DE2053079A1 - Azo dye - prepd from 2-amino-6-chloro-benzothiazole and n-ethyl - -n-beta-cyanoethyl-meta-toluidine - Google Patents

Abstract

Azo dye:- is prepared by diazotising and coupling with m-CH3-C6H3-N(C2H5)C2H4CN. Dye is useful for dyeing and printing hydrophobic fibre materials, e.g. synthetic superpolyamides, cellulose esters and aromatic polyesters, partic. polyethylene terephthalate.

Description

Azo dye The present invention relates to the azo dye of the formula as well as its production and use for dyeing hydrophobic fiber materials.

The new dye is obtained by adding 2-amino-6-chlorobenzothiazole of the formula diazotized and on N-ethyl-N-ß-cyanoethyl-m-toluidine of the formula @@@@@@@ The coupling takes place in a manner known per se in an acidic, aqueous or organic-aqueous medium, optionally in the presence of an acid-binding agent, preferably sodium acetate.

The new dye is suitable for dyeing and printing hydrophobic Fiber materials, e.g. those made from synthetic superpolyamides, cellulose esters and aromatic polyesters, especially those made from polyethylene terephthalate.

The dyeings on synthetic polyester and super polyamide fibers are particularly valuable in that they are characterized by good general fastness properties.

Example a) 5.35 g of 2-amino-6-chlorobenzothiazole are a few hours stirred in 35 ml of 84% strength o-phosphoric acid. After adding 12 ml ice = vinegar cools one down to 0 to -30C and diazotized at this temperature for about 3 hours with 10 g Nitrosyl sulfuric acid. The solution of the diazonium compound thus obtained is left at Oo in a solution of 5.5 g of N-Ethyl-N-ß-cyanoethyl-m-toluidine and 0.5 g of sulfamic acid In 100 ml of water and 15 ml of conc.

Pour in hydrochloric acid and at the same time bring in ice. Nacti the disengagement the dye is suctioned off, washed with water and dried. The 90 shown When dried, dye is a red powder.

b) 0.05 g of the well-dispersed dye are at 40-5V ° C 0 in 1 liter of water entered, which also contains 2 grams of fine condensation product more aromatic Sulfonic acids, and 5 g of an aromatic carboxylic acid ester and by adding of acetic acid is adjusted to a pH value of 4.5-5.

In this bath you go with 10 g of a fabric made of polyester material. The temperature of the dyebath is increased to 85 ° C. over the course of 20 minutes and the mixture is paused 20 minutes at this temperature and then brings the liquor to the boil. The dyeing process is over after a period of about 60-90 minutes. You get a scarlet coloration with good aftertaste, sublimation and lightfastness.

c) A dyebath heated to 400 C (liquor ratio 1:40 -1: 30) is used with 1 - 2 g / l of an anionic condensation product of aromatic sulfonic acids or mixed with 1 - 2 g / l non-ionic polyglycol ether derivatives. After that, will the well-dispersed dye entered and then the pre-cleaned polyamide material. In the course of 40 - 60 minutes, the temperature is increased to the boiling point and holds at this temperature for approx. 60 minutes. A yellowish red color is obtained with good fastness properties.

Claims (1)

Claims 1) / azo dye of the formula 2) Process for the preparation of the azo dye of the formula characterized in that 2-amino-6-chlorobenzothiazole of the formula diazotized and based on N-ethyl-N-ß-cyanoäUiyl-m-toluidine of the formula clutch. )) Process for dyeing and printing hydrophobic fiber materials, characterized in that the azo dye of claim 1 is used. 4) Hydrophobic fiber materials, dyed and / or printed with the Azo dye of claim 1.