DE1107186B - Process for the production of water-insoluble azo dyes on vegetable fibers and on fibers made from regenerated cellulose - Google Patents

Description

Process for the production of water-insoluble azo dyes on vegetable fibers and on fibers made from regenerated cellulose distinguish good fastness properties, can produce if one here the iron or cobalt complex compounds of azo dyes of the general formula wherein Ar is a benzene or naphthalene radical which contains a group capable of forming a metal complex in the o-position to the azo group, and R is an alkyl, aryl, cycloalkyl or aralkyl radical, with diazo or tetrazo compounds of primary aromatic mono- or diamines couples on the fiber and chooses the components so that they are free of water-soluble groups.

Diazo or tetrazo compounds, which in the present process can be used are diazonium or tetrazonium salts, for example diazonium chloride-chlorozinc double salts, Diazonium aryl sulfonates or diazonium sulfates, diazo or tetrazoamino compounds or antidiazotates of primary aromatic mono- or diamines.

In the process according to the invention, azo components are used which do not contain sulfonic acid groups or carboxylic acid groups in the Ar radical which do not serve to form metal complexes, but which can be substituted by halogen, nitro, alkyl, sulfonamido or alkyl sulfone groups. Such azo components can be obtained, for example, by the process of patent 1077350. Example 1 Cotton fabric is padded on the padder with the following solution and dried: 20 g cobalt complex compound of the monoazo dye of the formula obtainable by coupling diazotized 1-amino-2-oxy-5-chlorobenzene with 2,4-dioxybenzophenone are made into a paste with 20 cc of sodium hydroxide solution at 38 ° B6, 20 g of a wetting agent of the oil sulfonate type and 40 cc of water and, after adding 50 g of tragacanth (60: 1000), adjusted to 11 with boiling water.

The dried fabric is treated with a diazo solution on the padder, 60 g of 1-amino-2,5-dichlorobenzene in the liter of water in the form of the diazonium chloride-chlorzinc double salt and 40 g of sodium acetate. After a 1 minute aerial walk, the in 80 ° C warm water treated with 1 g of an action product of about 10 mol Ethylene oxide soaped to 1 mole of isododecylphenol and 3 g of soda per liter of water at 95 ° C, rinsed and dried.

A red-brown dyeing with good fastness properties is obtained, especially of very good lightfastness.

The dyeing process can also be carried out on other of the types of fiber mentioned, for example viscose rayon.

EXAMPLE 2 60g of a mixture which, in 100g, contains 38.4g cobalt complex compound of the monoazo dye from diazotized 1-amino-2-oxy 5-chlorobenzene and 2,4-dioxybenzophenone and 26g antidiazotate from 1-amino-2-methoxy-5-chlorobenzene with a pure content of 520 /, contains base, are dissolved in 30 g of denatured alcohol, 20 g of a wetting agent of the oil sulfonate type, 30 g of sodium hydroxide solution of 38 ° B6 and 300 g of water. The solution thus obtained is stirred into 500 g of neutral starch-tragacanth thickener and, after addition of 50 g of sodium chromate solution (30%), adjusted to 1 kg with water.

Cotton goods are printed with the printing paste obtained. Afterward is dried, steamed acidic for 7 minutes, rinsed cold and warm, 10 minutes with 1 g of soda and 1 g of a condensation product of an aminoalkylsulfonic acid and a higher molecular fatty acid in a liter of water soaped at the boil, rinsed and dried. A reddish-tinged brown print is obtained.

Is used in the above example instead of the specified mixture a mixture which in 100 g 38.4 g cobalt complex compound of the monoazo dye from dianotized 1-amino-2-oxy-5-chlorobenzene and 2,4-dioxybenzophenone and 25 g Antidiazotate from 4,4'-diamino-3,3'-dimethoxydiphenyl with a purity of 41.5 % Contains base, a dark brown print is obtained.

Example 3 60 g of a mixture consisting of 100 g of 38.4 g of the cobalt complex compound of the monoazo dye of dianotated 1-amino-2-oxy-5-chlorobenzene and 2,4-dioxybenzophenone and 27 g of diazoamino compound of dianotized 1-amino-2- methyl-5-chlorobenzene and 1-aminobenzene-2-carboxylic acid-5-sulfonic acid are, as described in Beispie12, dissolved and processed into a printing paste. Cotton fabric is printed with the printing paste obtained. It is then dried, steamed under acidic conditions for 7 minutes and the print is completed in the manner described in Example 2. A medium brown print is obtained.

The following table also contains a number of other components that can be used according to the invention, as well as the available color shades which also have good fastness properties:

Claims (1)

PATENT CLAIM: Process for the production of water-insoluble azo dyes on vegetable fibers and on fibers made from regenerated cellulose, characterized in that the iron or cobalt complex compounds of azo dyes free of water-solubilizing groups of the general formula _ __ wherein Ar is a benzene or naphthalene radical which contains a group capable of forming metal complexes in the o-position to the azo group, and R is an alkyl, aryl; Cycloalkyl or aralkyl radical means coupling with diazo or tetrazo compounds free of water-solubilizing groups from primary aromatic mono- or diamines on the fiber. Older patents considered: German Patent No. 1 014 249.