DE1021969B - Process for the preparation of tris and polyazo dyes - Google Patents

Description

Process for the production of tris and polyazo dyes Addition to the additional patent application C 9008 IV b / 22 a (Auslegeschrift 1019 026) The subject of patent 943 662 is a process for the production of tris and polyazo dyes of the general formula (in which the remainder of the 4,4'-diaminodiphenylaminesulfonic acid can contain further substituents, A is the remainder of a diazo component, B is the remainder of an azo component and x is the number 1 or 2), which is characterized in that 1 mol of the tetrazo compound is one 4,4'-Diaminodiphenylaminesulfonic acid combined in an acidic medium with 9 moles of an aminonaphtholsulfonic acid capable of coupling twice to form the diazoazo compound, allowed to act on this any diazo compound in a neutral to weakly alkaline medium and the diazodisazo compound thus obtained combined with any azo component.

The subject of patent application C 9008 IVb / 22a is production of appropriately composed tris and polyazo dyes, where in place of the aminonaphtholsulfonic acids capable of coupling twice a diaminosulfonic acid der Benzene series is used as the middle component.

It has now been found that valuable new tris- and polyazo dyes of corresponding composition obtained if one in place of the diaminobenzenesulfonic acids which can be coupled twice and used in patent application C 9008IVb / 22a as middle components, such double-coupling diamino compounds of the benzene series used, which do not contain sulfonic acid groups.

As components, according to the present invention than twice couplable middle components can be used, the following are listed 1,3-diaminobenzene, 1,3-diamino-4-chlorobenzene, 1,3-diamino-4-methylbenzene, 1,3-diamino-4-methoxybenzene, 1-methylamino-3-aminobenzene, 1-oxethylamino-3-aminobenzene, 1,3-diamino-4-nitrobenzene, 1,3-diaminobenzene-5-carboxylic acid, 1,3-diamino-4-chlorobenzene-5-carboxylic acid, 1,3-diamino-2-chlorobenzene-5-carboxylic acid.

The diazo component A is expedient to choose so that they have one or two solubilizing groups, e.g. B. carboxyl or sulfonic acid groups.

The new dyes are suitable for dyeing textile fibers made of cotton or artificial silk, but especially for dyeing leather, brown to black-brown Colorations are obtained. If the diazo component A is an o-position to the diazo group metallizable group, (-OH, -C 0 0 H, -0 C H3, -0 C H2 - C 0 0 H) or an o-oxy-carboxy group contains, the dyes are optionally in substance or on the fiber with metal donating agents, e.g. B. with copper or chromium salts treated. Opposite to the trisazo dyes known from German patent specification 855 390 are more similar Composition, the new dyes are characterized by better color penetration Suede as well as better acid resistance of their solutions.

Example About 28 kg of 4,4'-IDiaminodiphenylamine-2-sulfonic acid will be used tetrazotized. An aqueous solution of the chlorohydrate is left out from the tetrazo solution 13 kg of 1,3-diamino-4-chlorobenzene run. By adding sodium acetate to the Congo gray Reaction and then by adding sodium carbonate until it is still weak Acid reaction completes the formation of the diazo monoazo dye. He has failed, it is filtered off and mixed with ice water again, A diazo solution prepared from 25.3 kg of 1-aminobenzene-2,4-disulfonic acid is allowed to do so run and then make it significantly alkaline with soda. Once the diazo connection has disappeared, a solution of 13 kg of 1,3-diamino-4-chlorobenzene (in water and the required amount of hydrochloric acid). The reaction should be clear at the end be alkaline. By warming up, adding rock salt and neutralizing with hydrochloric acid the trisazo dye is deposited. It forms after filtering and drying a dark powder that dissolves in water with red-brown in concentrated sulfuric acid dissolves with purple paint. The dye dyes suede in deep dark brown tones. The dyeing through is very good: a dye with similar properties will be: if you replace 4,4'-diaminodiphenylamine-2-sulfonic acid with the appropriate -2,3'-disulfonic acid and instead of 1-aminobenzene-2,4-disulfonic acid 1-aminobenzene-4-sulfonic acid begins.

The following table gives, as examples, a number of other dyes prepared by the present process, which are characterized by their components. In each case 4,4'-diaminodiphenylamine-2-sulfonic acid is used as the tetrazo component. Middle component second diazo component end color shade on component chrome leather I suede 1,3-diamino-4-methyl-1-aminobenzene-2,4-disul-1,3-diamino-black brown dark brown Benzene acid benzene like. like. 1,3-dioxy- like. like. benzene 1,3-diaminobenzene, the same as 1,3-diamino violet-tinged violet brown Benzene dark brown same. Same. 1,3-Dioxy violet-tinged brown bluish-tinged brown benzene same. Same. 1,2-diamino- bluish dark purple-brown Benzene brown 1,3-diamino-4-chlorobenzene the same. The same. Yellow ting agent Havana brown Brown the same. the same 1,3-diamino- violet-tinged- violet-tinged- Benzene dark brown dark brown Same. Same. 1,3-Dioxy- full violet-tinged- lively red-brown Benzene brown 1,3-diamino-4-chloro-1-aminobenzene-4-sulfone like dark brown brown benzene-5-carboxylic acid 1,3-diamino-2-chloro-like. Like. Like. Like. benzene-5-carboxylic acid 1,3-diamino-4-methoxy-1-aminobenzene-2,4-disulfide. Brown brown Benzene acid

Claims (1)

PATENT CLAIM: Further development of the patent application process C 9008 IVb / 22a for the production of tris and polyazo dyes, characterized in that that one mole of the tetrazo compound of a 4,4'-diaminodiphenylamine sulfonic acid in acid medium here with 1 mol of a diamino compound capable of coupling twice Benzene series, which does not contain a sulfonic acid group, combined to form the diazoazo compound, act on this any diazo compound in a neutral to alkaline medium and the diazodisazo compound thus obtained with any azo component combined, which contains a benzene nucleus as an aryl radical. Documents considered German patent specification No. 855 390. When the application is published, a Coloring table has been laid out.