CH238632A - 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 dye can be produced if 1 mol of thianthrene mouosulfogyd dicarboxylic acid is obtained by oxidation of thianthrene dicarbow5 in such a way that an oxygen atom occurs,

      whereby the thianthene dicarboxylic acid used contains the carbogyl groups in the same places in the thianthrene molecule that the bromine atoms in the dibro: mthi-anthrene occupy, which is obtained by chromating thianthrene in nitrobenzene or one of its functional derivatives, with 2 mol 1 -Amino - 5 - benzoylaminoanthraquinone sets.



  The new dye is a yellow-brown powder that vents with purple color and dyes cotton in real, golden-yellow tones.



  To carry out the reaction: the thianthrene monosulfogydic acid or preferably one of its reactive derivatives, for example the acid chloride, can be used.

   The reaction is preferably carried out in an inert partitioning agent or solvent, in particular those with a higher boiling point such as chlorobenzene, nitrobenzene or dichlorobenzene, and at elevated temperature, in the presence or absence of acid-binding and catalytically active agents.



  The thianthrene monosulfogyd: dicarboxylic acid used as starting material in the present process can be obtained in the following manner:

    216 parts of thianthrene are distributed in 800 parts of nitrobenzene. A mixture of 336 parts of bromine and 100 parts of nitrobenzene is slowly added dropwise at room temperature. After several days of stirring at 7immertemperature, the development of bromine water has decreased. One sucks off sharply, rinsed thoroughly with alcohol and dried.

   The product obtained in this way is a white powder which dissolves in concentrated sulfuric acid with a blue color. The analysis shows that it is a dibromothianthrene.



  30 parts of the dibromothianthrene described in the preceding paragraph are distributed together with 16 parts of cuprocyanide in 100 parts of anhydrous pyridine and heated to 250-255 in an autoclave for 6 hours. After cooling, it is filtered, the residue is washed out with alcohol, then stirred with 30% nitric acid for a short time at room temperature, filtered, washed and dried.

   A brownish, crystalline powder is obtained. According to the analysis, a thianthrendinitrile is present.



  23.4 parts of the thianthrendinitrile described in the previous paragraph are to be combined with 10 parts. Caustic potash distributed in 600 parts of 96% alcohol and heated to 180-185 for 12 hours in the car. The alcohol is then distilled off as completely as possible, the residue is dissolved in water, boiled with a little animal charcoal and filtered. The clear solution is then heated to the boil and with it until the congo acid reaction. Hydrochloric acid added.

   The thia.nthrene dicarboxylic acid precipitated in this way is filtered, washed with water and dried. A yellow, light-white, very sparingly soluble powder is obtained which dissolves in concentrated sulfuric acid with a red color.



       Thianthrene dicarboxylic acid is dissolved in "V # Taser" with the addition of the calculated amount of soda and mixed with as much Java lye as is necessary to form the thianthrene monosulfoxydicarboxylic acid while stirring at 50.

       If the reaction mixture no longer shows any reaction to hypophyllorite, the free thianthrene monosu.lfoxyddicarboxylic acid is precipitated with hydrochloric acid, filtered, washed and dried.



  <I> Example: </I> 3.2 parts of finely powdered thianthene monosulfoxyddicarboxylic acid (see above) are suspended in 200 parts of o-dichlorobenzene and, after the addition of excess thionyl chloride, heated until the conversion into the Acid chloride is complete.

   The excess thionyl chloride is distilled off, a hot solution of 7 parts of 1-amino-3-benzoylaminoanthraquinone in 100 parts of ortho-dichlorobenzene and 2 parts of anhydrous pvridine are added and the mixture is heated to the boil for 1 hour. After it has cooled down, it is filtered. only with diehlorbenzene. then washed with alcohol and dried.

   A yellow-brown product is obtained which dyes cotton from a violet vat in golden-yellow shades of good fastness.

 

Claims (1)

PATENT CLAIM: A process for the production of a vat dye, characterized in that 1. Mol. Tliianthrenmonosulfoxyddicarbonsäure, which is obtained by such an oxidation of Thianthren- dicarboxylic acid, that an acid fuel occurs The thianthene dicarboxylic acid used contains the carboxyl groups at the same positions in the thianthrene molecule that the bromine atoms in the dibromothianthrene are obtained in nitrobenzene or one of its functional derivatives with 2 moles of 1-amines-5-benzoylaminoanthraquinone. The new dye is a yellow-brown powder. that dots with violet color and dyes cotton in real, golden yellow tones. SUBJECT TO DISCLAIMERS 1. Process according to patent claim, characterized by the use of thianthene monosulfoxydiacid chloride. 2. Process according to patent claim, characterized by carrying out the t in.; Etting in a high-boiling, indifferent solvent.