US 11,920,050 B2
Self-curable and low temperature curable coating compositions
Thauming Kuo, Kingsport, TN (US); and Nick Allen Collins, Fall Branch, TN (US)
Assigned to Eastman Chemical Company, Kingsport, TN (US)
Appl. No. 17/309,121
Filed by Eastman Chemical Company, Kingsport, TN (US)
PCT Filed Dec. 6, 2019, PCT No. PCT/US2019/064870
§ 371(c)(1), (2) Date Apr. 27, 2021,
PCT Pub. No. WO2020/123279, PCT Pub. Date Jun. 18, 2020.
Claims priority of provisional application 62/777,880, filed on Dec. 11, 2018.
Prior Publication US 2022/0243090 A1, Aug. 4, 2022
Int. Cl. C09D 167/06 (2006.01)
CPC C09D 167/06 (2013.01) 16 Claims
 
1. A coating composition comprising:
A. an acetoacetate-functionalized unsaturated polyester comprising the reaction product of:
I. an unsaturated polyester in an amount from about 50 to about 97 weight percent, based on the total weight of (I) and (II), the unsaturated polyester comprising the residues of:
a. a hydroxyl component comprising:
i. 2,2,4,4-tetramethylcyclobutane-1,3-diol (TMCD) in an amount ranging from 10 to 90 mole %, based on the total moles of (i), (ii), and (iii),
ii. a diol other than TMCD in an amount ranging from 10 to 90 mole percent, based on the total moles of (i), (ii), and (iii), and
iii. a polyol in an amount ranging from 0 to 50 mole percent, based on the total moles of (i), (ii), and (iii);
b. an α,β-unsaturated carboxyl compound;
c. hexahydrophthalic anhydride (HHPA); and
d. optionally a third carboxyl component in addition to (b) and (c), other than said α,β-unsaturated carboxyl compound and said HHPA, wherein said optional third carboxyl component is a polycarboxylic acid compound, a derivative of polycarboxylic acid compound, or a combination thereof; and
II. an alkyl acetoacetate or a combination of alkyl acetoacetate and diketene in an amount ranging from about 3 to about 50 weight percent, based on the total weight of (I) and (II); and
B. a basic catalyst;
wherein said α,β-unsaturated carboxyl compound (b) is in an amount of 30 to 70 mole percent, said HHPA (c) in an amount of 30 to 70 mole percent, and said third carboxyl component (d) in an amount of 0 to 40 mole percent, based on the total moles of the carboxyl components, (b), (c), and (d); and
wherein the coating upon being cured has 60 degree gloss retention of greater than 85% after 1500 hours as tested in accordance with ASTM G155; and
wherein the coating composition does not contain a phenolic resin.