DE9114073U1 - Hair dye - Google Patents

Description

A-13/91 V Hair dyes

The present invention relates to a new hair dye for human hair, which in particular has improved color properties and excellent toxicological and dermatological compatibility.

Hair dyes contain, as is generally known in professional circles, at least one oxidation dye precursor, a so-called developer component and coupler, which, after the addition of hydrogen peroxide, are brought together immediately before the hair is dyed and then produce the desired color reaction. To fine-tune the desired color tone, nuancers are usually added to such a mixture.

Common developing substances are in particular aromatic diamines such as p-phenylenediamine and p-toluenediamine. These substances are not optimal for some users in terms of their dermatological properties. There is therefore a need to find further developing substances with improved dermatological and toxicological properties.

In the own DE-U 91 05 827.9, hair dyes are proposed for this purpose which contain a hydroxytriaminopyrimidine and/or a dihydroxydiaminopyrimidine as a developer substance alone or in a mixture with other developer substances, preferably 6-0H-2,4 _# 5-triaminopyrimidine, 2-OH-4,5,6-triaminopyrimidine and 5-OH-2,4,6-triaminopyrimidine or 2,6-dihydroxy-4,5-diaminopyrimidine and/or 4 _/ 6-dihydroxy-2,5-diaminopyrimidine.

The preferred coupler substances used with these new developer substances are resorcinol, m-aminophenol, m-phenylenediamine, a-naphthol, p-amino-4-hydroxyethylaminoanisole, o-aminophenol, o-chloro-p-phenylenediamine, 1,7-dihydroxynaphthalene and 3-dimethylaminophenol, which generally produce good coloring results, but which do not always largely correspond to the natural hair color.

The present invention is therefore based on the task of developing coupler substances which, in combination with triaminohydroxy and diaminodihydroxypyrimidine developers, produce hair coloring that is as natural as possible .

The solution to this problem consists in the invention of adding 3-amino-2-methylamino-6-methoxypyridine as a coupler substance, alone or in a mixture with other couplers, to hair dyes containing triaminohydroxypyrimidine or diaminodihydroxypyrimidine as a developer.

By combining these special developer substances with the special coupler, after adding hydrogen peroxide or other peroxides, hair dyes with an excellent natural color tone are achieved.

The use of 2,3-diamino-6-methoxypyridine derivatives, for example S-amino^-methylamino-e-methoxypyridine, as oxidation dye precursors in hair dyes is already known from DE-A 32 33 540. Here, however, these substances are used exclusively in combination with at least one aromatic diamine, 2-aminophenol and/or 4-aminophenol to produce blue tones in particular.

It was therefore surprising and unforeseeable that natural hair coloring could be achieved by the inventive combination of one of these pyridine derivatives, namely S-amino^-methylamino-o-methoxypyridine, with a completely different, new class of developers, namely diaminohydroxy- or triaminohydroxypyrimidines.

Preferred triaminohydroxypyrimidines or dihydroxydiaminopyrimidines, which can also be used in the form of their salts, for example as hydrochloride, are the compounds mentioned in the aforementioned DE-U 91 05 827.9, ie for example 2,4,5-triamino-6-hydroxypyrimidine, 4,5,6-triamino-2-hydroxypyrimidine and 2,4,6-triamino-5-hydroxypyrimidine as well as 2,6-dihydroxy-4,5-diaminopyrimidine and 4,6-dihydroxy-2,5-diaminopyrimidine.

Their proportion in the hair dyes according to the invention is between about 0.0 and 5, preferably 0.1 and 4, in particular 0.5 and 3% by weight of the total composition (without oxidizing agent).

Although not required, if desired to produce certain color nuances, other known developing substances such as p-phenylenediamine, p-toluenediamine, 4-aminophenol and tetraaminopyrimidine or its derivatives may be used.

The coupler substance, ie 3-amino-2-methylamino-6-methoxypyridine, is present in the hair dyes according to the invention in approximately the same proportion as the developer substances, ie 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).

Here, too, it is possible to use other known coupling substances if this is desired and necessary to achieve certain color nuances.

The compositions according to the invention can, if desired, also contain so-called shading agents for fine-tuning the desired color tone, in particular direct dyes. Such shading agents 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 about 0.05 to 2.5, in particular 0.1 to 1% by weight of the color composition (without oxidizing agent).

The hair dyes according to the invention can contain the basic and additive substances, conditioning agents, etc. that are usual in such agents and that are known to the person skilled in the art and are described, for example, in the monograph by K. Schrader, "Grundlagen und Rezepturen der Kosmetika", 2nd edition (Hüthig Buch Verlag, Heidelberg, 1989), pp. 782 to 815. They can be present as solutions, creams, gels or in the form of aerosol compositions.

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

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

The pH value of the ready-to-use hair dye, i.e. after mixing with peroxide, can be either in the weakly acidic range, i.e. a pH range of 5.5 to 6.9, in the neutral range or in the alkaline range, i.e. between pH 7.1 and 9.5.

A particularly gentle hair coloring is obtained by applying a weakly acidic coloring composition, whereby particularly natural-looking color tones are also obtained by using the coupler according to the invention.

In the following, various embodiments are given to explain the invention.

Examples

A In a cream base of the following composition

Cetylstearyl alcohol 12.00 (wt.%)

Coconut fatty acid monoethanolamide 2.00

Stearic acid monoethanolamide 2.00

Ethoxylated (4 EO) stearic acid- 0.80 monoethanolamide

Oleic acid 1.20

Sodium hydroxide 0.25

Sodium lauryl sulfate 0.50

EDTA0.20

Ammonium chloride 0.20

Sodium sulphite 0.25

Protein hydrolysate 1.00

Manganese dioxide 0.12

Perfume 0.20

Water ad 100,00

The following oxidation dye precursors were incorporated , with a corresponding reduction of the water content:

2,5,6-Triamino-4-hydroxypyrimidine 1.66 (wt.%)

3-Amino-6-methoxy-2-methylaminopyridine 1.56

2,6-Diaminopyridine 1,24

2,5,6-Triamino-4-hydroxypyrimidine 1.12 (wt.%)

3-Amino-6-methoxy-2-methylaminopyridine 1.04

2,6-Diaminopyridine 0.14

Picramic acid 0.04

2,5,6-Triamino-4-hydroxypyrimidine 0.90 (wt.%)

3-Amino-6-methoxy-2-methylaminopyridine 0.60

Naphthalenediol-2,3 0.08

2-methylresorcinol 0.16

2,5-Diaminopyridine 0.16

Picramic acid 0.04

No. 4:

2,5,6-Triamino-4-hydroxypyrimidine 0.80 (wt.%)

3-Amino-6-methoxy-2-methylaminopyridine 0.20

2,5-Diaminopyridine 0.55

2-Methylresorcinol 0.10

2,5,6-Triamino-4-hydroxypyrimidine 0.80 (wt.%)

3-Amino-6-methoxy-2-methylaminopyridine 0.11

2,5-Diaminopyridine 0.40

2-Methylresorcinol 0.30

2-Aminophenol 0.10

Picramic acid 0.05

2,4-Dihydroxy-5,6-diaminopyrimidine 0.76 (wt.%)

3-Amino-6-methoxy-2-methylaminopyridine 0.70

4,6-Dihydroxy-2,5-diaminopyrimidine 0.75 (wt.%)

3-Amino-6-methoxy-2-methylaminopyridine 0.70

2-Hydroxy-4,5,6-triaminopyrimidine 0.75 (wt.%)

3-Amino-6-methoxy-2-methylaminopyridine 0.70

20 g of each of these cream compositions were mixed with 40 ml of 2% H ₂ O ₂ solution, giving a product with a pH of 6.8, and applied to human hair. After 15 to 20 minutes of exposure, the product was washed out and rinsed, giving the following natural shades:

No. 1: Dark brown ·. No. 2: Light brown No. 3: Darkblond No. 4: European beech No. 5: Mahogany No. 6: Matte golden blonde No. 7: Hazelnut No. 8th:
**

B In a cream base of the composition

Cetylstearyl alcohol 12.00 (wt%) Coconut fatty acid monoethanolamide 2.30

Stearic acid monoethanolamide 2.30 Oleyl alcohol ethoxylate (5 EO) 0.50

oleic acid 2.50

1,2-Propanediol 2.00

Sodium lauryl sulfate 0.50

EDTA0.20

Ammonium chloride 0.50 Sodium sulphite 0.50 Ascorbic acid 0.50 Protein hydrolysate 1.00

Ammonia, 25% 7.20

Perfume 0.30

Water ad 100,00

The following oxidation dye precursors were incorporated, with a corresponding reduction of the water content:

2,5,6-Triamino-4-hydroxypyrimidine 1.40 (wt.%)

S-Amino-δ-methoxy^-methylaminopyridine 0.47

3-Amino-2-hydroxypyridine 1/17

Naphthalenediol-1,7 0,56

2,5,6-Triamino-4-hydroxypyrimidine 0.72 (wt.%)

3-Amino-6-methoxy-2-methylauiiiinopyridine 0.65

4,6-Dihydroxy-2,5-diaminopyrimidine 0.75 (wt.%)

3-amino-6-methoxy-2-methylaminopyridine 0.70

20 g of each of these cream compositions were mixed with 20 ml of 6% H ₂ O ₂ solution, obtaining a product with a pH of 9.5, and applied to human hair. After 30 minutes of exposure, the hair was washed and rinsed. The following natural shades were obtained:

No. 1: Strong fawn No. 2: Strong ash blonde No. 3 Dark matte blonde

Claims (3)

Expectations 1. Hair dye which contains at least one triaminohydroxypyrimidine and/or diaminodihydroxypyrimidine as developer substance and additionally coupler substance(s), characterized in that S-amino^-methylamino-δ-methoxypyrimidine or its water-soluble salts are used as coupler substances alone or in a mixture with other coupler substances. 2. Hair dye according to claim 1, characterized in that it contains the 3-amino-2-methylamino-6-methoxypyridine in an amount between 0.1 and 3% by weight, based on the total composition. 3. Hair dye according to claim 1 or 2, characterized in that after mixing with peroxide in the ready-to-use composition it has a pH value between 5.5 and 6.9.