Water-dispersible energy curable heterocyclic group-containing polyesters

Claim 1

A composition comprising an energy-curable polyester, said polyester being crosslinkable and having heterocyclic moieties and backbone alpha-methylene groups and repeating units of the general formula: ##STR9## wherein R is a single bond or an alkylene group having 1 to 6 carbon atoms and optionally one catenary oxygen; R 1 is hydrogen, ##STR10## wherein R 3 is alkenyl or alkyl having 2 to 5 carbon atoms and can be substituted by phenyl or carboxyl and R 4 is aliphatic or aromatic hydrocarbyl having up to 8 carbon atoms; R 2 is hydrogen or methyl; W is a divalent group that is required to complete a 5- or 6-membered heterocyclic ring, wherein W is ##STR11## and wherein R 5 , R 6 , R 7 , and R 8 are independently hydrogen or lower alkyl or 1 to 4 carbon atoms; Q is the divalent or trivalent residue of hydrocarbyl di- or tri-carboxylic acids, said residue formed by the removal of active hydrogens from the carboxylic acid groups and containing up to 40 carbon atoms and optionally containing catenary oxygen atoms; and a is zero or one, but can be one for no more than 20 mole percent of the carboxylic acids, and ##STR12##

Claim 12

The method of preparing an energy-curable polyester, said polyester being crosslinkable and having heterocyclic moieties and backbone alpha-methylene groups and having repeating units of the general formula: ##STR14## wherein R is a single bond or an alkylene group having 1 to 6 carbon atoms and optionally one catenary oxygen; R 1 is hydrogen, ##STR15## wherein R 3 is alkenyl or alkyl having 2 to 5 carbon atoms and can be substituted by phenyl or carboxyl and R 4 is aliphatic or aromatic hydrocarbyl having up to 8 carbon atoms; R 2 is hydrogen or methyl; W is a divalent group that is required to complete a 5- or 6-membered heterocyclic ring, wherein W is ##STR16## and wherein R 5 , R 6 , R 7 , and R 8 are independently hydrogen or lower alkyl of 1 to 4 carbon atoms; Q is the divalent or trivalent residue of hydrocarbyl di- or tri-carboxylic acids, said residue formed by the removal of active hydrogens from the carboxylic acid groups and containing up to 40 carbon atoms and optionally containing catenary oxygen atoms; and a is zero or one, but can be one for no more than 20 mole percent of the dicarboxylic acids, and ##STR17## which method includes the steps of (a) admixing together (1) 1.0 mole equivalent of a bis-(epoxy)heterocyclic compound having the formula: ##STR18## wherein R, R 2 and W are as defined above; (2) 0.8 to 1.2 mole equivalents of a polycarboxylic acid having the formula: ##STR19## wherein Q and a are as defined above; (3) a catalytically active amount of a base polymerization catalyst (4) less than 200 ppm by weight of a thermal polymerization inhibitor, (b) reacting components (1) and (2).

Claim 13

The method of preparing an energy-curable polyester, said polyester being crosslinkable and having heterocyclic moieties and backbone alpha-methylene groups and having repeating units of the general formula: ##STR14## wherein R is a single bond or an alkylene group having 1 to 6 carbon atoms and optionally one catenary oxygen; R 1 is hydrogen, ##STR15## wherein R 3 is alkenyl or alkyl having 2 to 5 carbon atoms and can be substituted by phenyl or carboxyl and R 4 is aliphatic or aromatic hydrocarbyl having up to 8 carbon atoms; R 2 is hydrogen or methyl; W is a divalent group that is required to complete a 5- or 6-membered heterocyclic ring, wherein W is ##STR16## and wherein R 5 , R 6 , R 7 , and R 8 are independently hydrogen or lower alkyl of 1 to 4 carbon atoms; Q is the divalent or trivalent residue of hydrocarbyl di- or tri-carboxylic acids, said residue formed by the removal of active hydrogens from the carboxylic acid groups and containing up to 40 carbon atoms and optionally containing catenary oxygen atoms; and a is zero or one, but can be one for no more than 20 mole percent of the dicarboxylic acids, and ##STR17## which method includes the steps of (a) admixing together (1) 1.0 mole equivalent of a bis-(epoxy)heterocyclic compound having the formula: ##STR18## wherein R, R 2 and W are as defined above; (2) 0.8 to 1.2 mole equivalents of a polycarboxylic acid having the formula: ##STR19## wherein Q and a are as defined above; (3) a catalytically active amount of a base polymerization catalyst (4) less than 200 ppm by weight of a thermal polymerization inhibitor, (b) reacting components (1) and (2).