducing agents and / or from Mixtures of these compounds and / or from the physiologically tolerable salts of these compounds in a physiologically acceptable medium for reducing skin coloration by means of coloring components.
  • Cetylstearyl alcohol + 20-EO (INCI name: Ceteareth-20) (manufacturer: COGNIS) 7 C 12 ⁇ -Fettalkohol-4.5-EO acetic acid sodium salt, (aqueous solution with 21% active substance) (INCI name: Sodium Laureth-5 Carboxylate) (manufacturer: KAO)
  • silicone copolyol a silicone glycol copolymer (INCI name: PEG / PPG-18/18 DIMETHICONE) (manufacturer: DOW)
  • the coloring agent 1 does not contain an active ingredient which reduces the skin coloration and is therefore not according to the invention (comparative coloring agent).
  • Dyes 2 to 4 are dyes according to the invention.
  • F1 4-hydroxy-2,5,6-triaminopyrimidine sulfate
  • F2 1,3-bis (2,4-diaminophenoxy) propane tetrahydrochloride
  • the coloring creams from Table 2 were mixed immediately before use in a weight ratio of 1: 1 with the gel according to Table 3.
  • the coloring cream 5 does not contain any active ingredient that reduces skin coloration and is therefore not according to the invention (comparative coloring cream).
  • the coloring creams 6 to 11 are coloring agents according to the invention.

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Abstract

L'invention se rapporte à un produit de coloration capillaire qui réduit au maximum la coloration du cuir chevelu, à un procédé pour réduire la coloration du cuir chevelu lors d'un processus de coloration, ainsi qu'à l'utilisation de composants spécifiques pour réduire la coloration du cuir chevelu, en particulier lors d'une coloration capillaire.
EP04764939A 2003-09-17 2004-09-08 Produit servante reduire la coloration du cuir chevelu Ceased EP1682229A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2003143236 DE10343236A1 (de) 2003-09-17 2003-09-17 Mittel zur Verminderung der Kopfhautanfärbung
PCT/EP2004/009996 WO2005034896A1 (fr) 2003-09-17 2004-09-08 Produit servant à réduire la coloration du cuir chevelu

Publications (1)

Publication Number Publication Date
EP1682229A1 true EP1682229A1 (fr) 2006-07-26

Family

ID=34305889

Family Applications (1)

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EP04764939A Ceased EP1682229A1 (fr) 2003-09-17 2004-09-08 Produit servante reduire la coloration du cuir chevelu

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EP (1) EP1682229A1 (fr)
DE (1) DE10343236A1 (fr)
WO (1) WO2005034896A1 (fr)

Families Citing this family (1)

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Publication number Priority date Publication date Assignee Title
JP6721980B2 (ja) 2014-12-19 2020-07-15 三星電子株式会社Ｓａｍｓｕｎｇ Ｅｌｅｃｔｒｏｎｉｃｓ Ｃｏ．，Ｌｔｄ． 有機光電素子、並びにイメージセンサー及びこれを備える電子装置

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US4776857A (en) * 1986-11-21 1988-10-11 Repligen Corporation Use of hydroxylated indoles as dye precursors
US5354870A (en) * 1988-09-12 1994-10-11 L'oreal Indole derivatives for dyeing keratin materials
US5167669A (en) * 1989-07-21 1992-12-01 L'oreal Composition for dyeing keratinous fibers employing an indole dye and at least one para-phenylenediamine containing a secondary amino group and process for use
JPH0648926A (ja) * 1990-09-11 1994-02-22 Bristol Myers Squibb Co 頭皮の汚れの減少法
FR2671722B1 (fr) * 1991-01-21 1993-04-16 Oreal Utilisation de derives indoliques a titre de coupleurs dans la teinture des fibres keratiniques.
DE4206236A1 (de) * 1992-02-28 1993-09-02 Wella Ag Verwendung einer zubereitung zur verhinderung von hautanfaerbungen beim faerben der haare, neue hautschutzmittel sowie verfahren zum faerben der haare
DE19859722A1 (de) * 1998-12-23 2000-06-29 Henkel Kgaa Verfahren zum Färben von keratinhaltigen Fasern unter Verwendung von 2-Oxocarbonsäurederivaten in Kombination mit Nucleophilen
DE10029384A1 (de) * 2000-06-21 2002-01-03 Henkel Kgaa Mittel zum Färben von keratinhaltigen Fasern
JP4181749B2 (ja) * 2001-01-05 2008-11-19 花王株式会社 半永久染毛剤組成物
DE10260835A1 (de) * 2002-12-23 2004-07-01 Henkel Kgaa Neue Färbemittel

Non-Patent Citations (1)

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Title
See references of WO2005034896A1 *

Also Published As

Publication number Publication date
WO2005034896A1 (fr) 2005-04-21
DE10343236A1 (de) 2005-04-14

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