DE693023C - Process for the preparation of polyazo dyes - Google Patents

Description

Process for the production of polyazo dyes It has been found that one arrives at valuable new polyazo dyes if one diazotized i-Amüio-q.-oxybenzene-3-carböns, acid or whose homologues with an amine-benzene coupling agent in the p position to the amino group or naphthalene series, which may contain sulfonic acid groups, couples the aminoazo compound diazotized and the resulting diazoazo compound with a p-position to the amino group Coupling amine of the benzene or naphthalene series that contain sulfonic acid groups can, couples to the amino disazo dye, further diazotized and the diazo compound alkaline with the acid-coupled aminoazo dye from diazotized i-amino [-oxybenzene-3-carboxylic acid and 2-amino-5-oxynaphthalene-7-sulfonic acid combined to form the tetrakisazo dye. the new dyes dye cotton in corinthian to blue tones, which at After treatment with copper salts, change into light and washfast Corinth 'bis gray tones. In particular, the good wake-up fastness of these dyeings should be emphasized.

The new dyes are known comparable dyes in superior to the washing fastness of the re-coppered dyeings.

Example .i.

15.3 parts by weight of i-amino-q.-oxybenzene-3-carboxylic acid are diazotized in the usual manner, and the diazo compound is coupled with 22.3 parts by weight of i-aminonaphthalene-7-sulfonic acid in the presence of sodium acetic acid. The monoazo dye which separates out is then brought into solution with 12 g of anhydrous sodium carbonate and 70 cc of 10% sodium nitrite solution is added to the solution. The mixture is allowed to run at 15 ° C. into a mixture of 75 parts by weight of crude hydrochloric acid and 100 parts by weight of water. When the diazotization has ended, the deposited diazo compound is filtered off with suction, washed and in the presence. of 20 parts by weight of sodium acetate combined with 4.3 parts by weight of i-aminonaphthalene to form the disazo dye. When the coupling has ended, the deposited disazo dye is suctioned off and washed out. The solution of the dye in weak sodium hydroxide solution is mixed with 70 ccm of 10% sodium nitrite solution. This solution is allowed to run into a mixture of 75 parts by weight of crude hydrochloric acid and 100 parts by weight of water at 0 to 5 ° C. The filtered off and washed diazo compound is then with 40.3 parts by weight of the through. Coupling of diazotized i-amino-4-oxyben.zol-3-carboxylic acid with 2-amina-5-oxynaphthalene-7-sulfonic acid, monoazo dye obtained in acidic solution, combined in soda-alkaline solution.

After the coupling has ended, the dye is worked up. He colors Cotton in a blue tone, which, when treated with copper salts, turns into a light- and a real gray tone.

The i-amino-4-oxybrnzene-3-carboxylic acid used as the first diazo component is replaced by i-amino-5-methyl-4-oxyb, enzene-3-carboxylic acid or i-aminonaphthalene-7-sulfonic acid by the i-aminonaphthalene-6-sulfonic acid, or the initial component is coupled first with i-aminonaphthalene and then with i-aminonaphthalene-6- or -7-sulfonic acid, this gives dyes with similar properties.

Example 2 27.5 parts by weight of the monoazo dye 4-amino-4'-oxy-1, i'-azobenzene-3'-carboxylic acids are diazotized. The deposited diazo compound is in a solution containing sodium acetate of 20.2 parts by weight of i-amino - 3 -methylbenzene - N-o> -methanesulforric acid entered. After the coupling is completed the resulting disazo dye is suctioned off. It is saponified by boiling for 1 ½ hours with 25% sodium hydroxide solution, the amino disazo dye separates after cooling Solution by adding hydrochloric acid, washes and dries it. Then at -5> C in nitrosylsulfuric acid is further diazotized, the solution is discharged onto ice, the deposited diazo compound is suctioned off, washed and with 40.3 parts by weight des by coupling diazotized i-amino-4-oxybenzene-3-caxboxylic acid with 2-amino-5-oxynaphthalene-7-sulfonic acid Monoazo dye obtained in acidic solution combined with alkaline soda.

After the coupling has ended, the dye is worked up as usual. It dyes cotton in a Corinthian tone when it is treated with copper salts merges into a light and washfast black corinth. Replaces the i-amino-3-methylbenzene-N-w-methanesulfonic acid by the w-Methanesulfonsäuq7e of aniline or i-amino-2-methylb, enzene or the i-amino-4-oxybenzene-3-carboxylic acid used as the first diazo component i -amino-5-methyl-4-oxybenzene-3-carboxylic acidy thus arise dyes of similar Properties.

Claims (1)

PATENT CLAIM: Process for the production of polyazo dyes, characterized in that one diazotized i-amino-4-oxybenzene-3-carboxylic acid or their homologues with an amine coupling the p position to the amino group of benzene or Naphthalene series, which may contain sulfonic acid groups, couples the aminoazo compound diazotized and the diazo compound thus obtained with a. p-position to the amino group coupling amine of the benzene or naphthalene series that contain sulfonic acid groups can, couples to the amino disazo dye, further diazotized and the Dia.zodisazoverbindungen alkaline with the acid-coupled aminoazo dye from diazotized i-amino-4-oxybenzene-3-carboxylic acid and 2Amino-5-oxynaphthalene-7-sulfonic acid combined to form the tetrakisazo dye.