CS242262B1 - Brown 1: 2 chromocomplex azo dyes - Google Patents

Abstract

New brown 1:2 chromocomplex azo dyes of the general formula where one X = SO3H, are intended for dyeing wool and polyamides.

Description

The invention relates to brown 1: 2 chromocomplex azo dyes.

For dyeing wool and polyamide from a weakly acid to neutral bath, 1: 2 metal-complex azo dyes are used when the dyeing is required to have high wet and dry fastnesses.

They are coordination complexes of one metal atom with the coordination number 6 (most often chromium or cobalt) with two identical or different o, o-dihydroxy, o-hydroxy-o-carbones or o-hydroxy-o-amino-azo dyes. The water solubility of these 1: 2 metal-complex dyes, if they do not carry any lyophilic substituents, is very low and for practical application to textile material from an aqueous environment it is necessary to convert them beforehand into fine form by dispersion milling.

Another way of modifying their use in practical dyeing is to increase solubility by appropriate substitution. 1: 2 metal-complex dyes solubilized with non-ionic hydrophobicity-increasing substituents, for example sulfamoyl or methanesulfonyl groups, are known. However, the production of these dyes is relatively expensive. The same dyeing qualities and even better results were achieved in some cases with dyes solubilized by ionogenic sulfo groups. However, the incorporation of sulfo groups into the 1: 2 molecule of the metal complex dye is not without a problem. While the non-ionically substituted 1: 2 complexes are essentially monovalent acid salts, substitution with sulfo groups increases the negative charge of the color anion and, of course, can adversely affect its dyeing properties, namely, dyeing and ductility.

The dyeing behavior is influenced, as is known, not only by the electric charge, but also by the substitution topography and spatial arrangement of the color complex molecule.

It has now been found that these disadvantages overcome the 1: 2 chromocomplex azo dyes of the present invention

where one X = SOsH, the other X - H obtainable by chromating the monoazo dye

HIM

N ~ N

-O;

with a chromium complex of 1: 1 of the general formula

Where one X = —SO3H, the other X = H, in an aqueous environment at a temperature of 70 to 100 ° C and a pH of 6 to 11, coloring the wool and polyamide from a weakly acid to neutral bath with brown shades, characterized by high dyeing strength, high cold solubility, good ductility and leveling and high color fastnesses.

The dyes of the invention can be prepared by coordinating one monoazo dye with a 1: 1 chromium complex of the other monoazo dye in a neutral to alkaline environment.

He did

0.1 mol of chromium 1: 1 4-nitro-2-aminophenol -> 1 (3'-sulfophenyl) -3-methyl-5-pyrazolone monoazo dye complex is added to the alkaline 6-nitro-1-diazo-2 monoazo dye coupling suspension. -naphthol-4-sulfoacid-2-naphthol of 1000 ml. After heating to 80-90 ° C for several hours, 125 g of a strong wool-coloring dye and a polyamide of brown are isolated by evaporation.

Example 2

Alkaline suspension of 0.1 mol of chromium 1: 1 monoazo dye complex 4-nitro-2-a242262 minophenol-6-sulfoacid -> 1-phenyl-3-methyl-5-pyrazolone and 0.1 mol of 6-nitro-1-diazo monoazo dye -2-Naphthol-4-sulfoacid -► 1,000 ml of 2-naphthol is coordinated according to Example 1. 125 g of a strong wool-colored dye and a polyamide of brown color are obtained.

Example 3

Alkaline suspension of 0.1 mol of chromium 1: 1 monoazo dye complex 1-diazo-2-naphthol-4-sulfoacid -> 2-naphthol and 0.1 mol of 4-nitro-2-aminophenol monoazo dye -> · 1 (4'-sulfophenyl) β-3-methyl-5-pyrazolone of volume

000 ml was coordinated according to Example 1. 125 g of a strong dye staining wool and polyamide with a brown shade were obtained.

Example 4

Alkaline suspension of 0.1 mol of chromium 1: 1 monoazo dye complex 6-nitro-1-diazo-2-naphthol-4-sulfoacid - 2-naphthol by 0.1 mol monoazo dye 4-nitro-2-aminophenol-6-sulfoacid - * A 1000 ml volume of 1-phenyl-3-methyl-5-pyrazolone is coordinated according to Example 1. 125 g of strong wool and a polyamide of a brown coloring dye are obtained.

Brown 1: 2 chromocomplex azo dyes of general formula

Claims (1)

OBJECT OF THE INVENTION with a 1: 1 chromium complex of general formula wherein one X = SO3H, the other X = H in an aqueous environment at a temperature of 70 to 100 ° C and a pH of 6 to 11. where one X = SO3H, the other X = H obtainable by chromating the monoazo dye of the general formula ^ ° 2