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US 2012/0172529 A1Published application
Migration-free coloured copolycondensates for colouring polymers
AssigneeBASF SE
InventorsThomas Ruch, Thomas Eichenberger, Peter Sutter, Christoph Krebs, Ursula Luterbacher
Life of this patent
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Abstract
The invention relates to coloured and/or fluorescent copolycondensates which are obtained by reaction of colourants substituted by at least two reactive groups which do not interfere with one another, with selected cyclic dicarboxylic acids (especially 1,4-cyclohexanedicarboxylic acid), aliphatic diols (especially ethylene glycol), cyclic diamines (especially isophoronediamine) and/or amino acids in particular amounts.
Claims13
A copolycondensate obtained by copolycondensation of
- at least one 1,2-C4-C8cycloalkanedicarboxylic acid, 1,3-C4-C8cycloalkanedicarboxylic acid or 1,4-C4-C8cycloalkanedicarboxylic acid, or an ester, anhydride or acid chloride thereof;
- from 0.3 to 0.8 mol, based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of at least one 1,2-C6-C12cycloalkanediamine, 1,3-C6-C12-cycloalkanediamine or 1,4-C6-C12cycloalkanediamine, or of a latent form thereof;
- from 0.2 to 0.6 mol, based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of at least one 1,2-C2-C6alkanediol, 1,3-C2-C6alkanediol or 1,4-C2-C6alkanediol, of which from 0 to 0.05 mol of one hydroxyl group may be esterified with a monocarboxylic acid, where the C2-C6alkanediol may be uninterrupted or interrupted by —O—, with the proviso that no carbon atom of the C2-C6alkanediol is bonded to more than one oxygen atom;
- optionally from 0 to 0.1 mol, based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of one or more amino acids;
- optionally from 0 to 0.1 mol, based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of one or more monofunctional components selected from the group consisting of monoalcohols, primary monoamines and monoacids each containing from 1 to 18 carbon atoms;
- and
- from 0.001 to 0.15 mol, based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of at least one colourant which has at least two substituents selected from the group consisting of —X, —NH2, —COX, —SO2X, —CO—O—CO— and —SO2—O—SO2—, where X is hydroxyl or reactive chlorine, bromine, fluorine, iodine or nitro, with the proviso that at least two of these substituents must be removed from one another to such an extent that they are not condensable with one another to form a fewer than 10-membered intramolecular ring;
- with the proviso that the molar ratio of the total amount of all hydroxyl and primary amino groups or latent forms thereof to the total amount of all carboxyl and sulpho groups is from 5:4 to 4:5.
5 more elements
A process for preparing a copolycondensate, wherein at least one 1,2-C4-C8cycloalkanedicarboxylic acid, 1,3-C4-C8cycloalkanedicarboxylic acid or 1,4-C4-C8cycloalkanedicarboxylic acid, or an ester, anhydride or acid chloride thereof;
- from 0.3 to 0.8 mol based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of at least one 1,2-C6-C12-cycloalkanediamine, 1,3-C6-C12cycloalkanediamine or 1,4-C6-C12cycloalkanediamine, or of a latent form thereof;
- from 0.2 to 0.6 mol, based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of at least one 1,2-C2-C6-alkanediol, 1,3-C2-C6alkanediol or 1,4-C2-C6alkanediol, of which from 0 to 0.05 mol of one hydroxyl group may be esterified with a monocarboxylic acid where the C2-C6alkanediol may be uninterrupted or interrupted by —O—, with the proviso that no carbon atom of the C2-C6alkanediol is bonded to more than one oxygen atom;
- optionally from 0 to 0.1 mol, based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of one or more amino acids;
- optionally from 0 to 0.1 mol, based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of one or more monofunctional components selected from the group consisting of monoalcohols, primary monoamines and monoacids each containing from 1 to 18 carbon atoms;
- and
- from 0.001 to 0.15 mol, based on 1 mol of C4-C8cycloalkanedicarboxylic acid, of at least one colourant which has at least two substituents selected from the group consisting of —X, —NH2, —COX, —SO2X, —CO—O—CO— and —SO2—O—SO—, where X is hydroxyl or reactive chlorine, bromine, fluorine, iodine or nitro, with the proviso that at least two of these substituents must be removed from one another to such an extent that they are not condensable with one another to form a fewer than 10-membered intramolecular ring;
- with the proviso that the molar ratio of the total amount of all hydroxyl and primary amino groups or latent forms thereof to the total amount of all carboxyl and sulpho groups is from 5:4 to 4:5;
- are heated to approximately 50 to 300° C. over 1 s to 100 hours, at a pressure of 102 to 107 Pa in the presence of an acidic catalyst.
5 more elements
(canceled)
Dependencies are inferred from the claim text.