US 4,489,002 AGranted

Azo compound and an azomethine compound and having a tertiary N-dative bond

AssigneeBASF SE

InventorsHans Baumann, Klaus Grychtol

Life of this patent

Estimating the term…

Loading patent…

Abstract

Compounds of the general formula I ##STR1## where E is --CH.dbd. or --N.dbd., K is the radical of an amine or of a coupling component of the benzene, naphthalene, pyrazole, pyridine, pyrimidine, quinoline or isoquinoline series, or the radical of a 1,3-dicarbonyl compound which can be coupled, X is --O-- or --COO--, Y is --O--, --COO-- or --NH--, Z.sup.1 and Z.sup.2 independently of one another are unsubstituted or substituted alkyl or cycloalkyl, and one of them may furthermore be unsubstituted or substituted aryl, or Z.sup.1 and Z.sup.2 together with the nitrogen atom are a heterocyclic radical, and Z is unsubstituted or substituted C.sub.2 - or C.sub.3 -alkylene, from 1 to 4 sulfonic acid groups can be present and the rings A and B can be further substituted or can carry a fused benzene ring. The compounds of the present invention are suitable for dyeing or printing natural or synthetic N-containing materials, i.e., wool, leather or polyamide or polyurethane fibers, as wells as for coloring inks. The colored salts with amine bases are insoluble in water, but soluble in organic solvent. These colored salts can be used for dyeing organic liquids, resins or surface coatings, wood stains, paste for ball point pens, for coloring anodized aluminum, or for spin-dyeing, i.e., cellulose ester fibers for polyamide fibers.

Claims4

Dependent claims

An asymmetrical 1:2 chromium complex of the formula ##STR101## wherein:

E is --CH+ of -N=,
K is the radical of a benzene, naphthalene, pyrazole, pyridine, pyrimidine, quinoline or isoquinoline, which is unsubstituted or substituted at the ortho position with a complex forming residue selected from an alkoxy, hydroxyl or carboxyl group,
X is --O-- or --COO--,
Y is --O--, --COO-- or --NH--,
Z.sup.1 and Z.sup.2 independently of one another are C.sub.1 -C.sub.20 alkyl which is unsubstituted or substituted with hydroxyl, C.sub.1 -C.sub.8 -alkoxy or phenoxy, C.sub.5 -C.sub.7 cycloalkyl or phenyl which is unsubstituted or substituted with chlorine, bromine, methyl, ethyl, methoxy, ethoxy, pyrrolidino, piperidino, morpholino, methyl-morpholino, dimethylmorpholino, N-methylpiperazino, N-(.beta.-hydroxyethyl)-piperazino, thiomorpholino-2-dioxide or hexamethyleneimino, or
Z.sup.1 and Z.sup.2 together form a N-containing heterocyclic radical, and
Z is C.sub.2 -C.sub.3 alkylene;
wherein rings A, B or K have from 1 to 4 sulfonic acid groups, and rings A and B are a phenyl or naphthyl which, independently of each other are unsubstituted or substituted with hydrogen, hydroxysulfonyl, chlorine, bromine, methyl, methoxy, ethoxy, nitro, methylsulfonyl, ethyl-sulfonyl, sulfamyl, N-mono- or N,N-di-C.sub.1 -C.sub.4 -alkyl-substituted sulfamyl or N-phenylsulfamyl, hydroxysulfonyl, or phenylazo which is unsubstituted or substituted by chlorine, methyl, methoxy or hydroxysulfonyl.

5 more elements

Dependencies are inferred from the claim text.