CH265731A - 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 valuable vat dye can be produced if you add 2 moles of a reactive functional derivative of benzoic acid with. 1 mol of 1,4 - diaminoanthraquinone - 6 - sulfondimethy 1 - amide implemented.



  The new dye forms red needles and dyes cotton from an olive vat in pure red-embroidered purple shades with good fastness properties.



  As reactive functional derivatives of benzoic acid can with. Advantageously the acid halides, especially the acid chloride, can be used. Implementation with. the aminoanthraquinone component can expediently take place at elevated temperature in high-boiling solvents or diluents such as mono-, di- or tri-chlorobenzene, nitrobenzene or naphthalene.



  The 1,4-di-aminoanthraquinone-6-sulfodimethylamide used as the starting material can be prepared, for example, as follows: An acetone solution of 1 mol (obtained by the action of phosphorus pentachloride and phosphorus oxychloride on 1-nitro-anthraquinone-δ-sulfonic acid sodium)

       1-Nitro-anthraquinone-6-sulfochloride is slowly mixed with 2 moles of dimethylamine at 0 to 50 while stirring. After three hours of stirring at 400, the mixture is cooled, filtered and washed well with warm water, alcohol and ether. Recrystallized from benzene, the product forms pale yellow needles or leaflets which melt at 271 to 2720 (uncorrupted).

   Reduction in an aqueous sodium sulfhydrate solution gives 1-aminoanthraquinone-6-sulfodimethylamide, which, when recrystallized from chlorobenzene, forms beautiful red crystals which melt at 237 to 2390 (uncorrupted).



  88 parts of the oxamic acid of 1-amino-anthrachinone-6-sulfodimet.hylamids prepared by the customary methods are concentrated at 0 to 50 in 880 parts. Dissolved sulfuric acid and slowly with a mixture of 30 Tei len nitric acid (63%) and 60 parts of conc. Sulfuric acid added. After stirring for a further two hours at 0 to 50, the reaction mixture is poured into 4000 parts of cold water.

   The precipitate is filtered off and washed acid-free with What water and stirred in a dilute soda solution at 90 to 950 for two hours. After filtering off and washing neutral, a red body is obtained, which can easily be reduced to the diamine in a hot aqueous sulfhydrate solution. The 1,4-diaminoanthraquinone-6-sulfodimethylamide obtained in this way forms, recrystallized from chlorobenzene, shiny metallic, dark violet crystals which melt at <B> 2 </B> 600.



  <I> Example: </I> 285 parts of 1,4-diaminoanthraquinone-6-sulfodimethylamide are distributed in 2500 parts of dry nitrobenzene. and after adding 500 parts of benzoyl chloride, stirred at 130 to 1350 for three hours. The dye, which precipitates in red needles in the heat, is sucked off after cooling and washed well with hot alcohol.



  The reaction can also be carried out in other solvents, such as chlorobenzene, o-dichlorobenzene or trichlorobenzene.

 

Claims (1)

PATENT CLAIM: Process for the production of a vat dye, characterized in that 2 mol of a reactive functional derivative of benzoic acid are mixed with 1 yIol 1, 4-Di-aminoanthraquinone-6-sulfodimethylamide is implemented. The new dye forms red needles and dyes cotton from olive hüpe in pure red-embroidered purple tones with good fastness properties. SUB-CLAIMS: 1. Method according to patent claim, characterized by the use of benzoyl chloride as a functional derivative of benzoic acid. 2. Method according to claim, characterized by carrying out the implementation at an elevated temperature in a high-boiling solvent.