DE543229C - Permanent electrode for electric ovens - Google Patents

Description

It has been found that yellow wool dyes of great lightfastness can be obtained, if one is diazotized, substituted in one or both aryl radicals and no adjoining ones Aminobenzenesulfonic acid arylides containing groups of the formula

NH ₂ - aryl - SO ₂ - NH - aryl

combined with such arylpyrazolones or their substitution products that are present in the aryl nucleus contain at least one halogen atom, and optionally sulfonated the dyes obtained in this way.

Example ι

26.2 parts by weight of 4-toluidine-2-sulfonic acid anilide are mixed with 48 parts by weight of hydrochloric acid 20 ° Be and 6.9 parts by weight of nitrite and diazotized with 31 parts by weight of the sodium salt of i- (2'-chloro-4'-sulfophenyl) 3-methyl-5-pyrazolone coupled in the presence of excess soda. The resulting dye is with Table salt deposited and filtered off. When dried, it turns into a yellow powder and colors Wool in greenish yellow tones of very good lightfastness.

If i- (4'-chloro-5'-methyl-2'-sulfophenyl-) 3-methyl-5-pyrazolone is used instead of the pyrazolone just mentioned or the! - (2'-chloro-5'-sulfophenyl-) 3-methyl-5-pyrazolone, in this way a dye with similar nuances and fastness properties is obtained.

Example 2

24.8 parts by weight of m-aminobenzenesulfonic acid anilide are diazotized as in Example 1 and ^{coupled with 31 parts by weight of the sodium salt of 1- (2 /} -chloro-5'-sulfophenyl) 3-methyl-5-pyrazolone in the presence of excess soda. The resulting dye is worked up as usual and is dried to a yellow powder. It dyes wool in greenish yellow shades of good lightfastness.

If, instead of the pyrazolone mentioned in Example 2, other pyrazolones, such as z. B. those mentioned in Example 1, dyes are also obtained, the wool in greenish yellow Color shades and have excellent lightfastness.

Example 3

24.8 parts by weight of m-aminobenzenesulfonic acid anilide are diazotized as in Example 2 and ^{coupled with 33 parts by weight of the sodium salt of i- (2 /} -5 ^/ -dichloro-4'-sulfophenyl) 3-methyl-5-pyrazolone in the presence of excess soda . The resulting dye is deposited with common salt and, when dry, forms a yellow powder. It dyes wool in greenish yellow shades of very good lightfastness.

*) The patent seeker indicated the following as the inventors:

Dr. Hein \ Eiclwede and Dr. Josef Rachor in Frankfurt a. M.-Höchst.

548230

However, the present invention is not limited to the representation of the dyes obtainable according to the above examples. So z. B. furthermore the diazo compounds of m-aminobenzenesulfonic anilide, i-methyl-4-amino-z-sulfonic anilide, i-methyl-4-amino-2-sulfonic acid-o-toluidide and many others in any order with i- (2'- Chloro-5'-sulfophenyl-) 3-methyl-5-pyrazolone, i- (2 ^/ -chloro-4 ^/ -sulfophenyl-) 3-methyl-5-pyrazolone, i- (4'-chloro-2'-sulfophenyl -) 3-methyl-5-pyrazolone, i- (4'-chloro-5'-methyl-2'-sulfophenyl-) 3-methyl-5-pyrazolone, i- (2'-5'-dichloro-4 ^/ -sulfophenyl-) 3-methyl-5-pyrazolone, i- (4'-chloro-3'-sulfophenyl-) 5-pyrazolone-3-carboxylic acid, i- (2'-chloro-5'-sulfophenyl-) 5- pyrazolone-3-carboxylic acid esters and other arylpyrazolones which contain at least one halogen atom in the aryl radical are combined to form azo dyes.

Claims (1)

Claim: Process for the preparation of azo dyes, characterized in that one diazotized, substituted in one or both aryl radicals, and none belonging to them Aminobenzenesulfonic acid arylides containing groups of the formula NH ₂ - aryl - SO ₂ - NH - aryl with such arylpyrazolones or their substitution products that are in the aryl nucleus at least contain a halogen atom, combined.