CS262250B1 - Chromocomplex monoazo dyes and process for their preparation - Google Patents

Abstract

Chromocomplex dyes of the general formula I, where Ri is Cl, NO2, H, R2 Η, NO2 and X NILi, Na, H, are prepared by chromation of the corresponding monoazo dyes with chromosalicylic acid in NH4OH at atmospheric pressure, at a temperature of 80 to 100 °C, or at a pressure of 0.1 to 1.0 MPa, and are suitable for dyeing animal fibers and synthetic, nitrogen-containing fibers.

Description

The present invention provides chromocomplex azo dyes containing an acetoacetanilide group of formula (1) and a process for their preparation.

where

R1 is Cl, NO2, H,

R2 is Η, NO2,

X + is NH / Na, H.

The dyes of constitution (I) dye both animal fibers and neutral baths and synthetic fibers by pulling out already from weakly acidic and neutral baths and nitrogen-containing synthetic fibers not only by pulling-out but also advantageously provide uniform coloring after mass dyeing in all application processes from bright yellows to neutral reds.

The present method of dyeing hydrophobic fibers has been solved mainly by using dyes containing structural fragments related to the structural units of the dyeed substrate (CI Dispersion Dyesj). Dyes of the newly designed constitution I can dye these fibers in a pull-out manner and can also be used for non-textile applications as solvent dyes (CI Solvent) Dyesj: Application to natural peptide fibers results in high light fastnesses with excellent leveling, while the present constitutional dyes allow the application procedures to be used within wide limits, particularly for hydrophobic fibers (with peptide structural units) due to their minimized hydrophilic character.

These dyes are prepared by chromating the respective monoazo ₍ dyes with chromsalicylic acid in NHiOH at atmospheric pressure, at a temperature of 80 to 100 ° C, optionally under an elevated pressure of 0.1 to 1.0 MPa. The following table lists combinations of substituents and their corresponding coloring. chromocomplex azo dyes with acetoacetanilide group of structural formula I.

Ri Rz Tint (polyamide Cl H orange NO2 H yellow H NO2 scarlet H H yellow Further the examples illustrate the process

the preparation of chromocomplex azo dyes according to the invention.

Example 1

8.55 parts of 2- (acetoacetanilidyl-azo-4-fluoro-phenol) was added to 100 parts of 25% NH 4 OH and 9.7 parts of chromsaiicylic acid was added. The reaction mixture was heated to boiling and the chromation was complete in 15 hours. The mixture is isolated by suction suction and dried at 100 ^DEG C. The reaction yields 8.2 parts of a dye which, when dispersed with a suitable dispersant, gives a dye satisfying the yellow polyamide.

Example 2

8.3 parts of 2- (acetoacetanilidyl) -azo-4-chlorophenol are charged into an autoclave where 100 parts of 25% NH 4 OH and 9.7 parts of chromsaiicylic acid are introduced. The autoclave is sealed and heated to 130 ° C. The chromation is terminated at 0.3 MPa after G hours. The dye is isolated from the reaction mixture by suction suction and dried at 100 ^DEG C. The reaction yields 8.1 parts of a dye which, when dispersed with a suitable dispersant, turns the polyamide fabric into an orange hue.

Claims (2)

A chromo-complex monoazo dyes of the general formula I wherein R1 is Cl, NO2, H, R _a is H, NO ₂ , X is Nft, Na, H. 2. A process for the preparation of chromocomplex monoazo dyes according to claim 1, characterized in that the chromation of the respective monoazo dyes is carried out by chromosalicylic acid in NHdOH at atmospheric pressure, at a temperature of 80 to 100 [deg.] C. or at a pressure of 1 to 10 bar.