DE1143479B - Dye baths and printing pastes for dyeing and printing structures made of polyamides or polyurethanes - Google Patents

Description

It has been found that structures made of polyamides or polyurethanes can be colored and Prints with excellent fastness properties are obtained if dye baths or printing pastes are used for this purpose used, in addition to customary dyeing auxiliaries or thickeners, dyes of the general formula

CH ₂ CH ₂

HO

contain, in which on the phenyl radical I still substituents such as halogen atoms, nitro, alkyl, Alkoxy, acylamino, sulfonic acid amide, alkyl sulfone groups or an arylazo group, which optionally carry more remains, can be bound.

The dyes contained in the new dye baths and printing pastes can be added in the usual way by azo coupling of 1- (4-hydroxyphenyl) pyrrolidone- (2). As diazo components serve for example aminobenzene, l-amino-4-acetylaminobenzene, 1 -Amino ^ S-dimethoxy ^ -acetylaminobenzene, 1 - amino - 3 - chloro - 4 - acetylaminobenzene, 1 - amino - 4 - propionylaminobenzene, 1 - (4 - aminophenyl) - pyrrolidone - (2), 1 - amino - 2,4 - dimethoxybenzene, 1 - amino - 5 - chloro - 2,4 - dimethoxybenzene, 1-amino-2,5-dimethoxybenzene, 1-amino-4-chloro-2,5 - dimethoxybenzene, 1 - amino - 4 - nitrobenzene, '1 -amino ^ -methyl ^ -nitrobenzene, 1-aminobenzene-4-sulfonic acid amide, 1-aminobenzene-4-methylsulfone, 4-aminoazobenzene, 4-amino-3,2'-dimethylazobenzene.

The dye baths and printing pastes for dyeing and printing structures such as fibers, flakes, threads, films, woven and knitted fabrics made of polyamides, such as. B. polycaprolactam or polyhexamethylene diamine adipate and polyurethanes contain the dyes in finely divided form. Dyeing is generally made weakly alkaline to strongly acidic, but is preferably from neutral to weakly acid bath, and advantageously at temperatures of 90 to 100 ⁰ C. The dyebaths contain the customary dyeing auxiliaries such. B. sulfonated sperm oil alcohol, the reaction product of 1 mole of castor oil with 40 moles of ethylene oxide, etc.

Dye baths and printing pastes for dyeing

and printing of structures
made of polyamides or polyurethanes

Applicant:

Aniline & Soda Factory in Baden
Aktiengesellschaft, Ludwigshafen / Rhein

Dr. Johannes Dehnert

and Reinhold Krallmann, Ludwigshafen / Rhein,
have been named as inventors

As a rule, 1000 parts of the new dye baths can be used for dyeing structures made of polyamides and polyurethanes to 0.1 to 10 parts from color

a5 substances or dye preparations, from 0.05 to 10 parts from the usual dyeing auxiliaries, z. B. the reaction product of 1 mole of sperm oil alcohol and 80 moles of ethylene oxide, 0.5 to 5 parts of a base, such as ammonia, or 0.5 to 5 parts of an acid such as formic acid, or 0.5 to 10 parts of a salt a strong acid with a weak base, e.g. B.

Ammonium sulfate, and 950 to 995 parts of water.

1000 parts of the new printing pastes generally contain 1 to 50 parts of dye or dye preparations in finely divided form, 200 to 650 parts of the usual thickeners, such as crystal gum, alginates, Locust bean gum, if necessary 1 to 50 parts of the usual printing auxiliaries, such as. B.

Resorcinol or ^ -naphthol, and 250 to 800 parts of water. After printing, the item is steamed as usual or subjected to a heat treatment and then finished.
The new dye baths and printing pastes can also contain mixtures of the abovementioned dyes with one another or with other dyes. The dyes in the claimed dyebaths and printing pastes have a very good affinity for the above-mentioned structures made of polyamides and polyurethanes and have excellent leveling and leveling properties. Dyeings and prints are obtained which are distinguished by

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Outstanding manufacturing and usage fastness properties, in particular due to very good lightfastness and good Distinguish wet fastness properties.

example 1

100 parts of polyamide flakes are in a bath consisting of 0.6 parts of the finely divided azo dyes

4-acetylamino-aniline »- 4-hydroxyphenyl-pyrro-

lidon, this manufactured by R ep pe and coworkers, Liebigs Ann. Chem., 596, p. 207 [1955], 2 parts of 25% aqueous ammonia and 2 parts of the compound obtainable by reacting 1 mole of sperm oil alcohol with 80 moles of ethylene oxide and 2000 parts of water, colored for 30 minutes at boiling temperature. Then 4 parts of ammonium sulfate are added and dyeing is carried out for a further 30 minutes at 98 to 100 ^° C.

The greenish yellow dyeing obtained shows very good lightfastness and good wetfastness properties.

Example 2

A polycaprolactam fabric is printed with a paste of 30 parts of the finely divided azo dye 5-chloro-2,4-dimethoxy-aniline ^ 4-hydroxy-

phenyl-pyrrolidone, 40 parts of ammonium sulfate, 600 parts of a crystal rubber thickener (1: 1) and 330 parts Water. The printed fabric is dried and then steamed for 30 minutes.

The yellow print obtained is very lightfast and has good wet fastness properties.

Contains 3000 parts of water, ^{starting at 40 0} C, dyed for 30 minutes, the temperature of the dyebath being slowly brought to 98 ⁰ C during this time. The dyeing is then continued for 30 minutes at this temperature.

The brown coloration obtained is good lightfast and wetfast.

Example 6

id 100 parts of a polyamide fabric are in a bath containing 0.7 parts of the finely divided azo color

2,4-dimethoxyaniline * ■ l- (4-hydroxy-

phenyl) pyrrolidone, 2 parts sulfonated sperm oil alcohol and 2000 parts water, 90 minutes colored at 95 to 100 ° C.

The yellow dyeing obtained has very good lightfastness and good wetfastness properties.

Example 7

ao 100 parts of polyamide yarn are in a bath consisting of 1.2 parts of the finely divided azo dye

4-acetylamino-2,5-dimethoxy-1-aminobenzene >

4-hydroxyphenyl-pyrrolidone, 2 parts of 85% strength Formic acid, 0.5 part of that obtained by reacting

ag 1 mole of sperm oil alcohol with 80 moles of ethylene oxide. and subsequent sulfonation of the product obtained and 3000 parts of water, colored ^{at 95 to 98 0 C for 75 minutes.} The orange color obtained is very light and light

30 wet fast.

Claims (1)

PATENT CLAIM: Example 3 100 parts of polyamide threads are in a bath containing 1.1 parts of the finely divided azo dye 4-acetylamino-3-chloroaniline »■ l- (4-hydroxy- includes phenyl) pyrrolidone and 2 parts of sulphonated sperm oil in 2000 parts of water, 90 minutes at 95 to 100 ⁰ C dyed. The yellow dyeing obtained is distinguished by very good lightfastness and good wetfastness. Example 4 Polyamide fabric is printed with a paste containing 30 parts of the finely divided azo dye 4-amino azobenzene> l- (4-hydroxyphenyl) pyrrolidone, 650 parts of a mixture of equal parts of water and crystal rubber and 320 parts of water contains. The fabric is then dried and steamed for 30 minutes. Orange-colored prints of very good lightfastness and good wetfastness properties are obtained. Example 5 100 parts of a knitted polyamide are in a bath containing 3 parts of the finely divided azo dye 4-nitroaniline 4- (4-hydroxyphenyl) -pyrro- lidon, 2 parts of sulfonated semen oil alcohol and dye baths and printing pastes for dyeing and printing structures made of polyamides or polyurethanes, characterized in that they contain dyes of the general formula in addition to conventional dyeing auxiliaries or thickeners CH ₂
CH ₂ -CH ₂ C = O contain, in which the phenyl radical I can still have substituents attached. Documents considered: German Patent No. 951 946. Older patents considered: German Patent No. 1 106 895. When the registration was announced, 3 staining tables and 2 pages of explanations were also laid out. © 309509/216 2.63