# US 2014/0191156 A1 · Cyclic carbonate monomers and polymers prepared therefrom

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- Number: US 2014/0191156 A1
- Document ID: US20140191156A1
- Status: Published application
- Kind: A1
- Application number: 14/237,185
- Filed: 2012-07-19
- Published: 2014-07-10
- Earliest claimed: 2011-08-22
- Assignees: Blue Cube IP LLC
- Inventors: Maurice J. Marks; Allen S. Bulick; Phillip S. Athey; Dwight D. Latham
- Web page: https://patentgrep.com/patent/US20140191156A1

## CPC

- C07D 317/36: Alkylene carbonates; Substituted alkylene carbonates
- C07D 317/40: Vinylene carbonate; Substituted vinylene carbonates
- C08G 71/04: Polyurethanes
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## 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.

## Claims

### Claim 1

A cyclic carbonate monomer comprising the reaction product of (a) a divinylarene dioxide; and (b) carbon dioxide.

### Claim 2 (depends on 1)

The cyclic carbonate monomer of claim 1, wherein the reaction product comprises at least one compound having any one of the following chemical Structures VIII-XII:
wherein in the above Structures VIII-XII, each R1, R2, and R3 individually may be hydrogen, an alkyl, cycloalkyl, an aryl or an aralkyl group; and each R4 individually be hydrogen, an alkyl, cycloalkyl, an aryl or an aralkyl group, a halogen, a nitro, an ester, an epoxy or an RO group, wherein R may be an alkyl, aryl or aralkyl; x may be an integer of 0 to 4; y may be an integer greater than or equal to 2; x+y may be an integer less than or equal to 6; z may be an integer of 0 to 6; z+y may be an integer less than or equal to 8; and Ar is an arene fragment.

### Claim 3 (depends on 1)

A resin composition comprising a mixture of (a) a compound of claim 1; and (b) an epoxy resin.

### Claim 4 (depends on 1)

A polymerizable composition comprising a mixture of (a) a compound of claim 1; and (b) a carbonate co-reactive monomer.

### Claim 5 (depends on 4)

The polymerizable composition of claim 4, wherein the carbonate co-reactive monomer comprises a polyamine, a polythiol, a polycarboxylic acid, a polyol, or mixtures thereof.

### Claim 6 (depends on 1)

A polymerizable composition comprising a mixture of (a) a compound of claim 1; and (b) a carbonate polymerization catalyst.

### Claim 7 (depends on 6)

The polymerizable composition of claim 6, wherein the catalyst comprises quaternary ammonium salts, quaternary phosphonium salts, quaternary arsenium salts, Lewis acids, or mixtures thereof.

### Claim 8 (depends on 1)

A polymer comprising a reaction product of (a) a compound of claim 1; and (b) a carbonate co-reactive monomer.

### Claim 9 (depends on 1)

A polymer comprising a reaction product of (a) a compound of claim 1; and (b) a carbonate polymerization catalyst.

### Claim 10 (depends on 4)

A foamable composition comprising a mixture of (a) a composition of claim 4; and (b) a blowing agent; and (c) optionally, a surfactant or foam stabilizer.

### Claim 11 (depends on 10)

The foamable composition of claim 10, wherein the blowing agent comprises a physical or chemical blowing agent.

### Claim 12 (depends on 10)

The foamable composition of claim 10, wherein the surfactant or foam stabilizer comprises a cationic surfactant, an anionic surfactant, a zwitterionic surfactant, a non-ionic surfactant; or mixtures thereof.

### Claim 13 (depends on 10)

A foam made from the foamable composition of claim 10.

### Claim 14 (depends on 13)

The foam of claim 13, wherein the foam is a poly(hydroxyurethane).

### Claim 15

A process for making a cyclic carbonate monomer comprising reacting (a) a divinylarene dioxide; and (b) carbon dioxide, under conditions to provide a cyclic carbonate monomer.