IP Library Granted Patent US 9,751,987
Granted Patent B2
US 9,751,987 · App. 14/913,789 · Granted Sep 5, 2017

Catalyst for synthesis of siloxanes

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Quick Facts
Patent No.
US 9,751,987
App. No.
14/913,789
Granted
Sep 5, 2017
Kind
B2
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 N-trialkylsilyl-bis(perfluoroalkylsulfonyl)imide compound.

Claims (18)

1. A process for the ring opening polymerization of a cyclosiloxane comprising contacting a cyclosiloxane and a silanol terminated siloxane with a N-trialkylsilyl-bis(perfluoroalkylsulfonyl)imide compound.

2. The process of claim 1 , wherein the N-trialkylsilyl-bis(perfluoroalkylsulfonyl)imide is of the formula:

where R 1 and R 2 are independently chosen from a perfluoroalkyl radical; and R 3 , R 4 , and R 5 are independently chosen from, a linear or branched alkyl a linear or branched alkyl optionally comprising one or more heteroatoms.

3. The process of claim 2 , wherein the perfluoroalkyl radical is a linear or branched perfluoroalkyl radical having 1-10 carbon atoms.

4. The process of claim 2 , wherein the perfluoroalkyl radical is chosen from —CF 3 , —C 2 F 5 , —C 3 F 7 , —C 4 F 9 , —C 5 F 11 , —C 6 F 13 , —C 7 F 15 , —C 8 F 17 or a combination of two or more thereof.

5. The process of any one of claim 2 - 4 , wherein the alkyl group is chosen from a linear or branched alkyl having 1-10 carbon atoms.

6. The process of claim 2 , wherein R 1 and R 2 are each —CF 3 , and R 3 -R 5 are each CH 3 .

7. The process of claim 1 , wherein the N-trialkylsilyl-bis(perfluoroalkylsulfonyl)imide is present in an amount of from about 0.025 weight percent to about 5 weight percent based on the total weight of the cyclosiloxane.

8. The process of claim 1 , wherein the N-trialkylsilyl-bis(perfluoroalkylsulfonyl)imide 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.

9. The process of claim 1 , wherein the cyclosiloxane is of the formula (R 6 R 7 SiO) n , wherein R 6 and R 7 are independently chosen from hydrogen or an optionally substituted alkyl, alkenyl, aryl, alkaryl or aralkyl group having up to 8 carbon atoms, and n denotes an integer with a value of from 3 to 12.

10. 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.

11. The process of claim 1 comprising two or more cyclosiloxanes, where at least two cyclosiloxanes have a different ring size from each other.

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

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

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

15. The process of claim 14 , wherein deactivating the catalyst comprises: treating the product with a material to neutralize the catalyst such as a base or a basic resin, or a combination of two or more thereof.

16. The process of claim 14 further comprising filtering the reaction mixture.

17. The process of claim 1 , wherein the silanol terminated siloxane is silanol terminated poly(dimethylsiloxane).

Assignments (10)
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (063213/0472) Recorded Oct 22, 2025
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 073168/0715 →
RELEASE OF SECURITY INTEREST Recorded Jul 18, 2025
From: KOOKMIN BANK NEW YORK BRANCH
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 072039/0906 →
FIRST LIEN TERM LOAN PATENT SECURITY AGREEMENT Recorded Mar 31, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063213/0472 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Mar 31, 2023
From: BNP PARIBAS
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063259/0133 →
RELEASE OF SECURITY INTEREST Recorded Mar 30, 2023
From: KOOKMIN BANK NEW YORK
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063197/0373 →
SECURITY INTEREST Recorded Mar 30, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK NEW YORK BRANCH
Reel/Frame 063197/0475 →
ABL PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.; MOMENTIVE PERFORMANCE MATERIALS GMBH
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 049388/0252 →
FIRST LIEN TERM LOAN PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: BNP PARIBAS, AS ADMINISTRATIVE AGENT
Reel/Frame 049387/0782 →
SECOND LIEN TERM LOAN PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK, NEW YORK BRANCH, AS ADMINISTRATIVE AGENT
Reel/Frame 049388/0220 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 13, 2016
From: SIVASUBRAMANIAN, KARTHIKEYAN; PIKE ANDERSON, PATRICIA; KHARE, VIVEK
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 040004/0142 →