Polyamide compositions with improved dyeability

Abstract: 1. Synthetic polyamide comprising one or more of the following compounds:- a) a compound having at least one sterically hindered amino group, [hereinafter referred to as compounds a)]; or b) a trimesinic acid trialkylamide, at least one alkyl group of which bears at least one free amino and/or alkylamino group [hereinafter referred to as compounds b)]; or c) a trialkylamino-substituted triazine, at least one alkyl group of which carries a free amino and/or alkylamino group [hereinafter referred to as compounds c)]; or d) a dyestuff that is free of sulphonic acid groups and contains at least one group that is reactive to a hydroxy and/or amino group [hereinafter referred to as compounds d)]; or e) a synthetic polyamide containing at least one group that is reactive with a hydroxy and/or amino group [hereinafter referred to as compounds e)].

Description: It has been found that the dyeability of synthetic polyamides can be improved by incorporating into them one or more of the following compounds: a) a compound having at least one sterically hindered amino group which is selected from the group of those of formulae (4), (5), (6), (14), (15) and (16) in which R 4 is a group of formula (α) where R' is hydrogen, C 1-6 alkyl, C 1-4 alkoxy or -CO-C 1-4 alkyl; or b) a synthetic polyamide containing at least one group that is reactive with a hydroxy and/or amino group of formula VIII Pa-(CO-R 12 ) m in which Pa is a nitrogen containing radical of a synthetic polyamide, R 12 is a group containing one or two sterically hindered amino groups wherein the amino nitrogen atoms are incorporated in a cyclic structure, and is derived from R 12 H having a reactive nitrogen atom that is either an amino group or part of a cyclic group and m is 1 or 2. Preferred groups that are reactive to -OH or -NH 2 are e.g. those known as reactive groups in the chemistry of reactive dyes. More preferably these cyclic groups having at least 2 nitrogen atoms (separated preferably by one or two carbon atoms), e.g. triazinyl-, pyrimidyl-, quinoxalyl-, quinazolyl-, phthalazinyl-, benzoxazolyl- and benzthiazolyl-groups, bearing 1 to 3 chlorine atoms on the carbon atoms adjacent to the nitrogen atoms. The preferred synthetic polyamide of component b) are polymeric isophthalic or terephthalic acid amides of formula (VIII) Pa-(CO-R 12 )m in which Pa is a nitrogen containing radical of a synthetic polyamide, R 12 is a group containing one or two sterically hindered amino groups wherein the amino nitrogen atoms are incorporated in a cyclic structure, and m is 1 or 2. The compounds of formula (VIII) can be produced by known methods. The compounds of formula (VIII) can be produced when a synthetic polyamide having a terminal carboxy group or functional derivative thereof (e.g. the acid chloride or an ester) is reacted during the polycondensation process with one or more amino groups or one or more sterically hindered amino group containing compounds, preferably of aromatic nature. The compounds of formula R 12 H which are used for producing the compounds of formula (VIII) have a reactive nitrogen atom that is either an amino group or part of a cyclic group, for example a piperazine group. These compounds also contain one or two sterically hindered nitrogen atoms in a cyclic structure, for example N-C 1-4 alkyl or N-acyl substituted 2,2,6,6-tetraalkylpiperidyl-4-groups. The preparation of such modified synthetic polyamides having reactive groups and amine groups are well known to a man well-skilled in the art. The synthetic polyamides according to the invention can be dyed in the mass with any type of dyestuff, provided that it is stable at high temperatures (of the melt). Preferred dyestuff groups are the monoazo-metal complexes, in particular the chrome complexes that are sufficiently stable at high temperatures to be used. Preferred reactive dyestuffs that can be used are the halogen-containing triazinyl or vinyl group containing metallized azo dyestuffs (i.e. those metallized with chromium, nickel or copper). Such reactive dyestuffs have been commercially available for a number of years. The preparation of modified synthetic polyamides according to the invention can be effected in a conventional manner, preferably by mixing the reactive compounds with molten synthetic polyamide, e.g. in an extruder prior to spinning, before or during the polycondensation process of the synthetic polyamide itself. Generally, one uses 0.5 to 5% by weight of the compounds a) or b) based on the weight of synthetic polyamides. More preferably 1 to 2% by weight of the compounds a) or b) are used. The synthetic polyamides according to the invention containing a compound a) or b) are outstanding in many respects compared to synthetic polyamide which does not contain a compound a) or b) - hereafter referred to as "untreated polyamide". When dyeing of untreated polyamide and polyamide according to the invention with acid dyes is carried out (using the same quantity of dyestuffs on the substrate), a considerably deeper and more brilliant dyeing is obtained with the synthetic polyamides according to the invention than with untreated polyamide. Bath exhaustion is noticeably better and the fastnesses, especially wet fastnesses, are improved. If reactive dyes are used to dye synthetic polyamides according to the invention, in general between 0.05 and 5% by weight of the reactive dyes are used based on the weight of synthetic polyamides. More preferably the amounts of reactive dye used is between 0.1 and 3% by weight. The dyeings so obtained are also deeper than exhaust dyeings made with the same amount of dye on the untreated synthetic polyamide.

Claims: Polyamide composition comprising: a synthetic polyamide and a) a compound having at least one sterically hindered amino group which is selected from the group of those of formulae (4), (5), (6), (14), (15) and (16) in which R 4 is a group of formula (α) where R' is hydrogen, C 1-6 alkyl, C 1-4 alkoxy or -CO-C 1-4 alkyl; or b) a synthetic polyamide containing at least one group that is reactive with a hydroxy and/or amino group of formula VIII Pa-(CO-R 12 ) m in which Pa is a nitrogen containing radical of a synthetic polyamide, R 12 is a group containing one or two sterically hindered amino groups wherein the amino nitrogen atoms are incorporated in a cyclic structure and is derived from R 12 H having a reactive nitrogen atom that is either an amino group or part of a cyclic group, and m is 1 or 2. Process for the preparation of the polyamide composition according to claim 1 by mixing the compounds of formulae 4, 5, 6, 14, 15 or 16 or the synthetic polyamide of formula VIII with molten synthetic polyamide before or during the polycondensation process of the synthetic polyamide. Process for the improvement of the dyeability of synthetic polyamides by incorporating into them a) a compound having at least one sterically hindered amino group as defined in claim 1, or b) a synthetic polyamide containing at least one group that is reactive with a hydroxy and/or amino group as defined in claim 1. Use of a) a compound having at least one sterically hindered amino group as defined in claim 1, or b) a synthetic polyamide containing at least one group that is reactive with a hydroxy and/or amino group as defined in claim 1 for the improvement of the dyeability of synthetic polyamides.

Inventors: KAUL BANSI LAL, VOUGIOUKAS ANGELOS ELIE, KAUL, BANSI LAL, VOUGIOUKAS, ANGELOS ELIE, VOUGIOUKAS, ANGELOS ELIE, C/O SANDOZ URUNLERI A.S.
Applicants: CLARIANT FINANCE BVI LTD, CLARIANT FINANCE (BVI) LIMITED
Application year: 1990
Main classification: C08K5
IPC codes: D06P5, C08K5, D06P1, C08G69