Basf Aktiengesellschaft

Udo Bergmann

Guenter Hansen

Reinhold Krallmann

Helmut Degen

Ernst Schefczik

Georg Zeidler

Reinhold Kohlhaupt

Erwin Hahn

Johannes P Dix

Wolf-Dieter Kermer

Guenther Seybold

Dietrich Lach

Helmut Reichelt

Manfred Patsch

Helmut Hagen

Helmut Hoch

Michael Schmitt

Jacques Dupuis

Matthias Dust

Michael Acker

Heike Kilburg

Heinrich Kowarsch

Matthias Niedenbrueck

Michael Thomas

Alfred Hackenberger

Harald Schlueter

Lothar Haas

Gerd Schwantje

Manfred Gang

Hans Weber

Johannes D Dix

Gerhard Sch Afer

Ernst Becker

Chlorinated violanthrones or isoviolanthrones are prepared by reacting violanthrone or isoviolanthrone with chlorine in the presence of a diluent, using aliphatic carboxylic acids and/or aliphatic halo carboxylic acids as diluent for this purpose.

Preparation of chlorinated violanthrones or isoviolanthrones

A process for purifying indigo comprises extracting an aqueous leuco indigo alkali metal salt solution with an inert solvent under oxygen-excluding conditions and conventionally regenerating the indigo by oxidation.

Purification of indigo

Polycyclic vat dyes of the general formula I ##STR1## where X is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen or nitro, obtainable by reacting (9)-benzo-5-aminoanthraquinonyl(2,1-h)-8-azapyrenone-3(II) ##STR2## with a benzoyl chloride of the formula III ##STR3## in a dipolar aprotic solvent.

Polycyclic vat dyes

The preparation of anthraquinone imide compounds by condensation of anthraquinone compounds containing at least one primary amino group with halogenized aromatics or by condensation of halogenized anthraquinone compounds with primary aromatic amines, in the presence of a vat-dyeing catalyst and an acid-binding agent in an organic solvent, in which the organic solvent used is an alkyl benzoate.

Preparation of anthraquinone imide compounds

This invention relates to a process for the purification of indigo, wherein the indigo is heated in an inert organic solvent at from 150.degree. to 250.degree. C. and preferably from 180.degree. to 220.degree. C.

1,4-Diaminoanthraquinone-2,3-disulfonic acid (I) is prepared by reacting 1,4-diamino-2,3-dihaloanthraquinone (II) with boric acid in an inert organic solvent and further reacting the resulting reaction product (IIa) with an aqueous sulfite solution, by a method in which the inert organic solvent used is a nonpolar solvent having a boiling point of .gtoreq.130.degree. C. and a density of .ltoreq.0.95 g/cm.sup.3, and 1,4-diaminoanthraquinone-2,3-dinitrile (III) is prepared by reacting the 1,4-diaminoanthraquinone-2,3-disulfonic (I) with a cyanide.

Preparation of 1,4-diaminoanthraquinone-2,3-disulfonic acid and

Preparation of halogenated indigo

1-Nitroanthraquinone-2-carboxylic acids of the general formula I ##STR1## where X is hydrogen, chlorine or bromine, are prepared by oxidizing a 1-nitro-2-methylanthraquinone of the general formula II ##STR2## with nitric acid in an organic reaction medium.

Preparation of 1-nitroanthraquinone-2-carboxylic acids

The compounds of the general formula (I) ##STR1## where A is a dye radical, where relevant the radicals Y independently of one another are each oxygen, sulfur, R.sup.1 --N or a direct bond, n is 1 or 2, the radicals R.sup.1 independently of one another are each hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl and Z is a bridge member, are very useful for dyeing hydroxyl-containing textile material.

Dyes containing fluorotriazine and dichloropyridazone groups

Compounds of the general formula I ##STR1## where R is alkyl or unsubstituted or substituted aryl and K is a radical of the formula ##STR2## B is C.sub.1 -C.sub.4 -alkyl or substituted amino, R.sup.1 is hydrogen, methyl, methoxy or ethoxy, R.sup.2 and R.sup.3 independently of one another are each unsubstituted or substituted alkyl, R.sup.3 may furthermore be hydrogen, R.sup.4 is a radical of the formula --A--OCO--Y--R, Z is hydrogen or methyl, X is hydrogen, methyl, methoxy, chlorine or acylamino, A is C.sub.2 - or C.sub.3 -alkylene and Y is --O-- or --NH--, are very useful for dyeing cellulose esters and synthetic polyesters.

Isothiazolylazo dyes having aminophenyl and aminonaphthyl components

Novel compounds of the general formula I ##STR1## where X is hydrogen, nitro or unsubstituted or substituted alkyl, alkenyl, cycloalkyl, aryl or hetaryl, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, R is unsubstituted or substituted alkyl or aryl, R.sup.1 is hydrogen or R.sup.2, and R.sup.2 is unsubstituted or substituted alkyl, alkenyl, cycloalkyl, aralkyl or aryl, are useful for dyeing textile fibers, in particular polyesters.

Heterocyclic azo dyes

An isothiazolylazo dye of the formula I ##STR1## wherein R is an alkyl group or unsubstituted aryl or substituted aryl group selected from the group consisting of ##STR2## and K is a radical of the formula ##STR3## where B is C.sub.1 -C.sub.4 alkyl or a substituted amino radical selected from the group consisting of ##STR4## R.sup.1 is hydrogen, methyl, methoxy or ethoxy, R.sup.2 and R.sup.3 independently of one another are each unsubstituted C.sub.1 -C.sub.4 alkyl or substituted alkyl groups selected from the group of C.sub.1 -C.sub.4 alkyls which are substituted by chlorine, bromine, cyano, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, benzyloxy, phenoxy, phenyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkoxy, phenoxy or phenyl, phenycarbonyloxy which is unsubstituted or substituted by chlorine, bromine, methoxy, ethoxy, methyl or ethyl, oxycarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyloxy, carbamyl, phenalkyloxycarbonyloxy, phenoxyalkyloxycarbonyloxy, C.sub.1 -C.sub.4 -alkoxyalkoxycarbonyloxy, phenylaminocarbonyloxy which is unsubstituted or substituted by chlorine, methoxy or methyl, C.sub.1 -C.sub.4 -alkoxyalkoxycarbonyl, phenylalkyloxycarbonyl or C.sub.1 -C.sub.4 -alkylaminocarbonyloxy which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, chlorine or bromine; or R.sup.3 is hydrogen, R.sup.4 is a radical of the formula --A--OCO--Y--R, Z is hydrogen or methyl, X is hydrogen, methyl, methoxy, chlorine or an acylamino radical selected from the group consisting of  A is C.sub.2 - or C.sub.3 -alkylene and Y is --O-- or --NH--. The dyes are very useful for dyeing cellulose esters and synthetic polyesters; the dyeings obtained are from yellow to blue, and very fast.

The compounds of the formula I ##STR1## where R is unsubstituted or substituted phenyl or naphthyl, R.sup.1 and R.sup.2 are each unsubstituted or substituted alkyl, alkenyl or cycloalkyl, and one of the radicals may furthermore be hydrogen, R.sup.3 is hydrogen, methyl, methoxy, ethoxy or chlorine, and R.sup.4 is acylamino, are particularly useful for dyeing polyesters.

Azo dyes containing 2-amino-3-cyano-5-formylthiophene derivatives as

A compound of the formula: ##STR1## wherein K is a radical of a coupling component, R is a radical of a methylene-active compound, X is hydrogen or unsubstituted or substituted alkyl, aryl, or hetaryl and Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl. The present compound is useful for the dyeing of polyesters, nylons, cellulose esters and blends of polyesters and cellulose fibers.

.alpha.-methine substituted thiophene monoazo dye

Compounds which in the form of the free acid are of the general formula I ##STR1## where A is a radical of the formula ##STR2## the radicals Y independently of one another are each hydroxyl or amino, X is hydrogen, hydroxysulfonyl or a radical of the formula

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Darmstadt, Germany

Udo Bergmann