Process for dyeing keratinous fibers and compositions containing

Details Process for dyeing keratinous fibers and compositions containing Process for dyeing keratinous fibers and compositions containing

1993-12-13

1995-12-26

Lieberman, Paul

Bleaching and dyeing; fluid treatment and chemical modification

Dyeing involving animal-derived natural fiber material ,...

Hair dyeing

8406, 8407, 8408, 8421, 8587, A61K 713

Patent

active

054783593

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to the use of sulfur-containing meta-aminophenols for the dyeing of keratinous fibers, especially human hair, to dyeing compositions, to dyeing processes and to new compounds of the sulfur-containing meta-aminophenol family.
The compounds used for the dyeing of keratinous fibers, especially human hair, according to the invention, correspond to the formula: ##STR3## in which Z represents a C.sub.1 -C.sub.18 alkyl radical, an aryl radical, an aralkyl radical in which the alkyl radical contains 1 to 6 carbon atoms, a monohydroxyalkyl radical containing 1 to 6 carbon atoms or a C.sub.2 -C.sub.6 polyhydroxyalkyl radical, an aminoalkyl radical of formula ##STR4## in which n is an integer between 1 and 6 inclusive, R.sub.1 and R.sub.2, which may be identical or different, represent a hydrogen atom or a C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 hydroxyalkyl, C.sub.2 -C.sub.6 acyl radical; -C.sub.6 monohydroxyalkyl, C.sub.2 -C.sub.6 polyhydroxyalkyl, monocarbamyl (C.sub.1 -C.sub.6 alkyl), dicarbamyl (C.sub.1 -C.sub.6 alkyl), C.sub.1 -C.sub.6 aminoalkyl, C.sub.1 -C.sub.6 acyl, C.sub.2 -C.sub.6 carbalkoxy, carbamyl or mono (C.sub.1 -C.sub.6 alkyl)carbamyl radical, R' represents a hydrogen atom, a C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 thioalkyl or C.sub.1 -C.sub.4 alkoxy radical, as well as the corresponding salts with an acid to the compounds of formula (I) [sic].
Among preferred meanings of the radical Z, there may be mentioned, for the meaning C.sub.1 -C.sub.18 alkyl, methyl, ethyl, propyl, butyl radicals; the aralkyl radical denotes benzyl; the aryl radical denotes phenyl, the mono- or polyhydroxyalkyl radical preferably denotes --CH.sub.2 --CH.sub.2 OH, --CH.sub.2 CHOH--CH.sub.2 --OH, --CH.sub.2 CHOH--CH.sub.3, aminoalkyl preferably denotes --CH.sub.2 --CH.sub.2 --NH.sub.2, ##STR5## when R represents acyl, it preferably denotes formyl, acetyl and propionyl.
The salts with an acid are preferably chosen from hydrochlorides, sulfates or hydrobromides.
Especially preferred compounds falling within the definition of the formula (I) are chosen from:
The compounds corresponding to the formula (I) are more especially used as couplers in the presence of of para or ortho oxidation dye precursors which are known per se, enabling keratinous fibers, and especially hair, to be dyed according to a process employing an oxidative condensation reaction of the precursors and of the coupler or couplers present.
Among the compounds used according to the invention, there are new compounds which constitute another subject of the invention.
These compounds correspond to the formula (IA): ##STR6## in which Z represents a C.sub.1 -C.sub.18 alkyl radical, an aralkyl radical in which the alkyl radical contains 1 to 6 carbon atoms, a C.sub.1 -C.sub.6 monohydroxyalkyl radical, a C.sub.2 -C.sub.6 polyhydroxyalkyl radical, an aminoalkyl radical of formula: ##STR7## in which n is an integer between 1 and 6 inclusive, R.sub.1 and R.sub.2, which may be identical or different, represent a hydrogen atom or a C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 hydroxyalkyl, C.sub.2 -C.sub.6 acyl radical; -C.sub.6 monohydroxyalkyl, C.sub.2 -C.sub.6 polyhydroxyalkyl, monocarbamyl (C.sub.1 -C.sub.6 alkyl), dicarbamyl (C.sub.1 -C.sub.6 alkyl), C.sub.1 -C.sub.6 aminoalkyl, C.sub.1 -C.sub.6 acyl, C.sub.2 -C.sub.6 carbalkoxy, carbamyl or mono (C.sub.1 -C.sub.6 alkyl)carbamyl radical, R' represents a hydrogen atom, a C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 thioalkyl or C.sub.1 -C.sub.4 alkoxy radical, with the proviso that, when R and R' denote a hydrogen atom, Z cannot denote butyl, .beta., .gamma., -dihydroxypropyl and diethylaminoethyl radicals, as well as the corresponding salts with an acid.
The compounds of formula (I) or their salts may be prepared according to a process that consists, in a first step, in reacting 3,4-methylenedioxy-1-nitrobenzene, optionally substituted at position 2 with an alkyl, thioalkyl or alkoxy group, in the presence of a base such as potassium hydroxide, potassium carbonate, with a thiol of formula (II

REFERENCES:
patent: 3655773 (1972-04-01), Reifschneider
patent: 3775485 (1973-11-01), Pilgram
patent: 4006186 (1977-02-01), Engels

Affiliated with

Also associated with

Rating

Process for dyeing keratinous fibers and compositions containing does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for dyeing keratinous fibers and compositions containing, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for dyeing keratinous fibers and compositions containing will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1365566