Agent for oxidative dyeing of hair

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

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8407, 8408, 8424, A61K 713

Patent

active

044798032

DESCRIPTION:

BRIEF SUMMARY
For the dyeing of hair, it is the so-called oxidative colorants that have obtained essential importance by reason of their being fast to light and washing. To produce the oxidative colorants, certain aromatic compounds capable of oxidative coupling are being applied onto the hair as preliminary coloring stages. These will partially penetrate the hair and be oxidized therein to the desired colorant, either by atmospheric oxygen or, particularly, by the addition of chemical oxidants such as hydrogen peroxide.
Mainly the derivatives of diamino or hydroxyamino compounds of benzene, naphthalene, pyridine, pyrimidine, pyrazolone, indol and chinoline serve as preliminary coloring stages. In part due to physiological reasons, the aforenoted materials are not entirely unobjectionable.
Deriviatives of diphenol and naphthol are also known as preliminary coloring stages. However, no intensive hair dyeing has been achieved so far with representatives of these classes of substances known hitherto as preliminary coloring stages.
Also, as knowledge concerning the formation of hair pigment has been obtained, the use of tyrosine,Dopa.sup.+), and Dihydroxyindols for the dyeing of hair has been described. Preparations on the basis of these compounds, which are physiologically the most suitable for use as preliminary coloring stages, could not, however, for various reasons, gain acceptance in practice.
Numerous particular demands are put forward with respect to oxidative colorants used for dyeing human hair. They must be unobjectionable as to toxicology and dermatology, and allow for colorings of the desired intensity. It is furthermore necessary that a wide spectrum of various coloring nuances be obtained by a combination of such compounds as are suitable for preliminary coloring stages. In addition, the hair colorings that can be obtained are required to demonstrate good fastness to light and resistance to permanent-wave treatment, acids and rubbing. Such colorings must, at any rate, remain stable against the influence of light, rubbing and chemical agents, for a period of at least four to six weeks.
The plurality of the demands as put forward are not met to complete satisfaction by the compounds used at present as preliminary coloring stages in oxidative hair dyeing agents.
The task existed therefore, to prepare agents for oxidative dyeing of hair, based upon such compounds serving as preliminary coloring stages which, physiologically have more suitable properties when compared to known compounds used as preliminary coloring stages. These compounds should, furthermore, possess good fastness to wearing and a sufficient intensity of the colorings, either alone, or in combination with other compounds known as preliminary coloring stages.
The object of the invention is, therefore, an agent for oxidative dyeing of hair, characterized by containing as preliminary coloring stage, a minimum of one compound of the general formula ##STR2## wherein R signifies COOR', CONH.sub.2, CONHR', CONR'.sub.2, CONH--NH.sub.2, CONH--OH, CN, CH.sub.2 OH, CHO, CH(OH)(OR'), CH(OR').sub.2 and R' represents an alkyl group with 1 to 5 carbon atoms.
The total content of these compounds according to formula (I), serving as preliminary coloring stage, should amount to approximately 0.1 to 6 percent by weight, preferably 1 to 4 percent by weight.
Examples of suitable compounds, contained as preliminary coloring stages in the hair dyeing agents of the aforenamed general formula (I) are, in particular particular, contain as preliminary coloring stages, such aromatic compounds as occur in nature, but also other aromatic compounds having a minimum of one hydroxy group in the molecule, and which may additionally have a nitrogen atom or a plurality of nitrogen atoms in the molecule.
Examples of such compounds are:
(a) aromatic compounds containing in the molecules a minimum of one hydroxy group such as orcin, hydroquinone, pyrogallol, hydroxy-hydroquinone, protecatechualdehyde, thymol, guajacol, arbutin, pyrocatechol, juglone, lawsone, vanillin, pulvinic acid, h

REFERENCES:
patent: 2944869 (1960-07-01), Kalopissis et al.
patent: 3957424 (1976-05-01), Zeffren et al.
patent: 4170452 (1979-10-01), Grollier et al.
patent: 4212645 (1980-07-01), Leon et al.
patent: 4289495 (1981-09-01), Bugaut et al.
Chemical Abstracts 91: 154555a, (1979).
Chemical Abstracts 94: 47291b, (1980).

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