Abstract: An oligomer is made by capping a uretdione compound of structure with a compound (II) having an active hydrogen and a carbamate or cyclic carbonate group under conditions in which the isocyanate groups but not the uretdione group react. The product (III) is either reacted with a reactant having at least two active hydrogens under reaction conditions that cleave the uretdione ring, after which any cyclic carbonate groups may be converted to carbamate groups, or a product (III) having cyclic carbonate groups is reacted with ammonia or primary amine to provide uretdione with a hydroxy carbamate group that is then self-condensed under uretdione ring-opening conditions. A curable coating composition comprises the oligomer; a coated article is prepared by applying a layer of the curable coating composition and curing the applied layer.

Abstract: A curable coating composition includes a uretdione compound having one uretdione group and having a plurality of functional groups selected from crosslinkable groups and groups that modify a coating property. The disclosed coating compositions include those having a binder component having a plurality of active hydrogen-containing groups. When the uretdione compound has a functional group that is a crosslinkable group, the coating composition further includes a crosslinker that has a plurality of crosslinking groups reactive under curing conditions with the crosslinkable group. Also disclosed is a method of making the curable coating composition, including preparing the uretdione compound having one uretdione group and having at least one further functional group.

Abstract: An oligomer may be made by capping a uretdione compound of structure (I) wherein each R1 is independently selected from alkylene groups having 1 to 12 carbon atoms, arylene groups having 5 to 12 carbon atoms, and arylalkylene and alkylarylene groups having 6 to 15 carbon atoms, wherein alkylene groups, alkylene portions of arylakylene groups, and alkyl portions of alkylarylene groups may be linear, branched, or cyclic with a compound having an active hydrogen and having a carbamate group or cyclic carbonate group the reaction being carried out under conditions in which the isocyanate groups but not the uretdione group of compound (I) react to form a compound (III), the compound (III) then being reacted with a reactant having at least two active hydrogens selected from polyols, polyamines having at least two amine groups selected from primary and secondary amine groups, and aminoalcohols having at least one amine group that is a primary or secondary amine group to form a product that is an oligomer.

Abstract: A curable coating composition includes a uretdione compound having one uretdione group and having a plurality of functional groups selected from crosslinkable groups and groups that modify a coating property. The disclosed coating compositions include those having a binder component having a plurality of active hydrogen-containing groups. When the uretdione compound has a functional group that is a crosslinkable group, the coating composition further includes a crosslinker that has a plurality of crosslinking groups reactive under curing conditions with the crosslinkable group. Also disclosed is a method of making the curable coating composition, including preparing the uretdione compound having one uretdione group and having at least one further functional group.