DE20100140U1 - Hair Dye - Google Patents

Description

Hair dye

The invention relates to a hair dye based on oxidation dye precursors, which is applied to human hair after mixing with a peroxide composition.

A reducing agent, preferably ascorbic acid or an alkali sulfite, is generally added to the composition containing the oxidation dye precursors in order to stabilize these precursors against undesirable premature oxidation (see, for example, the monograph by K. Schrader, Grundlagen und Rezepturen der Kosmetika, 2nd edition (1989), p. 786).

However, this practice, which has been in use for decades, has the disadvantage that incompatibilities can arise with other ingredients in the recipe. In addition, when applying the ready-to-use dye mixture, i.e. when mixing the oxidation dye precursor composition, which is usually an aqueous solution, emulsion, dispersion or gel, with the peroxide composition, a considerable excess of peroxide is required in order to cancel out the antioxidative effect of these reducing agents. Nevertheless, the dyeing reaction can be delayed, which can affect the quality of the resulting dye, particularly its intensity.

In addition, the dyeing process takes a relatively long time.

It has now surprisingly been found that this problem can be solved and the presence of a reducing agent can be dispensed with if a combination of at least one tetraaminopyrimidine, in particular 2,4,5,6-tetraaminopyrimidine, and/or one hydroxytriaminopyrimidine, in particular 4-hydroxy-2,5,6-triaminopyrimidine or their salts, and at least one coupler substance selected from resorcinol, 2-methylresorcinol and/or 4-chlororesorcinol, and also at least one cationic direct dye and/or one nitroaminobenzene dye is used as oxidation dye precursors.

When these mixtures are used with peroxides, especially hydrogen peroxide, expressive, intense colors in the red range are obtained after a short exposure time, which can be varied to further color nuances by using different cationic direct dyes and/or nitro dyes and, if necessary, by adding further coupling substances.

Surprisingly, the direct cationic or nitroaminobenzene dye proves to be stable even in compositions without reducing agents.

The tetraaminopyrimidines used, like the hydroxytriaminopyrimidines, are known per se as developing substances in hair dyes, the latter e.g. from EP-B 467 026, and require no further explanation.

They can be used as free bases or, if necessary for solubility reasons, also as water-soluble salts, in particular as hydrochlorides or sulfates.

The hair dyes according to the invention can contain, in addition to the essential ingredients mentioned above, further oxidation dye precursors.
Examples of these are 1-methoxy-2-amino-4-(ß-hydroxyethylamino)benzene, 2-amino-3-hydroxypyridine, 2,5-diaminopyridine, S-amino^-methylamino-e-methoxypyridine, 2-(dimethylamino)-5-aminopyridine, 2-amino-N,N-diethylaminotoluene, 1,3-diaminobenzene, 2-amino-4-chlorophenol, 1,6-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2-aminophenol, 3-aminophenol, i-methyl^-hydroxy^-aminobenzene, 5-amino-2-methoxyphenol, 2-methyl-5-hydroxyethylaminophenol, 4-amino-3-methylphenol, 5-amino-2-methylphenol, 2-amino-4-ß-hydroxyethylaminoanisole or their water-soluble salts and/or 1-naphthol.

However, this does not mean that the addition of further developers and couplers should be excluded.

The proportion of direct dyes in the compositions according to the invention is variable and is between about 0.005 to about 5, preferably 0.01 to 2.5, in particular 0.0 _to 1.0% by weight of the composition.

In principle ^{, all} cationic dyes proposed for this purpose can be used as direct hair dyes.

The so-called "Arianor" dyes are preferred; see K. Schrader, "Fundamentals and Recipes of Cosmetics", 2nd edition (1989), p.811.

Their use in conventional oxidation dye compositions containing reducing agents was previously not possible due to a lack of compatibility.

Particularly suitable basic (cationic) dyes are:

Basic Blue 6, C.l.-No. 51,175; Basic Blue 7, C.l. No. 42,595; Basic Blue 9, C.l. No. 52,015; Basic Blue 26, C.l. No. 44,045; Basic Blue 41, C.l.-No. 11,154; Basic Blue 99, C.l. No. 56,059; Basic Brown 4, Cl No. 21,010; Basic Brown 16, C.l. No. 12,250; Basic Brown 17, C.l. No. 12,251; Natural Brown 7, C.l.-No. 75,500; Basic Green 1, C.l. No. 42,040; Basic Red 2, C.l.-No. 50,240; Basic Red 12, C.l. No. 48,070; Basic Red 22, C.l. No. 11,055; Basic Red 51, Basic Red 76, C.l. No. 12,245; Basic Violet 1, C.l. No. 42,535; Basic Violet 3, C.l. No. 42,555; Basic Violet 10, C.l.-No. 45,170; Basic Violet 14, C.l. No. 42,510; Basic Yellow 57, C.l. No. 12,719. Basic Yellow 87 and Basic Orange 31.
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Of course, the use of corresponding direct plant dyes is also possible.

Suitable direct nitroaminobenzene dyes are in particular 2-amino-4,6-dinitrophenol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, 4-hydroxyethylamino-3-nitrophenol, 4-hydroxypropylamino-3-nitrophenol, 2-amino-6-chloro-4-nitrophenol, 2-chloro-6-ethylamino-4-nitrophenol, 2-amino-5-(2'-hydroxyethyl)aminonitrobenzene, 2-methylamino-5-bis-(2'-hydroxyethyl)aminonitrobenzene and/or 2-chloro-6-methylamino-4-nitrophenol.

The stability of such nitroaminobenzene derivatives as direct dyes in oxidation dye compositions is also considerably increased by the absence of reducing agents.

When using these compositions on the basis of a conventional base, as already mentioned, after oxidation with peroxide, very expressive, intense, permanent hair colorings, especially in the red range, are obtained after a relatively short exposure time, which can be varied to other color nuances by adding appropriate additional coupling substances.

The total concentration of the developing 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), whereby the information in each case refers to the proportion of free base.

The preferred weight ratio of developer to coupler substances 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 reaction partner of the developer substance(s) are present in the hair dyes according to the invention in approximately the same molar proportion as the developer substances, i.e. in amounts of 0.05 to 5.0%, preferably 0.1 to 4%, in particular 0.5 to 3% by weight of the total composition (without

Oxidizing agent), whereby the information refers to the proportion of free base.

The hair dyes according to the invention can contain the basic ingredients and additives customary in such agents, with the exception of reducing agents such as conditioning agents, etc., which are known to the person skilled in the art from the prior 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 in the form of solutions, creams, gels or even aerosol preparations; suitable carrier material compositions are well known in the art.

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 concentration of 2 to 6 percent.

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 range from 5.5 to 6.9, in the neutral range or in the alkaline range, i.e. between pH 7.1 and 10.

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The following examples serve to illustrate the invention.

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Basis Stearyl alcohol 8.0 (wt.%) Coconut fatty acid monoethanolamide 4.5 1,2-Propanediol mono/distearate 1.3 Coconut fatty alcohol polyglycol ether 4.0 Sodium lauryl sulfate 1.0 Oleic acid 2.0 1,2-Propanediol 1.5 Na-EDTA 0.5 Protein hydrolysate 0.5 Perfume 0.4 Ammonia, 25% 8.5 Ammonium chloride 0.5 Panthenol 0.8 Water to 100.0

The developer-coupler combination according to the invention was incorporated into this base, in each case with a corresponding reduction in the water content.

The dyeing is carried out on wool patches and strands of bleached human hair by applying a mixture of dye precursor and 6% hydrogen peroxide solution with an alkaline pH value and leaving it for 20 minutes at room temperature, rinsing and drying.

A-2/01

Examples (in % by weight )

No. 1 2 3 4 5 6 7 « 9 10 11 12 13 14 2,4,5,6-Tetraamino-
pyrimidine sulfate 1.35 1.35 2.20 2.20 2.20 2.20 4-Hydroxy-2,5,6-tri-
aminopyrimidine sulfate 2.20 ;»,20 1.50 1.50 1.50 1.50 2.20 2.20 Resorcin —■ — 1.00 1.00 — — — — 0.80 0.80 — — — — 2-methylresorcinol 0.68 0.68 — — — — 1.10 1.10 — — 0.75 0.75 — — . 4-Chlororesorcinol — — — — 1.30 1.30 — — — — — — 1.30 1.30 Basic Red 76 — — — &tgr;— — — 0.70 0.70 — — — — 0.50 0.50 Basic Red 51 — — - — — — —· —mdash;. ■ — — 0.10 0.10 0.05 0.05 4-Hydroxypropyl-
amino-3-nitrophenol 1.10 1.10 0.55 0.55 0.50 0.50 2-Amino-6-chloro-4-
nitrophenol 0.35 0.20 0.20 Sodium sulphite — 1.00 — 1.00 — 1.00 — 1.00 — 1.00 — 1.00 — 1.00

In all cases, bright, strong red colorations were obtained, with compositions Nos. 1, 3, 5, 7, 9, 1.1 and 13 according to the invention surprisingly consistently having a stronger color intensity and a more pronounced gloss.

The color also took off faster (after about 15 minutes) than with the compositions containing a reducing agent.

After three months of storage at 40 ^° C, no changes occurred in the examples mentioned, while the compositions according to Examples 2,4,6,8,10,12 and 14 were no longer suitable for hair coloring.

Claims (3)

1. Aqueous hair dye composition based on an oxidation dye precursor system, containing a) at least one tetraaminopyrimidine and/or triaminohydroxypyrimidine or their water-soluble salts; b) at least one coupling substance selected from resorcinol, 2-methylresorcinol and/or 4-chlororesorcinol; c) at least one direct cationic dye and/or one nitroaminobenzene dye characterized in that the composition does not contain a reducing agent. 2. Hair dye according to claim 1, containing as developer substance 2,4,5,6-tetraaminopyrimidine and/or a water-soluble salt thereof. 3. Hair dye according to claim 1, containing 4-hydroxy-2,5,6-triaminopyrimidine and/or a water-soluble salt thereof.