Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Patent
1995-06-30
1997-11-11
Lieberman, Paul
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
8404, 8605, 564441, 564443, A61K 713, C07C21152
Patent
active
056858817
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to new dyes of aromatic allylaminonitro compounds for dyeing fibers of natural origin and synthetic fibers.
Substantive dyes play a prominent part in dyeing technology. In the context of the present invention, a substantive dye is a dye which is directly absorbed onto the fibers from a medium suitable for the particular dye finish to be obtained.
2. Discussion of Related Art
Aromatic nitro compounds substituted by at least one other alkylamino or hydroxyalkylamino group are an important group of substantive dyes. Corresponding aromatic nitro compounds are described, for example in DE-PS 12 99 002, in DE-OSS 34 25 151 and 15 69 808 and in DE-AS 11 70 583.
However, only a few aromatic nitro compounds containing an additional allylamino group are known. The present invention relates to new aromatic allylaminonitro compounds which are eminently suitable for the dyeing of fibers of natural origin and synthetic fibers.
DESCRIPTION OF THE INVENTION
The present invention relates to aromatic allylaminonitro compounds corresponding to formula (I): ##STR2## in which R.sup.1 is hydrogen or an alkyl group containing 1 to 4 carbon atoms, R.sup.2 is hydrogen, an alkyl group containing 1 to 4 carbon atoms or an allyl group CH.sub.2 C(R.sup.5)=CH.sub.2, where R.sup.5 is hydrogen or an alkyl group containing 1 to 4 carbon atoms, R.sup.3 is carboxyl, hydroxy, nitro, halogen or a group NR.sup.6 R.sup.7, where R.sup.6 and R.sup.7 independently of one another represent hydrogen, an alkyl group containing 1 to 4 carbon atoms, a hydroxyalkyl or dihydroxyalkyl group containing 2 to 4 carbon atoms or an allyl group CH.sub.2 C(R.sup.8)=CH.sub.2, where R.sup.8 is hydrogen or an alkyl group containing 1 to 4 carbon atoms, and R.sup.4 is hydrogen or nitro, with the proviso that R.sup.3 and R.sup.4 are not both nitro.
In a preferred embodiment, the invention relates to aromatic allylaminonitro compounds corresponding to formula I, in which the NO.sub.2 group is in the para position to the allylamino group N(R.sup.2)CH.sub.2 C(R.sup.1)=CH.sub.2, R.sup.3 is hydroxy and R.sup.4 is hydrogen.
In another preferred embodiment, the invention relates to aromatic allylaminonitro compounds corresponding to formula I, in which the NO.sub.2 group is in the ortho position to the allylamino group N(R.sup.2)CH.sub.2 C(R.sup.1)=CH.sub.2, R.sup.3 represents NR.sup.6 R.sup.7 and is in the para position to the allylamino group N(R.sup.2)CH.sub.2 C(R.sup.1)=CH.sub.2 and R.sup.4 is hydrogen. Particularly preferred aromatic allylamino compounds corresponding to formula I are those in which R.sup.1 and R.sup.2 are hydrogen and R.sup.6 and R.sup.7 are identical groups. 3-Nitro-4-allylamino-aminobenzene is most particularly preferred.
The present invention also relates to the use of aromatic allylaminonitro compounds corresponding to formula I for the dyeing of fibers of natural origin and synthetic fibers.
Fibers of natural origin are understood to be human, animal and vegetable fibers, for example silk, cotton, linen, jute and sisal, and keratin fibers, such as hairs, pelts, wool or feathers, and also regenerated or modified natural fibers, for example viscose, nitrocellulose and acetyl cellulose, alkyl, hydroxyalkyl and carboxyalkyl celluloses. Examples of synthetic fibers are polyamide, polyester, polyacrylonitrile and polyurethane fibers.
The compounds corresponding to formula I may be used both as such and in the form of their water-soluble salts. Water-soluble salts are understood to be such salts as, for example, the hydrochlorides or hydrobromides. It is not necessary to use an individual compound of formula I, instead a mixture of various compounds corresponding to formula I may also be used. The dyes corresponding to formula I produce colors over a broad range from orange-brown to blue-violet, their capacity for absorption onto the fibers and their level-dyeing behavior being above-average. In addition, the dye finishes obtained are distinguished by very good fastness to
REFERENCES:
patent: 3117911 (1964-01-01), Kalopissis et al.
patent: 3274249 (1966-09-01), Brunner et al.
patent: 3442639 (1969-05-01), Soper
patent: 3518309 (1970-06-01), Soper
patent: 3861868 (1975-01-01), Milbrada
patent: 4077795 (1978-03-01), Cooke et al.
patent: 4619666 (1986-10-01), Rose et al.
patent: 4877880 (1989-10-01), Woolard
patent: 5189220 (1993-02-01), Desmurs et al.
patent: 5254655 (1993-10-01), Gibbons et al.
Hoeffkes Horst
Lieske Edgar
Matzik Iduna
Rose David
Dusheck Caroline L.
Grandmaison Real J.
Henkel Kommanditgesellschaft auf Aktien
Jaeschke Wayne C.
Lieberman Paul
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