Catalyst for synthesis of siloxanes

Patent metadata

Field	Value
Publication number	US-9683083-B2
Application number	US-201414914864-A
Country	US
Kind code	B2
Filing date	Aug 18, 2014
Priority date	Aug 30, 2013
Publication date	Jun 20, 2017
Grant date	Jun 20, 2017

Abstract

The present technology provides compositions, methods, and processes to form polysiloxanes. In one aspect, the present technology provides a process for the ring opening polymerization of a cyclosiloxane comprising contacting a cyclosiloxane with a bicyclic guanidine compound. The guanidine-containing compounds useful in the ring opening reaction include a fused ring structure comprising a guanidine functional group as part of the fused ring.

First claim

What is claimed is:

1. A process for the ring opening polymerization of a cyclosiloxane comprising contacting a cyclosiloxane with a bicyclic guanidine compound.

2. The process of claim 1 , wherein the bicyclic guanidine is of the formula:

where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are independently chosen from hydrogen, a linear or branched alkyl comprising 1 to 10 carbon atoms, an aromatic group comprising 6 to 12 carbon atoms, or one or more of the R 2 -R 9 may be eliminated and replaced with a double bond between successive carbon atoms; and t and u are independently 1-5.

3. The process of claim 2 , wherein the bicyclic guanidine compound is chosen from a compound of the formulas:

or a combination of two or more thereof.

4. The process of claim 1 , comprising a bicyclic guanidine compound of the formula:

5. The process of claim 1 , wherein the bicyclic guanidine is present in an amount of from about 0.05 weight percent to about 5 weight percent based on the total weight of the cyclosiloxane.

6. The process of claim 1 , wherein the bicyclic guanidine is present in an amount of from about 0.1 weight percent to about 0.4 weight percent based on the total weight of the cyclosiloxane.

7. The process of claim 1 , wherein the cyclosiloxane is of the formula (R 10 R 11 SiO) n , wherein R 10 and R 11 are independently chosen from hydrogen or an optionally substituted alkyl, alkenyl, aryl, alkaryl or aralkyl group having up to 8 carbon atoms, n denotes an integer with a value of from 3 to 12.

8. The process of claim 1 , wherein the cyclosiloxane is chosen from octamethyl cyclotetrasiloxane (D4), hexamethylcyclotrisiloxane (D3), octaphenylcyclotetrasiloxane, tetramethylcyclotetrasiloxane, tetramethyltetravinylcyclotetrasiloxane, hexamethyl-1,1-diphenylcyclotetrasiloxane, decamethyl pentacyclosiloxane, cyclopenta (methylvinyl) siloxane, cyclotetra(phenylmethyl) siloxane, cyclopenta methylhydrosiloxane, or a combination of two or more thereof.

9. The process of claim 1 wherein the cyclosiloxane is chosen from two or more cyclosiloxanes, where the two or more cyclosiloxanes have a different ring size from each other.

10. The process of claim 9 comprising a mixture of ocatmethylcycol-tetrasiloxane and decamethylcyclopentasiloxane.

11. The process of claim 1 , wherein the reaction comprises an endblocker material.

12. The process of claim 11 , wherein the endblocker material is chosen from hexamethyl di siloxane; octamethyltrisiloxane; decamethyltetrasiloxane; dodecamethylpentasiloxane; tetradecamethylhexasiloxane; hexadecamethylheptasiloxane, or a combination of two or more thereof.

13. The process of claim 1 further comprising deactivating the catalyst.

14. The process of claim 13 , wherein deactivating the catalyst comprises: treating the product with water; bubbling carbon dioxide through the product; treating the product with a material to neutralize the catalyst, or a combination of two or more thereof.

15. The process of claim 13 further comprising filtering the reaction mixture.

16. The process of claim 1 , wherein the reaction further comprises a silanol terminated poly(dimethylsiloxane).

Assignees

• Momentive Performance Mat Inc

Inventors

• Sivasubramanian Karthikeyan
• Anderson Patricia Pike
• Khare Vivek

Classifications

• B01J2231/14

  Other (co) polymerisation, e.g. of lactides or epoxides · CPC title

• C08G77/08 Primary

  characterised by the catalysts used · CPC title

• B01J31/0251

  Guanidides (R2N-C(=NR)-NR2) · CPC title