DE625777C - Process for the production of azo dyes - Google Patents

Description

Process for the preparation of azo dyes It has been found that very valuable azo dyes are obtained if dianotated aromatic amines, which contain a hydroxyl or carboxyl group in the o-position to the amino group, or their derivatives with diaminophenylethyl alcohols, their amino groups in the m-position stand to each other, couples. The azo dyes obtainable in this way can be used as such or converted into complex chromium compounds on the fiber in a known manner. They dye wool very lightfast, washfast and millfast.

Azo dyes by combining o-oxydiazo compounds are already available with i, 3-diaminobenzenes which contain oxyalkyl radicals in one or both amino groups, manufactured. Compared to these known dyes are those according to the present invention Processes obtainable dyes are much more potting, show a yellowish color Brownish cast and are less likely to pull on white decorative threads in the fabric to be dyed on.

Example i 199 parts q., 6-Dinitro-2-amino-i-oxybeniol are dissolved in aqueous Sodium hydroxide solution and dissolved by adding 69 parts. Sodium nitrite and of diluted Dianotized hydrochloric acid. The diazo compound is then dissolved in a soda-alkaline solution coupled with 168 parts of 2, 4-Diaininoi-oxäthylbenzol. After the coupling is completed heated to q.o to 50 ° C, and the dye is salted out. He delivers on wool after the single bath process with ammonium chromate beautiful, dark brown colorations that are extremely lightfast, washable and washfast.

Similar colorations are obtained if one uses lbenzene instead of 2, d.-diamino-i-oxäthi # @, 6-Diamino-i-oxäthylbenzene used as a coupling component.

Example 2 23.4 parts of i-oxy-2-amino-.4-nitrobenzene-6-sulfonic acid become dianotized and with 16.8 parts 2, 4-diamino-i-oxäthylbenzene in soda-alkaline Solution coupled. After prolonged stirring, the dye is salted out and filtered off with suction. He delivers red-brown dyeings on wool. When re-chrome plating, you get `` full a real, beautiful coffee brown.

If i-oxy-2-amino-6-nitrobenzene -4 is used as the diazo component. - seil fonsäure, one obtains a dye, which on wool when it is chromed a more reddish brown delivers.

Example 3 28.6 parts of the diazo compound of i -amino - 2 - oxy- 6 - nitronaphthalene-.4-sulfonic acid are mixed with 16.8 parts of 2, 4-diamino-oxethylbenzene, dissolved in sodium carbonate solution, coupled. A dye is obtained which by Cooking with chromium formate solution into a complex chromium compound can be transferred, aie dyes leather in real violet-brown tones.

Example 4 I 5.4 parts of i-oxy-2-amino-5-nitrobenzene are diazotized and with 16.8 parts of 2, 4-diamino-i-oxäthylbenzene or the corresponding amount of des Acetic acid ester of this compound coupled in a soda-alkaline solution. The dye produces a beautiful, genuine one using the one-bath method with ammonium chromate on wool Black.

The corresponding using i-oxy-2-amino-4-nitrobenzene Dye produced as a diazo component produces a violet brown on wool. Of the using i-Oxy-2 = ami'io-3, 4, 6; trichlorobenzene as a diazo component The dye available on wool produces red-violet dyeings on re-chromating. The dyes can also be converted in substance into the metal complex compounds will.

Example 5 247 parts of 2-aninobenzene-5-sulfonic acid-i-carboxylic acid are dissolved dilute sodium hydroxide solution, 6.9 parts of sodium nitrite are added and the solution is left in run in dilute hydrochloric acid. The diazo compound is then alkaline in soda Solution with 16.8 parts of 2, 4-diamino-i-oxäthylbenzene or a mixture of 2,4- and z, 6-diamino-i-oxäthylbenzene coupled. A dye is obtained, wool colors in red tones, which turn into a real brown when chromium-plating. Used one 2-aminobenzene-i-carboxylic acid or a chlorine-2-aminobenzoli-carboxylic acid as a diazo component, in this way, dyes are obtained which, when chromium-plating, give slightly more red-tinged shades.

Claims (1)

PATENT CLAIM: Process for the production of azo dyes, thereby characterized in that one diazotized aromatic amines. those in the o-position to the amino group contain a hydroxyl or carboxyl group, or their derivatives with diaminophenylethyl alcohols couples whose amino groups are in the m-position to one another, and the thus obtained Dyes optionally treated with chromium donating agents.