Thiopheneazo dyes with a coupling component based on M-phenylenediamine

A thiopheneazo dye of formula I ##STR11## wherein X is cyano,

• Y is halogen, hydroxyl, mercapto, unsubstituted or phenyl-substituted C.sub.1 -C.sub.6 -alkoxy, C.sub.5 -C.sub.7 -cycloalkoxy, substituted or unsubstituted phenoxy, unsubstituted or phenyl-substituted C.sub.1 -C.sub.6 -alkylthio, C.sub.5 -C.sub.7 -cycloalkylthio, phenylthio, chlorophenylthio, C.sub.1 -C.sub.6 -alkylsulfonyl, phenylsulfonyl or methylphenylsulfonyl, is nitro, cyano, C.sub.1 -C.sub.4 -alkanoyl, benzoyl, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula --CH.dbd.CB.sup.1 B.sup.2 or --CH.dbd.N--B.sup.3, in which B.sup.1 and B.sup.2 are identical or different and each independently of the other is cyano, C.sub.1 -C.sub.6 -alkoxycarbonyl whose alkyl chain may be interrupted by one or two oxygen atoms, or C.sub.3 -C.sub.6 -alkenyloxycarbonyl or one of B.sup.1 and B.sup.2 is cyano and the other is C.sub.1 -C.sub.4 -alkylsulfonyl, substituted or unsubstituted phenyl, benzoyl, phenylsulfonyl or carbamoyl and B.sup.3 is hydroxyl, C.sub.1 -C.sub.4 -alkoxy, phenoxy or phenylamino
• R.sup.1 is C.sub.1 -C.sub.4 -alkoxy,
• R.sup.2 is hydrogen, C.sub.1 -C.sub.10 -alkyl which may be interrupted by one or two oxygen atoms, or R.sup.3,
• R.sup.3 is radical of the formula CH.sub.2 --CH(OR.sup.5)--CH.sub.2 R.sup.6 and
• R.sup.4 is unsubstituted or hydroxyl-, C.sub.1 -C.sub.4 -alkoxy-, phenoxy-, chlorine- or C.sub.1 -C.sub.4 -alkanoyloxy-substituted C.sub.1 -C.sub.6 -alkanoylamino, benzoylamino, or benzoylamino substituted by methoxy, methyl or chloro,
• R.sup.5 is hydrogen, C.sub.1 -C.sub.10 -alkanoyl, C.sub.1 -C.sub.10 -alkoxycarbonyl or C.sub.1 -C.sub.10 -mono- or dialkyl-carbamoyl, the alkyl groups of said substituents being uninterrupted or interrupted by one or two oxygen atoms, and
• R.sup.6 is chlorine, bromine, hydroxyl, phenoxy, allyloxy, C.sub.1 -C.sub.10 -alkoxy which may be interrupted by one or two oxygen atoms or substituted by hydroxyl, phenoxy, phenyl, C.sub.1 -C.sub.8 -alkanoyloxy, chlorine, bromine or cyano, C.sub.1 -C.sub.6 -alkanoyloxy, C.sub.1 -C.sub.6 -mono- or -dialkyl- aminocarbonyloxy or phenylaminocarbonyloxy and the substituents on substituted phenyl are independently selected from the group consisting of C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and halogen, and the substituents on substituted phenoxy are methyl, isopropyl, methoxy or bromo.