IP Library Granted Patent US 9,593,199
Granted Patent B2
US 9,593,199 · App. 14/434,571 · Granted Mar 14, 2017

Production and use of new thermoplastic polyurethane elastomers based on polyether carbonate polyols

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Quick Facts
Patent No.
US 9,593,199
App. No.
14/434,571
Granted
Mar 14, 2017
Kind
B2
Abstract

The invention relates to a method for producing a thermoplastic polyurethane elastomer, comprising the reaction of at least A) one organic diisocyanate containing two isocyanate groups with B) a polyol having a number-average molecular weight Mn>=500 and <=5000 g/mol, which has at least two isocyanate-reactive groups, and C) one or more chain extenders having a molecular weight >=60 and <=490 g/mol, which have two isocyanate-reactive groups, and optionally D) a monofunctional chain stopper, which has one isocyanate-reactive group, and/or E) a catalyst, wherein the molar ratio of the isocyanate groups from A) to the sum of the groups reactive to isocyanate in B), C), and, if applicable, D) is >=0.9:1 and <=1.2:1, and component B) contains at least one polyether carbonate polyol, which can be obtained by adding carbon dioxide and alkylene oxides to H-functional starter substances. The invention further relates to a thermoplastic polyurethane elastomer produced in accordance with the method according to the invention, the use of said thermoplastic polyurethane elastomer to produce extruded or injection molded items, and the items produced by extrusion or injection molding.

Claims (24)

1. A process for the production of an injection-molded or extruded item comprising preparing a thermoplastic polyurethane elastomer by reacting, in a one-shot process in a reactive extruder or by a mixing-head-belt process, at least

A) one organic diisocyanate comprising two isocyanate groups, with

B) one polyol with number-average molar mass M n ≧500 and ≦5000 g/mol, which has at least two isocyanate-reactive groups,

and

C) one or more diols with molar mass ≧60 and ≦490 g/mol, selected from the group consisting of ethanediol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,8-octanediol, 1,10-decanediol, 1,12-dodecanediol, diethylene glycol, dipropylene glycol, neopentyl glycol, bis(ethylene glycol) terephthalate, bis(1,4-butanediol) terephthalate, 1,4-di(hydroxyethyl)hydroquinone, and ethoxylated bisphenols, and also reaction products of any of these with ε-caprolactone,

and optionally

D) a monofunctional chain terminator which has an isocyanate-reactive group and/or in the presence of

E) a catalyst

where the molar ratio of the entirety of the isocyanate groups from A) to the entirety of the groups in B), C), and optionally D) reactive toward isocyanate is ≧0.9:1 and ≦1.2:1, and component B) comprises at least one polyether carbonate polyol obtainable via an addition reaction of carbon dioxide and a mixture of 75 to 100% by weight of propylene oxide and 0 to 25% by weight of ethylene oxide onto H-functional starter substances, and

granulating the thermoplastic polyurethane elastomer to form a granulated thermoplastic polyurethane elastomer.

2. The process as claimed in claim 1 , wherein the polyether carbonate polyol is obtainable via an addition reaction of carbon dioxide and a mixture of 75 to 100% by weight of propylene oxide and 0 to 25% by weight of ethylene oxide onto H-functional starter substances with the use of multimetal cyanide catalysts.

3. The process as claimed in claim 1 , wherein the content of carbonate groups, calculated as CO 2 in the polyether carbonate polyol is ≧3 and ≦35% by weight.

4. The process as claimed in claim 1 , wherein the number-average molar mass Mr, of the polyether carbonate polyol is ≧500 and ≦10000 g/mol.

5. The process as claimed in claim 1 , wherein the average OH functionality of the polyether carbonate polyol is ≧1.85 and ≦2.5.

6. The process as claimed in claim 1 , wherein the organic diisocyanate A) comprises at least one aliphatic and/or one cycloaliphatic diisocyanate.

7. The process as claimed in claim 1 , wherein component B) comprises at least one polyether carbonate polyol and at least one polyether polyol.

8. The process as claimed in claim 1 , wherein component B) comprises at least one polyether carbonate polyol and at least one polyester polyol.

9. The process as claimed in claim 1 , wherein component B) comprises at least one polyether carbonate polyol and at least one polycarbonate polyol.

10. The process as claimed in claim 1 , wherein component B) comprises two polyether carbonate polyols that differ from one another.

11. An injection-molded or extruded item obtained by a process as claimed in claim 1 .

12. The process as claimed in claim 1 , wherein the organic diisocyanate A) comprises at least one aliphatic and/or one cycloaliphatic diisocyanate, wherein the content of carbonate groups, calculated as CO 2 in the polyether carbonate polyol is ≧3 and ≦35% by weight, and wherein component C) comprises a diol.

13. The process as claimed in claim 1 , wherein the average OH functionality of the polyether carbonate polyol is ≧1.96 and ≦2.05.

14. The process as claimed in claim 1 , wherein the proportion of polyether carbonate polyols, based on the total mass of component B), is ≧20 and ≦100% by weight.

15. The process as claimed in claim 1 , wherein the organic diisocyanate A) is hexamethylene 1,6-diisocyanate, wherein the content of carbonate groups, calculated as CO 2 in the polyether carbonate polyol is ≧10 and ≦28% by weight, and wherein component C) comprises a diol.

Assignments (2)
CHANGE OF NAME Recorded Apr 5, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038358/0387 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2015
From: WAMPRECHT, CHRISTIAN; KAUFHOLD, WOLFGANG; GUERTLER, CHRISTOPH
To: BAYER MATERIALSCIENCE AG
Reel/Frame 035481/0611 →