Polyisocyanates from fused bicyclic polyols and polyurethanes therefrom

• US 10,081,638 B2
• Filed: 10/27/2016
• Issued: 09/25/2018
• Est. Priority Date: 09/09/2011
• Status: Active Grant

• Current Assignee: Iowa State University Research Foundation Incorporated (Iowa State University)
• Original Assignee: Iowa State University Research Foundation Incorporated (Iowa State University)
• Inventors: Chen, Jason Shih-Hao, Kessler, Michael Richard, Zenner, Michael Dennis
• Primary Examiner(s): Boyle, Robert C
• Application Number:
  US15/336,450
• Publication Number:
  US 20170044178A1
• Time in Patent Office: 698 Days
• CPC Class Codes: B60L 53/20 characterised by converters located in the vehicle
• CPC Class Codes: C07C 2602/36 the rings having more than two atoms in common
• CPC Class Codes: C07D 493/04 Ortho-condensed systems
• CPC Class Codes: C08G 18/3218 containing cyclic groups having at least one oxygen atom in the ring
• CPC Class Codes: C08G 18/771 oxygen
• CPC Class Codes: H04B 2203/5425 improving S/N by matching impedance, noise reduction, gain control
• CPC Class Codes: H04B 3/548 the power on the line being DC arrangements for feeding power H04L12/10; extracting feeding power from signals H04L25/02
• CPC Class Codes: Y02T 10/70 Energy storage systems for electromobility, e.g. batteries
• CPC Class Codes: Y02T 10/7072 Electromobility specific charging systems or methods for batteries, ultracapacitors, supercapacitors or double-layer capacitors
• CPC Class Codes: Y02T 90/14 Plug-in electric vehicles

Abstract

The present invention is directed to polyisocyanates and polyurethanes derived therefrom. In various embodiments, the present invention provides polyisocyanates, methods of making the polyisocyanates from fused bicyclic alcohols, polyurethanes, and methods of making the polyurethanes from the polyisocyanates.

Claims

1. A compound of Formula (I):

2. The compound of claim 1, wherein R′

is unsubstituted.

3. The compound of claim 1, wherein R′

is —

CH₂—

CH₂—

.

4. The compound of claim 2, wherein rings A and B are unsubstituted with the exception of the ester substituents including R′

and R″

.

5. The compound of claim 1, wherein m=n=1, and one of the ester substituents including R′

and R″

is alpha to at least one carbon atom shared by rings A and B.

6. The compound of claim 1, wherein rings A and B are the same size.

7. The compound of claim 1, wherein rings A and B are 5-membered rings.

8. The compound of claim 1, wherein each of rings A and B include at least one oxygen atom.

9. The compound of claim 1, wherein each of rings A and B is a tetrahydrofuran ring, wherein each carbon atom shared by rings A and B has an oxygen atom alpha thereto.

10. The compound of claim 1, wherein m=n=1.

11. The compound of claim 10, wherein each of the two ester substituents including R′

and R″

are alpha to a different carbon atom shared by each of rings A and B.

12. The compound of claim 1, wherein the compound is:

13. The compound of claim 1, wherein the compound is:

14. The compound of claim 1, wherein the compound is:

15. The compound of claim 1, wherein the compound is:

16. The compound of claim 1, wherein the compound is:

17. The compound of claim 1, wherein the compound is:

18. The compound of claim 1, wherein the compound is:

19. The compound of claim 1, wherein the compound is: