IP Library Granted Patent US 8,497,341
Granted Patent B2
US 8,497,341 · App. 12/358,356 · Granted Jul 30, 2013

Transparent thermoplastic polyurethanes having low haze and good processability, methods of making the same, and uses therefor

Inventors: Henricus Peerlings (Solingen, DE); Faisal Shafiq (Kaarst, DE); Markus Broich (Hückelhoven, DE)
Assignee: Bayer MaterialScience AG
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Quick Facts
Patent No.
US 8,497,341
App. No.
12/358,356
Granted
Jul 30, 2013
Kind
B2
Abstract

Light-stable, thermoplastic polyurethanes with good processability and having an ASTM D-1003 haze value of less than 10%, the polyurethane prepared by a process comprising: reacting: (a) a diisocyanate component comprising 1,6-hexamethylene diisocyanate; (b) a chain extension component consisting of (b1) 1,4-di(β-hydroxyethyl)hydroquinone and (b2) at least one chain extender selected from the group consisting of diols having a 2 or 3 carbon atom chain length between the two OH groups, in a molar ratio of chain extender (b1) to chain extender (b2) of 10:1 to 1:4; and (c) at least one polyol component having a number average molecular weight of 450 to 10000 g/mol, and an average number of Zerewitinoff-active hydrogen atoms of at least 1.8 to at most 3.0; wherein the ratio of isocyanate groups in component (a) to isocyanate-reactive groups in components (b) and (c) is 0.9:1 to 1.1:1.

Claims (29)

1. A light-stable, thermoplastic polyurethane having an ASTM D-1003 haze value of less than 10%, the polyurethane prepared by a process comprising: reacting:

(a) a diisocyanate component comprising 1,6-hexamethylene diisocyanate;

(b) a chain extension component consisting of (b1) 1,4-di(β-hydroxyethyl) hydroquinone and (b2) at least one chain extender selected from the group consisting of diols having a 2 or 3 carbon atom chain length between the two OH groups, in a molar ratio of chain extender (b1) to chain extender (b2) of 10:1 to 1:4; and

(c) at least one polyol component having a number average molecular weight of 450 to 10000 g/mol, and an average number of Zerewitinoff-active hydrogen atoms of at least 1.8 to at most 3.0,

wherein the ratio of isocyanate groups in component (a) to isocyanate-reactive groups in components (b) and (c) is 0.9:1 to 1.1:1.

2. The light-stable, thermoplastic polyurethane according to claim 1 , wherein the process comprises: reacting (a), (b) and (c) in the presence of one or more additional components selected from the group consisting of (d) catalysts; (e) light stabilizers, in an amount of 0.1 to 10 wt. % based on the polyurethane; (f) additives and auxiliary substances; and (g) chain terminators.

3. The light-stable, thermoplastic polyurethane according to claim 1 , wherein the at least one polyol component has a number average molecular weight of 450 to 6000 g/mol.

4. The light-stable, thermoplastic polyurethane according to claim 1 , wherein the at least one polyol component has a number average molecular weight of 600 to 4500 g/mol.

5. The light-stable, thermoplastic polyurethane according to claim 1 , wherein the diisocyanate component further comprises up to 30 mol % of a second aliphatic diisocyanate, based on total diisocyanate component.

6. The light-stable, thermoplastic polyurethane according to claim 1 , wherein the at least one chain extender (b2) comprises one or more diols selected from the group consisting of 1,2-ethylene glycol, 1,2-propanediol, 1,3-propanediol, 2,2-dimethyl-1,3-propanediol, 2-methyl-1,3-propanediol, 2-ethyl-2-butyl-1,3-propanediol, and mixtures thereof.

7. A light-stable, transparent molded article comprising a polyurethane according to claim 1 .

8. A process for preparing a light-stable, transparent molded article, the process comprising:

(i) providing a polyurethane according to claim 1 ; and

(ii) subjecting the polyurethane to injection molding.

9. A process for preparing a light-stable, transparent molded article, the process comprising:

(i) providing a polyurethane according to claim 1 ; and

(ii) subjecting the polyurethane to extrusion.

10. A light-stable, thermoplastic polyurethane having an ASTM D-1003 haze value of less than 10%, the polyurethane prepared by a process comprising: reacting:

(a) a diisocyanate component comprising 1,6-hexamethylene diisocyanate and up to 30 mol % of a second aliphatic diisocyanate, based on total diisocyanate component;

(b) a chain extension component consisting of (b1) 1,4-di(β-hydroxyethyl) hydroquinone and (b2) at least one chain extender selected from the group consisting of 1,2-ethylene glycol, 1,2-propanediol, 1,3-propanediol, 2,2-dimethyl-1,3-propanediol, 2-methyl-1,3-propanediol, 2-ethyl-2-butyl-1,3-propanediol, and mixtures thereof, in a molar ratio of chain extender (b1) to chain extender (b2) of 10:1 to 1:4; and

(c) at least one polyol component having a number average molecular weight of 600 to 4500 g/mol, and an average number of Zerewitinoff-active hydrogen atoms of at least 1.8 to at most 3.0,

wherein the ratio of isocyanate groups in component (a) to isocyanate-reactive groups in components (b) and (c) is 0.9:1 to 1.1:1.

11. A light-stable, transparent molded article comprising a polyurethane according to claim 10 .

12. A process for preparing a light-stable, transparent molded article, the process comprising:

(i) providing a polyurethane according to claim 10 ; and

(ii) subjecting the polyurethane to injection molding.

13. A process for preparing a light-stable, transparent molded article, the process comprising:

(i) providing a polyurethane according to claim 10 ; and

(ii) subjecting the polyurethane to extrusion.

Assignments (2)
CHANGE OF NAME Recorded Mar 30, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038399/0469 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 17, 2009
From: PEERLINGS, HENRICUS; SHAFIQ, FAISAL; BROICH, MARKUS
To: BAYER MATERIAL SCIENCE AG
Reel/Frame 022417/0231 →
Priority Claims (1)
DE 10 2008 006 003 · Jan 25, 2008 · national
Continuity (1)
Related Publication 20090189314A1 · Jul 30, 2009