CS247040B1 - 2:1 asymetric metalocomplex pigments and method of their preparation - Google Patents

Description

A 2 --SO 3 H, - NO 2; A3 - NO2, --SO3H; Aa —H, —Cl.

These dyes are new and usable for dyeing woolen and polyamide textile materials that dye with highly stable red shades.

The hitherto known red metal-complex dyes are prepared as 1: 1a symmetrical 2: 1 chromium complexes or asymmetric 2: 1 chromium complexes containing one sulfoacid in the metal-complex dye molecule (AO No. 187 288, AO No. 187 289).

The disadvantage of 1: 1 metal-complex dyes is their low extractability from neutral and weakly acid dye baths, symmetrical 2: 1 metal-complex dyes that they do not allow to achieve high lightfast neutral red shades applicable to all types of said textile materials and unsymmetrical 2: 1 metal-complex dyes sulfo group, their lack of solubility and leveling in conventional dyeing processes.

It has now been found that these deficiencies overcome the 2: 1 metal-complex dyes of the two sulfo groups of the present invention, which are based on an asymmetric chromium complex of constitution (1j). high color stability.

The unbalanced metallocomplex dyes of constitution I according to the invention are readily obtainable by the action of a 1: 1 chromium complex of azo dye of the formula

on azo dyes formula

OH HO

III) wherein the substituents A1, A2, A3, A4 are as defined above in a weakly acidic neutral or alkaline medium at a temperature of 80 to 100 ° C.

Advantageously, the synthesis of the dyes of constitution I according to the invention can be carried out in an ammonium-containing reaction medium, the presence of which allows the complexing reaction to be carried out at high concentrations of reacting components II and III and ensures high solubility of the final dye. drying.

The examples below characterize the composition of the compound of the invention and illustrate their preparation.

Example 1

The diazotization reactor was charged with 700 parts by weight. water, temperature T = 20 ° C, in which 279 parts of 84% 6-nitro-2-aminophenol-4-sulfoacid paste are mixed; the amine suspension is acidified by adding 117 parts of conc. hydrochloric acid and diazotized in the presence of 100 parts of ice by the addition of 71 parts of sodium nitrite for 20 minutes.

The azocopulation is carried out in a coupling reactor containing 183 parts of 1-phenyl-3-methyl-5-pyrazolone dissolved in 2500 parts of water at 50 ° C by addition of 40 parts of sodium hydroxide and 76 parts of sludge. sodium carbonate by running the diazotizing component.

The azocopulation is carried out at 50 ° C for 10 minutes. After this time, the reaction mixture was heated to 60 ° C and acidified by the addition of 110 parts conc. hydrochloric acid. The crystallized dye is separated from the reaction mixture by filtration and the filter cake is stirred in 2000 parts of water at 60 ° C and dissolved by adding 100 parts of conc. aqueous ammonia solution.

To the resulting solution was added 1 mol of 1: 1 chromium (III) complex, and the alkalinity of the reaction mixture was adjusted to pH 9 to 9.5 by addition of ammonia solution. The resulting reaction mixture was heated to 90-95 ° C for 1 hour. After this time and after adding 10 parts of filter clay, the dye solution is calibrated. The reaction product is a highly soluble unsymmetrical 2: 1 metal-complex dye of constitution

coloring wool and PAD textile materials for highly stable neutral red shades.

Example 2

To a suspension of 1 mole dye constitution

/ ϊ Γ7 r · ·? tr? f. (prepared by azocopulation of diazotized 4-nitro-2-aminophenol-6-sulfoacid to 1-phenyl-3-methyl-5-pyrazolone, 1 mol of chromium 1: 1 complex of constitution (II) is added, The pH of the reaction mixture is adjusted to 8.5-9.5 by the addition of aqueous ammonia solution and the reaction mixture is heated at 90-100 ^° C for 1 hour. The reaction product is a meta-complex dye of constitution

Coloring Wool and PAD Textile Materials Examples 3 to 7 with permanent neutral red shades.

The method of preparation is similar to Example 2, except that the chromium complex of constitution (II) is treated with the azo dye of constitution according to the following table:

Table

Example Azo dye Color shade on wool and PAD

red dark red red \ ____

24734G

1. Unsymmetrical 2: 1 metallocomplex dyes of the general formula

(ii) where

Al is —CH3, —COOCH3, - COOC2H5, —CONH2,

A2 is —SO3i-I, - NO2,

A3 is - NO2, —SO3H,

A4 is -H, -Cl.

2. A process for the preparation of asymmetric chromite complexes of dyes according to claim 1, characterized by reacting a 1: 1 chromium complex of formula II

Claims (3)

SUBJECT A 1 is —CH 3, —COOCH 3, —COOC 2H5, —CONH2, A2 is —SO3H, - NO2, A3 is —NO2, —SO3H, A4 is —H, —Cl. 3. A process for the preparation of asymmetric chromite dye complexes according to claim 1 or 2, characterized in that the dyes are prepared in a weakly acidic, neutral or alkaline medium. Severography, n. P., Plant 7, Most Price 2,40 Kčs