US 4,250,090 A · 2-Amino-5-arylazoarylazothiazole compounds

Abstract

Acid azo dyes containing thiazole coupling components, of the general formula ##STR1## where D is the radical of a diazo component, R is hydrogen, acetyl, benzoyl or an aliphatic, cycloaliphatic, aromatic or heterocyclic radical, R.sup.1 and R.sup.2 independently of one another are optionally substituted alkyl, cycloalkyl, aralkyl or aryl, R.sup.1 may also be hydrogen and R.sup.1 and R.sup.2 together with the nitrogen may be a heterocyclic radical, and the radicals D, R, R.sup.1 and/or R.sup.2 may in total contain from 1 to 4 --SO.sub.3 H groups. The deeply colored novel compounds are particularly suitable for dyeing polyamides, and the dyeings obtained have very good lightfastness and wetfastness.

Claims5

Dependent claims

A light fast and wet fast acid azo-dye containing a thiazole coupling component and having the formula:

##STR161## wherein D is phenyl or naphthyl substituted by arylazo, R is C.sub.1 -C.sub.4 -alkyl, .beta.-carboxymethyl, or phenyl which is unsubstituted or substituted by chlorine, bromine, methyl, ethyl, C.sub.1 -C.sub.4 -alkoxy, .beta.-cyanoethyl, .beta.-carboxylethoxy, phenoxy, sulophenoxy, C.sub.1 -C.sub.4 -alkanoylamino, phenylamino, sulfophenylamino, sulfoethylamino, or hydroxysulfonyl and R.sup.1 and R.sup.2 independently of one another are C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkyl which is substituted by hydroxyl, carboxyl, hydroxysulfonyl, cyano, phenyl, C.sub.1 -C.sub.8 -alkoxy, phenoxy, C.sub.1 -C.sub.4 -alkanoyloxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkanoylamino or C.sub.1 -C.sub.4 -alkoxycarbonyloxy, allyl, phenyl-C.sub.1 -C.sub.5 -alkyl or phenyl which is unsubstituted or substituted by chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, cyano, carbamoyl, or hydroxysulfonyl.

A light fast and wet fast acid azo dye containing a thiazole coupling component and having the formula:

##STR163## wherein D is phenyl or naphthyl substituted by arylazo, R is acetyl;
benzoyl;
C.sub.1 -C.sub.4 -alkyl;
C.sub.1 -C.sub.4 alkyl substituted by chlorine, bromine, cyano, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylmercapto, phenoxy, sulfophenoxy, phenylmercapto, amino, N-mono- or N,N-di-C.sub.1 -C.sub.4 -alkylamino, phenylamino, sulfophenylamino, C.sub.1 -C.sub.4 -alkanoylamino or sulfoethylamino;
vinyl;
cyclohexyl;
phenyl;
thienyl;
thiazolyl;
or phenyl, thienyl or thiazolyl substituted by fluorine, chlorine, bromine, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, .beta.-C.sub.1 -C.sub.4 -alkanoyloxyethoxy, .beta.-cyanoethoxy, .beta.-carboxylethoxy, .beta.-C.sub.1 -C.sub.4 -alkoxycarbonylethoxy, phenoxy, sulfophenoxy, C.sub.1 -C.sub.4 -alkylmercapto, phenylmercapto, amino, .beta.-C.sub.1 -C.sub.4 -alkanoylamino, benzolyamino, C.sub.1 -C.sub.4 -monoalkylamino or -dialkylamino, phenylamino, sulfophenylamine, C.sub.1 -C.sub.4 -alkylsulfonylamino, phenylsulfonylamino or hydroxysulfonyl;
R.sup.1 and R.sup.2 independently are hydrogen;
C.sub.1 -C.sub.8 -alkyl;
C.sub.1 -C.sub.8 -alkyl interrupted by oxygen and substituted by hydroxyl, carboxyl, cyano, chlorine, bromine, phenyl, C.sub.1 -C.sub.8 -alkoxy, C.sub.1 -C.sub.4 -alkanoyloxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkanoylamino, acetyl, C.sub.1 -C.sub.4 -alkylaminocarbonyloxy, arylamino-carbonyloxy, C.sub.1 -C.sub.4 -alkoxycarbonyloxy or phenoxycarbonyloxy;
allyl;
methallyl;
propargyl;
cyclohexyl;
phenyl-C.sub.1 -C.sub.5 -alkyl;
phenyl;
naphthyl;
or phenyl or naphthyl substituted by fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkoxycarbonyl, carboxyl, nitro or C.sub.1 -C.sub.4 -alkanoylamino;
or R.sup.1 and R.sup.2 together with the nitrogen atom are pyrrolidino, piperidino, morpholino, piperazino, .alpha.-methylpiperazino, hexamethyleneimino or thiomorpholino-S-dioxide;
and wherein the molecule contains from 1 to 4 --SO.sub.3 H groups in at least one of the D, R, R.sup.1 and R.sup.2 radicals.

20 more elements

Dependencies are inferred from the claim text.

2-Amino-5-arylazoarylazothiazole compounds

Life of this patent

2-Amino-5-arylazoarylazothiazole compounds

Life of this patent

Abstract

Claims5