US 12,065,530 B2
Oxazolidinedione-terminated prepolymer
Ya-Mi Chuang, Lanaken (BE); Giulio Marini, Leuven (BE); and Christopher Phanopoulos, Tervuren (BE)
Assigned to HUNTSMAN INTERNATIONAL LLC, The Woodlands, TX (US)
Appl. No. 17/273,193
Filed by Huntsman International LLC, The Woodlands, TX (US)
PCT Filed Sep. 5, 2019, PCT No. PCT/EP2019/073681
§ 371(c)(1), (2) Date Mar. 3, 2021,
PCT Pub. No. WO2020/053061, PCT Pub. Date Mar. 19, 2020.
Claims priority of application No. 18193387 (EP), filed on Sep. 10, 2018.
Prior Publication US 2021/0324132 A1, Oct. 21, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C08G 18/12 (2006.01); C07D 263/44 (2006.01); C08G 18/20 (2006.01); C08G 18/28 (2006.01); C08G 18/32 (2006.01); C08G 18/48 (2006.01); C08G 18/76 (2006.01)
CPC C08G 18/12 (2013.01) [C07D 263/44 (2013.01); C08G 18/2081 (2013.01); C08G 18/284 (2013.01); C08G 18/325 (2013.01); C08G 18/4825 (2013.01); C08G 18/7671 (2013.01)] 15 Claims
 
1. A compound obtained by a process comprising the following steps:
(i) Reacting at least one isocyanate containing compound, in stoichiometric excess, with at least one isocyanate-reactive compound having a number average molecular weight equal to or higher than 400, resulting in the formation of at least one prepolymer having soft blocks and hard blocks in its structure, which prepolymer contains unreacted isocyanate monomer,
(ii) Reacting said at least one prepolymer with a hydroxyl-ester compound or a hydroxyl-acid compound to form a hydroxyl-ester terminated prepolymer or hydroxyl-acid terminated prepolymer, wherein the hydroxyl-ester terminated prepolymer contains hydroxyl-ester terminated monomer and the hydroxyl-acid terminated prepolymer contains hydroxyl-acid terminated monomer, and
(iii) Ring-closing said hydroxyl-ester terminated prepolymer or hydroxyl-acid terminated prepolymer by processing said hydroxyl-ester terminated prepolymer or hydroxyl-acid terminated prepolymer in the presence of at least one catalyst to form a compound made of oxazolidinedione-terminated prepolymer and oxazolidinedione-terminated monomer, wherein the oxazolidinedione-terminated monomer is soluble in the oxazolidinedione-terminated prepolymer.