DE102011084708A1 - Agent useful e.g. for oxidative color change of keratin fibers, preferably human hair, comprises coloring compound comprising e.g. oxidation dye precursor products, and first and second vegetable fatty acid triglycerides mixture, in carrier - Google Patents

Abstract

Agent for oxidative color change of keratin fibers, preferably human hair, comprises at least one coloring compound comprising oxidation dye precursor products, direct dyes and/or precursors of nature-analogous dyes, and a mixture of first- and second vegetable fatty acid triglycerides, in a carrier. The first vegetable fatty acid triglyceride exhibits an iodine number of 85-120. The second vegetable fatty acid triglyceride exhibits a gamma -linolenic acid content of 5-15 wt.%, based on the total weight of all fatty acids of the second fatty acid triglyceride. An independent claim is also included for a kit-of-parts comprising at least two separately prefabricated containers comprising a first container containing the above agent as a dye formulation, and a second container including an oxidizing agent composition containing at least one chemical oxidizing agent, preferably hydrogen peroxide.

Description

The invention relates to a composition for the color change of keratinic fibers, which contains in a cosmetic carrier in addition to at least one coloring compound mixture of at least two vegetable fatty acid triglycerides, wherein the one vegetable triglyceride with a certain proportion of unsaturated fatty acids, based on the iodine value of the oil determine, and the other vegetable triglyceride is characterized by a proportion of certain polyunsaturated fatty acids. The compositions according to the invention are particularly suitable for the reduction of hair damage and for improving the hair surface in oxidative dyeing on human hair. Moreover, the invention relates to the use of the agent for reducing hair damage and for improving the hair surface.

Changing the shape and color of the hair is an important area of modern cosmetics. This allows the hair's appearance to be adapted to current fashion trends as well as to the individual wishes of the individual. In addition to the desired dyeing and shaping performance, these agents should cause the least possible damage to the hair. To provide color-changing cosmetic agents, in particular for the skin or keratin-containing fibers such as human hair, the skilled person knows various dyeing systems depending on the requirements of the dyeing.

For permanent, intensive colorations with corresponding fastness properties, so-called oxidation colorants are used. Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components which under the influence of oxidants or of atmospheric oxygen form the actual dyes with one another. The oxidation stains are characterized by excellent, long lasting staining results. For temporary dyeings usually dyeing or tinting agents are used which contain so-called substantive dyes as a coloring component. These are dye molecules that attach directly to the substrate and do not require an oxidative process to form the paint. Finally, another dyeing process has received great attention, in the precursors of the natural hair dye melanin on the substrate, eg. As hair, are applied, which then form naturally oxidized dyes in the context of oxidative processes in the hair.

Oxidative colorants usually contain hydrogen peroxide as the oxidant. In addition to the desired cosmetic effect, this leads to oxidative damage to the hair surface. Also, the pH, which is usually set basicly in such agents, causes the structure of the hair to be oxidatively damaged. Depending on the severity of the degree of damage, this ranges from rough, brittle and difficult to comb hair over a reduced resistance and tear resistance of the hair to hair breakage. The greater the amount of hydrogen peroxide used, the more severe damage is usually caused on the keratin fiber. In particular, split ends or even breakage of the fiber are the consumer's most undesirable side effects of bleaching, which can occur in particular if the oxidative dyeing process is repeated several times. It is therefore particularly desirable to provide colorants which, in addition to a good dyeing performance, make a positive contribution to improving the fiber structure and thus simultaneously act as a care or conditioner. Thus, the otherwise often required, additional nourishing aftertreatment could be dispensed with, which is disadvantageous both in terms of application comfort as an additional treatment step and in terms of packaging economics.

In the past, attempts to incorporate commercial care agents in colorants, often proved to be inadequate and unsuccessful, since usual care substances for keratinic fibers, especially under the harsh oxidative dyeing conditions, in colorants often have only poor stability and thus show only limited effect. Thus, there is still a great need for improvement for such less damaging or nourishing dyes.

Furthermore, a reduction in the necessary application amount of the colorant can lead to an improvement in the fiber load. It is therefore not only desirable from an economical point of view to provide colorants having improved coloring power, in particular an improved dyeing action on the keratinic bevel, improved color retention and homogeneity of the coloration.

It is therefore an object of the present invention to provide cosmetic agents for color-changing keratinic fibers which compensate for the disadvantages described above and which reduce one Have hair damage. Such reduced hair damage can be detected on the hair surface, for example, by reducing hair breakage or split ends or improving combability.

In an unpredictable manner, it has now been found that color-modifying agents containing, in addition to an oxidation dye precursor as a color-modifying component, a mixture of at least two vegetable fatty acid triglycerides (A) and (B) with a certain proportion of total unsaturated fatty acids and certain unsaturated fatty acids, avoid the above mentioned disadvantages. Due to the nourishing effect when using the composition according to the invention the hair damage can be significantly improved thereby.

• (i) dass das pflanzliche Fettsäuretriglycerid (A) eine Iodzahl von 85 bis 120 aufweist und
• (ii) das pflanzliche Fettsäuretriglycerid (B) einen Anteil an γ-(gamma)-Linolensäure von 5 bis 15 Gew.-%, bezogen auf das Gesamtgewicht aller Fettsäuren des Fettsäuretriglycerids (B), aufweist.

A first subject of the invention is therefore an agent for the color change of keratinic fibers, in particular human hair, which contains in a cosmetic carrier at least one coloring compound,
selected from oxidation dye precursors and / or substantive dyes and / or precursors of naturally-analogous dyes,
and a mixture of at least two vegetable fatty acid triglycerides (A) and (B) and which is characterized

• (i) that the vegetable fatty acid triglyceride (A) has an iodine value of 85 to 120, and
• (ii) the vegetable fatty acid triglyceride (B) has a proportion of γ- (gamma) -linolenic acid of 5 to 15% by weight, based on the total weight of all fatty acids of the fatty acid triglyceride (B).

Under keratinic fibers or keratin fibers are furs, wool, feathers and especially human hair to understand. Although the compositions according to the invention are primarily suitable for dyeing keratin fibers, in principle there is nothing to prevent their use in other fields as well.

The agents according to the invention contain the active ingredients in a cosmetic carrier. This cosmetic carrier is watery, alcoholic or watery-alcoholic. For the purpose of hair coloring such carriers are, for example, creams, emulsions, gels or surfactant-containing foaming solutions, such as shampoos, propellant-free foams, foam aerosols or other preparations which are suitable for use on the hair. For the purposes of the present invention, aqueous-alcoholic carriers are water-containing compositions containing 3 to 70% by weight of a C ₁ -C ₄ -alcohol, based on the total weight of the application mixture, in particular ethanol or isopropanol. For the purposes of the invention, an aqueous carrier contains at least 30% by weight, in particular at least 50% by weight, of water, based on the total weight of the application mixture.

• (i) das pflanzliche Fettsäuretriglycerid (A) eine Iodzahl von 85 bis 120 aufweist und
• (ii) das pflanzliche Fettsäuretriglycerid (B) einen Anteil an γ-(gamma)-Linolensäure von 5 bis 15 Gew.-%, bezogen auf das Gesamtgewicht aller Fettsäuren des Fettsäuretriglycerids (B), aufweist.

As the first essential ingredient, the inventive composition contains a mixture of at least two vegetable fatty acid triglycerides (A) and (B), wherein

• (I) the vegetable fatty acid triglyceride (A) has an iodine value of 85 to 120, and
• (ii) the vegetable fatty acid triglyceride (B) has a proportion of γ- (gamma) -linolenic acid of 5 to 15% by weight, based on the total weight of all fatty acids of the fatty acid triglyceride (B).

According to the invention, a fatty acid triglyceride is an ester of the triol glycerol with three equivalents of fatty acid. Both structurally identical and different fatty acids in one molecule of triglyceride can be involved in ester formation.

Natural, and therefore also vegetable, fatty acid triglycerides are usually mixtures of esters of glycerol with different fatty acids. Usually, such fatty acid triglycerides are mixed glycerides of saturated and unsaturated fatty acids.

The plant fatty acid triglycerides according to the invention are characterized in that they contain a certain proportion of unsaturated fatty acids. This proportion is usually determined after saponification of the ester and analysis of the released fatty acids. In this case, different methods can be used, such as gas chromatography or high pressure liquid chromatography method, it may be appropriate to derivatize the free fatty acid. Suitable derivatives are in particular esters, such as methyl esters.

According to the invention, an unsaturated fatty acid is understood as meaning unsaturated, optionally branched and / or substituted C ₈ -C ₂₄ -fatty acids. Unsaturated fatty acids may have a double bond in their carbon chain both in (E) and in (Z) configuration, with multiple double bonds in the fatty acid, both fatty acids with double bonds exclusively in (Z) configuration, can be used exclusively in (E) configuration or in mixed configuration. The unsaturated fatty acid is preferably a fatty acid whose CC double bond and / or CC double bonds have the cis configuration. Preference is given to unsaturated fatty acids with all (Z) configuration. Examples of unsaturated fatty acids in the vegetable triglycerides (A) and (B) which are suitable according to the invention are palmitoleic acid (C16: 1 9Z), oleic acid (C18: 1 9Z), elaidic acid (C18: 1 9E), eicosenoic acid (gondoic acid, C20: 1) 11Z), erucic acid (C22: 1 13Z), nervonic acid (C24: 1 15Z), linoleic acid (C18: 2 9Z, 12Z), γ- (gamma) -linolenic acid (C18: 3 6Z, 9Z, 12Z), α- ( alpha) -linolenic acid (C18: 3 9Z, 12Z, 15Z), α-elaeostearic acid (C18: 3 9Z, 11E, 13E) and arachidonic acid (C20: 4 5Z, 8Z, 11Z, 14Z).

To determine the proportion of unsaturated fatty acids in the plant fatty acid triglycerides, various methods are known to those skilled in the art. However, it has been found that the iodine value is a particularly suitable parameter for the determination of plant fatty acid triglycerides (A) which can be used according to the invention.

The iodine value is a measure of the degree of unsaturation of a compound and indicates the amount of a halogen compound which can be taken up by a certain amount of sample by addition to CC double or triple bonds. The determination of the iodine value is known to the person skilled in the art and is determined by standardized analytical methods, such as L 13.00-10 (corresponds DIN EN ISO 3961: 1999-08 ) or method AOAC 26.020-26.021. A high iodine value therefore represents a high proportion of unsaturated constituents in a compound.

The proportion of unsaturated fatty acids in the triglycerides on the one hand has an influence on the care and coloring performance of the agents, on the other hand, on the stability of the preparations, so that for plant triglycerides (A) a certain, narrow iodine value range optimal balance between the desired and undesirable properties.

Compositions according to the invention contain vegetable fatty acid triglycerides (A) therefore with an iodine value of 85 to 120, preferred compositions vegetable fatty acid triglycerides (A) with an iodine value of 90 to 110 and particularly preferred fatty acid triglycerides (A) with an iodine value of 95 to 108.

The seed oil from the seeds of Bertholletia excelsa (Brazil nut) represents a particularly suitable vegetable fatty acid triglyceride (A) according to the invention. The oil is characterized by an increased proportion of unsaturated fatty acids, which is reflected in an iodine value of 95 to 106, so that Brazil nut oil a particularly preferred vegetable fatty acid triglyceride (A).

Brazil nut oil typically has a fatty acid cut as determined by the methods mentioned above Myristic acid (C14: 0) to about 0.1 to 2% by weight, Palmitic acid (C16: 0) to about 12 to 17% by weight, Palmitoleic acid (C16: 1) to about 0.1 to 1.5 wt .-%, Stearic acid (C18: 0) to about 6 to 11% by weight, Oleic acid (C18: 1) about 30 to 45% by weight, Linoleic acid (C18: 2) to about 35 to 45% by weight, Linolenic acid (C18: 3) to max. 0.5% by weight, Arachidic acid (C20: 0) to about 0.1 to 1.0 wt .-% and Gadoleic acid (C20: 1) to about 0.1 to 1.0 wt .-% comprises.

A further embodiment of the present invention is therefore characterized in that the agent contains vegetable oil as vegetable fatty acid triglyceride (A).

Agents preferred according to the invention are characterized in that the agent contains the fatty acid triglyceride (s) (A) in a proportion by weight of 0.05 to 10.0% by weight, preferably of 0.1 to 5.0% by weight. and in particular from 0.20 to 2.5 wt .-%, each based on the total weight of the ready-to-use agent contains.

As a further essential ingredient, the agent according to the invention of the first subject of the invention in the fatty acid triglyceride mixture contains at least one vegetable fatty acid triglyceride (B) with a certain proportion of γ- (gamma) -linolenic acid.

Fatty acid triglycerides (B) which can be used according to the invention are a mixture of fatty acid triglycerides, which is characterized in that the proportion of γ- (gamma) -linolenic acid (C18: 3 6Z, 9Z, 12Z; also (all-Z) -6,9,12 , Octatrienoic acid) among the fatty acids of the fatty acid triglyceride 5 to 15 wt .-%, preferably 7 to 13 wt .-% and in particular 8 to 12 wt .-%, each based on the total weight of all fatty acids of the fatty acid triglyceride (B).

The oil from the seeds of the evening primrose, Oenothera biennis, has proven to be particularly suitable according to the invention as vegetable fatty acid triglyceride (B). Evening primrose oil is obtained either by mechanical pressing from the seeds of Oenothera biennis and subsequent refining as a fatty oil or by extraction and subsequent refining, wherein oil obtained by pressing, in particular by cold pressing is preferred.

The oil is characterized by an increased proportion of the unsaturated fatty acid γ- (gamma) -linolenic acid, which usually accounts for 9 to 11% by weight in the fatty acid fraction of the triglyceride, so that evening primrose oil is a particularly preferred vegetable fatty acid triglyceride (B). represents.

Evening primrose oil (Oenothera biennis) typically has a fatty acid cut as determined by the methods mentioned above Palmitic acid (C16: 0) to about 4 to 9 wt .-%, Stearic acid (C18: 0) about 1 to 3% by weight, Oleic acid (C18: 1) to about 5 to 11% by weight, Linoleic acid (C18: 2) to about 68 to 78% by weight, α- (alpha) -linolenic acid (C18: 3) to about 0 to 1 wt .-% and γ- (gamma) -linolenic acid (C18: 3 6Z, 9Z, 12Z) to about 9 to 11 wt .-% comprises.

A further embodiment of the present invention is therefore characterized in that the agent contains as vegetable fatty acid triglyceride (B) evening primrose oil (Oenothera biennis).

Agents preferred according to the invention are characterized in that the agent contains the fatty acid triglyceride (s) (B) in a proportion by weight of 0.05 to 10.0% by weight, preferably of 0.1 to 5.0% by weight. and in particular from 0.20 to 2.5 wt .-%, each based on the total weight of the ready-to-use agent contains.

In a particularly preferred embodiment of the first subject of the invention, the composition according to the invention contains as a mixture of at least two vegetable fatty acid triglycerides (A) and (B) a mixture of Brazil nut oil and evening primrose oil. The two vegetable fatty acid triglycerides (A) and (B) are preferably used in a weight ratio of 5: 1 to 1: 5, preferably 3: 1 to 1: 3 and in particular 3: 2 to 2: 3.

Agents preferred according to the invention are further characterized in that the agent contains the fatty acid triglycerides (A) and (B) in a proportion by weight of from 0.05 to 10.0% by weight, preferably from 0.1 to 5.0% by weight. % and in particular from 0.20 to 2.5 wt .-%, each based on the total weight of the ready-to-use agent contains.

The compositions according to the invention furthermore contain a coloring compound selected from oxidation dye precursors and / or substantive dyes and / or precursors of naturally-analogous dyes.

In a preferred embodiment, agents according to the invention contain as coloring components at least one oxidation dye precursor.

The oxidation dye precursors are preferably used in an amount of 0.005 to 25 wt .-%, preferably from 0.05 to 20 wt .-% and particularly preferably from 0.1 to 15 wt .-%, each based on the ready-to-use oxidation colorant.

In a preferred embodiment, the compositions of the invention contain at least one developer type and / or type of coupler oxidation dye precursor. Preferably, the colorants of the present invention contain at least one developer type oxidation dye precursor and at least one coupler type oxidation dye precursor.

The developer and coupler components are usually used in free form. In the case of substances having amino groups, however, it may be preferable to use them in salt form, in particular in the form of the hydrochlorides and hydrobromides or the sulfates.

Inventive developer components are selected from p-phenylenediamine, binuclear developer components, p-aminophenol, o-aminophenol, heterocyclic developer components and / or the derivatives of the above classes of substances. The developer components are preferably used in an amount of 0.05 to 10 wt .-%, preferably 0.1 to 5 wt .-%, each based on the ready-to-use oxidation colorant.

Preferred p-phenylenediamines are selected from one or more compounds of the group formed 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 (2-hydroxyethyl) -p-phenylenediamine, 4-N, N-bis (2-hydroxyethyl ) amino-2-methylaniline, 4-N, N-bis (2-hydroxyethyl) amino-2-chloroaniline, 2- (2-hydroxyethyl) -p-phenylenediamine, 2- (1,2-dihydroxyethyl) -p- phenylenediamine, 2-fluoro-p-phenylenediamine, 2-isopropyl-p-phenylenediamine, N- (2-hydroxypropyl) -p-phenylenediamine, 2-hydroxymethyl-p-phenylenediamine, N, N-dimethyl-3-methyl-p- phenylenediamine, N-ethyl-N-2-hydroxyethyl-p-phenylenediamine, N- (2,3-dihydroxypropyl) -p-phenylenediamine, N- (4'-aminophenyl) -p-phenylenediamine, N-phenyl-p-phenylenediamine , 2- (2-hydroxyethyloxy) -p-phenylene diamine, 2-methoxymethyl-p-phenylenediamine, 2- (2-acetylaminoethyloxy) -p-phenylenediamine, N- (2-methoxyethyl) -p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3 - (1H-imidazol-1-yl) propyl] amine, 5,8-diaminobenzo-1,4-dioxane and their physiologically acceptable salts. Particularly preferred p-phenylenediamine derivatives according to the invention are selected from at least one compound of the group p-phenylenediamine, p-toluenediamine, 2- (2-hydroxyethyl) -p-phenylenediamine, 2- (1,2-dihydroxyethyl) -p-phenylenediamine, N, N-bis- (2-hydroxyethyl) -p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1H-imidazol-1-yl) propyl] amine, 2-methoxymethyl-p- phenylenediamine and the physiologically acceptable salts of these compounds.

It may further be preferred according to the invention to use as developer component compounds which contain at least two aromatic nuclei which are substituted by amino and / or hydroxyl groups. In particular, preferred binuclear developer components are selected from at least one of the following compounds: N, N'-bis (2-hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-diamino-propane-2 ol, N, N'-bis- (2-hydroxyethyl) -N, N'-bis (4'-aminophenyl) ethylenediamine, N, N'-bis (4'-aminophenyl) tetramethylenediamine, N, N'- Bis (2-hydroxyethyl) -N, N'-bis (4'-aminophenyl) tetramethylenediamine, N, N'-bis [4- (methylamino) phenyl] tetramethylenediamine, N, N'-diethyl-N, N 'bis (4'-amino-3'-methylphenyl) ethylenediamine, bis (2-hydroxy-5-aminophenyl) methane, N, N'-bis (4'-aminophenyl) -1,4-diazacycloheptane, N, N'-bis (2-hydroxy-5-aminobenzyl) piperazine, N- (4'-aminophenyl) -p-phenylenediamine and 1,10-bis (2 ', 5'-diaminophenyl) -1,4 , 7,10-tetraoxadecane and their physiologically acceptable salts. Particularly preferred binuclear developer components are selected from N, N'-bis (2-hydroxyethyl) -N, N'-bis (4-aminophenyl) -1,3-diamino-propan-2-ol, bis (2-hydroxy) hydroxy-5-aminophenyl) methane, 1,3-bis (2,5-diaminophenoxy) propan-2-ol, N, N'-bis (4-aminophenyl) -1,4-diazacycloheptane, 1,10- Bis- (2,5-diaminophenyl) -1,4,7,10-tetraoxadecane or one of the physiologically acceptable salts of these compounds.

Furthermore, it may be preferred according to the invention to use as the developer component a p-aminophenol derivative or one of its physiologically tolerable salts. Preferred p-aminophenols 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- (2-hydroxyethoxy) phenol, 4-amino 2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2 - [(2-hydroxyethyl) aminomethyl] phenol, 4-amino-2 - (1,2-dihydroxyethyl) phenol, 4-amino-2-fluorophenol, 4-amino-2-chlorophenol, 4-amino-2,6-dichlorophenol, 4-amino-2- (diethylaminomethyl) phenol and their physiologically acceptable salts. Particularly preferred compounds are p-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- (1,2-dihydroxyethyl) phenol and 4-amino-2- (diethylaminomethyl) phenol or one of the physiologically acceptable salts of these compounds.

Further, the developer component may be selected from o-aminophenol and its derivatives such as 2-amino-4-methylphenol, 2-amino-5-methylphenol or 2-amino-4-chlorophenol.

Furthermore, the developer component may be selected from heterocyclic developer components, such as pyrimidine derivatives, pyrazole derivatives, pyrazolopyrimidine derivatives or their physiologically acceptable salts. Preferred pyrimidine derivatives are the compounds 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 the compounds selected from 4,5-diamino-1-methylpyrazole, 4,5-diamino-1- (2-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-t-butyl-1-methylpyrazole, 4,5-diamino-1-t -butyl-3-methylpyrazole, 4,5-diamino-1- (2-hydroxyethyl) -3-methylpyrazole, 4,5-diamino-1-ethyl-3-methylpyrazole, 4,5-diamino-1-ethyl-3 - (4'-methoxyphenyl) pyrazole, 4,5-diamino-1-ethyl-3-hydroxymethylpyrazole, 4,5-diamino-3-hydroxymethyl-1-methylpyrazole, 4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole , 4,5-diamino-3-methyl-1-isopropylpyrazole, 4-amino-5- (2-aminoethyl) amino-1,3-dimethylpyrazole, and their physiologically acceptable salts.

Preferred pyrazolopyrimidine derivatives are, in particular, the derivatives of pyrazolo [1,5-a] pyrimidine and its tautomeric forms, provided that a tautomeric equilibrium exists. The pyrazolo [1,5-a] pyrimidines are in particular selected from pyrazolo [1,5-a] pyrimidine-3,7-diamine, 2,5-dimethylpyrazolo [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-aminopyrazolo [1,5-a] pyrimidine 7-ol, 3-aminopyrazolo [1,5-a] pyrimidin-5-ol, 2- (3-aminopyrazolo [1,5-a] pyrimidin-7-ylamino) ethanol, 2- (7-aminopyrazolo [1, 5-a] pyrimidin-3-ylamino) ethanol, 2 - [(3-aminopyrazolo [1,5-a] pyrimidin-7-yl) - (2-hydroxyethyl) amino] ethanol, 2 - [(7-aminopyrazolo [ 1,5-a] pyrimidin-3-yl) - (2-hydroxyethyl) amino] ethanol; 5,6-dimethylpyrazolo [1,5-a] pyrimidine-3,7-diamine, 2,6-dimethylpyrazolo [1,5-a] pyrimidine-3,7-diamine, 3-amino-7-dimethylamino-2, 5-dimethylpyrazolo [1,5-a] pyrimidine and its physiologically acceptable salts and their tautomeric forms when tautomeric equilibrium is present.

Particularly preferred developer components are selected from at least one compound from the group formed from p-phenylenediamine, p-toluenediamine, 2- (2-hydroxyethyl) -p-phenylenediamine, 2- (1,2-dihydroxyethyl) -p- phenylenediamine, N, N-bis- (2-hydroxyethyl) -p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1H-imidazole-1) yl) propyl] amine, N, N'-bis (2-hydroxyethyl) -N, N'-bis (4-aminophenyl) -1,3-diaminopropan-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, 1,10-bis- (2,5-diaminophenyl) -1,4,7,10-tetraoxadecane, p-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- (1,2-dihydroxyethyl ) phenol and 4-amino-2- (diethylaminomethyl) phenol, 4,5-diamino-1- (2-hydroxyethyl) pyrazole, 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine , 2-hydroxy-4,5,6-triaminopyrimidine, and the physiologically acceptable salts of these compounds.

Coupler components do not form a significant color within the framework of the oxidative dyeing alone, but always require the presence of developer components. Therefore, it is preferred according to the invention that at least one developer component is additionally used when using at least one coupler component.

Coupler components according to the invention are preferably selected from m-aminophenol, m-diaminobenzene, o-diaminobenzene, o-aminophenol, naphthalene derivatives having at least one hydroxyl group, di- or trihydroxybenzene, pyridine, pyrimidine, monohydroxy- or monoaminoindole, monohydroxy- or monoaminoindoline, pyrazolone , Benzomorpholine, quinoxaline and / or the derivatives of the preceding classes of substances. The coupler components are preferably used in an amount of 0.005 to 10 wt .-%, preferably 0.1 to 5 wt .-%, each based on the ready-to-use colorant.

The inventively preferred m-aminophenols or derivatives thereof are selected from at least one compound selected from the group consisting of m-aminophenol, 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-diethylaminophenol, N- Cyclopentyl-3-aminophenol, 1,3-dihydroxy-5-methylaminobenzene, 3-ethylamino-4-methylphenol, 2,4-dichloro-3-aminophenol and the physiologically acceptable salts of the aforementioned compounds.

The inventively preferred m-diaminobenzenes or their derivatives are selected from at least one compound from the group formed from m-phenylenediamine, 2- (2,4-diaminophenoxy) ethanol, 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 , 2 - ({3 - [(2-Hydroxyethyl) amino] -4-methoxy-5-methylphenyl} amino) ethanol, 2 - ({3 - [(2-hydroxyethyl) amino] -2-methoxy-5-methylphenyl } amino) ethanol, 2 - ({3 - [(2-hydroxyethyl) amino] -4,5-dimethylphenyl} amino) ethanol, 2- [3-morpholin-4-ylphenyl) amino] ethanol, 3-amino-4 - (2-methoxy-ethoxy) -5-methylphenylamine, 1-amino-3-bis (2'-hydroxyethyl) aminobenzene and the physiologically acceptable salts of said compounds.

The inventively preferred o-diaminobenzenes or derivatives thereof are selected from at least one compound from the group which is formed from 3,4-diaminobenzoic acid and 2,3-diamino-1-methylbenzene and the physiologically acceptable salts of said compounds.

Preferred di- or trihydroxybenzenes and their derivatives are selected from at least one compound of the group formed from resorcinol, resorcinol monomethyl ether, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol, 2-chlororesorcinol, 4-chlororesorcinol, pyrogallol and 1 , 2,4-trihydroxybenzene.

The inventively preferred pyridine derivatives are selected from at least one compound of the group formed from 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, 3,5-diamino-2 , 6-dimethoxypyridine, 3,4-diaminopyridine, 2- (2-methoxyethyl) amino-3-amino-6-methoxypyridine, 2- (4'-methoxyphenyl) amino-3-aminopyridine, and the physiologically acceptable salts of the aforementioned compounds ,

Preferred naphthalene derivatives having at least one hydroxy group are selected from at least one compound of the group formed from 1-naphthol, 2-methyl-1-naphthol, 2-hydroxymethyl-1-naphthol, 2-hydroxyethyl-1-naphthol, 1.3 Dihydroxynaphthalene, 1,5-dihydroxynaphthalene, 1,6-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 1,8-dihydroxynaphthalene, 2,7-dihydroxynaphthalene and 2,3-dihydroxynaphthalene.

The inventively preferred indole derivatives are selected from at least one compound of the group which is formed from 4-hydroxyindole, 6-hydroxyindole and 7-hydroxyindole and the physiologically acceptable salts of the aforementioned compounds.

The inventively preferred indoline derivatives are selected from at least one compound of the group which is formed from 4-hydroxyindoline, 6-hydroxyindoline and 7-hydroxyindoline and the physiologically acceptable salts of the aforementioned compounds.

Preferred pyrimidine derivatives are selected from at least one compound of the group formed from 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 and the physiologically acceptable salts of the aforementioned compounds.

Particularly preferred coupler components according to the invention are selected from 3-aminophenol, 5-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol, 2-hydroxy-4-aminophenoxyethanol, 5-amino-4-chloro-2-methylphenol , 5- (2-hydroxyethyl) amino-2-methylphenol, 2,4-dichloro-3-aminophenol, 2-aminophenol, 3-phenylenediamine, 2- (2,4-diaminophenoxy) ethanol, 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, 2 - ({3 - [(2-hydroxyethyl) amino] -4-methoxy-5-methylphenyl} amino) ethanol, 2 - ({3 - [(2-hydroxyethyl) amino] - 2-methoxy-5-methylphenyl} amino) ethanol, 2- ({3 - [(2-hydroxyethyl) amino] -4,5-dimethylphenyl} amino) ethanol, 2- [3-morpholin-4-ylphenyl) amino] ethanol, 3-amino-4- (2-methoxyethoxy) -5-methylphenylamine, 1-amino-3-bis (2-hydroxyethyl) aminobenzene, resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 1,2,4-trihydroxybenzene , 2-amino-3-hydroxypyridine, 3-amino-2-methylamino-6-methoxypyridine, 2,6-dihydro xy-3,4-dimethylpyridine, 3,5-diamino-2,6-dimethoxypyridine, 1-phenyl-3-methylpyrazol-5-one, 1-naphthol, 1,5-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1, 7-dihydroxynaphthalene, 1,8-dihydroxynaphthalene, 4- Hydroxyindole, 6-hydroxyindole, 7-hydroxyindole, 4-hydroxyindoline, 6-hydroxyindoline, 7-hydroxyindoline or mixtures of these compounds or the physiologically acceptable salts of the aforementioned compounds.

In this case, developer components and coupler components are generally used in approximately molar amounts to each other. Although the molar use has proven to be expedient, a certain excess of individual oxidation dye precursors is not disadvantageous, so that developer components and coupler components in a molar ratio of 1: 0.5 to 1: 3, in particular 1: 1 to 1: 2 , can stand.

Developer-type and coupler-type oxidation dye precursors are particularly preferably used in certain combinations. However, other dye precursors can also be combined with the oxidation dye precursors mentioned as combination and / or their physiologically tolerated salts. Preferred agents therefore contain, as the oxidation dye product, at least one of the combinations selected from p-toluenediamine / resorcinol; p-toluenediamine / 2-methylresorcinol; p-toluenediamine / 5-amino-2-methylphenol; p-toluenediamine / 3-aminophenol; p-toluenediamine / 2- (2,4-diaminophenoxy) ethanol; p-toluenediamine / 1,3-bis (2,4-diaminophenoxy) propane; p-toluenediamine / 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene; p-toluenediamine / 2-amino-3-hydroxypyridine; p-toluenediamine / 1-naphthol; 2- (2-hydroxyethyl) -p-phenylenediamine / resorcinol; 2- (2-hydroxyethyl) -p-phenylenediamine / 2-methylresorcinol; 2- (2-hydroxyethyl) -p-phenylenediamine / 5-amino-2-methylphenol; 2- (2-hydroxyethyl) -p-phenylenediamine / 3-aminophenol; 2- (2-hydroxyethyl) -p-phenylenediamine / 2- (2,4-diaminophenoxy) ethanol; 2- (2-hydroxyethyl) -p-phenylenediamine / 1,3-bis (2,4-diaminophenoxy) propane; 2- (2-hydroxyethyl) -p-phenylenediamine / 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene; 2- (2-hydroxyethyl) -p-phenylenediamine / 2-amino-3-hydroxypyridine; 2- (2-hydroxyethyl) -p-phenylenediamine / 1-naphthol; 2-methoxymethyl-p-phenylenediamine / resorcinol; 2-methoxymethyl-p-phenylenediamine / 2-methylresorcinol; 2-methoxymethyl-p-phenylenediamine / 5-amino-2-methylphenol; 2-methoxymethyl-p-phenylenediamine / 3-aminophenol; 2-methoxymethyl-p-phenylenediamine / 2- (2,4-diaminophenoxy) ethanol; 2-methoxymethyl-p-phenylenediamine / 1,3-bis (2,4-diaminophenoxy) propane; 2-methoxymethyl-p-phenylenediamine / 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene; 2-methoxymethyl-p-phenylenediamine / 2-amino-3-hydroxypyridine; 2-methoxymethyl-p-phenylenediamine / 1-naphthol; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / resorcinol; N- (4-amino-3-methylphenyl) -N- [3- (1H -imidazol-1-yl) -propyl] amine / 2-methylresorcinol; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / 5-amino-2-methylphenol; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / 3-aminophenol; N- (4-amino-3-methylphenyl) -N- [3- (1H -imidazol-1-yl) -propyl] amine / 2- (2,4-diaminophenoxy) ethanol; N- (4-amino-3-methylphenyl) -N- [3- (1H -imidazol-1-yl) -propyl] amine / 1,3-bis (2,4-diaminophenoxy) propane; N- (4-amino-3-methylphenyl) -N- [3- (1H -imidazol-1-yl) -propyl] amine / 1-methoxy-2-amino-4- (2-hydroxyethylamino) -benzene; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / 2-amino-3-hydroxypyridine; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / 1-naphthol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / resorcinol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 2-methylresorcinol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 5-amino-2-methylphenol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 3-aminophenol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 2- (2,4-diaminophenoxy) ethanol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 1,3-bis (2,4-diaminophenoxy) propane; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 2-amino-3-hydroxypyridine; and 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 1-naphthol.

In order to achieve a balanced and subtle nuance formation, it is advantageous according to the invention if the agents according to the invention contain further coloring components.

Furthermore, the compositions according to the invention can contain as coloring component, in particular for shading, at least one substantive dye. These are dyes that raise directly on the hair and do not require an oxidative process to form the color. Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols. The substantive dyes are each preferably used in an amount of 0.001 to 5 wt .-%, based on the total agent. The total amount of substantive dyes is preferably at most 3% by weight. Direct dyes are known as anionic, cationic and nonionic substantive dyes.

Preferred anionic substantive dyes are those under the international designations or trade names Acid Yellow 1, Yellow 10, Acid Yellow 23, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 52, Pigment Red 57: 1, Acid Blue 7, Acid Green 50, Acid Violet 43, Acid Black 1, Acid Black 52, bromophenol blue and tetrabromophenol blue known compounds.

Preferred cationic substantive dyes are cationic triphenylmethane dyes such as Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, aromatic systems substituted with a quaternary nitrogen group such as Basic Yellow 57, Basic Red 76, Basic Blue 99 , Basic Blue 347, Basic Brown 16 and Basic Brown 17, cationic anthraquinone dyes such as HC Blue 16 (Bluequat B), as well as substantive dyes containing a heterocycle having at least one quaternary nitrogen atom, in particular Basic Yellow 87, Basic Orange 31 and Basic Red 51. The cationic substantive dyes sold under the trademark Arianor are also particularly preferred cationic substantive dyes in accordance with the invention.

Suitable nonionic substantive dyes are in particular nonionic nitro and quinone dyes and neutral azo dyes. Preferred nonionic substantive dyes are those under the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC HC Red 11, HC Red 11, HC Red 11, HC Red 11, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 well-known compounds, as well 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis (2-hydroxyethyl) amino-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) aminophenol, 2- (2-hydroxyethyl) amino-4,6-dinitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitro-1-methylbenzene, 1-amino-4- (2-hydroxyethyl) amino-5-chloro-2 -nitrobenzene, 4-amino-3-nitrophenol, 1- (2'-ureidoethyl) amino-4-nitrobenzene, 2 - [(4-amino-2-nitrophenyl) amino] benzoic acid, 6-nitro-1,2,3 , 4-tetrahydroquinoxaline, 2-hydroxy-1,4-naphthoquinone, picramic acid and its salts, 2-amino-6-chloro-4-nitrophenol, 4-ethylamino-3-nitrobenzoic acid and 2-chloro-6-et hylamino-4-nitrophenol.

In a further embodiment of the present invention, at least one dye precursor of naturally-analogous dyes is added as the coloring component.

The dyestuff precursors of naturally-analogous dyes are preferably indoles and indolines which have at least two groups selected from hydroxy and / or amino groups, preferably as a substituent on the six-membered ring. These groups may carry further substituents, e.g. Example in the form of etherification or esterification of the hydroxy group or alkylation of the amino group. In a further embodiment, the colorants contain at least one indole and / or indoline derivative. Compositions according to the invention which comprise precursors of naturally-analogous dyes are preferably used as air-oxidative colorants. Consequently, in this embodiment said compositions are not added with an additional oxidizing agent. The dye precursors of naturally-analogous dyes are each preferably used in an amount of from 0.001 to 5% by weight, in particular from 0.1 to 3.5% by weight, based on the total weight of the agents.

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-5,6-dihydroxyindoline and 5,6-dihydroxyindoline-2-carboxylic acid, and more preferably 5,6-dihydroxyindoline. 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 and in particular 5,6-dihydroxyindole.

It is not necessary that oxidation dye precursors, direct dyes, Oxofarbstoffvorprodukte or natural analogues dyes are each uniform compounds. Rather, due to the production process for the individual dyes, in minor amounts, other components may be included, as far as they do not adversely affect the dyeing or for other reasons, eg. As toxicological, must be excluded.

The agents according to the invention are preferably formulated as flowable preparations. The means should be formulated so that the agent can be well applied and distributed well on the one hand, on the other hand, however, is sufficiently viscous that the agent remains at the site of action during the exposure time and does not run.

It has therefore proved to be advantageous according to the invention, when agents contain at least one thickener. With regard to these thickeners, there are no fundamental restrictions. Both organic and purely inorganic thickening agents can be used. Preferably, the thickener is an anionic, synthetic polymer. Preferred anionic polymers are acrylic acid and / or methacrylic acid polymers or copolymers which are preferably present in the compositions according to the invention in an amount of from 0.1 to 10% by weight, particularly preferably from 1 to 5% by weight, based in each case on the weight of the agent, are included. Further preferably, it is in the Thickener to a cationic synthetic polymer. Preferred cationic groups are quaternary ammonium groups. In particular, those polymers in which the quaternary ammonium group is bonded via a C ₁ -C ₄ -hydrocarbon group to a polymer main chain constructed from acrylic acid, methacrylic acid or derivatives thereof have proven to be particularly suitable. Such polymers can also be used as copolymers with nonionic monomer units, preferably acrylamide, methacrylamide, acrylic acid-C ₁ -C ₄ -alkyl ester and methacrylic acid-C ₁ -C ₄ -alkyl ester. Nonionic, fully synthetic polymers, such as polyvinyl alcohol or polyvinylpyrrolidinone, are also useful as thickeners of the invention. Preference is furthermore given to using naturally occurring, optionally modified thickening agents. These include, for example, guar gums, scleroglucangums or xanthan gums, vegetable gums such as gum arabic, ghatti gum, karaya gum, gum tragacanth, carrageenan gum, agar agar, locust bean gum, pectins, alginates, starch, starch fractions and derivatives such as Amylose, amylopectin and dextrins, cellulose derivatives such as methylcellulose, carboxyalkylcelluloses and hydroxyalkylcelluloses. As inorganic thickeners, phyllosilicates (polymeric, crystalline sodium disilicates) have proven to be particularly suitable in the context of the invention. In particular clays, preferably magnesium aluminum silicates, such as, for example, bentonite, especially smectites, such as montmorillonite or hectorite, which may optionally also be suitably modified, and synthetic sheet silicates are preferred.

Particularly advantageous thickening agents are those which, in addition to the thickening power, additionally contribute to the desired properties of the agents, such as care properties. It was found that especially amphoteric polymers have this property to a particular degree. In a preferred embodiment, however, the compositions according to the invention additionally contain at least one amphoteric polymer. In this case, the amphoteric polymer can be constructed by polymerization of ethylenic monomers, which can be used both from different, cationic group-carrying monomers and various monomers carrying anionic groups and optionally also nonionic monomers. Preferred cationic monomers are dialkyldiallylammonium compounds, quaternary alkyl-vinyl-imidazolium compounds and (meth) acrylic acid esters or (meth) acrylic acid amides having trialkylammonioalkyl radicals. Preferred anionic monomers are physiologically acceptable salts of acrylic acid or methacrylic acid. Suitable nonionic monomers which may additionally be used are vinylcaprolactam, vinylpyrrolidinone, vinylimidazole, acrylamide and methacrylamide.

in der R1 und R2 unabhängig voneinander für Wasserstoff oder eine Methylgruppe stehen, R3, R4 und R5 unabhängig voneinander für Alkylgruppen mit 1 bis 4 Kohlenstoff-Atomen stehen, Y eine NH-Gruppe oder ein Sauerstoffatom, p eine ganze Zahl von 2 bis 5 und A^– ein physiologisch verträgliches Anion einer organischen oder anorganischen Säure ist,
und von mindestens einem anionischen Monomer, ausgewählt aus Acrylsäure und/oder Methacrylsäure und/oder einem deren physiologisch verträglichen Salze. A preferred embodiment of the first subject of the invention is characterized in that the agent additionally contains at least one amphoteric polymer which is derived from at least one cationic monomer having quaternary ammonium groups of the general formula (I),

in which R 1 and R 2 independently of one another represent hydrogen or a methyl group, R 3, R 4 and R 5 independently of one another represent alkyl groups having 1 to 4 carbon atoms, Y denotes an NH group or an oxygen atom, p denotes an integer from 2 to 5 and A ^{- is} a physiologically acceptable anion of an organic or inorganic acid,
and at least one anionic monomer selected from acrylic acid and / or methacrylic acid and / or a physiologically acceptable salt thereof.

In this formula, particularly preferably in formula (I), the group Y is NH. p preferably represents the number 3. R 1 and R 2 are preferably hydrogen. R3, R4 and R5 are preferably methyl. A ^- is preferably chloride.

Particularly preferred amphoteric polymers are sold under the INCI name "Acrylamidopropyltrimonium Chloride / Acrylates Copolymer".

The amphoteric polymers are preferably present in a total amount of from 0.01 to 5% by weight, preferably from 0.05 to 3% by weight and very particularly preferably from 0.1 to 2% by weight, based on the total amount of the ready-to-use agent, used.

Usually, the compositions according to the invention additionally contain, as surface-active substance, an emulsifier or a surfactant, surface-active substances being surfactants, depending on the field of application be referred to as emulsifiers. In particular, anionic and nonionic surfactants and emulsifiers are preferred.

A further embodiment of the present invention is therefore characterized in that the agent additionally contains at least one nonionic and / or anionic surfactant.

Suitable anionic surfactants in preparations according to the invention are all anionic surfactants suitable for use on the human body. Preferred anionic surfactants are alkyl sulfates, alkyl ether sulfates, each having 10 to 18 carbon atoms in the alkyl group, and polyalkoxylated ether carboxylic acids having 6 to 20 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule.

A further embodiment of the first subject of the invention is characterized in that the agent contains as additional anionic surfactant at least one ether carboxylic acid of the formula RO (CH ₂ CH ₂ O) _x CH ₂ COOH and / or one of its physiologically acceptable salts, wherein R is a C ₆ -C ₂₀ alkyl chain and x = 0 or a number from 1 to 16.

Examples of preferred compounds of the polyalkoxylated ether carboxylic acid type are sold under the trade names Akypo TEC (INCI name: Oleth-10 Carboxylic Acid, Capryleth-9 Carboxylic Acid, Hexeth-4 Carboxylic Acid), Akypo RLM 38 (INCI name: LAURETH-5 Carboxylic Acid), Akypo RO 90 (INCI name: Oleth-10 Carboxylic Acid), Akypo Soft 100 (INCI name: Sodium Laureth-11 Carboxylate), Akypo RO 20 (INCI name: Oleth-3 Carboxylic Acid), Akypo Soft 45 HP (INCI name: Sodium Laureth-6 Carboxylate) or Akypo RLM 45 (INCI name: Laureth-6 Carboxylic Acid).

The anionic surfactants are used preferably in a total amount of from 0.1 to 30% by weight, preferably from 1 to 25% by weight and very particularly preferably from 1 to 15% by weight, based on the total amount of the ready-to-use agent.

Surface-active compounds of the nonionic surfactant type have also proven particularly advantageous. Such compounds are, for example, adducts of polyethylene oxide with fatty alcohols, wherein addition products of polyethylene oxide to fatty alcohols are particularly preferred which have an average degree of ethoxylation of 10 to 45, in particular from 12 to 30, such as steareth-20, coceth-15, oleth-20 or also Ceteareth-30, as well as Alkylpolyglucoside according to the general formula RO- (Z) _n , wherein R is alkyl, Z is for sugar and n is the number of sugar units.

A further embodiment of the first subject of the invention is characterized in that the agent as additional nonionic surfactant at least one alkyl polyglucoside of the formula R'O- (Z) _n , wherein R 'is a C ₁₀ -C ₂₀ alkyl chain, Z is a sugar residue 5 or 6 carbon atoms and n is a number from 1 to 15.

Examples of such compounds bear the INCI names Decyl Glucoside, Lauryl Glucoside, Cetearyl Glucoside and Coco Glucoside.

Agents preferred according to the invention contain as nonionic surfactant the adduct of coconut fatty alcohol with (poly) glucose, which is known by the INCI name Coco-Glucoside. Such a product is sold, inter alia, under the trade name Lamesoft PO 65 (INCI name: Coco-Glucoside, Glyceryl Oleate, Aqua).

The nonionic surfactants are used preferably in a total amount of from 0.1 to 30% by weight, preferably from 1 to 20% by weight and very particularly preferably from 1 to 10% by weight, based on the total amount of the ready-to-use agent.

In the case of oxidative dyeings, the development of the color can in principle be done with atmospheric oxygen. Preferably, however, a chemical oxidizing agent is used, especially if, in addition to the coloring, a lightening effect on human hair is desired.

A further embodiment of the invention is therefore an agent which additionally contains an oxidizing agent selected from hydrogen peroxide and its solid addition products of organic and inorganic compounds. Suitable solid addition products according to the invention are in particular the addition products of urea, melamine, polyvinylpyrrolidinone and sodium borate in question.

Hydrogen peroxide is preferably used as oxidizing agent. The amount of hydrogen peroxide in the ready-to-use agent is preferably from 0.5 to 12% by weight, preferably from 0.8 to 6% by weight, in each case based on the ready-to-use agent.

If additional oxidizing agents are used, the actual colorant is expediently prepared immediately before use by mixing a preparation according to the invention comprising at least one coloring compound in a cosmetic carrier and a preparation containing the additional oxidizing agent, in particular hydrogen peroxide. The agent according to the invention may contain the plant fatty acid triglycerides (A) and (B) in the preparation with the coloring compounds and / or in the oxidizing agent preparation. The preparation with the coloring compounds preferably contains the vegetable fatty acid triglycerides (A) and (B).

Furthermore, it has proven to be advantageous if the agents, if appropriate also preparation containing coloring compounds, and / or the oxidizing agent preparations of oxidative colorants contain at least one stabilizer or complexing agent. Customary and preferred chelating agents in the context of the present invention are, for example, polycarboxylic acids, nitrogen-containing monocarboxylic or polycarboxylic acids, especially ethylenediaminetetraacetic acid (EDTA), ethylenediamine disuccinic acid (EDDS) and nitrilotriacetic acid (NTA), geminal diphosphonic acids, in particular 1-hydroxyethane-1,1-diphosphonic acid (HEDP ), Aminophosphonic acids such as ethylenediaminetetra (methylenephosphonic acid) (EDTMP) and diethylenetriaminepenta (methylenephosphonic acid) (DTPMP), phosphonopolycarboxylic acids such as 2-phosphonobutane-1,2,4-tricarboxylic acid and cyclodextrins, alkali stannates (sodium stannate), alkali pyrophosphates (tetrasodium pyrophosphate, disodium pyrophosphate), alkali metal phosphates ( Sodium phosphate), and phosphoric acid. According to the invention, the agents preferably contain complexing agents of from 0.01 to 3% by weight, preferably from 0.05 to 1% by weight, based in each case on the total weight of the composition according to the invention.

The compositions of the invention contain other auxiliaries and additives. The flowable preparations preferably additionally contain, as further surface-active substance, a cationic, amphoteric and / or zwitterionic surfactant.

Zwitterionic surfactants are surface-active compounds which carry at least one quaternary ammonium group and at least one carboxylate, sulfonate or sulfate group in the molecule. A preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.

In a further preferred embodiment of the present invention, the agent further contains at least one amphoteric surfactant. Particularly preferred amphoteric surfactants are sold under the INCI name Disodium Cocoamphodipropionate with the trade names Miranol C2M SF conc. (Rhodia), Amphoterge K-2 (Lonza) and Monateric CEM-38 (Unichema) and designation Disodium Cocoamphodiacetate with the trade names Dehyton (Cognis), Miranol C2M (Rhodia) and Ampholak XCO 30 (Akzo Nobel).

The zwitterionic and amphoteric surfactants are preferably present in a total amount of from 0.1 to 15% by weight, preferably 0.5 to 10% by weight and very particularly preferably from 1 to 5% by weight, based on the total amount of the ready-to-use agent, used.

Also preferred according to the invention are cationic surfactants of the quaternary ammonium compound type, the esterquats and the amidoamines. The cationic surfactants are contained in the compositions according to the invention preferably in amounts of 0.05 to 10 wt .-%, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.

Furthermore, the agents according to the invention may contain further active ingredients, auxiliaries and additives, for example nonionic polymers, cationic polymers, zwitterionic polymers, anionic polymers, structurants such as glucose, maleic acid and lactic acid, hair conditioning compounds such as phospholipids, fiber-structure-improving active ingredients, especially mono-, di and oligosaccharides such as glucose, galactose, fructose, fructose and lactose, defoamers such as silicones, dyes for staining the agent, anti-dandruff agents, drugs such as amino acids, oligopeptides and protein hydrolysates, polyphenols and (pseudo) ceramides, panthenol, pantothenic acid, pantolactone, allantoin, Pyrrolidinonecarboxylic acids and salts thereof and also bisabolol, vitamins, provitamins and vitamin precursors, in particular those of groups A, B ₃ , B ₅ , B ₆ , C, E, F and H, plant extracts, fats and waxes such as beeswax, montan wax and paraffins, and penetration materials like Glycerine, propylene glycol monoethyl ether, carbonates, Hydrogencarbonates, guanidines, ureas and primary, secondary and tertiary phosphates, opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers, pearlescing agents such as ethylene glycol mono- and distearate and PEG-3-distearate, pigments, brightening enhancers (such as sodium persulfate, potassium persulfate or ammonium persulfate), propellants such as propane-butane mixtures, N ₂ O, dimethyl ether, CO ₂ and air, and antioxidants.

The choice of these other substances will be made by those skilled in the art according to the desired properties of the agents. With regard to further optional components and the amounts of these components used, reference is expressly made to the relevant manuals known to the person skilled in the art, eg. B. Kh. Schrader, bases and formulations of the cosmetics, 2nd edition, Hüthig book publishing house, Heidelberg, 1989 , referenced.

For the sake of fiber preservation, it is desirable if the means for changing the color of the hair have a neutral pH as possible. For improved color formation, however, an alkaline pH is advantageous. Another preferred embodiment of the present invention is that the ready-to-use agent has a pH between 6.0 and 12.0, preferably between 7.0 and 11.5, particularly preferably between 8.0 and 11.0. For the purposes of the present invention, the pH values are pH values which were measured at a temperature of 22 ° C. Usually, the pH is adjusted with pH adjusters. In order to adjust the pH, those skilled in the art are familiar with common acidifying and alkalizing agents. The alkalizing agents which can be used for adjusting the pH are typically selected from inorganic salts, in particular the alkali metals and alkaline earth metals, organic alkalizing agents, in particular amines, basic amino acids and alkanolamines, and ammonia. Acidifying agents which are preferred according to the invention are pleasure acids, such as, for example, citric acid, acetic acid, malic acid or tartaric acid, and also dilute mineral acids. Alkaliating agents preferred according to the invention are selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, potassium silicate, sodium carbonate, potassium carbonate, 2-aminoethane-1-ol, triethanolamine, ammonia, 1-aminopropane-2 -ol and 2-amino-2-methylpropan-1-ol.

The preparation of the color change agents according to the invention is subject in principle to no restrictions. The agents according to the invention can be formulated as 1-component agents, which are optionally mixed with a second preparation containing, for example, an oxidizing agent immediately before use. However, it has also proven to be preferred in some cases when the product is formulated as a 2-component agent. Within the scope of a preferred embodiment, the means according to the invention are therefore made up in such a way that one of the components essential to the invention is packaged separately.

Agents preferred according to the invention are characterized in that the agent is prepared immediately before use by mixing at least two preparations, wherein the at least two preparations are provided in at least two separate prefabricated containers, and wherein a container contains a colorant, which in a cosmetic carrier at least a coloring compound, in particular an oxidation dye precursor, and additionally containing at least one fatty acid triglyceride (A) and at least one fatty acid triglyceride (B),
and another container containing an oxidizing agent formulation containing at least one oxidizing agent.

The ready-to-use colorant preferably has a pH of between 5.0 and 12.0, preferably between 6.0 and 11.0.

• (i) ein Container (I) als Farbstoffzubereitung ein Mittel des ersten Erfindungsgegenstands
• (ii) und ein weiterer Container (II) eine Oxidationsmittelzusammensetzung, enthaltend mindestens ein chemisches Oxidationsmittel, insbesondere Wasserstoffperoxid, enthält.

Another object of the present invention is therefore a multi-component packaging unit (kit-of-parts), comprising at least two separately assembled containers, wherein

• (I) a container (I) as a dye preparation a means of the first subject of the invention
• (ii) and another container (II) containing an oxidizing agent composition containing at least one chemical oxidizing agent, in particular hydrogen peroxide.

The preparations of the multicomponent packaging unit are contained in separately packaged containers. For the purposes of the present invention, container is understood to mean an envelope which is present in the form of an optionally reclosable bottle, a tube, a can, a sachet, a sachet or similar wrappings. The wrapping material according to the invention are no limits. However, these are preferably casings made of glass or plastic.

It may be advantageous according to the invention if the multicomponent packaging unit according to the invention contains at least one further hair treatment agent in a separate container, in particular a conditioning agent. In addition, the packaging unit application aids, such as combs, brushes or brushes, personal protective clothing, especially disposable gloves, and optionally include instructions for use. With regard to further preferred embodiments of the multi-component packaging unit (kit-of-parts), what has been said about the agents according to the invention applies mutatis mutandis.

The agent according to the invention, if appropriate after mixing with an oxidizing agent preparation, is used in processes for coloring keratinic fibers, in particular human hair and preferably human hair on the living applicant.

Such methods for changing the color of human hair are characterized in that an inventive composition according to the above specifications is applied to the hair, for a contact time of 2 to 45 minutes, preferably 15 to 30 minutes left on the hair, and then the hair is rinsed ,

A preferred embodiment of the method for coloring keratinous fibers is when a composition in a cosmetic carrier containing at least one oxidation dye precursor and additionally at least one fatty acid triglyceride (A) mixed with an oxidizing agent preparation containing hydrogen peroxide to a homogeneous composition, this on the hair is applied, is left on the hair for an exposure time of 2 to 120 minutes, preferably from 3 to 45 minutes, and then the hair is rinsed out. The application temperatures in the color change of keratinic fibers according to the invention can be in a range between 15 and 45 ° C. After a period of exposure, the hair dye is removed by rinsing the hair to be dyed. The washing with a shampoo can be omitted if a strong surfactant-containing carrier, eg. As a dyeing shampoo was used.

With regard to further preferred embodiments of the method according to the invention, mutatis mutandis the statements made concerning the agents according to the invention apply.

By using the agents according to the invention for the oxidative dyeing of human hair, an improved hair surface is achieved compared to comparable oxidative colorants. Similarly, a comparatively reduced hair structure damage, an improved hair surface and thus improved care of the hair fibers is observed. These effects can be represented by improved gloss and improved combability of the dyed hair.

Another object of the invention is therefore the use of the means of the first subject of the invention to improve the hair surface and to reduce the damage to the hair structure in the oxidative color change of human hair.

With regard to further preferred embodiments of the uses according to the invention, mutatis mutandis, the statements made with regard to the agents according to the invention apply.

Examples (all quantities in% by weight)

1.1) Preparations: coloring creams (Table 1) raw material V1 E1 V2 E2 Lanette D [1] 6.90 6.90 7.20 7.20 Lorol techn. [2] 2.50 2.50 2.60 2.60 Eumulgin B 2 [3] 0.50 0.50 0.50 0.50 Eumulgin B 1 [4] 0.50 0.50 0.50 0.50 Lamesoft PO 65 [5] 2.00 2.00 2.00 2.00 Akypo Soft 45HP [6] 10.00 10.00 10.00 10.00 Texapon K 14 S Special, 70% [7] 2.80 2.80 2.80 2.80 Product W 37194 [8] 3.75 3.75 3.75 3.75 p-Toluylenediamine 0.41 0.41 0.93 0.93 3-aminophenol 0.03 0.03 0.09 0.09 resorcinol 0.12 0.12 0.28 0.28 4-chlororesorcinol 0.06 0.06 0.08 0.08 3-amino-2-methylamino-6-methxyopyridin 0.01 0.01 - - 4-amino-3-methylphenol 0.03 0.03 - - 2-methyl 0.02 0.02 0.02 0.02 2,7-diaminonaphthalene 0.04 0.04 0.05 0.05 2-Amino-4- (2-hydroxyethyl) aminoanisolsulfat - - 0.01 0.01 Ammonium sulfate, techn. purely 0.90 0.90 0.55 0.55 Sodium sulfite, anhydrous, 96% 0.40 0.40 0.40 0.40 HEDP, 60% 0.20 0.20 0.20 0.20 ascorbic acid 0.10 0.10 0.10 0.10 Potassium hydroxide, 50% 0.50 0.50 0.85 0.85 Sodium silicate 40/42 0.50 0.50 0.50 0.50 Brazil nut oil - 0.40 - 0.40 Evening primrose oil - 0.40 - 0.40 Ammonia, 25% 6.80 6.80 7.00 7.00 Perfume qs qs qs qs Water, desalted Ad 100 [1] C ₁₆ -C ₁₈ fatty alcohol (INCI name: Cetearyl alcohol) (Cognis)
[2] C ₁₂ -C ₁₈ fatty alcohol (INCI name: Coconut alcohol) (Cognis)
[3] C ₁₆ -C ₁₈ fatty alcohol, ethoxylated (20 EO) (INCI name: Ceteareth-20) (Cognis)
[4] C ₁₆ -C ₁₈ fatty alcohol, ethoxylated (12 EO) (INCI name: Ceteareth-12) (Cognis)
[ ₁₂ ] C ₁₂ -C ₁₈ -alkyl polyglucoside, glyceryl monooleate (about 66%, INCI name: Coco-Glucoside, Glyceryl Oleate, Aqua) (Cognis)
[6] C ₁₂ -C ₁₄ -alkyl ethers, ethoxylated (6 EO) carboxylic acid, sodium salt (about 21%, INCI name: sodium laureth-6 carboxylate, aqua) (KAO)
[7] C ₁₂ -C ₁₄ alkyl ether sulfate, ethoxylated (3 EO), sodium salt (about 70%, INCI name: Sodium Myreth Sulfate, Aqua) (Cognis)
[8] Sodium acrylate, trimethylammoniopropylacrylamide chloride copolymer (about 20%, INCI name: Acrylamidopropyltrimonium Chloride / Acrylates Copolymer, Aqua) (Bozzetto)
[9] INCI name: Prunus Domestica Seed Extract, Hydrogenated Vegetable Oil (Naturochim)

The fat base was melted together at 80 ° C and dispersed with a portion of the amount of water. Subsequently, the remaining recipe ingredients were incorporated with stirring in order. It was then made up to 100% by weight with water and the formulation was stirred cold. 1.2) Developer preparation EW (Table 2) raw material Wt .-% dipicolinic 0.10 disodiumpyrophosphate 0.03 HEDP, 60% 1.50 Texapon NSO [9] 2.00 Dow Corning DB 110 A [10] 0.07 Aculyn 33A [11] 15.00 Ammonia, 25% 0.65 Hydrogen peroxide, 50% 12,00 Water, demineralized ad 100 [9] Lauryl alcohol diglycol ether sulfate, Na salt (about 28%, INCI name: Sodium Laureth Sulfate) (Cognis)
[10] Acrylic polymer (about 28% in water, INCI name: Acrylates Copolymer) (Rohm & Haas)
[11] non-ionic silicone emulsion (INCI name: dimethicone) (Dow Corning)

2) dyeings

The dyeing creams were mixed before use with the developer solution EW in a weight ratio of 1: 1 and intimately mixed. Per gram of hair strand (Kerling International, Backnang (DE), European natural human hair 9/0 or 7/0) 4 g of the freshly prepared, ready-to-use dye were applied. The exposure time was 30 minutes at 35 ° C for the colorants. Thereafter, the tresses were rinsed with warm water for 30 seconds and air dried.

3) Results

3.1) Gloss measurements

L:

Glanz

S:

gerichtete Reflexion

D:

diffuse Reflexion

W 1 / 2

Halbwertsbreite der Glanzkurve

• (1) C. Reich and C.C. Robbins, J. Soc. Cosmet. Chem. 44, 221–234 (1993)

The stained with stains according to the invention strands were characterized by brilliant colors and a pleasant handle. The gloss change was quantified by means of a glossy apparatus. The glossy apparatus is a glossy chamber provided with a light-absorbing lining. The hair strands to be measured were stretched on a cylinder and positioned in the middle of the gloss chamber. Above the cylinder is located as a source of illumination rod-shaped gas discharge lamp, which illuminates the spanned on the cylinder hair strand by a small aperture. With a digital camera, the gloss curve of each strand was measured and evaluated by image analysis. Subsequently, the gloss value of the strands (L) was calculated according to the formula according to Reich and Robbins (1):

L:

shine

S:

directed reflection

D:

diffuse reflection

W 1/2

Half-width of the gloss curve

• (1) C. Reich and CC Robbins, J. Soc. Cosmet. Chem. 44, 221-234 (1993)

The change in gloss was assessed by comparing the gloss values measured before and after application of the composition according to the invention.

The results are shown in Table 3 hair type used colorant L value ΔL (treated / untreated) 9/0 - 0.023 - 9/0 E1 + EW 0,050 + 115% 7/0 - 0,049 - 7/0 E2 + EW 0.063 + 28%

The colorants of the invention achieve a significant gloss improvement over untreated hair strands.

3.2) Wet combability

To assess the wet combing work, each of 12 hair strands (Kerling International (Backnang), Euro Natural Hair 7/0) were dyed with a ready-to-use agent.

Before applying the test formulations, the water-wet strands were automatically combed 10x with hard rubber combs (Hercules Sägemann) and the work required was determined. After application of the colorants, the tresses were rinsed with water for 2 minutes and the measurements repeated. In each case 12 strands of hair were treated and measured. The value for the combing work was the arithmetic mean. The following results were obtained (Table 3): used colorant Change of wet combing work - (untreated) - V1 + EW (comparison) -6% E1 + EW (according to the invention) -38% V2 + EW (comparison) -19% E2 + EW (according to the invention) -31%

The results show a marked improvement in wet combability by the colorants of the invention.

QUOTES INCLUDE IN THE DESCRIPTION

This list of the documents listed by the applicant has been generated automatically and is included solely for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.

Cited non-patent literature

• DIN EN ISO 3961: 1999-08 [0018]
• Kh. Schrader, Basics and Formulations of Cosmetics, 2nd Edition, Hüthig Buch Verlag, Heidelberg, 1989 [0099]
• C. Reich and CC Robbins, J. Soc. Cosmet. Chem. 44, 221-234 (1993) [0117]

Claims (10)

Agent for the oxidative color change of keratinic fibers, in particular human hair, containing in a cosmetic carrier at least one coloring compound selected from oxidation dye precursors and / or substantive dyes and / or precursors of naturally-analogous dyes, and a mixture of at least two vegetable fatty acid triglycerides (A) and ( B), characterized in that (i) the vegetable fatty acid triglyceride (A) has an iodine value of 85 to 120 and (ii) the vegetable fatty acid triglyceride (B) has a proportion of γ- (gamma) -linolenic acid of 5 to 15% by weight. %, based on the total weight of all fatty acids of the fatty acid triglyceride (B). Composition according to claim 1, characterized in that the agent contains as vegetable fatty acid triglyceride (A) Brazil nut oil. Composition according to claim 1 or 2, characterized in that the agent contains as vegetable fatty acid triglyceride (B) evening primrose oil (Oenothera biennis). Agent according to one of claims 1 to 3, characterized in that the agent comprises the mixture of at least two vegetable fatty acid triglycerides (A) and (B) in a weight fraction of 0.05 to 10.0 wt .-%, preferably of 0.1 to 5.0 wt .-% and in particular from 0.20 to 2.5 wt .-%, each based on the total weight of the ready-to-use agent contains. Composition according to one of claims 1 to 4, characterized in that the agent contains as coloring compound at least oxidation dye products as developer / coupler combinations which are selected from p-toluenediamine / resorcinol; p-toluenediamine / 2-methylresorcinol; p-toluenediamine / 5-amino-2-methylphenol; p-toluenediamine / 3-aminophenol; p-toluenediamine / 2- (2,4-diaminophenoxy) ethanol; p-toluenediamine / 1,3-bis (2,4-diaminophenoxy) propane; p-toluenediamine / 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene; p-toluenediamine / 2-amino-3-hydroxypyridine; p-toluenediamine / 1-naphthol; 2- (2-hydroxyethyl) -p-phenylenediamine / resorcinol; 2- (2-hydroxyethyl) -p-phenylenediamine / 2-methylresorcinol; 2- (2-hydroxyethyl) -p-phenylenediamine / 5-amino-2-methylphenol; 2- (2-hydroxyethyl) -p-phenylenediamine / 3-aminophenol; 2- (2-hydroxyethyl) -p-phenylenediamine / 2- (2,4-diaminophenoxy) ethanol; 2- (2-hydroxyethyl) -p-phenylenediamine / 1,3-bis (2,4-diaminophenoxy) propane; 2- (2-hydroxyethyl) -p-phenylenediamine / 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene; 2- (2-hydroxyethyl) -p-phenylenediamine / 2-amino-3-hydroxypyridine; 2- (2-hydroxyethyl) -p-phenylenediamine / 1-naphthol; 2-methoxymethyl-p-phenylenediamine / resorcinol; 2-methoxymethyl-p-phenylenediamine / 2-methylresorcinol; 2-methoxymethyl-p-phenylenediamine / 5-amino-2-methylphenol; 2-methoxymethyl-p-phenylenediamine / 3-aminophenol; 2-methoxymethyl-p-phenylenediamine / 2- (2,4-diaminophenoxy) ethanol; 2-methoxymethyl-p-phenylenediamine / 1,3-bis (2,4-diaminophenoxy) propane; 2-methoxymethyl-p-phenylenediamine / 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene; 2-methoxymethyl-p-phenylenediamine / 2-amino-3-hydroxypyridine; 2-methoxymethyl-p-phenylenediamine / 1-naphthol; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / resorcinol; N- (4-amino-3-methylphenyl) -N- [3- (1H -imidazol-1-yl) -propyl] amine / 2-methylresorcinol; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / 5-amino-2-methylphenol; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / 3-aminophenol; N- (4-amino-3-methylphenyl) -N- [3- (1H -imidazol-1-yl) -propyl] amine / 2- (2,4-diaminophenoxy) ethanol; N- (4-amino-3-methylphenyl) -N- [3- (1H -imidazol-1-yl) -propyl] amine / 1,3-bis (2,4-diaminophenoxy) propane; N- (4-amino-3-methylphenyl) -N- [3- (1H -imidazol-1-yl) -propyl] amine / 1-methoxy-2-amino-4- (2-hydroxyethylamino) -benzene; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / 2-amino-3-hydroxypyridine; N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine / 1-naphthol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / resorcinol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 2-methylresorcinol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 5-amino-2-methylphenol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 3-aminophenol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 2- (2,4-diaminophenoxy) ethanol; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 1,3-bis (2,4-diaminophenoxy) propane; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene; 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 2-amino-3-hydroxypyridine; and 4,5-diamino-1- (2-hydroxyethyl) pyrazole / 1-naphthol. Composition according to one of claims 1 to 5, characterized in that the agent additionally contains at least one amphoteric polymer which is derived from at least one cationic monomer having quaternary ammonium groups of the general formula (I),

in which R 1 and R 2 independently of one another represent hydrogen or a methyl group, R 3, R 4 and R 5 independently of one another represent alkyl groups having 1 to 4 carbon atoms, Y denotes an NH group or an oxygen atom, p denotes an integer from 2 to 5 and A ^{- is} a physiologically acceptable anion of an organic or inorganic acid, and of at least one anionic monomer selected from acrylic acid and / or methacrylic acid and / or a physiologically acceptable salt thereof. Composition according to one of claims 1 to 6, characterized in that the agent additionally contains at least one ether carboxylic acid of the formula RO (CH ₂ CH ₂ O) _x CH ₂ COOH and / or one of its physiologically acceptable salts, wherein R is a C ₆ - C ₂₀ alkyl chain and x = 0 or a number from 1 to 16. Composition according to one of claims 1 to 7, characterized in that the agent additionally comprises at least one Alkylpolyglucosid of the formula R'O- (Z) _n , wherein R 'is a C ₁₀ -C ₂₀ alkyl chain, Z is a sugar residue with 5 or 6 carbon atoms and n is a number from 1 to 15. Kit of parts containing at least two separately assembled containers, wherein (i) a container (I) as a dye preparation contains an agent according to one of claims 1 to 8, (ii) and another container (II) containing an oxidizing agent composition containing at least one chemical oxidizing agent, in particular hydrogen peroxide. Use of an agent according to any one of claims 1 to 8 for improving the hair surface and for reducing the damage to the hair structure in the oxidative color change of human hair.