SU617466A1 - Pulverulent monoazo dyes for polyester fibres - Google Patents

Description

The dyes can be obtained by combining the diazotized 1-amino-2-cya-4-nitronaphthalene with various azo-compounds.

The diazotization is carried out in a known manner with nitrosylsulfuric acid at -5 ° C, and the combination in dilute sulfuric or acetic acid.

The advantage of the proposed method is the use of readily available 1-amino-2-cyano-4-nitronaphthalene.

Example 1. 0.8 g (0.0037 mol) of 1-amino-2-cyano-4-nitronaphthalene is introduced at 0 ° C for 20 minutes into nitrosyl sulfuric acid consisting of 5 ml of concentrated sulfuric acid and 0.26 g (0.0037 mol) of sodium nitrite. The iris is stirred at this temperature for 2 hours. At the end of the exposure, the diazocompound is poured onto 100 g of ice, filtered from turbidity and added dropwise over 20 minutes at 0 ° C to the solution of the azo-component consisting of 1.35 g (0.0038 mol) 3 - (N-di-p-acetoxyethyl) -4 - methoxyacetanilide in 15 ml of 15% sulfuric acid. Stir for 1.5 hours at a temperature of about -5 ° C, filtered, dried. Obtain 1.7 (78%) dye; m.p. 153.5-155 ° C, crystallized from aqueous acetone - so pl. 155-155,5 ° C. The dye dyes polyester fiber blue with a green tint with sublimation resistance 4/5.

Found,%: C 58.28, 58.54; H 4.92, 4.92; N 14.49, 14.74.

C28H28NsO8.

Calculated,%: C 58.32, P 4.90; N 14.56.

Example 2. The diazocompound obtained as in Example 1 is slowly added to a solution of the azo-compound from 0.66 g (0.0038 g-mol) N- (p-cyanoethyl) -Y- (p-ethyl) aniline in 10 ml 15 % sulfuric acid.

Stir for 1.5 h at 0 ° C, filter, wash until neutral, and dry. 1.15 g (77%) are obtained. dye; m.p. 183-185 C. After crystallization from aqueous alcohol, m. Pl. 184-185 ° C. The dye dyes polyester fiber in red-violet color with resistance to sublimation 4c / 3.

Found,%: C 66.65, 66.47; H 4.79, 4.75; N 21.23, 21.33.

C22Hi8N602.

Calculated,%: C, 66.70; H 4.55; N 21.08. Example 3. The diazocompound obtained as in Example 1 is slowly poured.

to a solution of the azo-component from 0.73 g (0.0038 g-mol) of N- (p-hydroxyethyl) -Y- (p-cyanoethyl) -aniline in 15 ml of 20% acetic acid. Stir for 1.5 hours at, filter, rinse until neutral,

dried 1.2 g (75%) of a dye are obtained. Crystallized from aqueous alcohol - so pl. 199-199.5 ° C. The dye paints polyester fiber in burgundy color with sublimation resistance 4 / 4-5.

Found,%: N 20.47.

S22N18BY.

Calculated,%: N 20,27. Example 4. 0.5 g of the dye obtained in Example 3 is dissolved in 10 ml of acetic anhydride and boiled for 3.5 hours. Then poured into water, filtered, washed, dried. 0.5 g of dye is obtained; m.p. 147-148 ° C, which dyes polyester fiber in the color of burgundy with resistance to

sublimation 4/4.

Example 5. The diazocompound obtained as in Example 1 is slowly added to a solution of the azo-component from 1.42 g (0.0038 g-mol) of 3-N- (7-chloro-p-oxypropylamino) -4-ethoxyacetanilide in 15 ml 20% acetic acid. Stir

Table 1

New dispersed monoazo dyes on the basis of 1-am.m.1no-2-cyan-4-nitronaphthalene make it possible to creep bright blue stains with high indices of stability, which were not previously known on the basis of diazo-components of naphthalene.

Table 2

SI

x

 i

1.5 h at 0 ° C, filtered, washed until neutral, dried. Obtain 1.4 g (61.5%) of the dye - T. pl. 197-198 ° C.

The dye dyes polyester fiber blue with a green tint with sublimation resistance 4/5.

Shows the color and strength to sublimation (30 s at 210 ° C) in points azo dyes obtained analogously to example 1.

In tab. 1 and 2 show the resistance to light and sublimation of the proposed dyes.

Claims (2)

1. The patent of England No. 1265094, cl. C 4P, publish. 1969. 2.K. Venkataraman. Chemistry synthetic dyes. T. 3, L., 1974, p. 2075.