CH249556A - Process for the production of a vat dye. - Google Patents

Description

  

  Process for the production of a vat dye. It has been found that a vat fiber can be produced if 1 mole of 1,9,5,10-anthradithiazole-2,6-dicarboxylic acid or one of its functional derivatives is mixed with 2 moles of 4-aminoanthraohinone-I (N), 2-benzaaridon converts.



  The new dye is a dark, olive powder that dissolves in concentrated sulfuric acid with a red color and dyes cotton from an olive-brown vat in olive tones.



  For the reaction with 4-aminoanthraquinone-1 (N), 2-benzacridone, said 1,9,5,10 - anthradithiazole - 2,6 - dicarboxylic acid or. one of their reactive, func tional derivatives, e.g. B. the acid chloride can be used. Furthermore, acid-binding, ammonia-releasing or catalytically active agents can be used for this reaction in a known manner. The addition of tertiary bases, such as pyridine, has proven particularly advantageous.



  The 1,9,5,10-anthradithiazole-2,6-dicarboxylic acid of the formula required as starting material
EMI0001.0030
    can be prepared as follows: 18.25 parts of 1,5-dichloroanthraquinone-2, ss- dicarboxylic acid, 16.5 parts of sulfur, 110 parts of crystallized sodium sulfide and 290 parts of 12% ammonia are heated to 95 in a stirred autoclave for 8 hours -105 heated.

   After cooling, the contents of the autoclave are suctioned off, the filter residue is dissolved in 600 parts of boiling water, filtered and the disodium salt of 1,9,5,10-anthradithiazole-2,6-dicarboxylic acid is salted from the filtrate with sodium chloride out.

   It is then suctioned off, washed with saturated sodium chloride solution, the filter cake is boiled with water while adding a little animal charcoal, filtered and the 1,9,5,10-anthradithiazole-2,6-dicarboxylic acid is precipitated from the filtrate with hydrochloric acid. After filtering, washing and drying, a yellow-green, crystalline powder which does not melt below 450 is obtained in good yield.



  To prepare the acid chloride, 11.8 parts of 1,9,5,10-anthraditliiazole-2,6-dicarboxylic acid with 12 parts of thionyl chloride and 530 parts of dry o-dichlorobenzene are heated to the boil for 1 hour. After 65 parts of the mixture have been distilled off -. the unused thionyl chloride also passes over - is sucked off hot and the filtrate is allowed to cool.

   The 1,9,5,10-anthradithiazole -, 2A - dicarboxylic acid ehlorid crystallizes out in greenish-yellow leaves which, after filtering, washing and drying, melt at 323-325.

        <I> Example: </I> 13 parts 1,9,5,10 - anthradithiazole - 2,6 - dicarboxylic acid chloride of the formula
EMI0002.0004
    and 700 parts of dry nitrobenzene are heated to 150-160 with stirring and a hot solution of 22.7 parts of 4-aminoanthraquinone-1 (N), 2-benzacridone in 700 parts of nitrobenzene and 10 parts of pyridine are added at this temperature. After two hours of stirring at boiling temperature, the precipitated dye is filtered off with suction,

   washed with nitrobenzene and alcohol and dried.

 

Claims (1)

PATENT CLAIM: Process for the production of a vat dye, characterized in that 1 mol of 1,9,5,10-anthradithiazole-2,6-dicarboxylic acid or one of its functional derivatives is mixed with 2 mol of 4-aminoanthraquinone-1 (N) , 2-benzacridone converts. The new dye is a dark, olive powder, which dissolves in concentrated sulfuric acid with a red color and dyes cotton from olive-brown güpe in olive tones. SUBClaims: 1. Procedure according to. Patent claim, characterized by the use of 1,9,5,10 - anthradithiazole - 2,6 - dicarboxylic acid chloride. 2. The method according to claim, characterized by carrying out the implementation in a high-boiling, indifferent solvent.