Water-dispersible polyurethane polymer
View Patent ↗A water-dispersible polyurethane polymer useful in coating applications preferably includes a backbone having urethane linkages and at least one cycloaliphatic group having a closed aliphatic ring structure. Ethylenically unsaturated groups are preferably provided on the polyurethane polymer.
1. A coating composition comprising:
an aqueous carrier; and
a polyurethane polymer that is water dispersible without requiring use of a separate surfactant, and is at least partially dispersed in the aqueous carrier, the polyurethane polymer comprising:
a plurality of urethane linkages;
a plurality of cycloaliphatic groups derived from cycloaliphatic diacids, and each comprising an aliphatic ring structure and two divalent linkage ester groups that attach the aliphatic ring structure to other portions of the polyurethane polymer;
a plurality of functional groups selected from the group consisting of salt groups, salt-forming groups, and combinations thereof; and
a plurality of ethylenically-unsaturated groups;
wherein the coating composition has less than 10% by weight of volatile organic compounds.
2. The coating composition of claim 1 , wherein the plurality of cycloaliphatic groups are incorporated into the polyurethane polymer through non-isocyanate compounds.
3. The coating composition of claim 1 , wherein the cycloaliphatic diacids comprise cyclohexane diacids.
4. The coating composition of claim 1 , wherein the plurality of ethylenically-unsaturated groups constitute at least about 15 percent by weight of the polyurethane polymer, based on a total dry weight of the polyurethane polymer.
5. The coating composition of claim 1 , wherein the plurality of cycloaliphatic groups and the plurality of ethylenically-unsaturated groups and are provided by alkyd-based polyols.
6. The coating composition of claim 1 , wherein the plurality of cycloaliphatic groups constitute at least about 4 percent by weight of the polyurethane polymer, both based on a the total dry weight of the polyurethane polymer.
7. The coating composition of claim 1 , wherein the plurality of cycloaliphatic groups are located on a backbone of the polyurethane polymer.
8. The coating composition of claim 1 , wherein the plurality of ethylenically-unsaturated groups comprise a plurality of ethylenically-unsaturated fatty acid groups.
9. A coating composition comprising:
an aqueous carrier; and
a polyurethane polymer that is water dispersible without requiring use of a separate surfactant, and is at least partially dispersed in the aqueous carrier, the polyurethane polymer comprising:
a plurality of pendent urethane linkages;
a plurality of cycloaliphatic groups attached as backbone segments of the polyurethane polymer with divalent linkage ester groups, wherein the cycloaliphatic groups are derived from cycloaliphatic diacids;
a plurality of pendent neutralized groups; and
a plurality of pendent ethylenically-unsaturated groups;
wherein the coating composition has less than 10% by weight of volatile organic compounds.
10. The coating composition of claim 9 , wherein the plurality of pendent ethylenically-unsaturated groups comprise autooxidative carbon-carbon double bonds.
11. The coating composition of claim 9 , wherein the plurality of cycloaliphatic groups are incorporated into the polyurethane polymer through non-isocyanate compounds.
12. The coating composition of claim 9 , wherein the plurality of pendent ethylenically-unsaturated groups constitute at least about 15 percent by weight of the polyurethane polymer, based on a total dry weight of the polyurethane polymer.
13. The coating composition of claim 9 , wherein the plurality of cycloaliphatic groups constitute at least about 4 percent by weight of the polyurethane polymer, both based on a the total dry weight of the polyurethane polymer.
14. The coating composition of claim 1 , wherein the cycloaliphatic diacids comprise cyclohexane diacids.
15. A method for forming a coating composition, the method comprising:
forming a prepolymer comprising:
an isocyanate group;
a cycloaliphatic group derived from a cycloaliphatic diacid, and comprising an aliphatic ring structure and two divalent linkage ester groups that attach the aliphatic ring structure to other portions of the prepolymer;
an ethylenically unsaturated group; and
a salt-forming group;
neutralizing the salt-forming group to form a salt group on the prepolymer such that the prepolymer is water dispersible; and
dispersing the neutralized prepolymer in an aqueous carrier without using a separate surfactant to provide a prepolymer dispersion, wherein the prepolymer dispersion has less than 10% by weight of volatile organic compounds.
16. The method of claim 15 , wherein forming the prepolymer comprises mixing reaction components comprising:
an alkyd-based polyol comprising the cycloaliphatic group and the ethylenically unsaturated group;
an isocyanate compound having the isocyanate group; and
a compound containing the salt-forming group.
17. The method of claim 15 , and further comprising reacting the isocyanate group to form a urethane linkage.
18. The method of claim 15 , wherein the cycloaliphatic group diacid comprises cyclohexane diacid.
19. The method of claim 15 , wherein the plurality of ethylenically-unsaturated group comprises an ethylenically-unsaturated fatty acid group.
20. The method of claim 15 , wherein the cycloaliphatic group is incorporated into the prepolymer through a non-isocyanate compound.