DE19834657C1 - Permanent hair color based on an oxidation dye precursor contains mixture of 3-(beta-hydroxyethyl)amino-6-methylphenol with substituted aminobenzene or aminophenol and/or 4-aminopiperidinoaniline or water-soluble salt - Google Patents

Abstract

Hair color based on an oxidation dye precursor reacting with peroxide contains a mixture of: (a) 3-( beta -hydroxyethyl)amino-6-methylphenol (I); and (b) specified substance(s) selected from various aminobenzene and aminophenol compounds and 4-aminopiperidinoaniline and/or their water-soluble salt(s). Hair color based on an oxidation dye precursor reacting with peroxide contains a mixture of: (A) 3-( beta -hydroxyethyl)amino-6-methylphenol (I); and (B) substance(s) selected from 1-( beta -hydroxyethyl)-2,5-diaminobenzene, 2-(2'-hydroxyethyl)-5-aminotoluene, N,N-bis-(hydroxyethyl)-1,4-diaminobenzene, 4-amino-3-methylphenol, 2-amino-5-diethylaminotoluene, 3-(diethylaminomethyl)-4-hydroxyaniline, 2-chloro-, 2-bromo-, 2,6-dichloro- and 2,6-dibromo-4-aminophenol, 2-amino-4-chloro- and -4-methylphenol, 4-aminophenol and/or 4-aminopiperidinoaniline and/or their water-soluble salt(s). If 4-amino-3-methylphenol is used, the presence of 2-amino-6-chloro-4-nitrophenol is excluded.

Description

The present invention relates to a hair dye based on a react with peroxide The Oxidation Dye System, which provides lasting intense shades, available as either those are used, or, in combination with other developers and / or couplers Substances can be used to achieve more color nuances and the hair itself will not be damaged by short-term repeated use.

The most commonly used in hair dyes developer substances are 1,4-di aminobenzene (p-phenylenediamine) and 1-methyl-2,5-diaminobenzene (p-toluenediamine). The Use of these substances is the color technical wishes of the users indeed broadly fair, but there are still shades of color that does not fully reach can be. Moreover, these compositions can be very sensitive People, so-called "para-allergic", also cause skin irritation.

It has also been proposed to overcome these disadvantages by using alternative ent Wound substances to fix. This is possible to a limited extent by the use of tetraaminopyrimidine or 2- (2,5-diaminophenyl) ethanol (see EP-A 7537 and EP-B 400 330); but then have to accept cuts in the color intensity of some nuances become.

A largely optimal solution to this problem is by the in EP-A 615 743 be described use of 2- (2'-hydroxyethylamino) -5-aminotoluene or its wasserlösli salts and the triamino hydroxypyrimidines known from EP-B 467 026, in particular 2,5,6-triamino-4-hydroxypyrimidine, 2,4,5-triamino-6-hydroxypyrimidine, 4,5,6- Triamino-2-hydroxypyrimidine or salts thereof, in particular the sulfates, as a developer sub achieved punching in hair dye.

Even so, however, color technical wishes remain open.

The invention is therefore based on the task of creating a hair dye, the is suitable for producing a large number of shades, no skin sensitization the reaction does not cause the hair and even with repeated use for a short time damaged.  

This object is achieved by reacting such a hair dye with peroxide containing oxidation-dye system consisting of a mixture of 3- (β-hydroxy ethyl) amino-6-methylphenol and at least one further substance selected from 1- (β- Hydroxyethyl) -2,5-diaminobenzene, 2- (2'-hydroxyethyl) -5-aminotoluene, N, N-bis (hydroxy ethyl) -1,4-diaminobenzene, 4-amino-3-methylphenol, 2-amino-5-diethylaminotoluene, 3- (Di ethylaminomethyl) -4-hydroxyaniline, 2-chloro-4-aminophenol, 2-bromo-4-aminophenol, 2,6-di chloro-4-aminophenol, 2,6-dibromo-4-aminophenol, 2-amino-4-phenol, 2-amino-4-methyl Phenol, 2-aminophenol, 4-aminophenol and / or 4-Aminopiperidinoanilin or their what saline salts.

3- (β-hydroxyethyl) amino-6-methylphenol is already used as a coupler substance in combination with 1,4-diaminobenzene or 2,5-diaminotoluene have been proposed.

From DE-196 45 541 A1 also hair dyes are known which have a Combination of four different dye groups, namely at least a p-aminophenol derivative, whereby among several compounds also 4-amino-3-one methylphenol, at least one 5-amino-2-methylphenol, at least an m-phenylenediamine derivative and at least one 2-amino-6-chloro-4- contain nitrophenol.

In the event that in the combination according to the invention 4-amino-3-methylphenol is present, therefore, the simultaneous presence of a 2-amino-6-chloro-4-nitrophenol be excluded.

Further usable in combination with the mixture of the invention Kupplersubstan are preferably selected from the group 1-methoxy-2-amino-4- (β-hydroxy ethylamino) benzene, 2-amino-3-hydroxypyridine, 2,5-diaminopyridine, 2,6-diaminopyridine, 3-amino-2-methylamino-6-methoxy-pyridine, 2- (dimethylamino) -5-aminopyridine, 1,3-di aminobenzene, resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 1-naphthol, 2-chloro-4-amino phenol, 3-aminophenol, 1-methyl-2-hydroxy-4-aminobenzene, 5-amino-2-methoxyphenol, 5-amino-2-methylphenol, 2-amino-4-β-hydroxyethylaminoanisole, or their wasserlösli salts.

However, the addition of further developing and coupler substances should by no means be ruled out be closed.

Upon application of these compositions on a conventional basis will be after the oxidation with peroxide very expressive, intensive, permanent hair dyeings obtained the by adding corresponding further developer and coupler substances still ande color shades can be varied.

The additional use of further, known per se developer substances is possible. In this case, in particular, 5-aminosalicylic acid and / or 1,2,4-triaminobenzene to mention.

The total concentration of the developer substances is usually between about 0.05 and 5% preferably 0.1 and 4%, in particular 0.25 to 0.5% and 2.5 to 3% by weight of the  Total composition of the hair dye (without oxidizing agent), wherein the An each refer to the proportion of free base.

The preferred weight ratio of 3- (β-hydroxyethyl) amino-6-methylphenol to the Other substances mentioned is between about 1: 8 to 8: 1, preferably about 1: 5 to 5: 1, in particular 1: 2 to 2: 1.

The coupler substance (s) as a reaction partner of the developer substance (s) are in the inventions Hair colorants according to the invention basically about the same molar fraction as the Ent Wicklersubstanzen, d. h., In amounts of 0.05 to 5.0%, preferably 0.1 to 4%, in particular 0.5 to 3 wt .-% of the total composition (without oxidizing agent), wherein the data in each case refer to the proportion of free base.

If desired, the compositions according to the invention may also be called Nu Anceure for fine adjustment of the desired color, especially direct-drawing Dyes, included.

Such nuances are, for example, nitro dyes such as 2-amino-4,6-dinitrophenol, 2- Amino-4-nitrophenol, 2-amino-6-chloro-4-nitrophenol, etc., preferably in amounts of et 0.05 to 2.5%, in particular 0.1 to 1% by weight of the color composition (without Oxi dationsmittel).

The hair colorants of the invention may be the usual in such agents basic and Additives, conditioners, etc., those skilled in the art from the prior Tech and known for example in the monograph by K. Schrader, "Grundlagen und Rezep of Cosmetics ", 2nd ed. (Hüthig Buch Verlag, Heidelberg, 1989), pp. 782 to 815, be are written. They can be used as solutions, creams, gels or in the form of aerosol Preparations are available; suitable carrier material compositions are known from the prior Technique sufficiently known.

For application, the oxidation dye precursor according to the invention with an oxi dationsmittel mixed. Preferred oxidizing agent is hydrogen peroxide, for example in 2 to 6 percent concentration.

However, other peroxides such as urea peroxide and melamine peroxide can also be used become.  

However, other peroxides such as urea peroxide and melamine peroxide can also be used become.

The pH of the ready-to-apply hair dye, d. H. after mixing with peroxide, can be found both in weakly acidic, d. H. a range of 5.5 to 6.9, in the neutral as well as in the alkaline area, d. H. between pH 7.1 and 10.

In the following, various embodiments for explaining the invention gege ben.

basis stearyl 8.0 (% by weight) coconut fatty acid monoethanolamide 4.5 1,2-Propanediol mono / distearate 1.3 Kokosfettalkoholpolyglykolether 4.0 sodium lauryl sulfate 1.0 oleic acid 2.0 1,2-propanediol 1.5 Na-EDTA 0.5 sodium 1.0 protein hydrolyzate 0.5 ascorbic acid 0.2 Perfume 0.4 Ammonia, 25% 1.0 ammonium chloride 0.5 panthenol 0.8 Water, ad 100.00

The oxidation dye combinations according to the invention were, with appropriate Reduction of water content, incorporated into this basis.  

The dyeings were made in each case on wool lobules and strands of bleached Men by applying a 1: 1 mixture of dye precursor and 6% What Hydrogen peroxide solution (pH of the mixture: 9.8) and 20-minute exposure to Room temperature, following washing and drying.

The following colors were obtained:

example 1

0.40% by weight of 4-aminopiperidinoaniline
0.38% by weight of 3- (β-hydroxyethyl) amino-6-methylphenol (A31)

coloring

Shining mallow.

Example 2

0.38 wt% A31
0.56% by weight of 1- (β-hydroxyethyl) -2,5-diaminobenzenesulfate

coloring

Shiny red violet.

Example 3

0.38 wt% A31
0.66% by weight of N, N-bis (hydroxyethyl) -1,4-diaminobenzenesulfate

Coloring:

Shiny blue violet.  

Example 4

0.38 wt% A31
0.71% by weight of 2- (2'-hydroxyethylamino) -5-aminotoluene sulfate. 3H ₂

O

coloring

Shining lilac violet.

Example 5

0.38 wt% A31
0.32 wt .-% 2-amino-5-diethylamino toluene hydrochloride

coloring

Shiny azure.

Example 6

0.38 wt% A31
0.25% by weight of 4-aminophenol

coloring

Shiny orange.

Example 7

0.38 wt% A31
0.28% by weight of 4-amino-3-methylphenol

coloring

Shiny red orange.  

Example 8

0.38 wt% A31
0.60% by weight of 3- (diethylaminomethyl) -4-hydroxyaniline dihydrochloride

coloring

Shiny orange.

Example 9

0.38 wt% A31
0.32% by weight of 2-chloro-4-aminophenol

coloring

Shining light brown-orange.

Example 10

0.38 weight A31
0.40% by weight of 2,6-dichloro-4-aminophenol

coloring

Shining deep purple.

Example 11

0.38 wt% A31
0.60% by weight of 2,6-dibromo-4-aminophenol

coloring

Shining deep purple.  

Example 12

0.38 wt% A31
0.25% by weight. 2-aminophenol

coloring

Shining sunset yellow.

Example 13

0.38 wt% A31
0.32% by weight of 2-amino-4-chlorophenol

coloring

Shiny light orange.

Example 14

0.38 wt% A31
0.28% by weight of 2-amino-4-methylphenol

coloring

Shiny light orange.

Claims (1)

Hair dye based on a peroxide-reactive oxidation dye precursor containing a mixture of

• a) 3- (β-hydroxyethyl) amino-6-methylphenol and
• b) at least one substance selected from 1- (β-hydroxyethyl) -2,5-diaminobenzene, 2- (2'-hydroxyethyl) -5-aminotoluene, N, N-bis (hydroxyethyl) -1,4-diaminobenzene , 4-amino-3-methylphenol, 2-amino-5-diethylaminotoluene, 3- (diethylaminomethyl) -4-hydroxyaniline, 2-chloro-4-aminophenol, 2-bromo-4-aminophenol, 2,6-dichloro-4 -aminophenol, 2,6-dibromo-4-aminophenol, 2-amino-4-chlorophenol, 2-amino-4-methylphenol, 4-aminophenol and / or 4- Aminopiperidinoanilin or their water-soluble salts, wherein in the event that when the substance is 4-amino-3-methylphenol, the presence of 2-amino-6-chloro-4-nitrophenols is excluded.