US 11,932,775 B2
Weatherable and durable coating compositions
Alan M. Piwowar, Midland, MI (US); Ray E. Drumright, Midland, MI (US); Erin B. Vogel, Midland, MI (US); Gary M. Wieber, Midland, MI (US); Patrick J. Fryfogle, Midland, MI (US); Yanxiang Li, Midland, MI (US); Susan M. Machelski, Midland, MI (US); Paul J. Popa, Auburn, MI (US); Adam C. Tomasik, Mount Pleasant, MI (US); and Gerald Lawrence Witucki, Midland, MI (US)
Assigned to Dow Global Technologies LLC, Midland, MI (US); and Dow Siliicones Corporation, Midland, MI (US)
Appl. No. 17/253,343
Filed by Dow Global Technologies LLC, Midland, MI (US); and Dow Silicones Corporation, Midland, MI (US)
PCT Filed Jul. 17, 2019, PCT No. PCT/US2019/042239
§ 371(c)(1), (2) Date Dec. 17, 2020,
PCT Pub. No. WO2020/018690, PCT Pub. Date Jan. 23, 2020.
Claims priority of provisional application 62/754,638, filed on Nov. 2, 2018.
Claims priority of provisional application 62/700,478, filed on Jul. 19, 2018.
Prior Publication US 2021/0261818 A1, Aug. 26, 2021
Int. Cl. C09D 183/08 (2006.01); C08F 220/14 (2006.01); C08F 220/18 (2006.01); C08F 220/20 (2006.01); C08F 220/32 (2006.01); C08G 77/00 (2006.01); C08G 77/08 (2006.01); C08G 77/26 (2006.01); C09D 133/08 (2006.01); C09D 133/10 (2006.01)
CPC C09D 183/08 (2013.01) [C08F 220/14 (2013.01); C08F 220/1808 (2020.02); C08F 220/20 (2013.01); C08F 220/325 (2020.02); C08G 77/08 (2013.01); C08G 77/26 (2013.01); C08G 77/80 (2013.01); C09D 133/08 (2013.01); C09D 133/10 (2013.01)] 10 Claims
 
1. A curable coating composition comprising:
(1) a silicone imine resin which in the presence of sufficient amounts of water forms an amino-functional silicone resin of the fully condensed formula
RxSiO(4-x)/2 where
(a) x is a number from 1.0 to 2.1;
(b) the amino-functional silicone resin is comprised of the Si units R3SiO1/2, R2SiO2/2, RSiO3/2, and SiO4/2 in polymerized form, where at least 5 mole percent of the total amount of Si units of the amino-functional silicone resin comprise (i) RSiO3/2 groups, (ii) SiO4/2 groups or (iii) mixtures thereof;
(c) each R is independently an alkyl group, an aryl group, or an amino-functional hydrocarbyl group, provided that the —NH— equivalent mass of the amino-functional silicone resin is from 50 to 750; and
(2) an acrylic copolymer which has, in polymerized form, epoxy functionalized groups and cure compatibility groups; and
wherein the coating composition has a molar ratio of amine NH functionality from hydrolyzed imine functionality on the silicone imine resin, to epoxy functionality, in the range of from 0.5 to 1.3.