DE1077350B - Process for the production of metal-containing azo dyes - Google Patents

Description

A process for the preparation of metal-containing azo dyes addition to Patent 1,014,249 the subject of the patent 1,014,249 a process for the preparation of azo dyestuffs, which consists in that azo compounds of the general formula where R denotes an alkyl, aryl, cycloalkyl or aralkyl radical, with diazo, diazoazo or tetrazo compounds which contain at least one sulfonic acid, carboxylic acid or oxy group, and optionally couples the azo dyes obtained in substance or on the fiber with metal donating Means treated.

This process leads to azo dyes, which are, ever according to their structure, for dyeing fibers made of natural cellulose or polyamides as well as animal materials such as wool or leather. The dyes can in substance, on the fiber or in the dyebath in the usual way with metal donors Agents are treated, reducing the fastness of the underlying dyes can be significantly improved. The metal complex compounds of these dyes are particularly suitable for dyeing wool and leather.

In the further processing of this subject of the invention was now found that metal-containing azo dyes of similar valuable properties can be obtained if you get in the process of the main patent diazo compounds from primary aromatic amines which, in o-position to the amino group, lead to metal complex formation Contain capable group, but free of sulfonic acid groups and such carboxylic acid groups are not used for complex formation, and the obtained metal-free Azo dyes into their metal complex compounds by methods known per se convicted.

The metal-containing azo dyes obtained in this way are suitable depending on their composition for dyeing animal and synthetic fibers, such as wool, Silk or polyamides, dyeings being given good fastness properties will. The dyes can also be used to color paints.

The diazo components used in the present process are advantageously amino compounds of the benzene series which are substituted in the o-position to the diazotizable amino group by an oxy or carboxylic acid group, for example 1-amino-2-oxy-5-chlorobenzene, 1-amino-2- oxy-3,5-dichlorobenzene, 1-amino-2-oxy-3-nitro-5-chlorobenzene, 1-amino-2-oxy-3-chloro-5-nitrobenzol, 1-amino-2-oxy-3, 5-dinitrobenzene, 1-amino-2-oxy-5-nitrobenzene, 1-amino-2-oxy-4-nitrobenzene, 1-amino-2-oxy-5-methylbenzene, 1-aminobenzene-2-carboxylic acid, 1- Amino-2-oxybenzene-5-alkylsulfone 1 Amino-2-oxybenzene-5-sulfonic acid amide and its derivatives substituted in the sulfonic acid amide radical. Compared to the metal-containing azo dyes with a sulfonic acid group known from patent 1 014 249, the dyes obtainable according to the process which are free of sulfonic acid groups are distinguished by better fastness to washing and over-dyeing of the polyamide fiber dyeings and better puff fastness of the wool dyeings.

Example 14.35 parts by weight of 1-amino-2-oxy-5-chlorobenzene are diazotized in the usual way. The diazo solution is combined with an alkaline sodium solution of 21.4 parts by weight of 2,4-dioxybenzophenone. After the coupling has ended, an aqueous solution of 14.5 parts by weight of Co S 04-7 H20 is added and the mixture is heated to 90 to 95 ° C. in an alkaline medium until the metallization has ended. The resulting cobalt-containing dye is separated out by acidification, filtered off with suction and dried. It is a brown powder that dyes wool in brownish garnet tones and polyamide fibers in rust-red tones with good fastness properties, in particular good lightfastness. In the following. The table describes further azo dyes obtainable according to the invention and their color shades on wool and polyamide fibers, which also have good fastness properties:

Claims (1)

PATENT CLAIM: Modification of the process for the production of metal-containing Azo dyes according to Patent 1014249, characterized in that diazo compounds are used here from primary aromatic amines, which are in the o-position to the amino group for metal complex formation Contain capable group, but free of sulfonic acid groups and such carboxylic acid groups are not used for complex formation, and the obtained metal-free Azo dyes converted into their metal complex compounds. -At the notice three staining tables with explanations have been laid out in the application.