DE695032C - Process for the preparation of dyes of the anthraquinone series - Google Patents

Description

Process for the preparation of dyes of the anthraquinone series Es it has been found that new dyes of the anthraquinone series are obtained if one i-Aminoanthraquinone- [bromo-z-sulfonic acid chloride with Iminodiacetic acid sodium converts and the bromine atom through the group -NH-R, in the R is hydrogen, alkyl, aralkyl, cycloalkyl or aryl, exchanges.

Despite the lack of sulfonic acid groups, the new dyes have the properties of acidic wool dyes and have the solubility required for acidic dyes. They are distinguished by a surprisingly good leveling capacity, which is greater than that of the corresponding known dyes that replace the group contain a sulfonic acid group or a sulfonic acid amide group., Example 100 parts of i-amino-q.-bromoanthraquinone-sulfonic acid chloride are dissolved in a mixture of 85o parts of D; ioxane and 150 parts of alcohol. A solution of the sodium salt of 60 parts of iminodiacetic acid in 15 parts of water is then added and the reaction mixture is stirred for a few hours at room temperature. When a sample dissolves clearly in water, dissolution is over. The dioxane and the alcohol are now removed by steam distillation, the aqueous solution is filtered and the resulting disodium salt of the amide is salted from the composition the end. To clean it, it is dissolved once from water.

10 parts of this compound are dissolved in 1,000 parts of water, and the solution is made with 12 parts of aniline, 5 parts of sodium bicarbonate and 1 part Copper sulfate is added and the mixture is heated to 8o to 9o ° C for several hours. After finished Formation of dye, the solution is filtered and the dye is salted out. He solves in concentrated sulfuric acid with green color and dyes wool and acetate = Artificial silk in very even, clear blue tones with good fastness properties.

When using 1-acetylamino-3- or -4-aminobenzene instead of aniline you get dyes that give wool in uniform, clear, greenish tinges. or reddish blue shades with good fastness properties.

With q., ¢ '-Diaminodiphenyl-2-stlfonsäure one obtains a dye, which dyes wool in green shades with good fastness properties. Example 2 1 o Parts of the sulfonic acid amide prepared according to the information in Example 1 are in goo parts of water are dissolved, and the solution is mixed with zoo parts of alcohol, 3o parts of cyclohexylamine, 12 parts of sodium carbonate and I part of copper sulfate are added. Then the reaction mixture becomes heated to the boil for several hours. When the dye has formed, the alcohol becomes and the excess cyclohexylamine is removed by steam distillation which Filtered aqueous solution and salted out the resulting dye. He loosens in concentrated sulfuric acid with a yellow-brown color, based on the addition of paraformaldehyde turns blue, and dyes wool in reddish-tinged blue tones with good fastness properties.

If you replace the cyclohexylamine with n-propyl, isopropylamine or Benzylamine, this is how you get dyes, the wool also in uniform, reddish blue Dyeing shades with good fastness properties.

Claims (1)

PATENT APPLICATION: Process for the production of dyes of the anthraquinone series, characterized in that 1-aminoanthraquinone-4.-bromo-2-sulEonic acid chloride is used according to customary procedures reacts with sodium iminodiacetic acid and the bromine atom through the group -NH-R, in which R is hydrogen, alkyl, aralkyl, cycloalkyl or aryl, exchanges.