DE4309436A1 - Acid-modified synthetic polyamides - Google Patents

Abstract

Synthetic polyamides (nylons) which have been mixed in the melt with from 0.1 to 5 % by weight of one or more compounds of the formula I R (-A-Bn)m in which R is a radical of a compound which is reactive towards hydroxyl and amino groups, A is a radical of an aromatic compound, B is a carboxyl or sulphonyl group, m is 1 or 2, and n is 1, 2 or 3, give, when dyed with basic dyes, very bright and intense dyeings having very good wet-fastness properties.

Description

It has been found that synthetic polyamides which melt in the 0.1 to 5 weight percent of one or more compounds of the general NEN formula I

R (-AB _n ) _m (I),

wherein

R is the radical of a hydroxyl- and amino-reactive compound,
A is the residue of an aromatic compound,
B is a carboxy or sulfonic acid group,
m 1 or 2 and
n is 1, 2 or 3,

were mixed, excellent from aqueous medium with basic Dye or print on dyes. Subject of the invention are so in the melt with 0.1 to 5 weight percent of one or more verbin Formula I mixed synthetic polyamides.

Reactive radicals R are all in the chemistry of reactive dyes to understand known reactive groups. Preferably, here are cyclic Groups containing at least two nitrogen atoms (those by one or two Carbon atoms are separated), for. Triazinyl, pyrimidyl, Quinoxalyl and quinazolyl groups, but also phthalazinyl, benzoxazolyl and benzothiazolyl groups as well as groups of the formulas

where Y is a halogen atom, preferably a chlorine atom or a radical of formula

[see also the articles by K.G. Adhesive "On New Reactive Dyes" Angew. Chem. 76, (1964), No. 10, p. 423 ff .; E. Siegel "Chemistry of Reactive Dyes", Chimica, Supplement March 1968, 3rd Color Symposium Interlaken, p. 102 ff; E. Siegel in "The Chemistry of Synthetic Dyes "Vol. VI, Chapter 1, edited by K.Venkataraman, Academic Press (1972)].

In general, all alkyl groups contain 1 to 4, preferably 1 or 2 Carbon atoms and the alkylene groups 2 to 4 carbon atoms. The groups mentioned are either directly or via an oxygen, Carbonyl, sulfur, -NH or -N (alkyl) bridge to the 2nd part of the invention bonded according to the compound used.  

As radicals A of aromatic compounds are preferably benzene or naphthalene radicals, in addition to the acidic groups mentioned B z. B. still alkyl or alkoxy groups (each having 1 to 4, preferably 1 or 2 carbon atoms) or one or more radicals with one sterically hindered amino group can carry. Preferred are one or two sulfonic acid or carboxylic acid groups bearing phenyl radicals, the an oxygen or amino bridge are bonded to the reactive radical R.

Particularly preferred reactive radicals are one or two chlorine atoms carrying triazinyl, wherein said chlorine-bearing triazinyl, if not two radicals -AB _n are bonded to them, nor a hydroxy or (C ₁ - ₄₎ -. Alkoxy group, or (for example, about an -NH bridge) may carry a hindered amine group. Examples of preferred compounds of the formula I are 2-chloro-4-methoxy-6-phenylamino-triazine-4'-sulphonic acid, 2-chloro-4,6-bis (phenylamino-4'-sulphonic acid) -triazine, Chloro-4,6-bis (4'-carboxyphenylamino) triazine or 2-chloro-4- (1 ', 2', 6 ', 6'-pentamethylpiperidyl-4'-mino) -6- (phenylamino) 4 '' - sulfonic acid) triazine.

Synthetic polyamides include all known plastics This type (all types of nylon) to understand, especially the poly condensates of dicarboxylic acids and diamines, eg. B. from adipic acid and Hexamethylenediamine or from iso- and / or terephthalic acid and para phenylenediamine, from lactams, e.g. B. ε-caprolactam, or aminocarbon acids, e.g. B. ω-aminoundecanoic acid.

As already stated above, are used by the invention Compounds of formula I generally between 0.1 and 0.5 weight percent, based on the total polyamide composition used. Preferably amounts between 0.2 and 4%, in particular 1 to 1.5%.

As basic dyes all come under this name Dyes into consideration. A list of these dyes and their Properties is in the Color Index (Third Edition with supplementary works) too Find.

Examples of such basic dyes are C.I. Basic Yellow 13 or 49, C.I. Basic Red 14, 22, 46 or 49, C.I. Basic Violet 16 or C.I. Basic Blue 41, 54 or 78.  

example 1

98.5 parts of nylon 6 granules are mixed with 1.5 parts of 2,4-bis (4'-carboxy phenylamino) -6-chlorotriazine in a powder mixer (Rhoenrad) for 1 hour mixed and then in a laboratory extruder (type MARIS TM 33 V / 32 D) under the following conditions and spun into fibers:

- Speed of the screw: 321 - dosing speed: 40% - Power: 23 kg / hour - Print: 2 bar - Temperature in the zones @ 1 168 ° 2 to 6 300 ° 7 259 ° 8th 256 ° 9 263 °

The fibers obtained in this way can be added to the product or after processing Yarns, woven or knitted fabrics containing basic dyestuffs, e.g. C.I. basic Yellow 13 or 49, C.I. Basic Red 14, 22, 46 or 49, C.I. Basic Violet 16 or C.I. Basic Blue 41, 54 or 78 dyed or printed, wherein the resulting dyeings, or prints by increased color depth, high brilliance and good wet fastness characterize.

Examples 2 to 4

The procedure is as described in Example 1, but instead of the 2,4- Bis- (4'-carboxyphenylamino) -6-chlorotriazine 2-Chloro-4-methoxy-6-phenyl aminotriazine-4'-sulfonic acid (Ex. 2), 2-chloro-4,6-bis- (phenylamino-4'- sulfonic acid) triazine (Ex. 3) or 2-chloro-4- (1 ', 2', 2 ', 6', 6'-pentamethyl piperidyl-4'-amino) -6- (phenylamino-4 "-sulfonic acid) -triazine (Ex. 4) and also gets very brilliant and deep colorations with good wet fastness.

Claims (2)

1. A process for the preparation of synthetic polyamides having improved dyeability by basic dyes, characterized in that the unmodified synthetic polyamides in the melt with 0.1 to 5 weight percent of one or more compounds of the general formula I R (-AB _n ) _m (I ),wherein
R is the radical of a hydroxyl- and amino-reactive compound,
A is the residue of an aromatic compound,
B is a carboxy or sulfonic acid group,
m 1 or 2 and
n is 1, 2 or 3,
mixed. 2. Synthetic polyamides with improved dyeability by Basic dyestuffs prepared by the process according to claim 1.