IP Library › Granted Patent US 9,605,131
Granted Patent B2
US 9,605,131 · App. 13/857,524 · Granted Mar 28, 2017

Thermoplastic polyurethanes composition and preparation processes thereof

Inventors: Wei Zhuang (Shanghai, CN); Bin Chen (Shanghai, CN); Akira Nomura (Shanghai Pudong, CN); Etsuhiro Yamamoto (Yatomi, JP); Jianqiang Qu (Shanghai, CN); Michi Kondo (Singapore, SG); Tienkuan Lim (Petaling BA, MY); Frank Schaefer (Stemwede, DE)
Assignee: BASF SE
C08K5/12C08G18/0895C08G18/4854C08G18/6674C08G18/7671C08L75/04
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Quick Facts
Patent No.
US 9,605,131
App. No.
13/857,524
Granted
Mar 28, 2017
Kind
B2
Abstract

This invention is directed to a thermoplastic polyurethanes composition comprising polyether-based thermoplastic polyurethane and 1,2-cyclohexane dicarboxylic acid ester and preparation processes thereof. The thermoplastic polyurethane composition has a good mold release behavior in injection molding without undesirably significant shrinkage and surface blooming of final product.

Claims (34)

1. A thermoplastic polyurethane composition, comprising

from 70 to 99.9% by weight, based on the total weight of the thermoplastic polyurethane composition, of a polyether-based thermoplastic polyurethane; and

from 0.1 to 4.0% by weight, based on the total weight of the thermoplastic polyurethane composition, of a 1,2-cyclohexane dicarboxylic acid ester represented by formula (I):

wherein R 1 and R 2 are each independently a straight chain or a branched alkyl comprising from 8 to 10 carbon atoms, each based on a total weight of the thermoplastic polyurethane composition,

wherein the polyether-based thermoplastic polyurethane comprises:

an organic diisocyanate,

a polyol reactive toward isocyanate, and

a chain extender,

wherein the organic diisocyanate is at least one selected from the group consisting of diphenylmethane 2,2′-diisocyanate, diphenylmethane 2,4′-diisocyanate, diphenylmethane 4,4′-diisocyanate, dicyclohexylmethane 4,4′-diisocyanate, 2,4′-diisocyanate, and 2,2′-diisocyanate,

wherein the polyol reactive toward isocyanate is a polytetrahydrofuran comprising a hydroxyl group and having a number average molecular weight of from 600g/mol to 2000g/mol, and

wherein the chain extender is at least the one member selected from the group consisting of 1,2-ethylenediol, 1,4-butanediol, and 1,6-hexanediol.

2. The thermoplastic polyurethane composition according to claim 1 , wherein the 1,2-cyclohexane dicarboxylic acid ester is 1,2-cyclohexane dicarboxylic acid diisononyl ester.

3. The thermoplastic polyurethane composition according to claim 1 , wherein a sum of the polyether-based thermoplastic polyurethane and the 1,2-cyclohexane dicarboxylic acid ester is 100% by weight.

4. The thermoplastic polyurethane composition according to claim 1 , comprising from 75 to 98% by weight of the polyether-based thermoplastic polyurethane and from 2 to 4.0% by weight of the 1,2-cyclohexane dicarboxylic acid ester.

5. The thermoplastic polyurethane composition according to claim 1 , comprising from 80 to 97% by weight of the polyether-based thermoplastic polyurethane and from 3 to 4.0% by weight of the 1,2-cyclohexane dicarboxylic acid ester.

6. The thermoplastic polyurethane composition according to claim 1 , wherein the polyether-based thermoplastic polyurethane further comprises at least one member selected from the group consisting of:

a catalyst,

an auxiliary, and

an additive.

7. The thermoplastic polyurethane composition according to claim 1 , wherein the polyol comprises 65-100% by weight of polyether polyol.

8. The thermoplastic polyurethane composition according to claim 1 , wherein the polyol comprises 85-100% by weight of polyether polyol.

9. The thermoplastic polyurethane composition according to claim 1 , wherein the polyether polyol has a number average molecular weight of from 800 g/mol to 2000 g/mol.

10. The thermoplastic polyurethane composition according to claim 6 , comprising from 85 to 97% by weight of the polyether-based thermoplastic polyurethane and from 3 to 4.0% by weight of the 1,2-cyclohexane dicarboxylic acid ester.

11. A process for preparing the thermoplastic polyurethane composition according to claim 1 , the process comprising

reacting an organic diisocyanate with a polyol and a chain extender in presence of the 1,2-cyclohexane dicarboxylic acid ester, and optionally in the presence of a catalyst, an auxiliary, an additive, or any combination thereof.

12. A process for preparing the thermoplastic polyurethane composition according to claim 1 , the process comprising

mixing the polyether-based thermoplastic polyurethane with the 1,2-cyclohexane dicarboxylic acid ester at a temperature of from 80 to 150° C.

13. The process according to claim 12 , wherein the polyether-based thermoplastic polyurethane is obtained by reacting the organic diisocyanate with the polyol and a chain extender, optionally in presence of a catalyst, an auxiliary, an additive, or any combination thereof.

14. The process according to claim 11 , wherein said reacting is carried out by a reactive extrusion process, a belt line process or a handcast process.

15. The process according to claim 13 , wherein the reacting is at a temperature of from 70° C. to 280° C.

16. The process according to claim 13 , wherein the reacting is carried out by a reactive extrusion process, a belt line process, or a handcast process.

17. The thermoplastic polyurethane composition according to claim 1 , wherein, the thermoplastic polyurethane composition is in the form of an injection molded article, and the injection molded article does not exhibit surface blooming after annealing at 100° C. for 20 hours.

18. The thermoplastic polyurethane composition according to claim 1 , wherein, the thermoplastic polyurethane composition is in the form of an injection molded article, and the injection molded article exhibits, upon annealing at 100° C. for 20 hours, a demolding force of no more than 87% of a molding force of a non-annealed molded article.

19. A method of making an injection molded article, comprising forming an article of a thermoplastic polyurethane composition according to claim 1 by injection molding.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2013
From: ZHUANG, WEI; CHEN, BIN; NOMURA, AKIRA; YAMAMOTO, ETSUHIRO; QU, JIANQIANG; KONDO, MICHI; LIM, TIENKUAN; SCHAEFER, FRANK
To: BASF SE
Reel/Frame 031545/0425 →
Priority Claims (1)
WO PCT/CN2012/073525 · Apr 5, 2012 · international
Continuity (1)
Related Publication 20130267639A1 · Oct 10, 2013