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Sandoz Ag

Guenter Hansen

Helmut Reichelt

Georg Zeidler

Ernst Schefczik

Udo Bergmann

Karl-Heinz Etzbach

Helmut Degen

Wolf-Dieter Kermer

Gunther Lamm

Johannes P Dix

Reinhold Krallmann

Erwin Hahn

Heinz Eilingsfeld

Guenther Seybold

Hermann Loeffler

Norbert Grund

Gerhard Wagenblast

Hermann Kaack

Hans J Kolbinger

Franz Merger

Helmut Hagen

Gerhard Nestler

Johannes Dehnert

Dietrich Lach

Clemens Grund

Hellmut Kast

Peter Neumann

Arno Lange

Ruediger Sens

Volker Bach

Christos Vamvakaris

Matthias Wiesenfeldt

Horst Scheuermann

Ortwin Schaffer

Walter Kurtz

Guenter Wallbillich

Guenter Meyer

Michael Thomas

Guenther Riedel

Karl Maier

Ernst Schaffner

Wolfgang Schulte

Herbert Armbrust

Karl H Etzbach

Hans Weber

Bernd Derber

Sabine Greuttner

Johannes D Dix

Hermann Pottgiesser

Walter Schlindwein

Jochen-Wilfried Stuck

Rudolf Senninger

Ernst Becker

Masahiro Hayashi

The compounds of the general formula I ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are very useful for dyeing synthetic fibers or plastics.

Dyes containing thiophene radicals

Azo dyes having the formula ##STR1## wherein the substituents are as defined in the specification and are useful for dyeing or printing textile materials.

Thiopheneazo dyes with a coupling component of the diaminopyridine series

The compounds of the general formula ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are very useful for dyeing synthetic fibers or plastics.

Thiopheneazo dye I which are chiefly useful as disperse dyes for dyeing textile material, in particular polyesters, have the formula ##STR1## where the substituents are as defined in the description.

Azo dyes with A2-aminothiophene dye azo component and a coupling

Quaternized azo dyes whose diazo components are derived from a five-membered nitrogen-containing aromatic aminoheterocycle and whose coupling components are derived from the aniline series are prepared by reacting to corresponding neutral dye-bases with an alkylating agent in .gamma.-butyrolactone as inert diluent.

Preparation of quaternized azo dyes

Acetalized azo dyes are prepared by diazotizing an amine, coupling with a hydroxyalkyl-containing coupling component and subsequently reacting with a vinyl ether in a process which comprises carrying out the coupling reaction in a two-phase reaction mixture comprising water and an aromatic hydrocarbon, subsequently separating off the aqueous phase and reacting the azo dye, which is present in the organic phase, without intermediate isolation, with a vinyl ether in the presence of a polybasic carboxylic acid as catalyst.

Preparation of acetalized azo dyes

Thiopheneazo dyes of the formula ##STR1## where R.sup.1 is cyano, C.sub.1 -C.sub.4 -alkoxycarbonyl, phenylazo, phenylsulfonyl, formyl or the radical ##STR2## where R.sup.7 and R.sup.8 are independently of the other cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl,

Thiopheneazo dye based on a coupling component of the thiazole series

Azo dyes of the formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 independently denote hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,

Aniline-based oil-soluble azo dyes

Benzisothiazole-azo dyes useful for dyeing synthetic fiber materials have the formula ##STR1## where X is hydrogen, chlorine, bromine, cyano or nitro and K is a radical of the formula ##STR2## where R.sup.1 is substituted or unsubstituted C.sub.1 -C.sub.12 -alkyl, substituted or unsubstituted phenyl, C.sub.3 -C.sub.5 -alkenyl or C.sub.5 -C.sub.7 -cycloalkyl,

Azo dyes with a diazo component of the 4-amino-7-nitrobenzisothiazole

Phenoneazo dyes of the formula ##STR1## where R.sup.1 is substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl or substituted phenyl,

Phenoneazo dyes

Thiopheneazo dyes of the formula ##STR1## where X is cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl,

Thiopheneazo dyes with a coupling component based on M-phenylenediamine

Thiazoleazo dyes of the formula ##STR1## where X is nitrogen or a radical C--R.sup.5, R.sup.5 being cyano, halogen, alkoxycarbonyl or thiocyanato, R.sup.1 is cyano, chlorine, unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl, unsubstituted or substituted phenyl, unsubstituted or substituted thienyl, unsubstituted or substituted pyridyl or unsubstituted or substituted alkylthio, alkylsulfinyl or alkylsulfonyl, R.sup.2 is unsubstituted or substituted alkyl, cycloalkyl, unsubstituted or substituted phenyl, furyl, unsubstituted or substituted thienyl or pyridyl and R.sup.3 and R.sup.4 independently of one another are each unsubstituted or substituted alkyl, or R.sup.3 and R.sup.4, together with the nitrogen atom which links them, form a heterocyclic radical, are used for dyeing textile fibers having good wet fastness and color build-up.

Thiazoleazo dyes having a diazo component from the isothiazole or

Dye mixtures useful for dyeing or printing synthetic fabrics contain at least one azo dye whose diazo component is 2-amino-3,5-dicyano-4-methylthiophene and whose coupling component comes from the 2-amino-4-thienylthiazole series and also at least one azo dye whose diazo component is 2-amino-3,5-dicyano-4-methylthiophene, 2-amino-3-alkoxycarbonyl-5-cyano-4-methylthiophene or 2-amino-5-alkoxycarbonyl-3-cyano-4-methylthiophene and whose coupling component comes from the 3-cyano-4-methyl-2,6-diaminopyridine series, and/or at least one azo dye whose diazo component is a 2,6-dicyano-4-alkylaniline and whose coupling component comes from the m-phenylenediamine series.

Navy dye mixtures of azo disperse dyes for polyester

Polyazo dyes useful for dyeing leather in the free form or as copper, chromium, iron, cobalt or nickel complexes have the formula ##STR1## where m is 0, 1 or 2, n is 0 or 1, p is from 1 to 2, q is from 0 to 1, and R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X, Y and the ring A are each as defined, and may be prepared from aniline derivatives of the formula ##STR2## where m is 0, 1, or 2, n is 0 or 1, and X, R.sup.1, R.sub.2 and R.sup.3 are each as defined.

Polyazo dyes with diazo components of the aminophenol and the amino

Tetrachloroferrates of basic dyes

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Guenter Hansen