DE1956709C3 - Process for dyeing and printing synthetic and semi-synthetic fiber materials - Google Patents

Description

O NH,

where R is an alkyl radical having 1 to 4 carbon atoms is used.

20th

The invention relates to the use of anthraquinone derivatives of the formula

O NH ₂

OC ₂ H ₄ - O - R

(I)

O NH,

where R is an alkyl radical with 1 to 4 carbon atoms, for dyeing and printing synthetic and semi-synthetic fiber materials.

Suitable radicals R are:

Methyl, ethyl, propyl, iso-propyl, η-butyl, iso-butyl, sec-butyl and tert-butyl.

The use according to the invention of the dyes I leads to a bluish-tinted red color on synthetic fiber materials Color shades with excellent light, washing and sublimation fastness.

The use of unsubstituted 2-alkoxy-1,4-diaminoanthraquinones for dyeing Cellulose esters and ethers have already been described in German patent specification 479 225.

The dyes to be used according to the invention are distinguished from the alkoxyanthraquinones I from the fact that the dyeings produced on synthetic fiber materials are better Have fastness to washing and sublimation.

The dyes of the formula I can be prepared by various processes. Appropriately they are obtained starting from 1-amino-4 - (p - toluenesulfonamido) - anthraquinone - 2 - sulfonic acid under any of the prescriptions given in U.S. Patents 2,937,190 and 2,967,871.

Cellulose triacetate or cellulose triacetate in particular can be used as synthetic fiber materials can be used as well as fiber materials made of linear aromatic polyesters, ζ. B. Polyäthylcnterephthalate or polyesters from 1,4-bis-liydroxymethylcyclohexane and terephthalic acid, synthetic super polyamides, polyurethanes and polyolefins.

Printing or dyeing can be carried out by methods known per se. The dyes are used individually or as a mixture, advantageously in finely divided form. When printing cellulose triacetate, cellulose ^ ¹ /2-acetate, polyester and synthetic superpolyamide fibers, the printed fiber materials are briefly steamed with saturated steam at 104 to 130 ° C, if necessary after intermediate drying. The heating generally takes place over a period of 20 to 30 minutes. When dyeing Polyäthylenterephthahtfasern can be added to the usual carriers or "dyeing at 120 to 145" C under pressure perfor '■: -. .1.

The parts given in the following examples are parts by weight, unless otherwise stated.

Example I.

A fabric made of Ccllulosciriacetatfaser is with printed with a printing paste, which is prepared in the following way: 100 parts of a dye dough, consisting from 25 parts of 1,4-di-amino-2- (2'-methoxyethoxy) anthraquinone (produced according to Example 9 of U.S. Patent 2,937,190). 10 parts of dispersing aid based on ligninsulphonic acid and 65 parts Water, are prediluted with 430 parts of hot water and converted into a mixture of 400 parts of crystal rubber 1: 2, 50 parts urea and 20 parts sulfonated Stir in castor oil. An alginate thickening can also be used instead of crystal rubber Find. The printed and dried goods are set for dye fixation with saturated steam for 20 minutes at 1.5 atü, corresponding to 127 to 130 C, damped. The fixed print obtained then becomes cold rinsed, soaped at 40 C with 1 to 2 g / l anionic detergent for about 10 minutes, rinsed with cold water and dried. A brilliant bluish-tinted red print is obtained, which is characterized by a very good structure and excellent It is characterized by light, washing, rubbing and sublimation fastness.

In an analogous way, brilliant blue-tinged red prints of the same quality are also made on given

a) Ccllulose-2 ¹ ₂ acetate, b) polyethylene terephthalate fibers or polyester fibers obtained from 1,4-bis-hydroxymethylcyclohexane and terephthalic acid and c) synthetic polyamides or polyurethanes; only was the steaming with saturated steam for a) and c) atm in 30 minutes at 0.2, corresponding to 104-105 C, and effected for b) in 20 minutes at 1,5atü, corresponding to 127-130 ⁰ C.

Example 2

10 parts by weight of polyethylene terephthalate fibers are in a liquor adjusted to pH 4.5 and composed of 400 parts by weight Water and 0.1 part by weight of finely dispersed 1,4-di-amino-2- (2'-methoxyethoxy) anthraquinones2 Stained for hours at 125 to 135 ° C, then rinsed and dried. A brilliant blue-tinged red which is distinguished by high fastness properties is obtained Coloring.

Example 3

10 parts by weight of polyethylene terephthalate fibers in a liquor, adjusted to pH 4.5, of 400 parts by weight of water, 0.1 part by weight of fcindispergiertenl, 4-di-amino-2- (2'-methoxyethoxy) anthraquinones and 1.5 parts by weight of methyl o-crcsotinate for 1.5 hours at 100 ° C. You get one through brilliant blue-tinged red dyeing characterized by very good fastness properties.

Example 4

10 parts are synthetic super polyamide fibers in a float composed of 400 parts of water, 0.2 part of a conventional dispersant and 0.2 part of finely divided material 1,4-Diamino-2- (2'-ethoxy-ethoxy -) - amhraquinone, prepared according to Example 10 of the USA patent 2 937 190, stained at the boil for 1 hour. A brilliant bluish-tinged red coloration with very good fastness properties.

Example 5

20 parts of cellulose-2'4-acetate fibers are in a Float composed of 600 parts of water, 1 part of Marseille soap and 0.2 part of 1,4-diamino-2- (2'-butoxy-ethoxy) -anthraquinone Stained for 1 hour at 70 ° C.

A brilliant bluish-green coloration of very good fastness to light and washing is obtained. The one in the example Dye 5 used was prepared according to Example 9 of U.S. Patent 2,937,190, except instead of the 30 ml glycol monomethyl ether used there, the equivalent amount of glycol monobutyl ether used.

Example 6

10 parts of cellulose triacetatfasem be colored for 1.5 hours at 100 ⁰ C in a set to pH 4 to 5 fleet of 400 parts of water, 0.1 part of the mentioned in Example 1, finely dispersed dye, and 2 parts by weight o-Kresotinsäuremethylester. A dyeing characterized by very good fastness properties is obtained.

Brilliant bluish-green dyeings and prints on fabrics made of cellulose triacetate, cellulose-2 '/ 2-acetate, Polyester, polyamide, polyurethane or polyolefin fibers Excellent fastness properties are also obtained if, in place of 1,4-diamino-2- (2'-methoxy-ethoxy) -anthraquinone or 1,4-diamino-2- (2'-ethoxy-ethoxy) -anthraquinone are the same Amount of a dye given in the following table or mixtures thereof with one another be used.

dye

1,4-Diamino-2- (2'-n-propoxy-ethoxy) -anthraquinone, 1,4-Dhmino-2- (2 '-isopropoxy-ethoxy-anthraquinone.

Claims (1)

Claim: Process for dyeing and printing synthetic and semi-synthetic fiber materials. characterized in that one anthraquinone derivatives of the formula OC ₂ H ₄ - O - R