Latex coating compositions including carboxy ester ketal coalescents, methods of manufacture, and uses thereof
A latex coating composition is disclosed, comprising a latex polymer binder; water; and a ketal adduct of formula (1) wherein R 1 is C1-6 alkyl, R 2 is hydrogen or C1-3 alkyl, each R 3 , R 4 , and R 5 is independently hydrogen or C1-6 alkyl, R 6 and R 7 are each independently hydrogen or C1-6 alkyl, a is 0-3, and b is 0-1.
1. A latex coating composition, comprising
a latex polymer binder;
water; and
a ketal adduct of formula (1)
wherein
R 1 is C1-6 alkyl,
R 2 is hydrogen or C1-3 alkyl,
each R 3 , R 4 , and R 5 is independently hydrogen or C1-6 alkyl,
R 6 and R 7 are each independently hydrogen or C1-6 alkyl,
a is 0-3, and
b is 0-1,
wherein the latex polymer binder comprises an emulsion polymer containing units derived from polymerization of acrylic acid, acrylic acid C1-4 alkyl ester, methacrylic acid, or methacrylic acid C1-4 alkyl ester, optionally with units derived from styrene, α-methyl styrene, vinyl chloride, acrylonitrile, methacrylonitrile, ureido methacrylate, vinyl acetate, itaconic acid, crotonic acid, maleic acid, fumaric acid, ethylene, hydroxyethyl acrylate, hydroxypropyl acrylate, a C4-8 conjugated diene, vinyl versatate or a combination thereof.
2. The latex coating composition of claim 1 , wherein R 1 is C1-6 alkyl, R 2 is methyl, each R 3 , R 4 , and R 5 are each independently hydrogen or C1-3 alkyl, R 6 is hydrogen or C1-6 alkyl, R 7 is hydrogen, a is 1-3, and b is 0-1.
3. The latex coating composition of claim 1 , wherein R 1 is C1-6 alkyl, R 2 is methyl, R 3 is hydrogen, R 6 is hydrogen or C1-3 alkyl, R 7 is hydrogen, a is 2-3, and b is 0.
4. The latex coating composition of claim 1 , wherein R 1 is C1-4 alkyl, R 2 is methyl, R 3 is hydrogen, R 6 is hydrogen, methyl, or ethyl, R 7 is hydrogen, a is 2, and b is 0.
5. The latex coating composition of claim 1 , wherein the ketal adduct is of formula (1a)
wherein R 1 is a C1-4 alkyl.
6. The latex coating composition of claim 1 , wherein R 1 is ethyl.
7. The latex coating composition of claim 1 , wherein R 1 is isopropyl.
8. The latex coating composition of claim 1 , wherein R 1 is butyl.
9. The latex coating composition of claim 1 , comprising 0.1 to 30 wt. %, of the ketal adduct, based on the total weight of the latex coating composition.
10. The latex coating composition of claim 1 , comprising 1 to 15 wt. % of the ketal adduct, based on the total weight of the latex coating composition.
11. The latex coating composition of claim 1 , wherein the latex polymer binder comprises an acrylic polymer, styrene-acrylic copolymer, vinyl-acrylic copolymer, or acrylated ethylene-vinyl acetate emulsion copolymer.
12. The latex coating composition of claim 1 , wherein the latex polymer binder is a paint latex polymer binder, and further comprising a pigment.
13. The latex coating composition of claim 1 , wherein the latex polymer binder is a caulk polymer binder.
14. The latex coating composition of claim 1 , wherein the latex polymer binder is a sealant polymer binder.
15. The latex coating composition of claim 1 , wherein the latex polymer binder is an adhesive polymer binder.
16. The latex coating composition of claim 1 , wherein the latex polymer binder is a mastic polymer binder.
17. The latex coating composition of claim 1 , wherein the latex polymer binder is an ink latex polymer binder, and further comprising a pigment, dye, or combination thereof.
18. A method of preparing the latex coating composition of claim 1 , comprising:
combining an aqueous latex polymer binder emulsion and the ketal adduct of formula 1.
19. A method of coating a substrate, comprising:
contacting the latex coating composition of claim 1 with a surface of the substrate to form a coating; and
drying the coating.
20. A coated substrate made by the method of claim 19 .
21. A latex coating composition, comprising
a latex polymer binder;
water; and
a ketal adduct of formula (1)
wherein
R 1 is C1-6 alkyl,
R 2 is hydrogen or C1-3 alkyl,
each R 3 , R 4 , and R 5 is independently hydrogen or C1-6 alkyl,
R 6 and R 7 are each independently hydrogen or C1-6 alkyl,
a is 0-3, and
b is 0-1,
wherein the latex polymer binder comprises an acrylic polymer, styrene-acrylic copolymer, vinyl-acrylic copolymer, or acrylated ethylene-vinyl acetate emulsion copolymer.
22. The latex coating composition of claim 21 , wherein R 1 is C1-6 alkyl, R 2 is methyl, each R 3 , R 4 , and R 5 are each independently hydrogen or C1-3 alkyl, R 6 is hydrogen or C1-6 alkyl, R 7 is hydrogen, a is 1-3, and b is 0-1.
23. The latex coating composition of claim 21 , wherein R 1 is C1-6 alkyl, R 2 is methyl, R 3 is hydrogen, R 6 is hydrogen or C1-3 alkyl, R 7 is hydrogen, a is 2-3, and b is 0.
24. The latex coating composition of claim 21 , wherein R 1 is C1-4 alkyl, R 2 is methyl, R 3 is hydrogen, R 6 is hydrogen, methyl, or ethyl, R 7 is hydrogen, a is 2, and b is 0.
25. The latex coating composition of claim 22 , wherein the ketal adduct is of formula (1a)
wherein R 1 is a C1-4 alkyl.
26. The latex coating composition of claim 21 , wherein R 1 is ethyl.
27. The latex coating composition of claim 21 , wherein R 1 is isopropyl.
28. The latex coating composition of claim 21 , wherein R 1 is butyl.
29. The latex coating composition of claim 21 , comprising 0.1 to 30 wt. %, of the ketal adduct, based on the total weight of the latex coating composition.
30. The latex coating composition of claim 21 , comprising 1 to 15 wt. % of the ketal adduct, based on the total weight of the latex coating composition.
31. The latex coating composition of claim 21 , wherein the latex polymer binder is a paint latex polymer binder, and further comprising a pigment.
32. The latex coating composition of claim 21 , wherein the latex polymer binder is a caulk polymer binder.
33. The latex coating composition of claim 21 , wherein the latex polymer binder is a sealant polymer binder.
34. The latex coating composition of claim 21 , wherein the latex polymer binder is an adhesive polymer binder.
35. The latex coating composition of claim 21 , wherein the latex polymer binder is a mastic polymer binder.
36. The latex coating composition of claim 21 , wherein the latex polymer binder is an ink latex polymer binder, and further comprising a pigment, dye, or combination thereof.
37. A method of preparing the latex coating composition of claim 21 , comprising:
combining an aqueous latex polymer binder emulsion and the ketal adduct of formula 1.
38. A method of coating a substrate, comprising:
contacting the latex coating composition of claim 21 with a surface of the substrate to form a coating; and
drying the coating.
39. A coated substrate made by the method of claim 38 .