Carboxylic acid modified aminoplast crosslinkers and powder coating compositions containing such crosslinkers
AssigneePPG Industries Ohio, Inc.
InventorsShengkui Hu, Anthony M. Chasser, Jackie L. Kulfan
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Abstract
A crosslinking agent that is an ungelled reaction product of (a) an aminoplast resin and (b) a carboxylic acid-containing compound wherein the crosslinking agent is essentially free of reactive carboxylic acid groups and has a glass transition temperature of at least 10° C. is disclosed. Methods for preparing crosslinking agents are also disclosed. Further provided is a curable powder coating composition including a polymer having a glass transition temperature of at least 30° C. containing reactive functional groups and the present crosslinking agent; a multilayer composite coating composition and substrates coated therewith are also disclosed.
Claims27
A curable powder coating composition comprising a solid particulate film-forming mixture of the following components:
- (1) a polymer containing reactive functional groups, said polymer having a glass transition temperature of at least 30° C.;
- and
- (2) a crosslinking agent comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin;
- and
- (b) a monofunctional carboxylic acid compound having a single carboxyl group as the sole active hydrogen-containing group in said compound;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A curable powder coating composition comprising a solid particulate film-forming mixture of the following components:
- (1) a polymer containing reactive functional groups, said polymer having a glass transition temperature of at least 30° C.;
- and
- (2) a crosslinking agent consisting of an ungelled reaction product of the following reactants:
- (a) an aminoplast resin;
- and
- (b) a monofunctional carboxylic acid-containing compound;
- wherein the crosslinking agent has a glass transition temperature of at least 10° and is substantially free of active hydrogen-containing groups.
A crosslinking agent, comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin that comprises an alkoxylated aldehyde condensate of glycoluril;
- and
- (b) a monofunctional carboxylic acid compound having a single carboxyl group as the sole active hydrogen-containing group in said compound;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A crosslinking agent consisting of an ungelled reaction product of
- (a) an aminoplast resin that comprises an alkoxylated aldehyde condensate of glycoluril;
- and
- (b) a monofunctional carboxylic acid-containing compound;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A crosslinking agent comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin and
- (b) 4-tert-butyl benzoic acid;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A crosslinking agent comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin and
- (b) phenylacetic acid or a derivative thereof;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A crosslinking agent comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin and
- (b) p-toluic acid;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A crosslinking agent comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin and
- (b) p-anisic acid;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A crosslinking agent comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin and
- (b) trans-cinnamic acid;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A crosslinking agent comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin;
- and
- (b) a monofunctional carboxylic acid-containing compound;
- wherein component (b) further comprises a polyfunctional carboxylic acid,
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups, and wherein the weight percent of polyfunctional acid is ≦20, with weight percent being based on the total weight of component (b).
A crosslinking agent, comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin;
- (b) a monofunctional carboxylic acid compound having a single carboxyl group as the sole active hydrogen-containing group in said compound;
- (c) a mono-hydroxy aromatic compound having structure (I):
- wherein each of R1 through R5 are the same or different and are selected from H, a monovalent hydrocarbon group, COOR6 where R6 is H or a monovalent hydrocarbon group, NO2, halogen or XR7, where X is oxygen or sulfur and R7 is a monovalent hydrocarbon group having 1 to 8 carbon atoms;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A crosslinking agent, comprising an ungelled reaction product of the following reactants:
- (a) an aminoplast resin;
- (b) a monofunctional carboxylic acid compound having a single carboxyl group as the sole active hydrogen-containing group in said compound;
- (d) compounds having the following structure (II):
- or dimer derivatives thereof, where R6 and R7 are the same or different and each independently represents an aromatic group or an alkyl group having 1 to 12 carbon atoms;
- wherein the crosslinking agent has a glass transition temperature of at least 10° C. and is substantially free of active hydrogen-containing groups.
A method for converting a liquid aminoplast into an ungelled crosslinking agent comprising:
- (a) mixing together:
- (i) an aminoplast resin;
- and
- (ii) a monofunctional carboxylic acid-containing compound;
- (b) heating the admixture of step (a) to a temperature ranging from 90° C. to 160° C.;
- and
- (c) maintaining the temperature achieved in step (b) for a time sufficient to obtain an ungelled reaction product that has a glass transition temperature of at least 10° C. and that is substantially free of active hydrogen-containing groups,
- wherein the aminoplast resin comprises a (methoxymethyl)aminotriazine compound, and wherein the monofunctional carboxylic acid-containing compound is 4-tert-butyl benzoic acid.
A method for converting a liquid aminoplast into an ungelled crosslinking agent comprising:
- (a) mixing together:
- (i) an aminoplast resin;
- and
- (ii) a monofunctional carboxylic acid-containing compound;
- (b) heating the admixture of step (a) to a temperature ranging from 90° C. to 160° C.;
- and
- (c) maintaining the temperature achieved in step (b) for a time sufficient to obtain an ungelled reaction product that has a glass transition temperature of at least 10° C. and that is substantially free of active hydrogen-containing groups,
- wherein the aminoplast resin comprises a (methoxymethyl)aminotriazine compound, and wherein the monofunctional carboxylic acid containing compound is p-toluic acid.
Dependencies are inferred from the claim text.