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US 8,795,831 B2Granted
Wetting agents and dispersants, their preparation and use
AssigneeBYK-Chemie GmbH
InventorsWolfgang Pritschins, Karlheinz Haubennestel, Hans-Josef Teuwsen
Life of this patent
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Abstract
The invention relates to addition compounds and their salts, characterized in that the addition compounds are obtainable by reacting (a) one or more polyisocyanates having at least two isocyanate groups per molecule with (b) one or more compounds of the formula Y—(XH)n and (c) one or more compounds from the group consisting of (c1) compounds M-Q, (c2) a blocking agent for isocyanate groups, and (c3) optionally compounds of the general formula Z-Q. The invention further relates to the preparation of the addition compounds and to their use as dispersants, wetting agents and dispersion stabilizers, and also to solids coated with the addition compounds.
Claims19
Addition compounds and salts thereof, wherein the addition compounds are obtainable by reacting
- (a) one or more polyisocyanates having at least two isocyanate groups per molecule with
- (b) one or more compounds of the formula (I)
- Y—(XH)n (I)
- where
- XH is a group that is reactive towards isocyanates and
- Y is a monomeric or polymeric group that is not reactive towards isocyanates, that contains no tertiary amino groups and no hydrolysable silane groups and that comprises one or more aliphatic, cycloaliphatic and/or aromatic groups, that may optionally contain the heteroatoms O, S, Si and/or N and/or ether, urethane, carbonate, amide, siloxane and/or ester groups, and wherein hydrogen may optionally be replaced by halogen;
- and where
- n is 1, 2 or 3,
- the compound of the formula (I) possessing a number-average molar mass Mn of less than 20 000 g/mol and not representing a compound which falls within the definition of component (c2),
- and
- where for at least 50 mol % of the compounds of the formula (I) it is the case that n is 1,
- with the proviso that 20% to 90% of the isocyanate groups of component (a) are reacted with the compounds of the formula (I),
- and
- (c) one or more compounds from the group consisting of
- (c1) a compound selected from the group consisting of triethanolamine, N-methyldiethanolamine, aminopropylmethylethanolamine, 3-(diethylamino)propane-1,2-diol, tetrakis(2-hydroxypropyl)ethylenediamine, bis(2-hydroxyethyl)dodecylamine, bis(2-hydroxyethyl)octadecylamine, and mixtures thereof,
- (c2) a blocking agent for isocyanate groups selected from the group consisting of lactams, malonic esters, alkyl acetoacetates, phenols, diisopropylamine, 1,2,4-triazole, and imidazole, excluding blocking agents comprising one or more groups that react irreversibly with isocyanate groups, and
- (c3) optionally compounds of the general formula (III)
- Z-Q (III)
- in which
- Z is an organic basic radical having at least one tertiary amino group and contains no NCO-reactive groups, and
- Q is NH2, OH or NHR, in which R is a linear or branched alkyl group having 1 to 18 carbon atoms,
- where, if desired, any hydroxyl groups present in the reaction product of (a), (b) and (c) are reacted with polycarboxylic acids having at least two carboxyl groups or their anhydrides in an amount such that at least 0.8 molecule of the polycarboxylic acid or of the polycarboxylic anhydride is used for each hydroxyl group to be reacted;
- subject to the proviso that at least 10% of the isocyanate groups of component (a) are reacted with component (c) and use is made as component (c) of at least 5 mol % of one or more of components (c1) and/or (c2), and that 0% to 50% of the isocyanate groups of component (a) are reacted with one or more components (c3);
- wherein the addition compounds contain no unsaturated groups.
21 more elements
Paints, inks, paper coatings, leather and textile colours, pastes, pigment concentrates, ceramics, cosmetic preparations, casting compositions and/or moulding compositions based on synthetic semi-synthetic or natural macromolecular substances comprising addition compounds prepared by reacting
- (a) one or more polyisocyanates having at least two isocyanate groups per molecule with
- (b) one or more compounds of the formula (I)
- Y—(XH)n (I)
- where
- XH is a group that is reactive towards isocyanates and
- Y is a monomeric or polymeric group that is not reactive towards isocyanates, that contains no tertiary amino groups and no hydrolysable silane groups and that comprises one or more aliphatic, cycloaliphatic and/or aromatic groups, that may optionally contain the heteroatoms O, S, Si and/or N and/or ether, urethane, carbonate, amide, siloxane and/or ester groups, and wherein hydrogen may optionally be replaced by halogen;
- and where n is 1, 2 or 3,
- the compound of the formula (I) possessing a number-average molar mass Mn of less than 20 000 g/mol and not representing a compound which falls within the definition of component (c2),
- and
- where for at least 50 mol % of the compounds of the formula (I) it is the case that n is 1,
- with the proviso that 20% to 90% of the isocyanate groups of component (a) are reacted with the compounds of the formula (I),
- and
- (c) one or more compounds from the group consisting of
- (c1) a compound selected from the group consisting of triethanolamine, N-methyldiethanolamine, aminopropylmethylethanolamine, 3-(diethylamino)propane-1,2-diol, tetrakis(2-hydroxypropyl)ethylenediamine, bis(2-hydroxyethyl)dodecylamine, bis(2-hydroxyethyl)octadecylamine, and mixtures thereof,
- (c2) a blocking agent for isocyanate groups selected from the group consisting of lactams, malonic esters, alkyl acetoacetates, phenols, diisopropylamine, 1,2,4-triazole, and imidazole, excluding blocking agents comprising one or more groups that react irreversibly with isocyanate groups, and
- (c3) optionally compounds of the general formula (III)
- Z-Q (III)
- in which
- Z is an organic basic radical having at least one tertiary amino group and contains no NCO-reactive groups, and
- Q is NH2, OH or NHR, in which R is a linear or branched alkyl group having 1 to 18 carbon atoms,
- where, if desired, any hydroxyl groups present in the reaction product of (a), (b) and (c) are reacted with polycarboxylic acids having at least two carboxyl groups or their anhydrides in an amount such that at least 0.8 molecule of the polycarboxylic acid or of the polycarboxylic anhydride is used for each hydroxyl group to be reacted;
- subject to the proviso that at least 10% of the isocyanate groups of component (a) are reacted with component (c) and use is made as component (c) of at least 5 mol % of one or more of components (c1) and/or (c2), and that 0% to 50% of the isocyanate groups of component (a) are reacted with one or more components (c3);
- wherein the addition compounds contain no unsaturated groups.
20 more elements
Dependencies are inferred from the claim text.