SU395425A1 - METHOD FOR OBTAINING AN ACTIVE ANTHROCHINOUS DYES - Google Patents

Description

This invention relates to the preparation of active nitraquinone dyes.

A known method for producing anthraquinopic dyes using 1-amino-4-bromoanthraquinone-2-sulfonic acid as a raw material.

Lack of removal of raw materials.

A method for producing new dyes of the anthraquinone series using 1-amino-4-bromo-anthraquinone-2-carboxylic acid as a starting material is proposed.

The method allows to obtain dyes that dye the cellulose fiber green with a bluish tinge, which supplements the domestic range of green dyes.

This method allows to obtain other colors of dyes.

The proposed method consists in the fact that 1-amino-4-bromo-rathraquinone-2-carboxylic acid is subjected to condensation with p- or.-Phenylenediamine. The resulting reaction product, 1-amino-4- (3- or 4-aminophenylamino) -anthraquinone-2-carboxylic acid, is treated with the cyanuric chloride and amine product of the formula

H2N-R- (50ЗЫа) „,

where R is the residue of unsubstituted or substituted benzene;

n 1 or 2

with the subsequent isolation of the target product by known methods.

As p- or l; -phenylenediamines, their mono-N-acetyl derivatives are used,

and the acetyl group is removed by saponification.

Example 1. To a mixture of 0.70 g / i-phenylenediamine and 3.50 g of sodium bicarbonate in 25 ml of water in a stream of carbon dioxide gas was added a suspension of 0.1 g of copper monochloride in 0.3 ml

10% hydrochloric acid, then a solution of 1.94 g of 89% 1-amino-4-bromoanthraquinone-2-carboxylic acid in 25 liters of water containing 0.5 g of sodium carbonate is added. The mass is not moved for 1 hour at

70 ° C in a stream of carbon dioxide, the precipitate is filtered off, washed with 20 ml of a 10% sodium chloride solution, treated with 60 ml of 3% hydrochloric acid at 75-80 °, washed with 20 ml of 1% HCl, dried

under vacuum at 60 ° C, 1.3 g of 1-amino4- (4-am and Nofen Nla1MINO) - anthrahON-2-) carboxylic acid are obtained.

To a solution of 0.64 g of 77% aniline-2,5-disulfonic acid in a mixture of 7.5 ml of water and 1 ml

2n. A solution of sodium carbonate sodium OS and stirring was added a suspension of 0.40 g of janurhloride in 1 ml of water containing one drop of a 10% aqueous solution of OC-20, the mass was shifted at 0 ° C, supported by a pressure of 2N. sodium carbonate solution pH 6-

6.5 until the disappearance of aniline-2,5-disulfonic acid (3-4 hours), then filtered, eliminating the excess cyanuric chloride. The filtrate is added to a solution of 0.60 g of 1-amino-4 (4-aminophenyl-amino) anthraquinone-2-carboxybioic acid in 24 ml of water containing 0.3 g of sodium carbonate having a pH of 9. The pH of the solution drops to 7 after which 1.70 g of sodium chloride was added to it, stirred for 10 hours, the precipitate was filtered off, washed with 30 ml of 4% -iioro sodium chloride solution, dried in vacuum at 60 ° C, and 1.0 g of dye was obtained, dyeing cellulose fibers in rcnn bluish-green color.

Dyes of the same type are obtained by replacing aniline-2,5-disulfonic acid with 4toluidin-2, 5-disulfonic acid, aniline-3- or 4-sulfonic acid.

PRI mme R 2. Analogously to example 1, kondeisanie 1-amino-4-bromoitrahinon-2-carboxylic acid with lg-phenylendiampa and the reaction obtained 1-amI: BUT-4- (3-a.M: INO.fsn11lamino) -anthracides, 10n-2-1carbon01 IVO acids with the product of the interaction of cyanuric chloride and aiylI -2,5-D | Isulphonic acids, "in these conditions and get dyes, 01 dyeing cellulose blue color is blue in color.

Example 3. Analogously to Example 1 of 1-amino-4-bromo-trathion-2-carboxylic acid and K-acetyl-α-phenylenediamine, 1-amino-4- (4-acetylamino-phenylamino)-anthraquinone-2-carboxylic acid is obtained, the acetyl group is washed by boiling for 8 hours in a 40% solution of sodium hydroxide, and the reaction of / (scientifically 1-amino-4- (4-aminophenylamino) anthraquinone-2-carboxylic acid with the product of the interaction of cyanuric chloride and

Aniline-11-2,5-disulfonic acids are dyed, dyeing cellulose fibers in bluish-green color.

PRED METHOD

Claims (2)

1. The method of obtaining active aitrahinonovye dyes of formula ABOUT NH-B-lSOjNalri About HN where R is the residue unsubstituted or substituted benzene, / 1 or 2, characterized in that, in order to obtain dyes possessing a high degree of fixation and using a more readily available raw material, 1-amino-4-bromo-anthraciton-2-carbonic acid is condensed with p- or lg-phenylenediamine and the resulting the reaction product, 1-amino-4- (3- or 4-amino-fecylamino) -antrachipon-2-carboxylic acid, is treated with the product of the interaction of cyanuric chloride and ammonia of the formula Н2М-К- (ЗЗЗМА) .. „ where R and p have the indicated meanings, followed by isolation of the target product by a known procedure. 2. The method of claim 1, wherein the Mono-N-acetyl derivatives thereof are used as the p- and ug-phenylendnamines, followed by removal of the acetyl group by saponification.