DE2035000C - Process for coloring synthetic polyamides - Google Patents

Description

R ₂ OH

xo

used, in which the two symbols R ₁ independently of one another optionally substituted aryl radicals or optionally substituted, low molecular weight alkyl radicals and the two symbols R ₂ independently of one another the direct bond or optionally substituted, low molecular weight alkylene radicals and the nucleus A halogen atoms or hydroxyl groups can carry as substituents, sulfonic acid and carboxylic acid groups being excluded as substituents on the dye molecule.

2. The method according to claim 1, characterized in that dyes of the claim 1 given formula is used which, apart from the substituents shown, no further substituents carry.

Under low molecular weight alkyl or alkylene radicals are understood to be those which preferably contain 1, 2, 3 or 4 carbon atoms.

Phenyl radicals in particular are suitable as aryl radicals Preferred substituents on the alkyl, alkylene and aryl radicals are, for. B. halogen atoms, Hydroxyl, cyano, rhodan, alkoxy, (with 1 to 4 carbon atoms) acyl and acyloxy groups.

Preferred acyl groups correspond to the formula r_Y_ or R'-Z-, in which R denotes a hydrocarbon radical which can optionally carry the above-mentioned substituents and / or contain heteroatoms, preferably an alkyl or phenyl radical, Y a radical -O-CO- or -SO ₂ , R 'is a hydrogen atom or R, Z is a radical - CO, -NR "C0- or -NR" SO ₂ - and R "is a hydrogen atom or R.

In the case of disperse dyes, free sulfonic acid and carboxylic acid groups are generally used as substituents locked out.

Possible halogen atoms are fluorine and, in particular, chlorine and bromine atoms.

Dyes of the formula (I) are known from French patent specification 883,992. However, they were so far only in the form of their sulfuric acid ester. Dyeing of cellulosic material (rayon). It is surprising that it is specifically for cir: Dyeing materials from synthetic polyamide bait semi-synthetic materials are suitable.

The compounds of formula (I) are Herge provides by simultaneously or in any series follow 1 mole of a compound of formula

OH OH

(H)

The invention relates to a method for dyeing or printing textile fibers or threads or materials made therefrom of synthetic polyamides, with dyes of the 1,4-di (hydroxyalkylamino) anthraquinone series.

It has been found that dyes of the formula

R ₂ OH

(D

R ₂ OH

where the two symbols R ₁ independently of one another optionally substituted aryl radicals or optionally substituted, low molecular weight alkyl radicals and the two R ₂ independently of one another the direct bond or optionally substituted low molecular weight alkylene radicals and the nucleus A can carry halogen atoms or hydroxyl groups as substituents, excellent for dyeing or printing of textile fibers or threads or textile materials made of synthetic polyamides are suitable.

OH OH

with 2 moles of an amine or a mixture of amines of the formula

H ₉ N

CH.

R ₉ OH

(III)

condensed and oxidized.

The processing of the compounds of the formula (I) into coloring preparations is carried out in a manner which is generally known Way, e.g. B. by grinding in the presence of dispersants and / or adjusting agents. With the possibly in Vacuum or spray-dried preparations can be used after adding more or less Color, pad or print water in so-called long or short liquors.

The dyes are excellent as disperse dyes, for dyeing from aqueous suspension or for printing synthetic textile material Polyamides (all known nylon qualities) on which brilliant blue colors are obtained.

One dyes or prints according to known, z. B. that in French patent 1,445,371 described procedure.

The dyeings obtained have very good all-round fastness properties; the lightfastness should be emphasized, Water, welding, exhaust gas, ozone and marine

3 ^J 4

water fastness as well as the reduction resistance and _R · ■ \ η

Wool reserve. The dyes are also stable 'Example δ

against the effects of the various permanent 8 parts of the dye of the formula
Pressing process.

The one from HA Lubs, The Chemistry of Synthetic 5 / ^CH 2 ^0H

Dyes and Pigments, New York, 1955, pp. 418 and 420, O NH-CH

1,4-Bis- j CH known for dyeing polyamide material

(hydroxyalkylamino) anthraquinones and 1,4-dihy- '\ / \ /' ³

droxy-5,8-bis- (2'-hydroxyethylamino) -anthraquinone ^! Il ί

are the closest comparable, according to the registration ίο _Λ I J {

used dyes in the heat stability, especially% / \ / _pHn "

Superior fastness to sublimation. Il / ι_π ₂ υη

The parts mentioned in the following examples are O NH - CH _χ

^{Parts by} weight, the temperatures, are in degrees Celsius x CH ₃
specified. i ₅

Example 1 with 12 parts of sodium lignosulfonate and

180 parts of water so long in a glass ball mill

Ground 7 parts of the dye of the formula until a fine dispersion is formed.

p " _nH This is stirred into 350 parts of water and mixed with

y. CH ₂ UH _{ao 450 Te} jj _{en e} j _ner thickening, which consists of 45 parts

O NH - CH. refined carubine and 405 parts of water.

_ | The printing paste obtained in this way is used to print polyamide ^{fiber 3} fabric using stencils. After printing, the fabric is dried at 90 ° and then steamed for 25 seconds with saturated steam at atmospheric pressure. The fabric is

/ then rinsed with water from 20 to 25 ° and

CH. d _ann dried. Pure blue prints are obtained with

CH ₂ CH ₃ the good fastness properties, as described in Example 1

30 are.

are mixed with 13 parts of sulfite cellulose liquor powder and in a manner similar to that in Examples I and 2

Milled 100 parts of water in a ball mill. described, the following compounds,

The paste obtained is dried by spraying. which by condensation of both hydroxyl groups

4 parts of the dye preparation obtained are mixed with 1,4-dihydroxyanthraquinone with the following

A little water was made into a paste and prepared through a sieve to one of the amines listed for dyeing

4 parts of N-OJeyl-N'-hydroxyäthyl-N '- (3'-sulfo-2'-hy- or printing on polyamide fibers or fibers

droxypropyl) ethylenediamine in 4000 parts of water material can be used:

containing dye bath added. Color is now given

100 parts of polyamide fiber material (nylon 66) at 20 ° in a mixture of l-hydroxy-2-aminopropane and

the bath, heated this to 40 l-hydroxy-2-aminobutane blue within 30 minutes

100 ° and stains at 100 ° for 1 hour. The brilliant l-hydroxy-2-amino-3-phenyIpropane obtained is blue

blue color is rinsed and dried. It is l-hydroxy-3-amino-hoxane blue

no matter and possesses good light, overstaining, washing, l-hydroxy-3-aminobutane blue

Water, sea water, sweat, exhaust gas, ozone, su-l-amino-2-hydroxybutane blue

Bliming, rubbing and solvent fastness. 45 l-amino-2-hydroxypropane blue

Claims (1)

Patent claims: 1. Process for dyeing or printing textile fibers, threads or made therefrom Materials made from synthetic polyamides, characterized in that they contain dyes the formula