Low VOC isoxazolidine as open time extenders in water borne paints
View Patent ↗The disclosure provides paint compositions that comprise isoxazolidine derivatives that are low in volatile organic compounds (VOCs). These compositions have extended open time, and are suitable for both water-based and organic solvent-based formulations.
1. A paint composition comprising a solvent, at least one binder, and at least one compound of the formula:
or a salt thereof, wherein
R 1 is C 1 -C 30 alkyl, C 2 -C 30 alkenyl, C 2 -C 30 alkynyl, C 1 -C 20 hydroxyalkyl, or C 1 -C 20 haloalkyl, wherein each of which is independently optionally substituted with one or more R 4 ;
R 2 and R 3 are independently hydrogen, C 1 -C 12 alkyl, C 1 -C 12 alkenyl, or C 1 -C 12 alkynyl each optionally substituted with one or more of R 5 ;
wherein each R 4 and R 5 are independently selected from the group consisting of halogen, —Si(C 1 -C 6 alkyl) 3 , cycloalkyl, aryl, heteroaryl, and heterocyclyh;
wherein the compound is present from about 0.1 to about 10 weight %.
2. The paint composition of claim 1 , wherein R 1 is C 3 -C 30 alkyl.
3. The paint composition of claim 1 , wherein R 1 is decyl.
4. The paint composition of claim 1 , wherein R 2 and R 3 are independently hydrogen or C 1 -C 12 alkyl.
5. The paint composition of claim 4 , wherein R 2 and R 3 are independently C 1 -C 12 alkyl.
6. The paint composition of claim 5 , wherein R 2 and R 3 are independently methyl.
7. The paint composition of claim 1 , wherein the compound is:
8. The paint composition of claim 1 , wherein the compound is present from about 0.2 to about 5 weight %.
9. The paint composition of claim 1 , wherein the solvent is water.
10. The paint composition of claim 9 , wherein water is present from about 10 to about 80 weight %.
11. The paint composition of claim 1 , further comprising one or more of neutralizing buffers.
12. The paint composition of claim 1 , further comprising one or more of thickeners, pigments, light stabilizers, surfactants, anti-foaming agents, humectants, and biocides.
13. The paint composition of claim 1 , wherein the binder comprises acrylic polymer, vinyl/acrylic copolymer, styrenated acrylic polymer, or vinyl acetate/ethylene copolymer.
14. A method for producing an aqueous based paint or coating with low volatile organic compound content, the method comprising using as a neutralizing agent about 0.1 to about 10 weight %, based on the total composition, a compound of formula:
or an acceptable salt thereof, wherein
R 1 is C 1 -C 30 alkyl, C 2 -C 30 alkenyl, C 2 -C 30 alkynyl, hydroxyalkyl, or C 1 -C 20 hydroxyalkyl, C 1 -C 20 haloalkyl;
R 2 and R 3 are independently hydrogen, C 1 -C 12 alkyl, C 1 -C 12 alkenyl, or C 1 -C 12 alkynyl.
15. The method of claim 14 , wherein about 0.2 to about 5 weight % of the neutralizing agent is used, based on the total composition.
16. The method of claim 14 , wherein R 1 is C 3 -C 30 alkyl.
17. The method of claim 14 , wherein R 1 is decyl.
18. The method of claim 14 , wherein R 2 and R 3 are independently hydrogen or C 1 -C 12 alkyl.
19. The method of claim 18 , wherein R 2 and R 3 are independently C 1 -C 12 alkyl.
20. The method of claim 1 , wherein the compound is: