CH199193A - Process for the preparation of a new anthraquinone dye. - Google Patents

Description

  

  Process for the preparation of a new anthraquinone dye. It has been found that a new anthraquinone dye, the 1: 5 ': 5 "-tri (benzoylamino) -4: 1': 5: 1" -trianthrimide carbazole, is obtained if 4:

       5-dichloro-1-benzoylamino-anthraquinone is reacted with two molecular amounts of 1-amino-5-benzoylaminoanthraquinone and then the resulting 1: 5 ': 5 "-tri (benzoylamino) -4: 1': <B> 5: < / B> 1 "-trianthrimide is converted into its carbazole by treating with an acidic ring-closing agent and an oxidizing agent.



  The implementation of the 4: 5-dichloro-l-benzoyl-aminoanthraquinone with the 1-amino-5-benzoylaminoanthraquinone can conveniently be done by putting the same together in a high-boiling inert organic solvent with an acid-binding substance and heated by a copper salt catalyst.



  The conversion of the 1: 5 ': 5 "-tri (benzoylamino) -4: 1': 5: 1" -trianthrimide to carbozene is expediently carried out by stirring with conc. Sulfuric acid and subsequent treatment of the product with an oxidizing agent accomplished.



  The dye obtained is brown in color and dissolves in conc. Sulfuric acid with green color. He dyes cotton from a reddish-brown alkaline hydrosulfite vat in yellow-brown shades. The dyeings show excellent fastness to light, chemical treatment, washing and cooking.

      <I> Example: </I> 60 parts of 4: 5- dichloro-1-benzoylamino-anthraquinone and 105 parts of 1-amino-5-benzoylaminoanthraquinone are mixed with 1200 parts of nitrobenzene. 60 parts of anhydrous sodium carbonate and 1.8 parts of copper chlorine are added and the mixture is gently boiled on the reflux condenser with stirring for 12 hours. After cooling to 120 ° C., the solid is filtered off, washed with nitrobenzene, ethyl alcohol and hot water and dried.

   The dry compound, 1: 5 ': 5 "- tri (benzoylamino) 4: 1': <B> 5: </B> 1" -trianthrimide, has the form of blackish-red crystals.



  40 parts of the dry compound obtained are slowly stirred into 400 parts of 96 to 97% strength sulfuric acid and the mixture is kept at 20-25 ° C. for 12 hours while stirring. The mixture is then stirred into 4000 parts of water, 40 parts of sodium biohrate are added and the suspension is heated at 90-950C for 2 hours. The solid is filtered off, washed free of acid and made up to 400 parts with water.

    Then 120 parts of a sodium hypochlorite solution (30%) are added and 12 parts of sodium bicarbonate are injected in the course of one hour. The mixture is heated at 60-650 ° C. for 2 hours, the solid matter is filtered off and washed thoroughly with water.

 

Claims (1)

PATENT CLAIM: Process for the preparation of a new anthraquinone dye, characterized in that 4: 5-dichloro-l-benzoylamino antbrachinone with two molecular quantities of 1 - amino-5-benzoylaminoarttbrachinone is converted and the resulting 1: 5 ': 5 "- Tri- (betrzoylamirro) -4: 1 ': 5: 1 "-trianthrimide converted into its carbazole by treatment with an acidic ring-closing agent and an oxidizing agent. The dye obtained is brown in color and dissolves in conc. Sulfuric acid with green color. It dyes cotton from a reddish-brown alkaline hydrosulfite vat in yellowish-brown shades. The dyeings show excellent fastness to light, chemical treatment, washing and cooking. SUBCLAIMS 1. Process according to claim, characterized in that the reaction of the 4: 5-dichloro-1-benzoylaminoantlrrachinons with the 1-Amirro-5-berrzoylamitroanthraquinone takes place in that matt the same together in a high-boiling inert organic solvent with an acid-binding substance and heated in a body salt catalyst. 2. Process according to patent claim, characterized in that the conversion of the 1: 5 ': 5 "tri (benzoylamino) -4: 1': 5: 1" trianthrimide to carbazole by stirring with conc. Sulfuric acid and the subsequent treatment of the product with an oxidizing agent is accomplished.