CH224547A - Process for the production of a copper-containing trisazo dye. - Google Patents

Description

  

  Process for the production of a copper-containing trisazo dye. In the main patent No. 213429 a process for the production of very valuable copper-containing trisazo dyes is described, consisting in coupling tetrazodiphenyl and its substitution products on one side with an o-ogyarylcarboxylic acid, the resulting diazoazo compound having an aroma coupling in the p-position tables Amin:

          respectively an aminosulfonic acid which contains a substituent capable of forming metal complex compounds in the o-position to the diazotizable amino group, further diazotizes the aminodisazo dye,

      with an N-acyl derivative of 2-amino-6-ogynaphthalene-8-sulphonic acid and converts the trisazo dye into the copper complex compounds by conventional methods.



  In the further processing of this area it has now been found that in place of the tetrazodiphenyl mentioned in the main patent and its substitution products, tetrazotized mono- and polynuclear diamines can be used in general.

      The new dyes have the general formula
EMI0001.0040
         where D is a mononuclear or polynuclear, diprimary diamine (which should also be understood as meaning its substitution products), A an o-o-ogyarylcarboxylic acid;

      which can be further substituted, B an aromatic amine coupling in the p-position respectively. an aminosulfonic acid which, in the o-position to the amino group, contains a substituent capable of forming metal complex compounds; and C is an N-acyl derivative which is 2-amino-6-ogynaphthalene-8-sulfonic acid.

        The new trisazo dyes are made according to the process of the main patent. The tetrazotized mononuclear or polynuclear diamine is first coupled on one side with an aromatic oxycarboxylic acid or, if the diamine cannot be tetrazotized or is difficult to tetrazotize or the half-sided coupling of the tetrazonium compound cannot be carried out, a corresponding diazo compound is coupled,

      which contains an acylamino or nitro group in place of the second amino group, with the aromatic oxycarboxylic acid, then converts the acylamino or. Nitro group into a free amino group and diazotizes this.

   The diazoazo compound obtained in this way is then combined in turn with an aromatic amine coupling in the p-position, respectively. an aminosulfonic acid which, in the o-position to the diazotizable amino group, contains a substituent capable of forming metal complex compounds,

         diazotizes the aminodisazo dye obtained in this way further and finally couples the diazodisazo dye with an N-aoyl derivative of 2-amino-6-oxynaphthalene-8-sulphonic acid. The trisazo dye is converted into the copper complex compound in bulk or on the fiber by conventional methods. The new copper-containing dyes dye cotton in gray, green or olive shades, which are usually extremely lightfast.

      The subject of the present patent is a process for the preparation of a copper-containing trisazo dye, characterized in that 4,4'-diaminodiphenyl urea tetrazotized, coupled on one side with salicylic acid, the diazoazo compound obtained with 1-amino-2-methoxynaphthalene 6- sulfonic acid combined in acidic form, the dis.azo dye is further diazotized,

      the diazodisazo compound is coupled with 2-acetylamino-6-oxynaphthalene-8-sulfonic acid and the dye formed is converted into the copper complex compound by reaction with copper-releasing compounds. The dye, dark powder;

   dyes cotton from the Glauber's salt bath in real olive-green tones .: <I> Example: </I> 24.1 parts of 4.41 -diaminodipbenylurea are tetrazotized as is known and coupled on one side with 14 parts of salicylic acid in the presence of magnesia at 0.

    Lackmussauer is now used with hydrochloric acid and then coupled with 25.3 parts of 1-amino-2-methoxynaphthalene-6-sulfonic acid in acetic acid. The disazo dye is isolated under acidic conditions, dissolved in 1500 parts of water and sodium hydroxide solution, treated with 7.5 parts of sodium nitrite and diazotized at 5 by collapsing 80 parts of concentrated hydrochloric acid. The filtered diazonium compound,

  manure is suspended in ice water and then treated with 28.1 parts of 2-aoetylamino-6-axynaphthalene-8-sulfonic acid dissolved in 200 parts of water with 200 parts of pyridine and 20 parts of soda; coupled at 0. The finished dyestuff is filtered off with carrion salts and dried in vacuo.

   It dyes cotton from the Glauber's salt bath in green tones which, after treatment with copper salts on the fiber, turn into a real olive green, a color that is also obtained by using the substance coppered dye.



  For copper plating one loosens the; Nutsch cake of the trisazo dye in 1500 parts of water at <B> 95 ', </B> mixed with a solution of 25 parts of crystalline. Copper sulfate and holds for 5 hours at the boiling point. The dye is filtered off and converted into the sodium salt by known methods:

 

Claims (1)

<B> PATENT CLAIM </B> Process for the preparation of a copper-containing trisazo dye, characterized in that 4,4 -'-diaminodiphenyl urea tetrazotizes; coupled on one side with salicylic acid, the diazoazo compound obtained is acidically combined with 1-amino-2-methoxynaphthalin-6-sulfonic acid, the disazo dye is further diazotized, the diazo-disazo compound is coupled with 2-acetylamino-6-ogynaphthalene-8 = sulfonic acid and the dye formed is converted into the copper complex compound by reaction with copper-releasing compounds. The dye, a dark powder, dyes cotton from the Glauber's salt bath in real olive-green tones.