Basf Aktiengesellschaft

Badische Anilin- & Soda-fabrik Aktiengesellschaft

Johannes Dehnert

Gunther Lamm

Werner Juenemann

Hermann Loeffler

Walter Kurtz

Guenter Dunkelmann

Guenter Hansen

Guenter Meyer

Karl-Heinz Etzbach

Georg Zeidler

Wolf-Dieter Kermer

Peter Miederer

Hermann Kaack

Guenther Riedel

Ernst Schaffner

Guenther Lamm

Hermann Lo/ Ffler

Werner Junemann

Gerhard Gnad

The novel dyes of the general formula I ##STR1## where X is hydrogen or C.sub.1-C.sub.4 -alkyl or is phenyl which is unsubstituted or substituted by fluorine, chlorine, bromine, methyl, methoxy or nitro, Y is cyano, a carboxylic ester group or nitro, Z is cyano, acetyl, benzoyl or unsubstituted or substituted carbamyl, or X and Z or Y and Z may simultaneously be a carboxylic ester group, and R.sup.1 and R.sup.2 independently of one another are each hydrogen or unsubstituted or substituted alkyl or aryl, are very useful for dyeing polyesters, polyester/cellulose blends or thermoplastics.

Heterocyclic azo dyes containing cyanothiophene derivatives as diazo

Compounds of the general formula ##STR1## where D is a radical of the formula ##STR2## and one of the two radicals L.sup.1 and L.sup.2 is unsubstituted amino and the other the radical ##STR3## where R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.2 -C.sub.4 -alkyl or C.sub.1 -C.sub.8 -acyloxy-C.sub.2 -C.sub.4 -alkyl,

Diaminopyridine azo dyes having acyloxy radicals substituted on the

The novel dyes of the general formula I ##STR1## where X is hydrogen or C.sub.1 14 C.sub.4 -alkyl or is phenyl which is unsubstituted or substituted by fluorine, chlorine, bromine, methyl, methoxy or nitro, Y is cyano, a carboxylic ester group or nitro, Z is cyano, acetyl, benzoyl or unsubstituted or substituted carbamyl, or X and Z or Y and Z may simultaneously be a carboxylic ester group, and R.sup.1 and R.sup.2 independently of one another are each hydrogen or unsubstituted or substituted alkyl or aryl, are very useful for dyeing polyesters, polyester/cellulose blends or thermoplastics.

Compounds of the general formula I ##STR1## where R.sup.1 and R.sup.2 independently of one another are each C.sub.6 -C.sub.24 -alkyl or are each benzyl which is unsubstituted or substituted by alkyl or by cycloalkyl, and one of the radicals may furthermore be hydrogen, and the rings A, B, C and D can be further substituted by chlorine, methyl or methoxy, with the exception of the compound of the formula ##STR2## are useful as dyes in electrooptical liquid crystal displays or for the production of polarization films.

Azo dyes and liquid-crystalline materials containing these dyes

A compound having the formula: ##STR1## where X is hydrogen, chlorine or bromine, B is hydrogen, methyl, ethyl or propyl, and one of the radicals R.sup.1 or R.sup.2 is phenyl which is unsubtituted or mono- or poly-substituted by chlorine, methyl, ethyl, t-butyl, phenoxy, methoxy, ethoxy, propoxy or butoxy, and the other is C.sub.2 -C.sub.8 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.8 -alkoxy or phenyl, or is allyl, cyclopentyl, cyclohexyl, methylcyclohexyl, ##STR2## The compounds of formula (I) are used as dyes, preferably for cellulose and cellulose-containing fabrics.

Benzisothiazolazo, diaminopyridine dyes

The novel compounds of the general formula I ##STR1## where A is a radical of a coupling or diazo component which, if necessary after conversion, is capable of complex formation, Ar is an unsubstituted or substituted aromatic or heterocyclic radical, D is a radical of a diazo component and Me is a Co.sup.2+, Cu.sup.2+, Zn.sup.2+, Mn.sup.2+ or Ni.sup.2+ ion, and the ring B can be further substituted, are very useful for dyeing cellulose fibers, polyesters and blends of cellulose fibers and polyesters. The present dyes are lightfast and fast to washing and to solvents.

Metal complex dyes containing azo azomethine groups

Nickel complexes, obtained by heating one or more compounds of the general formula I ##STR1## where R.sup.1 is hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl, hetaralkyl, aryl or hetaryl,

Metal complex dyes derived from 4-phenylazo-5-aminopyrazoles

A disazo dye derived from a pyridine coupling component and having the general formula ##STR1## where X is fluorine, chlorine, bromine, methyl, trifluoromethyl, methoxy, cyano, nitro, methylsulfonyl, ethylsulfonyl, phenylsulfonyl, a carboxylic acid ester group of 2 to 11 carbon atoms, carbamoyl or C.sub.1 -C.sub.8 -N-monosubstituted or -N,N-disubstituted carbamoyl or sulfamoyl,

Azo dye having a 3-cyano- or 3-carbamoyl-2,6-diaminopyridine coupling

A dye which in free acid form corresponds to the formula: ##STR1## wherein n is 1 or 2,

Diazo dyes having a coupler component attached to a

Disazo dyes of the general formula I ##STR1## where R is an araliphatic or aromatic radical, X.sup.1 is ##STR2## X.sup.2 is hydrogen, phenyl or an aliphatic or araliphatic radical, R.sup.1 is hydrogen or an aliphatic, cycloaliphatic, araliphatic or aromatic radical, the rings A, B and C may be substituted and the rings B and C may carry a fused benzo ring, and the group ##STR3## may also be a heterocyclic radical of the formula ##STR4## The novel dyes are very suitable for dyeing polyesters and cellulose.

Disazo dyestuffs having an acylamino group and an aromatic-oxy group on

Monoazo and disazo dyes having an unsubstituted or substituted aniline or p-aminoazobenzene as diazo component and an N-substituted .beta.-naphthylamine of six to eighteen carbon atoms in the N-substituent as coupling component. Preferred diazo components are phenyl, tolyl, phenylazophenyl and tolylazotolyl, and preferred coupling components are provided by .beta.-naphthylamine which is N-monosubstituted by n-hexyl, n-octyl, .beta.-ethylhexyl, 3,5,5-trimethylhexyl, tridecyl, .beta.-ethylhexoxypropyl, cyclohexyl, benzyl or phenylethyl. The dyes are eminently suitable for the coloring of for example mineral oils, gasoline, fats and waxes because of their excellent solubilities.

Oil-soluble azo dye with N-substituted .beta.-naphthylamine as coupling

A process for dyeing surface coatings, organic solvents and petroleum products, wherein the dye used is a compound of the general formula I ##STR1## where R is C.sub.1 -C.sub.17 -alkyl, which may or may not be interrupted by oxygen and may or may not be substituted by hydroxyl or phenoxy, or is allyl,

Dyeing of surface coatings, organic solvents and petroleum products

A process for dyeing cellulose-containing textile material, wherein a dye of the general formula I ##STR1## where R is an aliphatic, cycloaliphatic, araliphatic or aromatic radical and n is 0 or 1, and where the rings A, B and C may be substituted and may carry a fused ring, is used. On cotton and especially on cotton/polyester union fabrics, the process according to the invention gives very fast, especially very lightfast, dyeings.

Dyeing of cellulose-containing textile material and novel dyes for use

An azo dye of the general formula ##STR1## where A is cyano or carbamoyl,

Azo dyes of the 2,6-di(substituted) amino pyridine series

Compounds which in the form of the free acids have the formula I ##STR1## where K is the radical of a coupling component, n is 1, 2 or 3, R.sup.1 is hydrogen, chlorine, bromine or hydroxysulfonyl, R.sup.2 is hydrogen, chlorine, bromine, nitro, methyl or trifluoromethyl and R.sup.3 is hydrogen, alkyl of 1 to 8 carbon atoms (which may or may not be interrupted by oxygen and may be unsubstituted or substituted by hydroxyl, alkoxy of 1 to 8 carbon atoms, phenyl or phenoxy), benzyl, phenylethyl, cyclohexyl, phenyl (which may be unsubstituted or substituted by chlorine, bromine, nitro, methyl, ethyl, methoxy, ethoxy, phenoxy, dialkylamino, where alkyl is of 1 to 4 carbon atoms, or hydroxysulfonyl), naphthyl, pyridyl, thienyl or furyl. The compounds of the formula I may be used for dyeing nitrogen-containing fibers; the dyeings obtained are very fast and have brilliant hues.

Growing community of inventors

Ludwigshafen, Germany

Johannes Dehnert