Mono azo dyes containing as diazo radical a thiophene radical which possesses an oxime group
AssigneeBASF SE
InventorsKarl-Heinz Etzbach, Guenter Hansen, Ernst Schefczik, Helmut Reichelt
Life of this patent
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Abstract
A thiophene-containing azo dye of the formula ##STR1## where R is substituted or unsubstituted alkyl, alkenyl, cycloalkyl or phenyl, X is hydrogen, halogen, hydroxyl, unsubstituted or substituted alkoxy, cycloalkoxy, phenoxy, mercapto, alkylthio, phenylthio, alkylsulfonyl, phenylsulfonyl or phenyl and Y is cyano, nitro, alkanoyl, substituted or unsubstituted benzoyl, alkylsulfonyl, phenylsulfonyl, Co-Z, where Z is unsubstituted or substituted phenoxy, amino, mono- or dialkyl-amino, pyrrolidino, piperidino, morpholino or N-alkyl-piperazino, and K is the radical of a coupling component is used as dyes for dyeing fiber material.
Claims2
A thiophene-containing azo dye of the formula ##STR31## where R is C.sub.1 -C.sub.12 alkyl or C.sub.1 -C.sub.2 alkyl substituted by chlorine, bromine, C.sub.1 -C.sub.4 -alkoxy, phenyl or phenoxy, C.sub.3 -C.sub.6 alkenyl or C.sub.3 -C.sub.6 alkenyl substituted by chlorine, bromine, C.sub.1 -C.sub.4 -alkoxy, phenyl or phenoxy, phenyl or phenyl substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, X is hydrogen, halogen, hydroxyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 -alkoxy substituted by phenyl, C.sub.5 -C.sub.7 -cycloalkoxy, phenoxy, phenoxy substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, mercapto, alkylthio, alkylthio substituted by hydroxyl-, C.sub.1 -C.sub.4 -alkoxycarbonyl- or phenyl, C.sub.5 -C.sub.7 -cycloalkylthio, phenylthio, phenylthio substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, phenylsulfonyl substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.8 -alkyl, phenyl substituted by halogen, C.sub. 1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy;
- Y is cyano, nitro, C.sub.1 -C.sub.10 -alkanoyl, benzoyl, benzoyl substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, phenylsulfonyl substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, or CO--Z where Z is hydroxyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 alkoxy substituted by hydroxyl- or C.sub.1 -C.sub.4 -alkoxy, phenoxy, phenoxy substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, amino, C.sub.1 -C.sub.8 -mono- or dialkylamino, pyrrolidino, piperidino, morpholino or N-(C.sub.1 -C.sub.4 -alkyl)piperazino and K is the radical of a coupling component of the formulae II to X:
- ##STR32## where B.sup.1 is hydrogen or B.sup.2, B.sup.2 is C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkyl substituted by chlorine, bromine, hydroxyl, C.sub.1 -C.sub.8 -alkoxy, phenoxy, phenyl, cyano, carboxyl, C.sub.1 -C.sub.8 -alkanoyloxy, C.sub.1 -C.sub.8 -alkanoyloxy-C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.8 -alkoxy-C.sub.1 -C.sub.4 -alkoxy, benzoyloxy, o-, m- or p-methylbenzoyloxy, o-, m- or p-chlorobenzoyloxy, C.sub.1 -C.sub.8 -alkoxy-C.sub.1 -C.sub.8 -alkanoyloxy, phenoxy-C.sub.1 -C.sub.8 -alkanoyloxy, C.sub.1 -C.sub.8 -alkoxycarbonyloxy, C.sub.1 -C.sub.8 -alkoxy-C.sub.1 -C.sub.8 -alkoxycarbonyloxy, benzyloxycarbonyloxy, phenethoxycarbonyloxy, phenoxyethoxy-carbonyloxy, C.sub.1 -C.sub.8 -alkylaminocarbonyloxy, cyclohexylaminocarbonyloxy, phenylaminocarbonyloxy, C.sub.1 -C.sub.8 -alkoxycarbonyl, C.sub.1 -C.sub.8 -alkoxy-C.sub.1 -C.sub.8 -alkoxycarbonyl, phenoxy-carbonyl, benzyloxycarbonyl, phenoxy-C.sub.1 -C.sub.4 -alkoxy or phenylethoxycarbonyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.5 -C.sub.7 cycloalkyl substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.2 -C.sub.4 -hydroxy-alkyl or hydroxyl, phenyl, C.sub.3 -C.sub.6 -alkenyl or acyl, T.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkyl substituted by phenyl, phenyl, or phenyl substituted by halogen or alkyl;
- T.sup.2 is hydrogen or T.sup.3, T.sup.3 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkyl substituted by chlorine, bromine, hydroxyl, C.sub.1 -C.sub.8 -alkoxy, phenoxy, cyano, carboxyl, phenyl C.sub.1 -C.sub.8 -alkanoyloxy, C.sub.1 -C.sub.8 -alkoxy-C.sub.1 -C.sub.4 -alkoxy, benzoyloxy, o-, m- or p-methylbenzoyloxy, o-, m- or p-chlorobenzoyloxy, C.sub.1 -C.sub.8 -alkoxy-C.sub.1 -C.sub.8 -alkanoyloxy, phenoxy-C.sub.1 -C.sub.8 -alkanoyloxy, C.sub.1 -C.sub.8 -alkoxycarbonyloxy, C.sub.1 -C.sub.8 -alkoxy-C.sub.1 -C.sub.8 -alkoxycarbonyloxy, benzyloxycarbonyloxy, phenethoxycarbonyloxy, phenoxyethoxy-carbonyloxy, C.sub.1 -C.sub.8 -alkylaminocarbonyloxy, cyclohexylaminocarbonyloxy, phenylaminocarbonyloxy, C.sub.1 -C.sub.8 -alkoxycarbonyl, C.sub.1 -C.sub. 8 -alkoxy-C.sub.1 -C.sub.8 -alkoxycarbonyl, phenoxy-carbonyl, benzyloxycarbonyl, phenoxy-C.sub.1 -C.sub.4 -alkoxy or phenylethoxycarbonyl, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl or phenyl, T.sup.4 and T.sup.5 are each, independently of the other, hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, phenoxy, benzyloxy, halogen, C.sub.1 -C.sub.4 -alkyl-sulfonylamino, C.sub.1 -C.sub.4 -dialkylaminosulfonylamino, C.sub.1 -C.sub.4 -alkoxycarbonylamino, benzoylamino or C.sub.1 -C.sub.6 -alkanoylamino, T.sup.6 is cyano, nitro, acetyl, carbamoyl, C.sub.1 -C.sub.4 -mono- or -dialkylcarbamoyl, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxyethoxycarbonyl;
- and T.sup.7 is C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkyl substituted by cyano-, C.sub.1 -C.sub.4 -alkoxycarbonyl- or phenyl, phenyl, halogen nitro, C.sub.1 -C.sub.10 alkoxy, C.sub.1 -C.sub.10 -alkoxy substituted by C.sub.1 -C.sub.4 alkoxy, phenoxy, benzyloxy, C.sub.1 -C.sub.4 -alkylthio, phenylthio, C.sub.1 -C.sub.4 -mono- or dialkylamino, C.sub.1 -C.sub.5 -alkanoylamino or C.sub.1 -C.sub.4 -alkoxycarbonyl.
Dependencies are inferred from the claim text.