Non-isocyanate polyurethanes and methods of making and using the same

Patent metadata

Field	Value
Publication number	US-10344127-B2
Application number	US-201815935191-A
Country	US
Kind code	B2
Filing date	Mar 26, 2018
Priority date	Aug 17, 2015
Publication date	Jul 9, 2019
Grant date	Jul 9, 2019

Abstract

Polyurethane compositions are disclosed herein, as well as methods of making and using such polyesters. In some embodiments, the polyurethanes are formed from monomers derived from natural oils. In some embodiments, the polyurethanes are formed without the use of monomers bearing isocyanate groups.

First claim

What is claimed is:

1. A copolymer comprising a first block and a second block, wherein the first block comprises a polymer, wherein said polymer comprises constitutional units formed from one of more compounds of Formula (I):

and constitutional units formed from one or more compounds for Formula (II):

wherein:
R 1 is —OH or —OR 2 ;
R 2 is C 1-6 alkyl or C 1-6 oxyalkyl;
X 1 is C 4-10 alkylene; and
X 2 is C 4-24 alkylene or C 4-24 heteroalkylene.

2. The copolymer of claim 1 , wherein the second block comprises a polyester.

3. The copolymer of claim 1 , wherein the second block comprises a polyether.

4. The copolymer of claim 1 , wherein R 1 is —OH.

5. The polymer of claim 1 , wherein R 1 is —OR 2 .

6. The polymer of claim 5 , wherein R 2 is methyl, ethyl, or isopropyl.

7. The polymer of claim 5 , wherein R 2 is methyl.

8. The polymer of claim 1 , wherein R 2 is methyl, ethyl, or n-propyl.

9. The polymer of claim 1 , wherein X 1 is —(CH 2 ) 7 —.

10. The polymer of claim 1 , wherein X 2 is C 4-24 alkylene.

11. The polymer of claim 10 , wherein X 2 is —(CH 2 ) 4 —, —(CH 2 ) 6 —, —(CH 2 ) 8 —, —(CH 2 ) 10 —, —(CH 2 ) 12 —, —(CH 2 ) 14 —, —(CH 2 ) 16 —, —(CH 2 ) 18 —.

12. The polymer of claim 11 , wherein X 2 is —(CH 2 ) 12 —.

13. The polymer of claim 1 , wherein X 2 is C 4-24 heteroalkylene.

14. The polymer of claim 13 , wherein X 2 is

wherein
X 3 is C 1-6 alkylene;
X 4 is C 1-6 alkylene;
n is an integer from 1 to 500.

15. The polymer of claim 14 , wherein X 3 is —(CH 2 )—, —(CH 2 ) 2 —, —(CH 2 ) 3 —, —(CH 2 ) 4 —, —(CH 2 ) 5 —, —(CH 2 ) 6 —, —CH 2 —CH(CH 3 )—, or —CH(CH 3 )—CH 2 —.

16. The polymer of claim 15 , wherein X 3 is —(CH 2 ) 4 —.

17. The polymer of claim 14 , wherein X 4 is —(CH 2 )—, —(CH 2 ) 2 —, —(CH 2 ) 3 —, —(CH 2 ) 4 —, —(CH 2 ) 5 —, —(CH 2 ) 6 —, —CH 2 —CH(CH 3 )—, or —CH(CH 3 )—CH 2 —.

18. The polymer of claim 17 , wherein X 4 is —(CH 2 ) 4 —.

19. The polymer of claim 14 , wherein n is an integer from 80 to 120.

20. The polymer of claim 1 , wherein the one or more compounds of Formula (II) comprises:
one or more first diamine compounds wherein X 2 is —(CH 2 ) 4 —, —(CH 2 ) 6 —, —(CH 2 ) 8 —, —(CH 2 ) 10 —, —(CH 2 ) 12 —, —(CH 2 ) 14 —, —(CH 2 ) 16 —, —(CH 2 ) 18 —; and
one or more second diamine compounds wherein X 2 is

wherein X 3 , X 4 , and n have the definitions recited above.

Assignees

• Elevance Renewable Sciences

Inventors

• Zhang Keren
• Nelson Ashley M
• Long Timothy E
• Bertin Paul A
• Beuhler Allyson

Classifications

• C08L75/04

  Polyurethanes · CPC title

• C07D317/36

  Alkylene carbonates; Substituted alkylene carbonates · CPC title

• C08G71/04 Primary

  Polyurethanes · CPC title

• D06M15/564

  Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them · CPC title

• C09D175/04

  Polyurethanes · CPC title