WO2005123021A1 - Agents blondissant les cheveux, renfermant des derives d'acide carbonique - Google Patents

Agents blondissant les cheveux, renfermant des derives d'acide carbonique Download PDF

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Publication number
WO2005123021A1
WO2005123021A1 PCT/EP2005/005150 EP2005005150W WO2005123021A1 WO 2005123021 A1 WO2005123021 A1 WO 2005123021A1 EP 2005005150 W EP2005005150 W EP 2005005150W WO 2005123021 A1 WO2005123021 A1 WO 2005123021A1
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carbonic acid
acid
amino
agent
weight
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PCT/EP2005/005150
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German (de)
English (en)
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Horst Höffkes
Martina Seiler
Wibke Gross
Jutta Bernicke
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Henkel Kommanditgesellschaft Auf Aktien
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Priority to EP05738484A priority Critical patent/EP1773289A1/fr
Publication of WO2005123021A1 publication Critical patent/WO2005123021A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61Q5/08—Preparations for bleaching the hair

Definitions

  • the invention relates to a bleaching agent for human hair.
  • the change in the shape and color of the hair represents an important area of modern cosmetics. As a result, the appearance of the hair can be adapted both to current fashion trends and to the individual wishes of the individual. Perm and other methods that change the shape of the hair can be used almost independently of the type of hair to be treated. In contrast, dyeing and in particular bleaching processes are limited to certain starting hair colors. For example, only dark blonde or lighter hair is suitable for lightening procedures, the so-called bleaching procedures.
  • the basics of the bleaching process are known to the person skilled in the art and can be found in relevant monographs, e.g. by Kh. Schrader, basics and recipes of Kosmettka, 2nd edition, 1989, Dr. Alfred Wilsonhig Verlag, Heidelberg, or W. Limbach (ed.), Kosmetik, 2nd edition, 1995, Georg Thieme Verlag, Stuttgart, New York.
  • Solid or pasty preparations with solid oxidizing agents are usually mixed with a dilute hydrogen peroxide solution immediately before use. This mixture is then applied to the hair and rinsed out again after a certain exposure time.
  • bleaching agents or "bleaching powder”. Unless stated otherwise, all the quantities stated relate exclusively to these preparations. Neither the pasty nor the powdered bleaching agents on the market today can be considered optimal. While the bleaching effect on the hair can be described as satisfactory, there are still a number of disadvantages and problems with both the manufacture and the handling of these agents. The duration of exposure on the hair to achieve a complete coloration is between about 30 and 40 minutes. It is obvious that there is a need among users of these hair colors to reduce this exposure time.
  • the present invention therefore relates to agents for bleaching human hair which contains at least one peroxo compound and at least one carbonic acid monoester and / or one carbonic acid monoamide.
  • the bleaching agents according to the invention contain a peroxo compound as the first mandatory component.
  • a peroxo compound as the first mandatory component.
  • Preferred peroxo compounds are hydrogen peroxide (H 2 O 2 ), for example in the form of an aqueous solution or in the form of an H 2 O 2 adduct on solid supports, urea perhydrate or sodium carbonate peroxohydrate (“sodium percarbonate”) being particularly important.
  • H 2 O 2 hydrogen peroxide
  • sodium percarbonate sodium percarbonate
  • other peroxo compounds can also be contained in the agents according to the invention.
  • Typical peroxo compounds known to the person skilled in the art are, for example, ammonium peroxydisulfate, potassium peroxydisulfate, sodium peroxydisulfate,
  • Peroxo compounds which can also be used in combination, the inorganic compounds are preferred according to the invention.
  • the peroxydisulfates are particularly preferred, in particular combinations of at least two peroxydisulfates.
  • Preferred agents according to the invention are therefore characterized in that the peroxo compound is selected from hydrogen peroxide and its addition compounds on solid supports, ammonium and alkali metal persulfates and peroxidisulfates, particularly preferred agents according to the invention containing at least 2 different peroxidisulfates.
  • the peroxo compounds are preferably present in the bleaching agents according to the invention in amounts of 2-80% by weight, in particular in amounts of 5-50% by weight.
  • the bleaching agents according to the invention can contain an alkalizing agent which serves to adjust the alkaline pH of the application mixture.
  • an alkalizing agent which serves to adjust the alkaline pH of the application mixture.
  • the usual alkalizing agents known to those skilled in the art of bleaching agents such as ammonium, alkali metal and alkaline earth metal hydroxides, carbonates, bicarbonates, hydroxycarbonates, silicates, in particular metasilicates, and alkali phosphates can be used.
  • Short-chain amines such as monoethanolamines, 3-amino-2-methylpropanol or alkaline amino acids such as arginine, ornithine and lysine can also be used.
  • the bleaching powders according to the invention contain at least two different alkalizing agents. Mixtures of, for example, a metasilicate and a hydroxy carbonate may be preferred. If the alkali metal salts of the carbonic acid monoesters or carbonic acid monoamides are used, an additional alkalizing agent can optionally be dispensed with.
  • the bleaching agents according to the invention preferably contain alkalizing agents in amounts of 1-30% by weight, in particular 2-25% by weight.
  • Essential to the invention is at least one carbonic acid monoester and / or at least one carbonic acid amide. These substances are described in detail below.
  • Agents preferred according to the invention are characterized in that they contain at least one carbonic acid monoester of the formula (I)
  • R represents a saturated or unsaturated, straight-chain, branched, or cyclic, substituted or unsubstituted hydrocarbon radical, or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocycle and X represents H or a physiologically compatible cation.
  • R preferably represents a substituted or unsubstituted, straight-chain or branched alkyl, alkenyl or alkynyl radical, the preferred substituents being hydroxyl, amino, nitro, sulfonic acid groups or halogens.
  • Further preferred radicals R are phenyl and benzyl radicals and further substituted representatives.
  • R is particularly preferably 6 alkyl group for a C- ⁇ -.
  • C C ⁇ -alkyl groups are the groups methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, isopentyl and hexyl.
  • Agents which are particularly preferred according to the invention are characterized in that the radical R in formula (I) is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl and hydroxymethyl and hydroxyethyl residues.
  • the agents according to the invention can contain carbonic acid monoamides.
  • Agents preferred according to the invention are characterized here in that they contain at least one carbonic acid monoamide of the formula (II)
  • R represents a saturated or unsaturated, straight-chain, branched, or cyclic, substituted or unsubstituted hydrocarbon radical, or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocycle and X represents H or a physiologically compatible cation.
  • R preferably represents a substituted or unsubstituted, straight-chain or branched alkyl, alkenyl or alkynyl radical, the preferred substituents being hydroxyl, amino, nitro, sulfonic acid groups or halogens.
  • Further preferred radicals R are phenyl and benzyl radicals and further substituted representatives.
  • R particularly preferably represents ad- ⁇ -alkyl group.
  • Ci-C ⁇ -alkyl groups are the groups methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, iso-butyl, tert-butyl, pentyl, iso-pentyl and hexyl.
  • Agents which are particularly preferred according to the invention are characterized in that the radical R in formula (II) is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, iso-butyl, erf-butyl and hydroxymethyl and hydroxyethyl residues.
  • the acidic H atom of the carbonic acid monoester or monoamide can also be present in neutralized form, ie salts of carbonic acid monoesters or carbonic acid monoamides can also be used according to the invention.
  • Agents according to the invention which contain the carbonic acid monoester or the carbonic acid monoamide in completely or partially neutralized form, preferably in the form of its alkali metal, ammonium, alkaline earth metal or aluminum salt and in particular in the form of its sodium salt, are preferred here.
  • agents according to the invention contain one or more carbonic acid monoesters and / or one or more carbonic acid monoamides
  • agents according to the invention are preferred which contain the carbonic acid monoester (s) and / or carbonic acid monoamides in amounts of 0.1 to 25% by weight, preferably of 0 , 5 to 20 wt.%, Particularly preferably from 1 to 15 wt.% And in particular from 1, 5 to 10 wt.%, Each based on the total composition.
  • the bleaching agents according to the invention contain nonionic surfactants.
  • Those surface-active substances which have an HLB value of 5.0 and higher are preferred.
  • HLB value For the definition of the HLB value, express reference is made to the statements in Hugo Janistyn, Handbook of Cosmetics and Fragrances, III. Volume: The Personal Care Products, 2nd Edition, Dr. Alfred Hüthig Verlag Heidelberg, 1973, pages 68-78 and Hugo Janistyn, paperback of modern perfumery and cosmetics, 4th edition, psychologistliche Verlagsgesellschaft m.b.H. Stuttgart, 1974, pages 466-474, as well as the original works cited therein.
  • nonionic surface-active substances are substances which are commercially available as solids or liquids in pure form because of their ease of processing.
  • the definition of purity in this context does not refer to chemically pure compounds. Rather, especially when it comes to products on a natural basis, mixtures of different homologs can be used, for example with different alkyl chain lengths, as are obtained with products based on natural fats and oils. In the case of alkoxylated products, too, there are usually mixtures of different ones
  • Preferred nonionic surfactants are:
  • fatty alkyl groups are, for example, lauryl, myristyl, cetyl, but also stearyl, isostearyl and oleyl groups.
  • Particularly preferred compounds of this class are, for example, lauryl alcohol with 2 to 4 ethylene oxide units, oleyl and cetyl alcohol with 5 to 10 ethylene oxide, cetyl alcohol and stearyl alcohol and mixtures thereof with 10 to 30 ethylene oxide units and the commercial product Aethoxal ® B (Henkel), a Lauryl alcohol, each with 5 ethylene oxide and propylene oxide units.
  • so-called "end group-capped" compounds can also be used according to the invention.
  • the alkoxy group does not have an OH group at the end, but is "closed” in the form of an ether, in particular a C1-C4-alkyl ether .
  • An example of such a compound is the commercial product Dehypon ® LT 054, a C ⁇ 2- i 8 fatty alcohol + 4.5 ethylene oxide butyl ether.
  • alkoxylated fatty acids with 8 to 22, in particular 10 to 16, carbon atoms in the fatty acid group and 1 to 30, in particular 1 to 15, ethylene oxide and / or propylene oxide units.
  • Preferred fatty acids are, for example, lauric, myristic, palmitic, stearic, isostearic and oleic acid.
  • Alkoxylated preferably propoxylated and in particular ethoxylated, mono-, di- and triglycerides.
  • preferred compounds are glycerol monolaurate + 20 ethylene oxide and glycerol monostearate + 20 ethylene oxide.
  • Preferred compounds of this class are for example poly (3) glycerol diisostearate (commercial product: Lameform ® TGI (Henkel)) and poly (2) glycerinpolyhydroxy- stearate (commercial product: Dehymuls ® PGPH (Henkel)).
  • Sorbitan fatty acid esters and alkoxylated sorbitan fatty acid esters such as sorbitan monolaurate and sorbitan monolaurate + 20 ethylene oxide (EO).
  • alkylphenols and alkylphenol alkoxylates with 6 to 21, in particular 6 to 15, carbon atoms in the alkyl chain and 0 to 30 ethylene oxide and / or propylene oxide units.
  • Preferred representatives of this class are, for example, nonylphenol + 4 EO, nonylphenol + 9 EO, octylphenol + 3 EO and octylphenol + 8 EO.
  • nonionic surfactants are the alkoxylated fatty alcohols, the alkoxylated fatty acids and the alkylphenols and alkylphenol alkoxylates.
  • Agents according to the invention which contain nonionic surface-active substances in amounts of 1-5% by weight have proven to be particularly advantageous.
  • the bleaching agents according to the invention can contain all active ingredients, additives and auxiliaries known in such preparations.
  • the agents contain at least one surfactant, with both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants being suitable in principle.
  • Anionic surfactants can be particularly preferred.
  • Preferred anionic surfactants are alkyl sulfates, ether carboxylic acid salts with 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule such as C 2 H 25 - (C 2 H 0) 6 -CH 2 -COONa and in particular salts of saturated and especially unsaturated C8-C22 carboxylic acids such as oleic acid, stearic acid, isostearic acid and palmitic acid.
  • anionic surfactants should preferably be in solid, in particular powder form. Soaps which are solid at room temperature, in particular sodium stearate, are very particularly preferred. These are preferably present in amounts of 5 to 20% by weight, in particular 10 to 15% by weight.
  • nonionic surfactants are C8-C22 alkyl mono- and oligoglycosides and their ethoxylated analogs.
  • the nonethoxylated compounds in particular have proven to be particularly suitable.
  • Examples of the cationic surfactants which can be used in the hair treatment compositions according to the invention are, in particular, quaternary ammonium compounds.
  • Ammonium halides 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.
  • the quaternized protein hydrolyzates are further cationic surfactants which can be used according to the invention.
  • alkylamidoamines especially fatty acid amidoamines such as the stearylamidopropyldimethylamine available under the name Tego Amid ® S 18, are notable for their good biodegradability.
  • esterquats such as the mix under the name Dehyquart® ® F 75 in the absence ummethosulfat with Cetearylalkohle available Distearoylethylhydroxyethylammoni-.
  • the compounds with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to start from natural vegetable or animal raw materials in the production of these substances, so that substance mixtures with different alkyl chain lengths depending on the respective raw material are obtained.
  • nonionic polymers such as, for example, vinylpyrrolidone-inylacrylate copolymers, polyvinylpyrrolidone and vinylpyrrolidone / vinyl acetate copolymers and polysiloxanes
  • cationic polymers such as quaternized cellulose ethers and other compounds which are stable or commercially available
  • zwitterionic and amphoteric polymers which are stable as solids or are preferably available as commercial products
  • anionic polymers such as polyacrylic acids, crosslinked polyacrylic acids and vinyl acetate / crotonic acid copolymers, provided that they are stable or preferably commercially available as solids
  • thickeners such as agar agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum , Locust bean gum, linseed gums, dextrans, cellulose derivatives, e.g.
  • Pyrrolidone carboxylic acids and their salts cholesterol, fats and waxes such as walrus, beeswax, montan wax, paraffins, fatty alcohols and fatty acid esters, fatty acid alkanolamides, complexing agents such as EDTA, NTA and phosphonic acids, swelling and penetration substances such as carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates,
  • the agents according to the invention can contain one or more dye precursors.
  • Agents according to the invention which additionally have at least one
  • the present invention is not subject to any restrictions with regard to the further dye precursors which can be used in the bleaching agents according to the invention.
  • the bleaching agents according to the invention can contain, as further dye precursors, oxidation dye precursors of the developer and / or coupler type, and precursors of nature-analogous dyes, such as indole and indoline derivatives, and mixtures of representatives of these groups.
  • the bleaching agent further contains at least one developer component.
  • Primary aromatic amines with a further free or substituted hydroxy or amino group in the para or ortho position, diaminopyridine derivatives, heterocyclic hydrazones, 4-aminopyrazole derivatives and 2,4,5,6-tetraaminopyrimidine and derivatives thereof are usually used as developer components ,
  • P-Phenylenediamine derivatives of the formula (E1) are particularly preferred
  • G 1 represents a hydrogen atom, ad to C alkyl, ad to C 4 monohydroxyalkyl, C 2 to C 4 polyhydroxyalkyl, (Ci to C) alkoxy (C to C) -alkyl radical, a 4'-aminophenyl radical or a C 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 radical, a d to C monohydroxyalkyl radical, a C 2 to C polyhydroxyalkyl radical, a (d to C) alkoxy (C 1 to C 4 ) alkyl radical or a C to C 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
  • Examples of the d- to 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.
  • preferred d to C 4 alkoxy radicals 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 is the 1, 2-dihydroxyethyl.
  • halogen atoms according to the invention are F, CI 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 in particular the amino groups, C to C monoalkylamino groups, Cr to C 4 dialkylamino groups, d to C 4 trialkylammonium groups, d to C 4 monohydroxyalkylamino groups, 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- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 4-N, N-bis- ( ⁇ -hydroxyethyl) amino-2- methylaniline, 4-N, N-
  • P-Phenylenediamine derivatives of the formula (E1) which are particularly preferred according to the invention are p-phenylenediamine, p-toluenediamine, 2- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 2- ( ⁇ , ⁇ -dihydroxyethyl) -p-phenylenediamine and N, N -Bis- (ß-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 agents according to the invention, one can name in particular the compounds which correspond to the following formula (E2) and their physiologically tolerable salts:
  • Z 1 and Z 2 independently of one another represent a hydroxyl or NH 2 radical, which is optionally substituted by a d- to C 4 -alkyl radical, by a d- to C 4 -hydroxyalkyl radical and / or by a bridging Y.
  • the bridging Y represents an alkylene group having 1 to 14 carbon atoms, such as, for example, a linear or branched alkylene chain or an alkylene ring which is formed by one or more nitrogen-containing groups and / or one or more heteroatoms such as oxygen , Sulfur or nitrogen atoms are interrupted or terminated may and may be substituted by one or more hydroxyl or Cr to C ⁇ 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, a C 2 - to C 4 - polyhydroxyalkyl, a C to C -aminoalkyl or a direct connection for bridging Y
  • G 7 , G 8 , G 9 , G 10 , G 11 and G 12 are independently of one another a hydrogen atom, a direct bond to the
  • Preferred dinuclear developer components of the formula (E2) are in particular: N, N'-bis ( ⁇ -hydroxyethyl) -N, N 3is (4'-aminophenyl) -1, 3-diamino-propan-2-ol, N.
  • N'-bis ⁇ ß-hydroxyethy -N.N'-bis ⁇ '- aminopheny-ethylenediamine N, N'-bis- (4-aminophenyl) -tetramethylenediamine, 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-aminophenyl) methane, 1,3-bis (2,5-diaminophenoxy) propan-2-ol, N, N'-bis - (4'-aminophenyl) -1, 4-diazacycloheptane, N, N'-bis (2-hydroxy-5-aminobenzyl) piperazine
  • Very particularly preferred dinuclear developer components of the formula (E2) are N, N'-bis (ß-hydroxyethyl) -N, N'-bis- (4'-aminophenyl) -1, 3-diamino-propan-2-ol, Bis (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 their physiologically acceptable salts.
  • P-Aminophenol derivatives of the formula (E3) are particularly preferred
  • G 3 represents a hydrogen atom, a halogen atom, ad- to C-alkyl residue, ad- to C 4 -monohydroxyalkyl residue, a C 2 - to C-polyhydroxyalkyl residue, a (C to C 4 ) alkoxy- (i.e.
  • G 14 represents a hydrogen or halogen atom, a d to C alkyl group, a d to C 4 monohydroxyalkyl group, a C 2 - to C 4 - polyhydroxyalkyl, a (Cr to C 4 ) alkoxy- (d- to C) -alkyl radical, a Cr to C -aminoalkyl radical or a d- to C -cyanoalkyl radical
  • G 15 represents hydrogen, a C to C 4 alkyl radical, a C to C monohydroxyalkyl radical, a C
  • 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-methoxymethyl-phenol, 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- (diethyl-aminomethyl) -phenol and their physiologically tolerable salt
  • 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.
  • Preferred pyridine derivatives are in particular the compounds 2,5-diamino-pyridine, 2- (4'-methoxyphenyl) amino-3-amino-pyridine, 2,3-diamino-6-methoxy-pyridine, 2- ( ⁇ -methoxyethyl ) amino-3-amino-6-methoxy-pyridine and 3,4-diamino-pyridine.
  • Preferred pyrimidine derivatives are in particular 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2-
  • Preferred pyrazole derivatives are, in particular, 4,5-diamino-1-methylpyrazole, 4,5-diamino-1- ( ⁇ -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-butyl-1-methylpyrazole, 4,5-diamino-1-tert.
  • Preferred pyrazole-pyrimidine derivatives are in particular the derivatives of pyrazole- [1,5-a] -pyrimidine of the following formula (E4) and its tautomeric forms, provided that there is a tautomeric equilibrium: where: G 17 , G 18 , G 19 and G 20 independently represent a hydrogen atom, a d- to C -alkyl radical, an aryl radical, a C to C -hydroxyalkyl radical, a C 2 - to C -polyhydroxyalkyl radical a ( d- to C 4 ) - alkoxy- (d- to C) -alkyl radical, a Cr to C -aminoalkyl radical, which can optionally be protected by an acetyl-ureide or a sulfonyl radical, a (d- to C) - Alkylamino (d to C 4 ) alkyl, a di - [(d to C 4 ) alkyl] - (
  • - i has the value 0, 1, 2 or 3
  • p has the value 0 or 1
  • q has the value 0 or 1
  • n has the value 0 or 1, with the proviso that the sum of p + q is not equal to 0 is when p + q is 2, n is 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); if p + q is 1, n is 1, and the groups NG 17 G 18 (or NG 19 G 20 ) and the group OH occupy positions (2,3); (5,6); (6,7); (3.5) or (3.7);
  • pyrazole- [1, 5-a] pyrimidines of the above formula (E4) one can name in particular: pyrazole- [1, 5-a] -py ⁇ midin-3,7-diamine; 2,5-dimethylpyrazole- [1,5-a] pyrimidine-3,7-diamine; Pyrazole- [1,5-a] pyrimidine-3,5-diamine; 2,7-dimethylpyrazole- [1,5-a] pyrimidine-3,5-diamine; 3-aminopyrazole- [1,5-a] pyrimidin-7-ol; 3-aminopyrazole- [1,5-a] pyrimidin-5-ol; 2- (3-aminopyrazole- [1,5-a] pyrimidin-7-ylamino) ethanol; 2- (7-aminopyrazole- [1,5-a] pyrimidin-3-ylamino) ethanol; 2 - [(3-aminopyrazol-
  • the pyrazole [1, 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.
  • the agents according to the invention contain at least one coupler component.
  • M-Phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones and m-aminophenol derivatives are generally used as coupler components.
  • Suitable coupler substances are in particular 1-naphthol, 1, 5-, 2,7- and 1, 7-dihydroxynaphthalene, 5-amino-2-methylphenol, m-aminophenol, resorcinol, resorcinol monomethyl ether, m-phenylenediamine, 1-phenyl-3 -methyl-pyrazolone-5, 2,4-dichloro-3-aminophenol, 1,3-bis- (2 ', 4'-diaminophenoxy) propane, 2-chloro-resorcinol, 4-chloro-resorcinol, 2-chloro -6-methyl-3-aminophenol, 2-amino-3-hydroxypyridine, 2-methylresorcinol, 5-methylresorcinol and
  • Coupler components 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- (2'- Hydroxyethyl) amino-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-
  • Resorcinol monomethyl ether 2-methylresorcinol, 5-methylresorcinol, 2,5-
  • Pyridine derivatives such as 2,6-dihydroxypyridine, 2-amino-3-hydroxypyridine, 2-amino-5-chloro-3-hydroxypyridine, 3-amino-2-methylamino-6-methoxypyridine, 2,6-dihydroxy-3,4 -dimethylpyridine, 2,6-dihydroxy-4-methylpyridine, 2,6-diaminopyridine, 2,3-diamino-6-methoxypyridine and 3,5-
  • Naphthalene derivatives such as 1-naphthol, 2-methyl-1-naphthol, 2-
  • Morpholine derivatives such as 6-hydroxybenzomorpholine and 6-
  • Quinoxalinde vate such as 6-methyl-1, 2,3,4-tetrahydroquinoxaline
  • Indole derivatives such as 4-hydroxyindole, 6-hydroxyindole and 7-
  • Pyrimidine derivatives such as 4,6-diaminopyrimidine, 4-amino-2,6-dihydroxypyrimidine, 2,4-diamino-6-hydroxypyrimidine, 2,4,6- Trihydroxypyrimidine, 2-amino-4-methylpyrimidine, 2-amino-4-hydroxy-6-methylpyrimidine and 4,6-dihydroxy-2-methylpyrimidine, or methylenedioxybenzene derivatives such as 1-hydroxy-3,4-methylenedioxybenzene, 1-amino- 3,4-methylenedioxybenzene and 1- (2'-hydroxyethyl) amino-3,4-methylenedioxybenzene.
  • 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-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol and 2,6-dihydroxy-3,4-dimethylpyridine.
  • 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 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.
  • the agents contain at least one indole and / or indoline derivative.
  • indoline is 5,6-dihydroxyindoline, N-
  • Methyl-5,6-dihydroxyindoline N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline,
  • N-methyl-5,6-dihydroxyindoline N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline and in particular 5 6-Dihydroxyindolin.
  • R 1 represents hydrogen, a dd-alkyl group or a dd-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 dC -alkyl group
  • R 4 stands for hydrogen, a dd-alkyl group or a group -CO-R 6 , in which R 6 stands for a dd-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 -Dihydroxyindol.
  • the indoline and indole derivatives can be used in the agents used in the process according to the invention both as free bases and in the form of their physiologically tolerable salts with inorganic or organic acids, for.
  • 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.
  • Preferred agents according to the invention are characterized in that they contain at least one dye precursor from the groups of the aromatic and heteroaromatic diamines, aminophenols, naphthols, polyphenols, CH-acidic coupler components and their derivatives in amounts of 0.01 to 25% by weight, preferably of 0.5 up to 10% by weight, in particular from 1 to 5% by weight, in each case based on the total composition.
  • the agents for shading according to the invention can contain one or more substantive dyes.
  • Direct dyes 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 and 1 , 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis (ß-hydroxyethyl) amino-2-nitrobenzene, 3-nitro-4- (ß-hydroxyethyl) aminophenol, 2- ( 2'-hydroxyethyl) amino-4,6-dinitrophenol, 1 - (2'-hydroxyethyl) amino-4-methyl-2-nitro
  • Corresponding agents according to the invention which are characterized in that they contain at least one direct dye from the group of the cationic (basic) dyes, preferably Basic Blue 6, Cl-No. 51, 175; Basic Blue 7, Cl-No. 42.595; Basic Blue 9, Cl-No. 52.015; Basic Blue 26, Cl-No. 44.045; Basic Blue 41, Cl-No. 11, 154; Basic Blue 99, Cl-No. 56.059; Basic Brown 4, Cl-No. 21, 010; Basic Brown 16, Cl-No. 12.250; Basic Brown 17, Cl-No. 12,251; Basic Green 1, Cl-No. 42.040; Basic Orange 31; Basic Red 2, Cl-No. 50.240; Basic Red 22, Cl-No.
  • Basic Blue 6 cationic (basic) dyes
  • the agents according to the invention can contain a cationic direct dye.
  • a cationic direct dye 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, as well as
  • a substantive dyes which contain a heterocycle which has at least one quaternary nitrogen atom, as described, for example, in EP-A2-998 908, to which at this point explicit reference is made to claims 6 to 11.
  • Preferred cationic direct dyes of group (c) are in particular the following compounds:
  • the compounds of the formulas (DZ1), (DZ3) and (DZ5) which are also known by the names Basic Yellow 87, Basic Orange 31 and Basic Red 51, are very particularly preferred cationic direct dyes of group (c).
  • the cationic direct dyes which are sold under the trademark Arianor ® are, according to the invention also very particularly preferred cationic direct dyes.
  • the agents according to the invention in accordance with this embodiment preferably contain the substantive dyes in an amount of 0.01 to 20% by weight, based on the total agent.
  • preparations 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.
  • 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.
  • oxidation dye precursors or the substantive dyes each represent uniform compounds. Rather, due to the Manufacturing process for the individual dyes, in minor amounts, other components may be included, provided that these do not adversely affect the dyeing result or must be excluded for other reasons, such as toxicological.
  • the agent according to the invention additionally contains a combination of components
  • B compounds selected from (a) CH-acidic compounds, (b) compounds with primary or secondary amino group or hydroxy group selected from primary or secondary aromatic amines, nitrogen-containing heterocyclic compounds and aromatic hydroxy compounds, (c) amino acids, (d) oligopeptides composed of 2 to 9 amino acids.
  • Compounds according to the invention with a reactive carbonyl group have at least one carbonyl group as a reactive group which reacts with the compounds of component B to form a chemical bond linking the two components.
  • Further Compounds A in which the reactive carbonyl group is derivatized or masked such that the reactivity of the carbon atom of the dehvated or masked carbonyl group with respect to component B is always present are also included as component A according to the invention.
  • These derivatives are preferably condensation compounds of reactive carbonyl compounds with a) amines and their derivatives with the formation of imines or oximes as the condensation compound b) of alcohols with the formation of acetals or ketals as the condensation compound.
  • Component A is preferably selected from the group which is formed from acetophenone, propiophenone, 2-hydroxyacetophenone, 3-
  • Hydroxyacetophenone 4-hydroxyacetophenone, 2-hydroxypropiophenone, 3-hydroxypropiophenone, 4-hydroxypropiophenone, 2-hydroxybutyrophenone, 3-hydroxybutyrophenone, 4-hydroxybutyrophenone, 2,4-dihydroxyacetophenone, 2,5-dihydroxyacetophenone, 2,6-dihydroxyacetone 3,4-trihydroxyacetophenone, 3,4,5-trihydroxyacetophenone, 2,4,6-trihydroxyacetophenone, 2,4,6-trimethoxyacetophenone, 3,4,5-T methoxyacetophenone, 3,4,5-trimethoxyacetophenone -diethyl ketal, 4-hydroxy-3-methoxy-acetophenone, 3,5-dimethoxy-4-hydroxyacetophenone, 4-aminoacetophenone, 4-dimethylaminoacetophenone, 4-morpholinoacetophenone, 4-piperidinoacetophenone, 4-imidazolinoacetophenone, 2-hydroxyl -aceto
  • Trimethoxybenzaldehyde 2-hydroxybenzaldehyde, 3-hydroxybenzaldehyde, 4-hydroxybenzaldehyde, 2,3-dihydroxybenzaldehyde, 2,4-dihydroxybenzaldehyde,
  • Trihydroxybenzaldehyde 2,5,6-trihydroxybenzaldehyde, 4-hydroxy-2-methoxybenzaldehyde, 4-dimethylaminobenzaldehyde, 4-
  • CH-acidic compounds which carry a hydrogen atom bonded to an aliphatic carbon atom are generally regarded as CH-acidic, activation of the corresponding carbon-hydrogen bond being effected on account of electron-withdrawing substituents.
  • CH-acidic compounds also include enamines which are formed by alkaline treatment of quaternized N-heterocycles with a CH-acidic alkyl group conjugated to the quaternary nitrogen.
  • the CH-acidic compounds 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, rhodanine, rhodanine 3-ace
  • component B is known to the person skilled in the art from publication WO-A1-99 / 18916 (pages 6 to 9), to which reference is made here expressly and in full.
  • agents according to the invention can contain further ingredients.
  • the use of certain metal ions or complexes can, for example, be preferred in order to obtain intensive colorations.
  • Agents according to the invention which additionally contain Cu, Fe, Mn, Ru ions or complexes of these ions are preferred here.
  • Preferred hair dyeing and lightening agents according to the invention contain 0.0001 to 2.5% by weight, preferably 0.001 to 1% by weight, based on the total composition of the agent, of at least one compound from the group consisting of copper chloride (CuCl 2 ) and copper sulfate ( CuS0), iron (II) sulfate, manganese (II) sulfate, manganese (II) chloride, cobalt (II) chloride, cerium sulfate, cerium chloride, vanadium sulfate, potassium iodide, sodium iodide, lithium chloride, potassium dichromate, magnesium acetate, calcium chloride, calcium nitrate, barium nitrate, manganese dioxide (Mn0 2 ) and / or hydroquinone.
  • CuCl 2 copper sulfate
  • CuS0 copper sulfate
  • iron (II) sulfate manganese (II) sul
  • compositions according to the invention can contain at least one ammonium compound from the group consisting of ammonium chloride, ammonium carbonate, ammonium bicarbonate, ammonium sulfate and / or ammonium carbamate in an amount of 0.5 to 10, preferably 1 to 5% by weight, based on the total composition of the composition ,
  • the bleaching agents according to the invention can contain further active ingredients, auxiliaries and additives, such as, for example nonionic polymers such as, for example, vinylpyrrolidone ⁇ inylacrylate copolymers, polyvinylpyrrolidone and vinylpyrrolidonelac inylacetate copolymers and polysiloxanes, cationic polymers such as quaternized cellulose ethers, polysiloxanes with quaternary groups, dimethyldiallylammonium chloride-polymers, acrylamide-ammonium-di-methyl-acrylated-ammonium-di-methyl-acrylated-ammonium-di-methyl-acrylated-ammonium-di-methyl-acrylated-ammonium-di-methyl-acrylated-ammonium-di-methyl-acrylated-ammonium-di-methyl-acrylated-ammonium-di-methyl-acrylated-ammonium-di-methyl-acrylated-ammonium-di-methyl-acryl
  • Thickeners such as agar agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum, locust bean gum, linseed gums, dextran, cellulose derivatives, e.g. B. methyl cellulose, hydroxyalkyl cellulose and carboxymethyl cellulose, starch fractions and derivatives such as amylose, amylopectin and dextrins, clays such.
  • B. bentonite or fully synthetic hydrocoloids such as Polyvinyl alcohol, structurants such as maleic acid and lactic acid, hair-conditioning compounds such as phospholipids, for example soy lecithin, egg lecithin and cephalins,
  • Protein hydrolyzates in particular elastin, collagen, keratin, milk protein, soy protein and wheat protein hydrolyzates, their condensation products with fatty acids and quaternized protein hydrolyzates, perfume oils, dimethyl isosorbide and cyclodextrins, Solvents and intermediates such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerin and diethylene glycol, active ingredients that improve fiber structure, in particular mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose and lactose, quaternized amines such as methyl-1-alkylamidoethyl-2 -alkylimidazolinium methosulfate
  • Defoamers such as silicones, dyes for coloring the agent,
  • Anti-dandruff agents such as piroctone olamine, zinc omadine and climbazole, light stabilizers, in particular derivatized benzophenones, cinnamic acid derivatives and triazines,
  • Substances for adjusting the pH such as customary acids, in particular edible acids and bases,
  • Active ingredients such as allantoin, pyrrolidone carboxylic acids and their salts and bisabolol,
  • Vitamins, provitamins and vitamin precursors in particular those from groups A, B 3 , B 5 , B 6 , C, E, F and H,
  • Plant extracts such as the extracts from green tea, oak bark, nettle, witch hazel, hops, chamomile, burdock root, horsetail, hawthorn, linden flowers, almond, aloe vera, spruce needle, horse chestnut, sandalwood, juniper, coconut, mango, apricot, lime, wheat, kiwi , Melon, orange, grapefruit, sage, rosemary, birch, mallow, cuckoo flower, quendel, yarrow, thyme, lemon balm, squirrel, coltsfoot, marshmallow, meristem, ginseng and ginger root.
  • Cholesterol Cholesterol
  • Consistency agents such as sugar esters, polyol esters or polyol alkyl ethers, fats and waxes such as walrus, beeswax, montan wax and paraffins, fatty acid alkanolamides, complexing agents such as EDTA, NTA, ß-alaninediacetic acid and phosphonic acids, - Swelling and penetration substances such as glycerin, propylene glycol monoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates, opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers, pearlescent agents such as ethylene glycol mono- and distearate and PEG-3 -distearate, pigments, stabilizing agents for hydrogen peroxide and other oxidizing agents, blowing agents such as propane-butane mixtures, N 2 0, dimethyl ether
  • the agents according to the invention preferably contain the compounds of the formula I in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
  • a suitable aqueous, alcoholic or aqueous-alcoholic carrier are, for example, creams, emulsions, gels or also surfactant-containing foaming solutions, such as shampoos, foam aerosols or other preparations which are suitable for use on the hair.
  • surfactant-containing foaming solutions such as shampoos, foam aerosols or other preparations which are suitable for use on the hair.
  • aqueous-alcoholic solutions are understood to mean aqueous solutions containing 3 to 70% by weight of a dd alcohol, in particular ethanol or isopropanol.
  • the agents according to the invention can additionally contain further organic solvents, such as, for example, methoxybutanol, benzyl alcohol, ethyl diglycol or 1,2-propylene glycol. All water-soluble organic solvents are preferred.
  • Preferred agents according to the invention are characterized in that they additionally contain a non-aqueous solvent, particularly preferred agents according to the invention containing the solvent in a concentration of 0.1-30 percent by weight, preferably in a concentration of 1-20 percent by weight, very particularly preferably in a concentration of 2 - 10 percent by weight, each based on the agent.
  • the solvent is selected from ethanol, n-propanol, isoropanol, n-butanol, propylene glycol, n-butylene glycol, glycerol, diethylene glycol monoethyl ether, diethylene glycol mono-n-butyl ether, phenoxyethanol and benzyl alcohol and their mixtures.
  • the pH of the agents according to the invention can be adjusted within a wide range using suitable ingredients such as acidifying agents or alkalizing agents.
  • Preferred agents according to the invention are characterized in that the pH of the agent is 6-11, preferably 7.5-10 and particularly preferably 8-9, in particular 8.0 to 8.5.
  • Oxidative dyeing of the fibers can generally be carried out with atmospheric oxygen in the presence of oxidation dye precursors.
  • a chemical oxidizing agent is preferably used, especially if, in addition to the coloring, a lightening effect on human hair is desired. This lightening effect can be desired regardless of the coloring method.
  • the presence of oxidation dye precursors is therefore not a mandatory requirement for the use of oxidizing agents in the agents according to the invention.
  • Persulfates, chlorites and in particular hydrogen peroxide or their adducts with urea, melamine and sodium borate are suitable as oxidizing agents.
  • the oxidation coloring agent can also be applied to the hair together with a catalyst which activates the oxidation of the dye precursors, for example by atmospheric oxygen.
  • catalysts are, for example, metal ions, iodides, quinones or certain enzymes.
  • Suitable metal ions are, for example, Zn 2+ , Cu 2+ , Fe 2+ , Fe 3+ , Mn 2+ , Mn 4+ , Li ⁇ Mg 2+ , Ca 2+ and Al 3+ .
  • Zn 2+ , Cu 2+ and Mn 2+ are particularly suitable.
  • the metal ions can be used in the form of any physiologically acceptable salt or in the form of a complex compound.
  • Preferred salts are the acetates, sulfates, halides, lactates and tartrates.
  • Suitable enzymes are, for example, peroxidases, which can significantly increase the effect of small amounts of hydrogen peroxide. Furthermore, such enzymes are suitable according to the invention which directly oxidize the oxidation dye precursors with the help of atmospheric oxygen, such as for example the laccases, or generate small amounts of hydrogen peroxide in situ and in this way activate the oxidation of the dye precursors biocatalytically.
  • Particularly suitable catalysts for the oxidation of the dye precursors are the so-called 2-electron oxidoreductases in combination with the substrates specific therefor, for example pyranose oxidase and for example D-glucose or galactose, glucose oxidase and D-glucose, glycerol oxidase and glycerol, Pyruvate oxidase and pyruvic acid or its salts, - alcohol oxidase and alcohol (MeOH, EtOH), - lactate oxidase and lactic acid and its salts, - tyrosinase oxidase and tyrosine, uricase and uric acid or their salts, - Choline oxidase and choline, amino acid oxidase and amino acids.
  • 2-electron oxidoreductases in combination with the substrates specific therefor, for example pyranose oxidase and for example D
  • the actual coloring agent is expediently prepared immediately before use by mixing the preparation of the oxidizing agent with the preparation containing the compounds of the formula I and, if appropriate, dye precursors.
  • the resulting ready-to-use hair dye preparation should preferably have a pH in the range from 6 to 12. It is particularly preferred to use the hair dye in a weakly alkaline environment. Application temperatures can range between 15 and 40 ° C. After an exposure time of 5 to 45 minutes, the hair dye is rinsed off from the hair to be colored. Washing with a shampoo is not necessary if a carrier with a high tenside content, e.g. a coloring shampoo was used.
  • an agent according to the invention can be applied to the hair, if appropriate with additional dye precursors, but also without prior mixing with the oxidation component. After an exposure time of 20 to 30 minutes, the oxidation component is then applied, if necessary after an intermediate rinse. After a further exposure time of 10 to 20 minutes, the skin is rinsed and, if necessary, re-shampooed.
  • the corresponding agent is adjusted to a pH of about 4 to 7.
  • air oxidation is initially aimed for, the agent applied preferably having a pH of 7 to 10.
  • the bleaching agents are mixed with a hydrogen peroxide solution immediately before application.
  • concentration of this hydrogen peroxide solution is determined on the one hand by the legal requirements and on the other hand by the desired effect; usually 6 to 12 percent solutions in water are used.
  • the quantitative ratios of bleaching agent and hydrogen peroxide solution are usually in the range from 1: 1 to 1: 2, an excess of hydrogen peroxide solution being chosen in particular when a bleaching action which is not too pronounced is desired.
  • a second object of the present invention is a method for lightening keratin fibers, in particular human hair, in which, if desired, a pretreatment agent M1 is applied to the fiber, then an agent M2 is used on the fiber, the agent M2 being used before use if desired further agent M3 is added, this agent M2 is rinsed off the fiber after a time of 5-30 minutes and, after the treatment, if appropriate, an aftertreatment agent M4 is applied to the fiber and rinsed again after an exposure time of a few minutes, at least one of the agents M1, M2, M3 or M4 contains at least one carbonic acid monoester and / or one carbonic acid monoamide and at least one of the agents M2, M3 or M4 contains at least one peroxo compound, preferably hydrogen peroxide.
  • the agents according to the invention can accordingly be formulated as one-component agents (bleaching agent M2 or post-treatment agent M4), as two-component agents (M2 + M3) or as three-component agents (M2 + M3 + M4) and used accordingly.
  • a split in Multi-component systems are particularly suitable where incompatibilities of the ingredients are to be expected or feared. are; in such systems, the agent to be used is produced by the consumer by mixing the component directly before use.
  • agent M4 contains at least one carbonic acid monoester and / or one carbonic acid monoamide as aftertreatment agent, it is preferred that this agent contains an alkalinity generator and hydrogen peroxide or a hydrogen peroxide adduct or another H 2 0 2 source at the same time.
  • a whitening process in which the whitening cream and the oxidizing agent are initially separate is preferred.
  • the present invention therefore furthermore relates to a process for lightening human hair, in which an aqueous-based composition comprising hydrogen peroxide is mixed with a composition comprising at least one carbonic acid monoester and / or one carbonic acid monoamide to form a homogeneous composition, and this is applied to the hair is applied.
  • the composition contains 1 to 20% by weight, preferably 2 to 10% by weight and in particular 3 to 6% by weight, based on its weight, of hydrogen peroxide, calculated as 100% H 2 O 2 .
  • Another object of the present invention is therefore a method for lightening human hair, in which an aqueous-based composition containing hydrogen peroxide, with a further agent preferably containing at least one alkalinity and / or direct hair dye and / or at least one oxidation dye precursor, and one Agent containing at least one carbonic acid monoester and / or a carbonic acid monoamide mixed to a homogeneous composition, and this is applied to the hair.
  • Another object of the present invention is the use of carbonic acid monoesters and / or carbonic acid monoamides to increase the lightening effect of bleaching agents.
  • Aerosil 200 5.0% by weight
  • Aerosil 200 4.0% by weight
  • Trisodium phosphate 1.0% by weight
  • Formulations 1 and 2 were mixed in a weight ratio of 1: 1 with an emulsion containing hydrogen peroxide and having the following composition:
  • Hydrogen peroxide solution 50% 20.0% by weight
  • Cetylstearyl alcohol with 12 EO units (INCI name: Ceteareth-12) (Cognis Germany) Cetylstearyl alcohol with 20 EO units (INCI name: Ceteareth-20) (Cognis Germany)
  • Methacrylic acid (stearyl alcohol- + 20-EO- ester) -acrylic acid copolymer (Rohm & Haas) *** * Acid-containing, cross-linked acrylic copolymer (INCI name: Acrylates Copolymer, approx. 28% active substance) (Rohm & Haas)

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Abstract

L'invention concerne des agents blondissant les cheveux humains, renfermant au moins un composé peroxo ainsi qu'au moins un monoester d'acide carbonique et/ou un monoamide d'acide carbonique.
PCT/EP2005/005150 2004-06-22 2005-05-12 Agents blondissant les cheveux, renfermant des derives d'acide carbonique WO2005123021A1 (fr)

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EP05738484A EP1773289A1 (fr) 2004-06-22 2005-05-12 Agents blondissant les cheveux, renfermant des derives d'acide carbonique

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DE102004030181.6 2004-06-22
DE200410030181 DE102004030181A1 (de) 2004-06-22 2004-06-22 Blondiermittel mit Kohlensäurederivaten

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Cited By (1)

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Publication number Priority date Publication date Assignee Title
WO2007090527A2 (fr) * 2006-02-07 2007-08-16 Henkel Ag & Co. Kgaa Agent de traitement capillaire oxydant comprenant un extrait de ginseng

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DE102006028029A1 (de) * 2006-06-14 2007-12-20 Henkel Kgaa Aufhell- und/oder Färbemittel mit Azoliden
DE102006028032A1 (de) * 2006-06-14 2007-12-20 Henkel Kgaa Aufhell- und/oder Färbemittel mit Nitrilen

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DE19600705A1 (de) * 1996-01-11 1996-06-27 Henkel Kgaa Blondiermittel
WO1997007776A1 (fr) * 1995-08-30 1997-03-06 L'oreal Poudres de decoloration de cheveux depourvues de poussieres
DE19600704A1 (de) * 1996-01-11 1997-07-17 Henkel Kgaa Blondiermittel
WO2000030596A1 (fr) * 1998-11-20 2000-06-02 Hans Schwarzkopf Gmbh & Co. Kg Solvants pour milieux pulverulents

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Publication number Priority date Publication date Assignee Title
DE3814356A1 (de) * 1988-04-28 1988-09-08 Schwarzkopf Gmbh Hans Zweikomponenten-zubereitung bzw. auftragefaehige, breiartige zubereitung zum bleichen von humanhaaren
WO1997007776A1 (fr) * 1995-08-30 1997-03-06 L'oreal Poudres de decoloration de cheveux depourvues de poussieres
DE19600705A1 (de) * 1996-01-11 1996-06-27 Henkel Kgaa Blondiermittel
DE19600704A1 (de) * 1996-01-11 1997-07-17 Henkel Kgaa Blondiermittel
WO2000030596A1 (fr) * 1998-11-20 2000-06-02 Hans Schwarzkopf Gmbh & Co. Kg Solvants pour milieux pulverulents

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WO2007090527A2 (fr) * 2006-02-07 2007-08-16 Henkel Ag & Co. Kgaa Agent de traitement capillaire oxydant comprenant un extrait de ginseng
WO2007090527A3 (fr) * 2006-02-07 2007-10-11 Henkel Kgaa Agent de traitement capillaire oxydant comprenant un extrait de ginseng

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