DE1244102B - Dye baths and printing pastes for dyeing and / or printing structures made of synthetic polyamides or polyurethanes - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY

GERMAN

PATENT OFFICE

EDITORIAL

Int. Cl .:

D06p

German class: 8m -1/01

Number: 1244102

File number: B67702IVc / 8m

Filing date: June 16, 1962

Opened on: July 13, 1967

It has been found that structures made of synthetic polyamides or polyurethanes can be colored and prints with very good fastness properties are obtained if dye baths or printing pastes are used for this purpose used on the basis of dyes and customary dyeing auxiliaries or printing auxiliaries, the dyes of the general formula

(SO ₃ ) _m _, H

contain, in which R _{1 is} a methyl or preferably a phenyl group, R _{2 is} a hydrogen atom or a methyl group and m is the numbers 1 or 2 and in which the rings A and B are alkyl, alkoxy, acetylamino and halogen atoms as non-water-solubilizing substituents may contain.

The dyes contained in the new dye baths and printing pastes are processed in the usual way Azo coupling obtained. The following can serve as diazo components, for example: 4-aminoazobenzene-4'-sulfonic acid, 4 - amino - 2 - methylazobenzene - 4 '- sulfonic acid, 4-amino-2-methyl-5-methoxyazobenzene-4'-sulfonic acid, 4 - amino - 2,5 - dimethoxyazobenzene - 4 '- sulfonic acid, 4-aminoazobenzene, 4-amino-2,3'-dimethylazobenzene, 4 - amino - 2 - methoxyazobenzene, 4 - amino - 2 - methyl-4'-chlorazobenzene, 4-amino-2-methyl-5-methoxyazobenzene, 4-amino-2,5-dimethoxyazobenzene and 4-amino-2-acetylamino-5-methoxyazobenzene.

Coupling components are z. B. 2-methylindole, 2-phenylindole, 2-methylindole-5-sulfonic acid, 2-phenylindole-5-sulfonic acid and 1-methyl-phenylindole-S-sulfonic acid.

Although the dyes in the dyebaths and printing pastes contain a sulfonic acid group, they are sparingly soluble in water. 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 therefore contain the dyes advantageously in finely divided form. The dyes can be used as free sulfonic acids or as salts, preferably as alkali dyebaths and printing pastes for dyeing
and / or printing of structures
synthetic polyamides or polyurethanes

Applicant:

Aniline & Soda Factory in Baden

Aktiengesellschaft, Ludwigshafen / Rhein

Named as inventor:

Dr. Dieter Leuchs,

Dr. Hans Baumann,

Reinhold Krallmann, Ludwigshafen / Rhine

salts, can be used. The dyeing is generally from weakly alkaline to strongly acidic, preferably

»5 but from a neutral to weakly acid bath, and advantageously at temperatures of 90 to 100 ⁰ C or under elevated pressure at temperatures above 100 ⁰ C. The dyebath may comprise the customary dyeing assistants are added, for. B. sulfonated sperm oil alcohol, the reaction product of 1 mole of castor oil with 40 moles of ethylene oxide, etc.

As a rule, 1000 parts of the new dye baths can be used for dyeing structures made of polyamides and Polyurethanes from 0.1 to 10 parts from dyes or dye preparations, if necessary 0.05 to 10 parts from the usual dyeing auxiliaries, e.g. B. the reaction product of 1 mole 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 of 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 / S-naphthol, and 250 to 800 parts Contain water. After printing, the item is steamed as usual or subjected to a heat treatment

709 610/489

ok

subjected and then completed. The prints and dyeings obtained can be used with the usual Agents such as sodium dithionite, formaldehyde sulfoxylate or formamidinesulfinic acid, etch white.

The new dye baths and printing pastes can also contain mixtures of the abovementioned dyes with each other or with other dyes. The dyes in the claimed dye baths and Printing pastes have a very good affinity for the above-mentioned structures made of polyamides and polyurethanes. Dyeings and prints are obtained which are characterized by excellent manufacturing and usage fastness, distinguished in particular by very good lightfastness and good wetfastness properties.

Compared to the next comparable, a sulfonic acid group-containing dyes, their suitability for Dyeing of polyamides was known from German patent specification 955 858, the invention stand out The dyes to be used are generally characterized by better light and wash fastness properties. ao

The parts mentioned in the examples are parts by weight, the percentages relate to percentages by weight.

example 1

100 parts of a fabric of polycaprolactam is colored for 90 minutes at 95 to 100 ⁰ C in a bath of 2000 parts of water, 0.5 parts of the finely divided disazo dyes 4 - aminoazobenzene - 4 '- sulfonic acid - "■ 2-phenylindole, and 2 parts sulfonated! Sperm oil alcohol. The orange coloration obtained is very lightfast and wetfast.

Example 2

100 parts of polycaprolactam flakes are dyed for 30 minutes at boiling temperature in a bath of 2000 parts of water, 0.4 parts of the finely divided disazo dye 4-aminoazobenzene -> 1-methyl-2-phenylindole-5-sulfonic acid, 2 parts of 25% aqueous Ammonia solution and 2 parts of the product obtained by adding 80 mol of ethylene oxide to 1 mol of sperm oil alcohol and sulfonating. 4 parts of ammonium sulfate are then added and dyeing is carried out at 89 to 100 ^° C. for a further 30 minutes. The orange-yellow coloration obtained is very lightfast and wetfast.

45

Example 3

100 parts of a Polycaprolactamgewirkes are in a bath of 3000 parts of water, 0.6 parts of the finely divided disazo 4-amino-2-methyl-4'-chlorazobenzene -> · 2-phenylindole-5-sulfonic acid, 3 parts of the reaction product from 1 mol Castor oil and 40 parts of ethylene oxide ^{colored at 95 to 100 0} C for 90 minutes. The red-orange coloration obtained is very lightfast and wetfast.

Example 4

100 parts of a fabric of the product obtained by polycondensation of ω-aminoundecanoic acid polyamide is colored for 30 minutes at 5O ⁰ C in a bath of 3000 parts of water, 1 part of finely divided disazo dyes 4 - amino - 2,5 - dimethoxyazobenzol - * - 2-Phenylindpl -5-sulfonic acid and 2 parts of 30% aqueous acetic acid. It then increases the temperature of the bath during the following 30 minutes alimählich to 98 ⁰ C and kept at this temperature for another 45 minutes erect. The bordo dye obtained is good lightfast and wetfast.

The same procedure is applied to polylauryl lactam fabric obtained a Bordo dyeing of good fastness properties.

Example 5

A polycaprolactam fabric is printed with a paste of 340 parts of water, 60 parts of the finely divided Disazo dyes 4-amino-5,4'-dimethoxy-2-methylazobenzene -> 2-phenylindole-5-sulfonic acid and 600 parts of a crystal rubber thickener (1: 1). That printed fabrics are dried and then steamed for 30 minutes.

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

Claims (1)

Claim: Dye baths and printing pastes based on dyes and common dyeing auxiliaries or printing auxiliaries for dyeing and / or printing structures made of synthetic polyamides or polyurethanes, characterized by a content of dyes general formula H (O ₃ S -) - in which R ₁ denotes a methyl or preferably a phenyl group, R ₂ denotes a hydrogen atom or a methyl group and m denotes the numbers 1 or 2 and in which the rings A and B can contain non-water acetylamino groups and halogen atoms. Considered publications: Solubilizing substituents alkyl, alkoxy, German Patent No. 955 858. When the application was announced, two coloring tables with explanations were displayed. 709 610/489 7.67 Q Bundesdruckerei Berlin