Hair dye composition containing a 4'-amino-2-halogen-4-{bis-(-hy

Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing

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8429, 8662, 8666, A61K 713

Patent

active

054095026

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

The subject matter of the invention is a composition for dyeing hair containing a 4'-amino-2-halogen-4-[bis-(.beta.-hydroxyethyl)amino]azobenzene.
Along with oxidative hair dyes formed by oxidative coupling of one or more developers, direct-dyeing hair dyes are becoming increasingly important for dyeing hair. Direct hair dyes offer the advantage that they can be applied without the addition of oxidizing agents (for example hydrogen peroxide) and therefore cause considerably less damage to the hair during the dyeing process.
Good hair dye compositions must satisfy a number of requirements. For example, they must create the desired shade with sufficient intensity and at the same time be absorbed in the hair without excessive discoloration of the scalp. Further, the hair dyeing must possess sufficient fastness to light, heat, perspiration, hair cleaning agents, and the chemicals used for permanent waving. They must also be stable when acted on by acidic agents and diluted acids. Finally, these compositions should be unobjectionable in toxicological and dermatological respects.
Since a uniform coloring of the hair from the root to the tip of the hair is generally impossible with dyes of a single class of compounds, combinations of dyes from a number of different classes of compounds are normally used--for example, dye combinations containing azo and anthraquinone dyes in addition to derivatives of amino-, diamino-, and hydroxyamino-nitrobenzenes.
The most commonly used azo dye is 4'-amino-4-[bis-(.beta.-hydroxyethyl)amino]azobenzene (DISPERSE BLACK 9). It is also known from DE-OS 35 34 885 to use 4'-amino-2-methyl-4[bis-(.beta.-hydroxyethyl)amino]azobenzene as a hair dye.
Although often used in hair dye compositions, the 4'-amino-4-[bis-(.beta.-hydroxyethyl)amino]azobenzene is not completely satisfactory in technical respects relating to application. On the one hand, this compound is suspected of mutagenic behavior. On the other hand, hair dyeing produced by this compound and by the hair dyes known from DE-OS 35 34 885 have a poor stability relative to acids and acidic preparations.


SUMMARY OF THE INVENTION

Therefore, it is an object of the present invention to provide hair dye compositions containing an azo dye which have good physiological compatibility and produce coloring which is stable under acids and acidic preparations, e.g. acidic hair rinses or hair cleaning agents, acidic permanent wave compositions and fixatives, and which therefore enable a long-lasting dyeing of hair which remains constant over longer periods of time.
It has now been found that this problem is solved in an outstanding manner by a composition for dyeing hair containing a 4'-amino-2-halogen-4-[bis(.beta.-hydroxyethylamino]-azobenzene.
The subject matter of the present invention is therefore a composition for dyeing hair containing conventional additives for hair dye compositions which is characterized in that it contains at least one 4'-amino-2-halogen-4-[bis-(.beta.-hydroxyethylamino]azobenzene of the general formula (I) ##STR1## where X equals fluorine, chlorine or bromine.
Of the compositions according to the invention, the composition containing 4'-amino-2-chloro-4-[bis-(.beta.-hydroxyethyl)amino]azobenzene is preferred. The dyes of general formula (I) are contained in the composition according to the invention in concentrations of 0.01 to 2 percent by weight, preferably in concentrations of 0.01 to 1 percent by weight.
The hair dye according to the invention is a composition containing at least one dye of the general formula (I) or a composition containing one or more additional dyes which are absorbed directly in the hair, in addition to at least one dye of the general formula (I). Of these dyes which are absorbed directly in the hair, the following are mentioned by way of example: aromatic nitro dyes such as 2-amino-6-chloro-4-nitrophenol, 2-amino-4,6-dinitrophenol, 4-[(.beta.-hydroxyethyl)amino]-2-nitroaniline, 2-chloro-6-ethylamino-4-nitrobenzene, N.sup.1, N.sup.4, N.sup.4 -tris(.beta.-hydro

REFERENCES:
patent: 1850155 (1930-05-01), Reddelien et al.
patent: 2172752 (1937-07-01), Kvalnes
patent: 3985499 (1976-12-01), Lang et al.
patent: 4297098 (1981-10-01), Dasher et al.
Indian J. Fibre Text. Res., vol. 15, Jun. 1990, pp. 76-80, "Synthesis and dyeing characteristics of mono- and bis-. . . "
J. C. Johnson, "Hair Dyes", 1973, pp. 3-91 and 113-139.

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