Thermoplastic polyurethanes composition and preparation processes thereof

Patent metadata

Field	Value
Publication number	US-9605131-B2
Application number	US-201313857524-A
Country	US
Kind code	B2
Filing date	Apr 5, 2013
Priority date	Apr 5, 2012
Publication date	Mar 28, 2017
Grant date	Mar 28, 2017

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.

First claim

The invention claimed is:

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.

Assignees

• Basf Se

Inventors

• Zhuang Wei
• Chen Bin
• Nomura Akira
• Yamamoto Etsuhiro
• Qu Jianqiang
• Kondo Michi
• Lim Tienkuan
• Schaefer Frank

Classifications

• C08L75/04

  Polyurethanes · CPC title

• C08G18/4854

  Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group · CPC title

• C08G18/7671

  containing only one alkylene bisphenyl group · CPC title

• C08K5/12 Primary

  of cyclic polycarboxylic acids · CPC title

• C08G18/0895

  Manufacture of polymers by continuous processes (C08G18/0838 takes precedence) · CPC title