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US 6,890,994 B2Granted
Curable coating compositions with carbamate-containing acrylic polymers
AssigneeBASF SE
InventorsWalter H. Ohrbom, Craig S. Schang, Donald Campbell, Donald L. St. Aubin
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Abstract
The invention provides an acrylic polymer or oligomer comprising random repeating units of the formula: a method of making said polymers and curable coating compositions comprising the same.
Claims58
A primary carbamate functional acrylic polymer comprising randomly repeating units of the formula:
- wherein x is a primary carbamate group,
- n is an integer of 2 or more,
- n′ is an integer of 1 or more,
- R0, R1, R2, R3, R4 and R5 are independently H, an alkyl group, an aromatic group, or mixtures thereof,
- at least one R1 or R2 group is not hydrogen,
- L is a linking group,
- y represents from 2 to 100% by weight, based on the total weight of all ethylenically unsaturated monomers in the monomer mixture,
- A represents functional or nonfunctional repeating units derived from one or more ethylenically unsaturated monomers,
- z represents from 0 to 98% by weight, based on the total weight of all ethylenically unsaturated monomers in the monomer mixture, and
- substantially all primary carbamate groups x are attached to carbon atoms having a lower degree of substitution than a carbon atom to which linking group L is attached,
- wherein the primary carbamate functional acrylic polymer is the polymerization reaction product of a monomer mixture comprising a primary carbamate functional ethylenically unsaturated monomer of the structure:
- wherein X is a primary carbamate group,
- n is an integer of 2 or more,
- n′ is an integer of 1 or more,
- R0, R1, R2, R3, R4 and R5 are independently H, an alkyl group, an aromatic group, or mixtures thereof,
- at least one R1 or R2 group is not hydrogen, and
- L is a linking group.
14 more elements
A method of making a primary carbamate functional acrylic polymer, comprising polymerizing a monomer mixture comprising a primary carbamate functional ethylenically unsaturated monomer of the structure:
- wherein X is a primary carbamate group,
- n is an integer of 2 or more,
- n′ is an integer of 1 or more,
- R0, R1, R2, R3, R4 and R5 are independently H, an alkyl group, an aromatic group, or mixtures thereof,
- at least one R1 or R2 group is not hydrogen,
- L is a linking group, and
- said primary carbamate functional ethylenically unsaturated monomer comprises the reaction product of
- (1) an ethylenically saturated monomer comprising one or more functional groups (i) which are reactive with a functional group Z but which are substantially nonreactive with a primary carbamate group X of monomeric reactive compound (2), and
- (2) a monomeric reactive compound comprising one or more structures of the formula:
- wherein
- X is a primary carbamate group,
- Z is a functional group reactive with at least one functional group of material (1) and is selected from the group consisting of hydroxy groups, halide groups, and derivatives thereof,
- n is an integer of 2 or more,
- n′ is an integer of 1 or more, and
- R0, R1, R2, R3, R4 and R5 are independently H, an alkyl group, an aromatic group, or mixtures thereof,
- with the provisos that
- (i) at least one R1 or R2 group is not hydrogen, and
- (ii) in substantially all structures of monomeric reactive compound (2),
- primary carbamate group X is attached to a carbon atom having a lower degree of substitution than a carbon atom to which functional group Z is attached.
16 more elements
Dependencies are inferred from the claim text.