IP Library Granted Patent US 9,145,474
Granted Patent B2
US 9,145,474 · App. 14/200,134 · Granted Sep 29, 2015

Method for producing silicone step-growth elastomers from dual functional siloxanes

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Quick Facts
Patent No.
US 9,145,474
App. No.
14/200,134
Granted
Sep 29, 2015
Kind
B2
Abstract

A convenient, practical method for forming elastomers from dual functional siloxanes that cure by a step-growth mechanism is provided. The method involves preparing a first mixture containing a first telechelic siloxane and a hydrosilylation catalyst; preparing a second mixture containing a second telechelic siloxane and a dual functional siloxane having two different polymer termini; and reacting the first mixture with the second mixture to produce the siloxane elastomer. The first and second mixtures may be stored separately until time of use.

Claims (21)

1. A method for producing a linear, step-growth siloxane elastomer comprising:

(a) preparing a first mixture comprising a first monodisperse telechelic siloxane and a hydrosilylation catalyst;

(b) preparing a second mixture comprising a second monodisperse telechelic siloxane and a dual functional linear, monodisperse siloxane having two different polymer termini; and

(c) reacting the first mixture with the second mixture to produce the linear, step-growth siloxane elastomer having a substantially 1:1 ratio of end groups.

2. The method according to claim 1 , wherein the hydrosilylation catalyst is based on Pt(0).

3. The method according to claim 2 , wherein the hydrosilylation catalyst is Karstedt's catalyst.

4. The method according to claim 1 , wherein the second mixture further comprises a filler or a reinforcing agent.

5. The method according to claim 4 , wherein the second mixture further comprises fumed silica.

6. The method according to claim 1 , wherein a weight ratio of the first mixture to the second mixture is about 1:1 to about 1:200.

7. The method according to claim 1 , wherein the dual functional siloxane has one monohydride group terminus and one unsaturated group terminus.

8. The method according to claim 7 , wherein the unsaturated group terminus is selected from the group consisting of vinyl, styryl, allyl, methallyl, hexenyl, and octenyl.

9. The method according to claim 1 , wherein the dual functional siloxane has one monohydride group terminus and one monovinyl group terminus.

10. The method according to claim 1 , wherein the first telechelic siloxane contains two identical unsaturated functional groups selected from the group consisting of vinyl, styryl, allyl, methallyl, hexenyl, and octenyl.

11. The method according to claim 10 , wherein the first telechelic siloxane contains two vinyl functional groups.

12. The method according to claim 1 , wherein the second telechelic siloxane contains two hydride functional groups.

13. The method according to claim 1 , wherein the first telechelic siloxane has a backbone selected from the group consisting of dimethylsiloxane, ethylmethylsiloxane, diethylsiloxane, dimethylsilylethylsiloxane, trifluoropropylmethylsiloxane, diphenylsiloxane and phenylmethylsiloxane.

14. The method according to claim 1 , wherein the second telechelic siloxane has a backbone selected from the group consisting of dimethylsiloxane, ethylmethylsiloxane, diethylsiloxane, dimethylsilylethylsiloxane, trifluoropropylmethylsiloxane, diphenylsiloxane and phenylmethylsiloxane.

15. The method according to claim 1 , wherein the dual functional siloxane has a backbone selected from the group consisting of dimethylsiloxane, ethylmethylsiloxane, diethylsiloxane, dimethylsilylethylsiloxane, trifluoropropylmethylsiloxane, diphenylsiloxane and phenylmethylsiloxane.

16. The method according to claim 1 , wherein the first and the second mixtures are stored separately for a period of up to about five years prior to performing step (c).

17. The method according to claim 1 , wherein step (c) is performed at room temperature to about 120° C.

18. The method according to claim 1 , wherein step (c) comprises combining the first and the second mixtures in an appropriate ratio to achieve equal molar amounts of the first and the second telechelic siloxanes.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 22, 2024
From: GELEST TECHNOLOGIES, INC.
To: GELEST, INC.
Reel/Frame 068467/0243 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 10, 2022
From: GELEST TECHNOLOGIES, INC.
To: GELEST, INC.
Reel/Frame 058668/0350 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 28, 2021
From: GELEST TECHNOLOGIES, INC.
To: GELEST, INC.
Reel/Frame 058595/0701 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 7, 2021
From: GELEST TECHNOLOGIES, INC.
To: GELEST, INC.
Reel/Frame 056272/0183 →
RELEASE OF SECURITY INTEREST Recorded Oct 1, 2020
From: ANTARES CAPITAL LP
To: GELEST BIOSYSTEMS, LLC; GELEST, INC.; GELEST TECHNOLOGIES, INC.
Reel/Frame 053946/0556 →
RELEASE OF SECURITY INTEREST Recorded Jun 24, 2019
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: GELEST TECHNOLOGIES, INC.; GELEST, INC.; GELEST BIOSYSTEMS, LLC
Reel/Frame 049567/0194 →
PATENT SECURITY AGREEMENT Recorded Jun 21, 2019
From: GELEST, INC.; GELEST TECHNOLOGIES, INC.; GELEST BIOSYSTEMS, LLC
To: ANTARES CAPITAL LP
Reel/Frame 049557/0526 →
SECURITY INTEREST Recorded Aug 14, 2017
From: GELEST, INC.; GELEST TECHNOLOGIES, INC.; GELEST BIOSYSTEMS, LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 043540/0963 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 7, 2014
From: ARKLES, BARRY C; GOFF, JONATHAN D
To: GELEST TECHNOLOGIES, INC.
Reel/Frame 032374/0606 →