Azo compounds which contain a 1-sulfo-6-carboxy-2-aminonaphthalene diazo component radical and use thereof as dyes

An azo compound conforming to the formula (1) ##STR48## where:

• M is hydrogen or a salt-forming metal atom,
• K.sup.o is a radical of the formula (2A) or (2B) ##STR49## where M is as defined above,
• Z is a radical of the formula (3) ##STR50## where R.sup.o is hydrogen or alkyl of 1 to 4 carbon atoms or is alkyl of 1 to 4 carbon atoms which is substituted by sulfo, carboxyl, sulfato, phosphato, hydroxyl, methoxy, ethoxy, phenyl, monosulfophenyl or disulfophenyl,
• G is halogen, methoxy, hydroxyl or a substituted or unsubstituted anilino radical in which one of the substituents may also be a fiber-reactive group, and
• Z.sup.1 is a radical of the formula (3a) or (3b) ##STR51##
• --alk--SO.sub.2 --Y (3b)
• where
• A is a direct bond, alkylene of 2 to 6 carbon atoms, or phenylene which may be substituted by 1 or 2 substituents selected from the group consisting of methyl, ethyl, methoxy, ethoxy, chlorine, sulfo and carboxyl,
• B is a benzene or naphthalene radical,
• R* is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, fluorine, bromine, chlorine, sulfo, carboxyl, carbalkoxy of 2 to 5 carbon atoms, trifluoromethyl, carbamoyl or N-(C.sub.1 -C.sub.4 -alkyl)carbamoyl, if B is a benzene ring, or is hydrogen or sulfo if B is a naphthalene ring,
• R" is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, chlorine, nitro or sulfo, if B is a benzene ring, or is hydrogen or sulfo if B is a naphthalene radical,
• Y is vinyl or an ethyl group which contains in the .beta.-position a substituent which is eliminable under alkaline conditions to leave a vinyl group,
• alk is alkylene of 2 to 6 carbon atoms,
• a is zero, 1 or 2, and
• k is 1 or 2,
• D is a radical of the formula (4) ##STR52## where M is as defined above, and
• R.sup.1 is hydrogen or alkyl of 1 to 4 carbon atoms,
• E is a radical of the formula (5a), (5b), (5c) or (5d) ##STR53## where R is hydrogen, alkyl of 1 to 4 carbon atoms, cyano, carboxyl, carbalkoxy of 2 to 5 carbon atoms, carbamoyl or phenyl,
• Q is a benzene or naphthalene radical,
• R.sup.2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, fluorine, bromine, chlorine, sulfo, carboxyl, carbalkoxy of 2 to 5 carbon atoms, trifluoromethyl, carbamoyl or N-(C.sub.1 -C.sub.4 -alkyl)-carbamoyl, if Q is a benzene ring, or is hydrogen or sulfo if Q is a naphthalene ring,
• R.sup.3 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, chlorine or sulfo if Q is a benzene radical, or is hydrogen or sulfo if Q is a naphthalene radical,
• R.sup.4 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, bromine, chlorine, trifluoromethyl, sulfo, carboxyl or cyano,
• R.sup.5 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, chlorine, amino, alkylamino of 1 to 4 carbon atoms, alkanoylamino of 2 to 5 carbon atoms, benzoylamino, ureido, N'-phenylureido, N'-(C.sub.1 -C.sub.4 -alkyl)-ureido, phenylsulfonyl or alkylsulfonyl of 1 to 4 carbon atoms,
• R.sup.6 is hydrogen or sulfo,
• M is as defined above,
• m is 1 or 2,
• v is zero or 1, and
• --K--N(R.sup.o)-- is the bivalent radical of a water-soluble coupling component.