Cyclic carbonate monomers and polymers prepared therefrom

Patent metadata

Field	Value
Publication number	US-9550748-B2
Application number	US-201214237185-A
Country	US
Kind code	B2
Filing date	Jul 19, 2012
Priority date	Aug 22, 2011
Publication date	Jan 24, 2017
Grant date	Jan 24, 2017

Abstract

A cyclic carbonate monomer including the reaction product of (a) a divinylarene dioxide, and (b) carbon dioxide; a process for making the cyclic carbonate monomer; and a polymer such as a poly(hydroxyurethane) composition made therefrom. The poly(hydroxyurethane) composition made from the above cyclic carbonate monomer forms a reactive intermediate that can be used for making, for example, a poly(hydroxyurethane) foam product.

First claim

What is claimed:

1. A cyclic carbonate monomer comprising the reaction product of (a) a divinylarene dioxide; and (b) carbon dioxide, wherein the reaction product comprises divinylbiphenyl dicyclic carbonate, divinyl diphenyl ether dicyclic carbonate, bisphenol A dicyclic carbonate, bisphenol F dicyclic dicarbonate, or at least one compound having any one of the following chemical Structures VIII-X and XII:

wherein in the above Structures VIII-X and XII, each R 1 , R 2 , and R 3 individually is hydrogen, an alkyl, cycloalkyl, an aryl or an aralkyl group; and each R4 individually is hydrogen, an alkyl, cycloalkyl, an aryl or an aralkyl group, a halogen, a nitro, an ester, an epoxy or an RO group, wherein R is an alkyl, aryl or aralkyl; x is an integer of 0 to 4; y is an integer greater than or equal to 2; x+y is an integer less than or equal to 6; z is an integer of 0 to 6; z+y is an integer less than or equal to 8; and Ar is an arene fragment.

2. The cyclic carbonate monomer of claim 1 , wherein the reaction product comprises chemical Structure VIII.

3. The cyclic carbonate monomer of claim 2 , wherein the reaction product is divinylbenzene dicyclic carbonate and is a mixture of ortho, meta, and para isomers.

4. The cyclic carbonate monomer of claim 2 , wherein the reaction product is ethyl vinyl benzene monocyclic carbonate and is a mixture of ortho, meta, and para isomers.

5. The cyclic carbonate monomer of claim 1 , wherein the reaction product comprises chemical structure IX.

6. The cyclic carbonate monomer of claim 5 , wherein the reaction product is divinylnaphthalene dicyclic carbonate.

7. The cyclic carbonate monomer of claim 1 , wherein the reaction product comprises chemical structure X.

8. The cyclic carbonate monomer of claim 1 , wherein the reaction product is divinylbiphenyl dicyclic carbonate.

9. The cyclic carbonate monomer of claim 1 , wherein the reaction product is divinyl diphenyl ether dicyclic carbonate.

10. The cyclic carbonate monomer of claim 1 , wherein the reaction product is bisphenol A dicyclic carbonate.

11. The cyclic carbonate monomer of claim 1 , wherein the reaction product is bisphenol F dicyclic dicarbonate.

12. The cyclic carbonate monomer of claim 1 , wherein the reaction product comprises chemical structure XII.

13. The cyclic carbonate monomer of claim 12 , wherein the reaction product is divinyl biphenyl mono oxide mono cyclic carbonate.

14. The cyclic carbonate monomer of claim 12 , wherein the reaction product is divinyl diphenyl ether mono oxide mono cyclic carbonate.

15. The cyclic carbonate monomer of claim 12 , wherein the reaction product is bisphenol A mono oxide monocyclic carbonate.

16. The cyclic carbonate monomer of claim 12 , wherein the reaction product is bisphenol F mono oxide monocyclic carbonate.

Assignees

• Marks Maurice J
• Bulick Allen S
• Athey Phillip S
• Latham Dwight D
• Blue Cube Ip Llc

Inventors

• Marks Maurice J
• Bulick Allen S
• Athey Phillip S
• Latham Dwight D

Classifications

• C07D317/40

  Vinylene carbonate; Substituted vinylene carbonates · CPC title

• C08G71/04

  Polyurethanes · CPC title

• C07D317/36 Primary

  Alkylene carbonates; Substituted alkylene carbonates · CPC title