Cyclic carbonate monomers and polymers prepared therefrom
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.
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.