SU493489A1 - The method of producing azamethin dye dyes - Google Patents

Description

one

The invention relates to the preparation of new azamethine dyes, in particular, to a method for producing dyes of the azamethin series containing a residue of an azo or anthraquinone derivative in the molecule, which can be used to dye chemical fibers.

A known method for the preparation of a cationic dye of an azamethin series is that the amino compound 2,4-dimethoxyaniline is condensed with 1,3,3-trimethylindoline-2-methylenediamine (-aldehyde).

The resulting dye dyes polyacrylonitrile, polyamide and polyester fibers in yellow colors with good color characteristics.

However, the color range of the famous dye is limited to only one yellow color.

Using the dye compound of the azo or anthraquinone series containing one or two amino groups in the known reaction as the amine compound, new azamethine dyes are obtained, the advantage of which in comparison with the known dye of the same series is a significant expansion of the color range.

According to the invention, a method is proposed for producing new dyes of the azamethin range of the general formula

CH, CH,

X-f CK - CJi -A)

 / 7

sn.

where X is the residue of azo- or anthraquinone dye; .

The method is that a dye compound of an azo or anthraquinone series,

containing one or two unsubstituted amino groups, is subjected to condensation with 1,3,3trimethylindolin-2-methylene - with - aldehyde in an acidic medium, followed by separation of the target product by a known technique.

Dyes, obtained in the form of bases, can be used as dispersed for dyeing acetate, polyamide and polyester fibers.

Dyes obtained in the form of salt, can

be used as cationic for dyeing polyacrylonitrile fibers.

The chemical properties of the dyes obtained by the proposed method allow them to be used to dye mixed fibers.

№№

Amnnoseater 11 singing n / n

Polyacrylate fiber color

HE

,

V-v

About 2 (

sn.

Og (

Criii

ol G

SNS

Orange with a yellow tinge

: Orange with a red tint

Tan brown

Cl

Red brown

Cl,).

N0, VСНз

Ti, N (NH

iHn

,

O f

W-H): NH;

S n /

ten

Brown with a red tint

Yellow with a reddish tinge

Green with a blue tint

Olive

The proposed method expands the color gamut of dyes, making it possible to obtain yellow, orange, green and brown colors with different depths of tone.

Example 1. 1 g of p-aminoazobenzene, 1.1 g of 1,3,3-trimethylindolin-2-methylene-w-aldehyde and 15 ml of acetic acid are boiled for 3 hours, poured onto water, salted out with sodium chloride, the precipitate is filtered, washed with a 5% solution of sodium chloride and obtain 1.7 g of a dye dyeing polyacrylonitrile fiber yellow with a reddish tinge.

T. pl. 100 south (from aqueous alcohol).

Found,%: N 14.71, 14.82.

C25H24N4.

Calculated,%: N 14.73.

Example 2. 1 g of 1-methylamino-4- (4-aminophenylamino) -antraquinone, 0.64 tons of 1,3,3-trimethylindolin-2-methylenediamine (o-aldehyde and 40 ml of acetic acid) are boiled for 20 minutes, poured on water, salted with sodium chloride, the precipitate is filtered off, washed with 5% sodium chloride solution and obtain 1.3 g of dye, dyeing polyacrylonitrile fiber green with a yellow tinge.

T. pl. 285-287 ° C (from alcohol).

Found,%: N 11,19.

Sz4NzomM402.

Calculated,%: N 10.92.

Similarly, the interaction of 1,3,3-trimethylindolin-2-methylene-0-aldehyde with the amino compounds shown in the table gives dyes NN 3-10.

Subject invention

The method of producing azamethin dyes of the general formula

(L1sn,

where X is the remainder

azo or anthraquinone dye;

,

characterized in that the dye compound of the azo or nitrachionic series, containing one or two unsubstituted amino groups, is subjected to condensation with 1,3,3-trimethylipdolin-2-methylene-a-aldehyde in an acidic medium, followed by isolation of the target product by a known technique.