Polyurethane coating formulations based on polyepoxide-caprolactone polyols and polyisocyanates

Claim 2

A two-package urethane coating formulation which comprises (1) an organic polyisocyanate, and (2) a polyol composition prepared by the reaction of (a) and (b) where (a) is a caprolactone polyol having an average of at least three hydroxyl groups per molecule and (b) is a polyepoxide having at least two vicinal epoxy groups per molecule, the amount of reactant (a) employed in forming said polyol composition being at least sufficient to effect substantially complete reaction of the epoxy groups of (b).

Claim 3

A two-package urethane coating formulation which comprises (1) an organic polyisocyanate, and (2) a polyol composition formed by reaction at a temperature from about 100° to about 190° C. of (a) and (b) where: a. is a caprolactone polyol having an average of from three to six hydroxyl groups per molecule; and b. is a cycloaliphatic diepoxide having the formula, ##SPC11## where R represents hydrogen or an alkyl group having from one to four carbon atoms, R° represents a valence bond or a bivalent hydrocarbon radical having from 1 to 9 carbon atoms, and a has a value of zero or one; the mole ratio of (a) to (b) employed in forming said polyol composition being from about 1.8:1 to about 2.5:1.

Claim 4

A two-package urethane coating formulation which comprises (1) an organic polyisocyanate, and (2) a polyol composition formed by reaction at a temperature from about 100° to about 190° C. of (a) and (b) where: a. is a caprolactone polyol having an average of from three to six hydroxyl groups per molecule; and b. is a cycloaliphatic diepoxide having the formula, ##SPC11## where R represents hydrogen or an alkyl group having from one to four carbon atoms, R° represents a valence bond or a bivalent hydrocarbon radical having from 1 to 9 carbon atoms, and a has a value of zero or one; the mole ratio of (a) to (b) employed in forming said polyol composition being from about 1.8:1 to about 2.5:1.

Claim 5

A two-package urethane coating formulation which comprises (1) an organic polyisocyanate, and (2) a polyol composition prepared by the reaction of (a) and (b) where: (a) is a caprolactone triol having an average hydroxyl number from about 185 to about 560 prepared by the reaction of trimethylolpropane and epsilon-caprolactone, and (b) is 3,4-epoxycyclohexylmethyl (3,4-epoxycyclohexane)carboxylate, the said reaction of (a) and (b) being effected at a temperature between about 100° and about 190° C. in the presence of a tin carboxylate as catalyst, employing about two moles of (a) per mole of (b).

Claim 6

A two-package urethane coating formulation which comprises (1) an organic polyisocyanate, and (2) a polyol composition prepared by the reaction of (a) and (b) where: (a) is a caprolactone triol having an average hydroxyl number from about 185 to about 560 prepared by the reaction of trimethylolpropane and epsilon-caprolactone, and (b) is 3,4-epoxycyclohexylmethyl (3,4-epoxycyclohexane)carboxylate, the said reaction of (a) and (b) being effected at a temperature between about 100° and about 190° C. in the presence of a tin carboxylate as catalyst, employing about two moles of (a) per mole of (b).

Claim 7

A polyurethane coating composition comprising the reaction product of (1) an organic polyisocyanate and (2) a polyol composition prepared by the reaction of (a) and (b) where (a) is a caprolactone polyol having an average of at least three hydroxyl groups per molecule and (b) is a polyepoxide having at least two vicinal epoxy groups per molecule, the amount of reactant (a) employed in forming said polyol composition being at least sufficient to effect substantially complete reaction of the epoxy groups of (b).

Claim 8

A polyurethane coating composition comprising the reaction product of (1) an organic polyisocyanate and (2) a polyol composition prepared by the reaction of (a) and (b) where (a) is a caprolactone polyol having an average of at least three hydroxyl groups per molecule and (b) is a polyepoxide having at least two vicinal epoxy groups per molecule, the amount of reactant (a) employed in forming said polyol composition being at least sufficient to effect substantially complete reaction of the epoxy groups of (b).

Claim 9

A polyurethane coating composition comprising the reaction product of (1) an organic polyisocyanate and (2) a polyol composition formed by reaction at a temperature from about 100° to about 190° C. of (a) and (b) where: a. is a caprolactone polyol having an average of from three to six hydroxyl groups per molecule; and b. is a cycloaliphatic diepoxide having the formula, ##SPC12## where R represents hydrogen or an alkyl group having from one to four carbon atoms, R° represents a valence bond or a bivalent hydrocarbon radical having from 1 to 9 carbon atoms, and a has a value of zero or one; the mole ratio of (a) to (b) employed in forming said polyol composition being from about 1.8:1 to about 2.5:1.

Claim 10

A polyurethane coating composition comprising the reaction product of (1) an organic polyisocyanate and (2) a polyol composition formed by reaction at a temperature from about 100° to about 190° C. of (a) and (b) where: a. is a caprolactone polyol having an average of from three to six hydroxyl groups per molecule; and b. is a cycloaliphatic diepoxide having the formula, ##SPC12## where R represents hydrogen or an alkyl group having from one to four carbon atoms, R° represents a valence bond or a bivalent hydrocarbon radical having from 1 to 9 carbon atoms, and a has a value of zero or one; the mole ratio of (a) to (b) employed in forming said polyol composition being from about 1.8:1 to about 2.5:1.

Claim 11

A polyurethane coating composition comprising the reaction product of (1) an organic polyisocyanate and (2) the polyol composition prepared by the reaction of (a) and (b) where (a) is a caprolactone triol having an average hydroxyl number from about 185 to about 560 prepared by the reaction of trimethylolpropane and epsilon-caprolactone, and (b) is 3,4-epoxycyclohexylmethyl (3,4-epoxycyclohexane) carboxylate, the said reaction of (a) and (b) being effected at a temperature between about 100° and about 190° C. in the presence of a tin carboxylate as catalyst, employing about two moles of (a) per mole of (b).

Claim 12

A polyurethane coating composition comprising the reaction product of (1) an organic polyisocyanate and (2) the polyol composition prepared by the reaction of (a) and (b) where (a) is a caprolactone triol having an average hydroxyl number from about 185 to about 560 prepared by the reaction of trimethylolpropane and epsilon-caprolactone, and (b) is 3,4-epoxycyclohexylmethyl (3,4-epoxycyclohexane) carboxylate, the said reaction of (a) and (b) being effected at a temperature between about 100° and about 190° C. in the presence of a tin carboxylate as catalyst, employing about two moles of (a) per mole of (b).

Claim 13

A polyurethane coating composition comprising the reaction product of: 1. a biuret-containing aliphatic polyisocyanate; and 2. a polyol composition prepared by the reaction of (a) and (b) where (a) is a caprolactone triol having an average hydroxyl number from about 185 to about 560 prepared by the reaction of trimethylolpropane and epsilon-caprolactone and (b) is 3,4-epoxycyclohexylmethyl (3,4-epoxycyclohexane) carboxylate, the said reaction of (a) and (b) being effected at a temperature between about 100° and about 190° C. in the presence of a tin carboxylate as catalyst, employing about two moles of (a) per mole of (b); the amount of said reactants (1) and (2) employed in forming said coating composition being sufficient to provide an --NCO to --OH equivalent ratio of from about 1:1 to about 1.4:1.

Claim 14

A polyurethane coating composition comprising the reaction product of: 1. a biuret-containing aliphatic polyisocyanate; and 2. a polyol composition prepared by the reaction of (a) and (b) where (a) is a caprolactone triol having an average hydroxyl number from about 185 to about 560 prepared by the reaction of trimethylolpropane and epsilon-caprolactone and (b) is 3,4-epoxycyclohexylmethyl (3,4-epoxycyclohexane) carboxylate, the said reaction of (a) and (b) being effected at a temperature between about 100° and about 190° C. in the presence of a tin carboxylate as catalyst, employing about two moles of (a) per mole of (b); the amount of said reactants (1) and (2) employed in forming said coating composition being sufficient to provide an --NCO to --OH equivalent ratio of from about 1:1 to about 1.4:1.