DE9413898U1 - Hair dye - Google Patents

Description

A-19/94li Hair dye1

The present invention relates to a new hair dye based on oxidation dye precursors in a conventional base, which produces a more intensive, longer-lasting coloring of the hair compared to conventional hair dyes.

Conventional hair dyes usually contain at least one dye precursor that can be oxidized with oxygen to form a dye, i.e. at least one developer and one coupler substance, and may also contain direct dyes as nuances. Before they are applied to human hair, they are mixed with diluted aqueous hydrogen peroxide solution. The aim of such a dye is naturally to achieve the most complete/intensive and long-lasting hair color possible.

However, the hair dyes currently on the market based on oxidation dye precursors still have room for improvement in this respect.

The present invention is therefore based on the task of improving conventional oxidation hair dyes so that they have improved color intensity and stability on the hair.

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This object is now achieved by adding to a hair dye, which contains at least one oxidation dye precursor, preferably at least one developer and at least one coupler substance, in a conventional base, a combination of

a) 0.1 to 5% by weight of at least one quaternary ammonium compound with one or two C8-C22"~alkyl groups, and

b) 0.1 to 5 wt.% of at least one surface-active

N-Cg-Cis-acylaminocarboxylic acid or its water-soluble salts,

each calculated based on the total composition.

By using this combination in the hair dyes according to the invention, not only is a more intensive color achieved, but also an improved care effect on the hair.

The oxidation dye precursors known and customary for these purposes can be used as developer substances in the compositions according to the invention.

Such compounds include in particular 1,4-diaminobenzene, 2,5-diaminotoluene, 4-aminophenol, 2,5-diaminobenzyl alcohol, l-amino-4-[bis(2-hydroxyethyl)-amino]benzene, 3-methyl-4-aminophenol, tetraaminopyrimidine, triaminohydroxypyrimidines, in particular

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2,5,6-triamino-4-hydroxypyrimidine, diaminodihydroxypyrimidines, in particular 2,4-dihydroxy-5,6-diaminopyrimidine and 4,6-dihydroxy-2,5-diaminopyrimidines and 2-(2'-hydroxyethylamino)-5-aminotoluene and the salts of the developer substances mentioned.

Of course, other developers can also be used, alone or in mixtures with one another, for example the well-known 5,6-dihydroxyindole and its derivatives.

The proportion of developer is about 0.05 to about 5% by weight, preferably 0.1 to 3, in particular 0.25 to 1.5% by weight, calculated on the total composition of the peroxide-free agent and, if it is in the form of a salt, on the free base.

Preferred coupler substances, which are preferably used in a molar ratio of developer substance to coupler substance between about 0.5:1 and about 2.5:1, are in particular resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 2-aminophenol, 4-{N-methyl)aminophenol, 3-aminophenol, 3-N,N-dimethylaminophenol, 4-amino-3-methylphenol, 5-amino-2-methylphenol, 6-amino-3-methylphenol, S-amino^-methylamino-e-methoxypyridine, 2-amino-3-hydroxypyridine, 4-aminodiphenylamine, 4,4'-diaminodiphenylamine, 2-dimethylamino-5-aminopyridine, 2,6-diaminopyridine,

1,3-diaminobenzene, l-ethoxy-2,4-diaminobenzene, l-methoxy-2-amino-4-(2-hydroxyethyl)aminobenzene, l-amino-3-(2'-hydroxyethylamino)benzene, l-amino-3-[bis-{2·-hydroxyethyl)amino]benzene, 1,3-diaminotoluene, a-naphthol, l _/ 4-diamino-2-chlorobenzene, 4,6-dichlororesorcinol, 4-hydroxy-l,2-methylenedioxybenzene, 1,5-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2,7-dihydroxynaphthalene/ 1-hydroxynaphthalene, 4-hydroxy-l,2-methylenedioxybenzene, 2 _/ 4-diamino-3-chlorophenol _/ and/or 1-methoxy-2-amino-4-(2 ■ hydroxyethylamino) benzene.

Of course, mixtures of different coupling substances can also be used to achieve special colors, in particular those of resorcinol or 2-methylresorcinol with 2-aminophenol and/or 3-aminophenol, of resorcinol or 2-methylresorcinol and l-methoxy-2-amino-4-(2'-hydroxyethylamino)benzene, mixtures of 2-amino-3-hydroxypyridine with 5-amino-2-methylphenol and/or l-methoxy-2-amino-4-(2'-hydroxyethylamino)benzene, or even 1,3-diaminobenzene with 1,4-diamino-2-chlorobenzene.

If desired, to achieve certain color nuances, common direct dyes, for example the well-known Arianor dyes or nitro dyes such as 2-amino-4,6-dinitrophenol, 2-amino-6-chloro-4-nitrophenol, 2-amino-4-nitrophenol etc., as well as well-known plant dyes, for example henna, can be included in small quantities, i.e. between 0.05 and 1% by weight.

the use of 2-nitro-p-phenylenediamine and 4-nitro-phenylenediamine due to their toxicological concerns. The total amount of the dye mixture in the end product is preferably about 0.2 to about 6.0% by weight, in particular about 0.5 to about 4% by weight of the hair dye.

To produce the hair dye according to the invention, the oxidation dye precursors, i.e., preferably the mixture of developer substance and coupler substance and any direct dyes present, as well as N-acylaminocarboxylic acids and quaternary ammonium compounds, are incorporated into a suitable cosmetic carrier. These are in particular emulsions, i.e. creams, or gels.

Such compositions and the other substances contained in them, in particular surface-active substances, stabilizers, thickeners, conditioning agents such as natural and synthetic polymers such as non-ionic, cationic, amphoteric (zwitterionic) and/or anionic polymers, _etc. are relevant state of the art and are described in various monographs, for example in K. Sehr ader, "Grundlagen und Rezepturen der Kosmetika", 2nd edition (1989, Hüthig Buchverlag), pp. 796 to 815.

Therefore, explicit reference is made to these and other monographs.

The N-acylaminocarboxylic acids or their salts used in combination according to the invention are just as well known as the long-chain quaternary ammonium compounds.

Their proportion is _0.71 to 5, preferably 0.25 to 2.5, in particular 0.5 to 1.5 wt.%, calculated on the total composition of the agent.

A particularly preferred N-CiQ-Cie-acylaminocarboxylic acid ^ is N-lauroylglutamate, especially as an alkali, especially sodium salt. Other substances that can be used in this context are N-lauroylsarcosinate, N-myristoylsarcosinate, N-oleoylsarcosinate, N-lauroylmethylalanine, N-lauroyllysine and N-lauroylaminopropylglycine, each preferably in the form of their alkali or ammonium salts. Mixtures of the various N-C3-C13-acylaminocarboxylic acids and their salts can of course also be used.

The quaternary ammonium compounds containing one or two long-chain C3-C22 alkyl groups are used in the hair dyes according to the invention in an amount of 0.1 to 5, preferably 0.25 to 3, in particular 0.5 to 2.5% by weight, calculated on the total composition of the agent.

Suitable long-chain quaternary ammonium compounds, which can be used alone or in a mixture with one another, are in particular cetyltrimethylammonium chloride, dimethyldicetylammonium chloride, trimethylcetylammonium bromide, stearyltrimethylammonium chloride, dimethylstearylbenzylammonium chloride, benzyltetradecyldimethylammonium chloride, dimethyldihydrogenated tallow ammonium chloride, laurylpyridinium chloride, lauryldimethylbenzylammonium chloride, lauryltrimethylaminoniuin chloride/tris(oligooxyethyl)alkylammonium phosphate, cetylpyridinium chloride/etc.

The quaternary ammonium salts disclosed in EP-A 472 107 are also well suited.

In principle, all quaternary ammonium compounds as listed in the "CTFA Cosmetic Ingredient Dictionary, Fourth Ed. (1991)", under the common name "quaternium" are suitable.

The hair dyes according to the invention have a pH value in the slightly acidic to alkaline range, i.e., between about 6 and about 11, preferably between 7 and 9.5.

Another preferred component of the hair dyes according to the invention, with which the conditioning effect can be further increased, is 2-pyrrolidone-5-carboxylic acid or a water-soluble salt thereof, preferably the sodium salt, in a

Amount of about 0.1 to 10, preferably 0.5 to 5, in particular 1 to 3 wt.% of the total composition.

The conditioning effect and color intensity of the compositions according to the invention can be further increased by the addition of _0.71 to 1, in particular 0.2 to 0.7% by weight, based on the total composition, of a dimethicone copolyol.

These substances are also known and have already been proposed for use in personal care products; suitable products are described, for example, in the "CTFA International Cosmetic Ingredient Dictionary, Fourth Ed. (1991)", I.e., pp. 161 to 163, as well as in DE-A 42 31 659, to which express reference is made.

The compositions according to the invention are mixed immediately before use with peroxide-containing compositions, for example with equal proportions of 6 percent hydrogen peroxide solution, and applied to human hair, where they are washed out again with water and a conventional shampoo after about 20 to 40 minutes of exposure.

The hydrogen peroxide compositions preferably used can be replaced by other peroxide preparations, for example perborates, urea peroxide, melamine peroxide,

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etc.; however, the dosing and handling of such preparations, which must be kept free of water until use, is more complicated.

In the following, the invention is illustrated by means of embodiments.

Examples

1
% by weight 2
% by weight 3
% by weight 4
% by weight p-Toluenediamine 1,400 0.200 0.540 0.190 Lauryl alcohol-2-ethoxylate 16,00 16,00 16,00 16,00 Resorcin 0.470 0.100 0.300 0.578 oleic acid 11,00 11,00 11,00 11,00 3-Aminophenol 0.130 0.200 Isopropyl alcohol 15.00 15.00 15.00 15.00 1-Naphthol 0.522 Perfume 0.30 0.30 0.30 0.30 4-Aminopheno1 0.530 0.240 0.800 1,146 N-Lauroylglutamate, sodium salt 2.00 2.00 2.00 2.00 5-Amino-2-methylphenol 0.200 0.525 Dicetyldimethylaminononium chloride 2.00 2.00 2.00 2.00 2-Aminopheno1 0.330 0.240 0.500 Ammonium chloride 0.50 0.50 0.50 0.50 Naphthalene-1,7-diol 0.513 Sodium sulphite 0.50 0.50 0.50 0.50 5-aminosalicylic acid 0.630 Ascorbic acid 0.20 0.20 0.20 0.20 Water §
100.00 §
100.00 6
100.00 §
100.00 NA-EDTA 0.30 0.30 0.30 0.30 2 -Pyrro 1 idon-5 -carboxylic acid,
Sodium salt 2.00 2.00 2.00 2.00 ammonia 7.00 7.00 7.00 Dimethicone Copolyol 0.20 Monoethanolamine 2.00 4.50 Potassium iodide 0.001 0.005 0.010

f *

The additives according to Examples 1 to 4 were each mixed in a ratio of 1:1 with 6% hydrogen peroxide solution and applied to human hair. After 25 to 30 minutes of exposure, the hair was washed and dried.

Expressive, intensive colors were achieved that lasted even after five hair washes.

The feel of the hair was soft _and the hair was easy to comb.

The colors achieved with the compositions according to Examples 1 to 4 were:

Example 1: Medium brown Example 2: Medium blonde Example 3: chestnut Example 4: Copper-Mahogany

Claims (5)

A-19/94 Protection claims 1. Hair dye composition containing at least one oxygen-exchangeable a dyestuff precursor oxidizable by a dyestuff in a base, characterized in that it comprises a combination of a) 0.1 to 5% by weight of at least one quaternary ammonium compound with one or two Cg-C22-alkyl groups; and b) 0.1 to 5 wt.% of at least one surface-active N-Cg-Cig-acylaminocarboxylic acid or its water-soluble salts,
each calculated on the basis of the total composition. 2. Hair dye according to claim 1, characterized in that it contains 0.25 to 2.5% by weight of N-lauroyl glutamate, calculated on the total composition. 3. Hair dye according to claim 1 or 2, characterized in that it contains 0.5 to 3% by weight of at least one quaternary ammonium compound, calculated on the total composition. 4. Hair dye according to one or more of claims 1 to 3, characterized in that it contains 0.1 to 10% by weight of pyrrolidonecarboxylic acid, calculated on the total composition. 5. Hair dye according to one or more of claims 1 to 4, characterized in that it contains 0.1 to 1% by weight of at least one dimethicone copolyol, calculated on the total composition.