CS242261B1 - Red 1: 2 chromocomplex azo dyes - Google Patents

Abstract

New red 1:2 chromocomplex azo dyes of the general formula where one of X and one of Y = H, Z = Cl or NOz

Description

The invention relates to red 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'-carboxy or o-hydroxy-o'-aminoazo dyes. The 2 metal-complex dyes, if they do not carry any lyophilic substituents, are very low and, for practical application to aqueous textile material, they must be converted beforehand to fine form by dispersion milling.

Another way of treating them for use in practical dyeing is to increase solubility by appropriate substitution. 1: 2 metal-complex dyes solubilized by non-ionic hydrophilicity-increasing substituents, for example sulfamoyl or methanesulfonyl groups, are known. However, the production of these dyes is relatively expensive.

The same equipment quality 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 non-ionically substituted 1: 2 complexes are essentially salts of monohydric acids, substitution with sulfo groups increases the negative charge of the color anion and, of course, can adversely affect its dyeing properties, namely, the colorality and ductility.

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

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

wherein one of X and one of Y-SO3H, the other X and Y = H, Z = Cl or NO2 obtainable according to the invention by chromating the monoazo dyes of the general formula

where one Y - SO 3 H, the other Y = H, Z = Cl or NO 2 with chromium complex 1: 10 of the general formula

where one X = SO3H, the other X = H and Z = Cl or NO2, in an aqueous environment at a temperature of 70 to 100 ° C and a pH of 6 to 11, which color the waves and polyamide from a weakly acid to neutral bath high dyeing strength, high cold solubility, good ductility and evenness and high color fastnesses.

They can be prepared either by co-ordinating one monoazo dye with a 1: 1 chromium complex of the other monoazo dye in a neutral to alkaline environment or by co-chromating two monoazo dyes in an alkaline medium by one of the known procedures described in the literature, for example using chromic salicylic acid complex.

Example 1

0.1 mol of chromium complex 1: 1 monoazo dye 4-chloro-2-aminophenol -> 1 (3'-sulfophenyl) -3-methyl-5-pyrazolone is added to 0.1 mol of alkaline coupling suspension of 4-chloro-2 monoazo dye -aminophenol-1 (3'-sulfophenyl) -3-methyl-5-pyrazolone of 1000 ml.Water heating at 80 ° C for several hours, a 1: 2 solution of the mixed chromium complex was formed and evaporated to dryness to give 120 g. strong, wool and polyamide red tint dye.

Example 2

Example 3

0.2 mol of the monoazo dye coupling suspension 4-chloro-2-aminophenol-6-sulfoacid -> -> 1-phenyl-3-methyl-5-pyrazolone of 1000 ml volume is chromated with an ammoniacal or caustic solution of 37.9 g of chromic acid complex salicylic at 90 ° C. After several hours of heating a solution is obtained from which the dye is isolated by salting. 120 g of a strong dye are obtained which stains wool and polyamide with a red shade.

0.1 mol of chromium complex 1: 1 monoazo dye 4-nitro-2-aminophenol-1 (4'-sulfophenyl) -3-methyl-5-pyrazolone is added to an alkaline solution of 0.1 monoazo dye 4-chloro-2-aminophenol - 1 (4'-sulfophenyl) -3-methyl-5-pyrazolone of 1000 ml. After heating at 85 ° C for several hours, a 1: 2 solution of chromium complex was obtained from which the dye was isolated by evaporation. 120 g of a strong dye are obtained which dyees wool and polyamide with a red hue.

Claims (1)

I will invent the subject Red 1: 2 chromocomplex azo dyes of the formula wherein one of X and one of Y = SOsH, the other X and Y = H, Z = Cl or NO ₂ obtainable by chromating the monoazo dyes of the formula wherein one X = SO3H, the other X = H, Z = Cl or NO2, in an aqueous medium at a temperature of 70 to 100 C and a pH of 6 to 11. where one Y = SO3H, the other Y = H, Z = Cl or NO2 with 1: 1 chromium complex of the general formula REPAIR to PVAO No. 242 261 Int. Cl. ⁴ C 09 B 4S / 28 Correct PV: (21) (PV 10189-83) INVENTORY AND DISCOVERY OFFICE