Cassella Farbwerke Mainkur Aktiengesellschaft

Ernst Heinrich

Joachim Ribka

Reinhard Mohr

Erwin Fleckenstein

Horst Kindler

Joachim Valentin

Konrad Mix

Otto Grawinger

Erwin Eleckenstein

Jachim Ribka

Hanswilli Von Brachel

Karl Hintermeier

A water-insoluble azo dyestuff of the formula ##STR1## wherein D is an optionally substituted aromatic or heteroaromatic radical free of ionic groups; X is hydrogen or optionally substituted alkoxy; Y is hydrogen, optionally substituted alkyl, alkenyl, cycloalkyl, phenyl, hetaryl, alkoxy or phenoxy or --NHR.sup.4 wherein R.sup.4 is alkyl, alkenyl, cycloalkyl, aralkyl or aryl; R.sup.1 and R.sup.2 are hydrogen or alkyl and R.sup.3 is optionally substituted alkyl and its utility in the dyeing and printing of hydrophobic synthetic fibers and films such as polyesters.

Azo dyestuffs containing an .alpha.-phenylamino isobutyric acid alkyl

Polyester fabrics are particularly effectively dyed with water-insoluble dyes having the formula: ##STR1##

Dyeing of polyester fabric with disazo dye

Compounds of the formula ##STR1## wherein X is aliphatic, cycloaliphatic, aromatic, aralkyl, hetaryl, hetarylalkyl or hydrogen; Y is aliphatic, aromatic, aralkyl, --COOR.sub.1, --COR.sub.2, ##STR2## --SO.sub.2 R.sub.2, ##STR3## --CN, --NH.sub.2, --NO, --NO.sub.2 or hydrogen with the proviso that when Y is hydrogen, X is other than hydrogen; Z.sub.1 is cyano, ##STR4## --NH--OR.sub.10, ##STR5## --OR.sub.12, --SR.sub.12 or --SO.sub.2 R.sub.12 and Z.sub.2 is chlorine, bromine, cyano, hydroxy, mercapto, --OR.sub.12, --SR.sub.12, --SO.sub.2 R.sub.12, ##STR6## --NH--OR.sub.10 or ##STR7## R.sub.1 is aliphatic; R.sub.2 is aliphatic, cycloaliphatic, aromatic, aralkyl or heterocyclic; R.sub.3 and R.sub.4 when taken separately are hydrogen, aliphatic, cycloaliphatic, aromatic or aralkyl; R.sub.3 and R.sub.4 when taken together with the nitrogen atom to which they are attached form a heterocyclic moiety; R.sub.5 and R.sub.6 when taken separately are aliphatic, aromatic, aralkyl, heterocyclic or hydrogen; R.sub.5 and R.sub.6 when taken together with the nitrogen atom to which they are attached are heterocyclic; R.sub.7 is hydrogen, aliphatic or aromatic; R.sub.8 and R.sub.9 are aliphatic or aromatic, R.sub.10 is hydrogen, aliphatic or aralkyl, R.sub.11 is aliphatic and R.sub.12 is aliphatic, aromatic or aralkyl; R.sub.10 and R.sub.11 when taken together with the nitrogen atom to which they are attached are heterocyclic.

2,4,6-Trisubstituted-3-pyridine carboxamides

Dyestuffs, free of ionic groups, of the formula: ##STR1## wherein R is alkyl having 1 to 6 carbon atoms and the utility thereof in the dyeing and printing of synthetic materials deep yellow with excellent fastness properties.

Water-insoluble monoazo 3-cyano-4-methyl-6-hydroxy-2-pyridine dyestuffs

Water-insoluble azo dyestuffs

Dyestuffs of the formula: ##STR1## wherein R is A. ALKYL HAVING 3 TO 12 CARBON ATOMS;

2-Nitro-4-aliphaticoxy-phenyl-azo-2,6-dihydroxy-3-cyano-4-methylpyridine

Dyestuffs of the formula: ##STR1## wherein R is A. ALKYL HAVING 3 TO 12 CARBON ATOMS; B. alkenyl having 2 to 4 carbon atoms; C. alkyl having 2 to 12 carbon atoms substituted by --O--(C.sub.n H.sub.2n O).sub.m --R.sub.1 wherein R.sub.1 is alkyl having 1 to 4 carbon atoms or alkenyl having 2 to 4 carbon atoms, n is 2, 3 or 4 and m is 0, 1 or 2; D. alkenyl having 2 to 4 carbon atoms substituted by said --O--(C.sub.n H.sub.2n O).sub.m --R.sub.1 or E. cycloalkyl having 5 or 6 carbon atoms or said cycloalkyl substituted by alkoxy having 1 to 4 carbon atoms; process of making said dyestuffs and process of dyeing hydrophobic synthetic materials therewith and resulting dyed materials.

Water-insoluble monoazo dyestuffs

Dyestuffs, free of ionic groups, of the formula: ##SPC1## Wherein R is alkyl having 1 to 6 carbon atoms and the utility thereof in the dyeing and printing of synthetic materials deep yellow with excellent fastness properties.

4-Nitro,2-alkylbenzene azo-3-cyano-4-methyl-6-hydroxy-2-pyridone dyeing

Dyestuffs of the formula: ##SPC1## Wherein X and Y are hydrogen, halogen, cyano, nitro, alkyl, alkylsulfonyl or alkoxy and Z is hydrogen or an optionally substituted alkyl, alkenyl, cycloalkyl, aralkyl or aryl radical and the utility thereof in the dyeing and printing of synthetic hydrophobic materials.

Compounds of the formula ##SPC1## Wherein X is aliphatic, cycloaliphatic, aromatic, aralkyl, hetaryl, hetarylalkyl or hydrogen; Y is aliphatic, aromatic, aralkyl, --COOR.sub.1, --COR.sub.2, ##EQU1## --SO.sub.2 R.sub.2, ##EQU2## --CN, --NH.sub.2, --NO, --NO.sub.2 or hydrogen with the proviso that when Y is hydrogen, X is other than hydrogen; Z.sub.1 is cyano, ##EQU3## --NH--OR.sub.10, ##EQU4## --OR.sub.12, --SR.sub.12 or --SO.sub.2 R.sub.12 and Z.sub.2 is chlorine, bromine, cyano, hydroxy, mercapto, --OR.sub.12, --SR.sub.12, --SO.sub.2 R.sub.12, ##EQU5## --NH--OR.sub.10 or ##EQU6## R.sub.1 is aliphatic; R.sub.2 is aliphatic, cycloaliphatic, aromatic, aralkyl or heterocyclic; R.sub.3 and R.sub.4 when taken separately are hydrogen, aliphatic, cycloaliphatic, aromatic or aralkyl; R.sub.3 and R.sub.4 when taken together with the nitrogen atom to which they are attached form a heterocyclic moiety; R.sub.5 and R.sub.6 when taken separately are aliphatic, aromatic, aralkyl, heterocyclic or hydrogen; R.sub.5 and R.sub.6 when taken together with the nitrogen atom to which they are attached are heterocyclic; R.sub.7 is hydrogen, aliphatic or aromatic; R.sub.8 and R.sub.9 are aliphatic or aromatic, R.sub.10 is hydrogen, aliphatic or aralkyl, R.sub.11 is aliphatic and R.sub.12 is aliphatic, aromatic or aralkyl; R.sub.10 and R.sub.11 when taken together with the nitrogen atom to which they are attached are heterocyclic.

Certain 6-amino-4-hydrocarbyl-nicotinamides

Bisazo dyestuffs of the 2,6-diaminopyridine series, wherein the azo moieties are interconnected by an aromatic moiety preparation thereof and their utility in textile printing lacquers, printing dyes and in bulk dyeing of synthetics.

Bisazo dyestuffs of the 2,6-diaminopyridine series

Bisazo dyestuffs of the 2,6-diaminopyridine

Water-insoluble monoazo dyes of the formula ##SPC1## Produced by reacting a diazotized amine of the benzene, naphthalene, diphenyl, diphenylmethane or heterocyclic series which is free from water solubilizing groups with the appropriate 6-hydroxy-2-pyridone and the utility thereof for the dyeing and printing of synthetic fabric materials to yellow to red shades having excellent fastness to light and sublimation.

Water-insoluble monoazo pyridine dyes

Compounds of the formula ##SPC1## Wherein X is aliphatic, cycloaliphatic, aromatic, aralkyl, hetaryl, hetarylalkyl or hydrogen; Y is aliphatic, aromatic, aralkyl, --COOR.sub.2, --COR.sub.2, ##EQU1## --CN, --NH.sub.2, --NO, --NO.sub.2 or hydrogen with the proviso that when Y is hydrogen, X is other than hydrogen; Z.sub.1 is cyano, ##EQU2## --OR.sub.12, --SR.sub.12 or --SO.sub.2 R.sub.12 and Z.sub.2 is chlorine, bromine, cyano, hydroxy, mercapto, ##EQU3## R.sub.1 is aliphatic; R.sub.2 is aliphatic, cycloaliphatic, aromatic, aralkyl or heterocyclic; R.sub.3 and R.sub.4 when taken separately are hydrogen, aliphatic, cycloaliphatic, aromatic or aralkyl; R.sub.3 and R.sub.4 when taken together with the nitrogen atom to which they are attached form a heterocyclic moiety; R.sub.5 and R.sub.6 when taken separately are aliphatic, aromatic, aralkyl, heterocyclic or hydrogen; R.sub.5 and R.sub.6 when taken together with the nitrogen atom to which they are attached are heterocyclic; R.sub.7 is hydrogen; aliphatic or aromatic; R.sub.8 and R.sub.9 are aliphatic or aromatic, R.sub.10 is hydrogen, aliphatic or aralkyl, R.sub.11 is aliphatc and R.sub.12 is aliphatic, aromatic or aralkyl; R.sub.10 and R.sub.11 when taken together with the nitrogen atom to which they are attached are heterocyclic.

Growing community of inventors

Frankfurt-am-Main, Germany

Ernst Heinrich