IP Library Granted Patent US 10,875,968
Granted Patent B2
US 10,875,968 · App. 16/375,239 · Granted Dec 29, 2020

Hydridosiloxanyl substituted cyclotrisiloxanes, preparation method thereof, and polymeric products derived therefrom

Inventors: Jonathan D. Goff (Philadelphia, PA); Barry C. Arkles (Pipersville, PA)
Assignee: GELEST TECHNOLOGIES, INC.
C08G77/50C07F19/00C07F7/21C08G77/12C08G77/70
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Quick Facts
Patent No.
US 10,875,968
App. No.
16/375,239
Granted
Dec 29, 2020
Kind
B2
Abstract

A new class of cyclotrisiloxanes having hydridosiloxanylalkyl substituents on one, two, or three of the ring silicon atoms and a method for their preparation are provided. These compounds undergo living anionic ring-opening polymerization to generate unique polymer structures.

Claims (16)

1. A cyclotrisiloxane wherein one, two, or three of the ring silicon atoms has a hydridosiloxanylalkyl substituent, wherein the alkyl group has about 2 to 8 carbon atoms.

2. The cyclotrisiloxane according to claim 1 , wherein at least one of the hydridosiloxanylalkyl substituents is hydridosiloxanylethyl.

3. The cyclotrisiloxane according to claim 2 , having formula (1):

4. The cyclotrisiloxane according to claim 2 , having formula (2):

5. The cyclotrisiloxane according to claim 2 , having formula (3):

6. The cyclotrisiloxane according to claim 1 , wherein at least one of the hydridosiloxanylalkyl substituents has formula (5):

wherein R is an alkyl group having 1 to about 4 carbon atoms, n is an integer of 0 or greater, and R′ is an alkyl group having 2 to about 8 methylene units.

7. The cyclotrisiloxane according to claim 6 , wherein R is methyl, R′ is —CH 2 CH 2 — and n is 0 or 1.

8. The cyclotrisiloxane according to claim 1 , wherein the cyclotrisiloxane has two or three hydridosiloxanylalkyl substituents, and wherein the two or three hydridosiloxanylalkyl substituents may be the same or different.

9. A method of preparing a cyclotrisiloxane wherein one, two, or three of the ring silicon atoms has a hydridosiloxanylalkyl substituent, the method comprising reacting a vinyl-substituted cyclotrisiloxane with a dihydride functional siloxane.

10. The method according to claim 9 , wherein the dihydride functional siloxane is a disiloxane or a trisiloxane.

11. A polymer formed from the living anionic ring opening polymerization of a cyclotrisiloxane according to claim 1 .

12. The polymer according to claim 11 , wherein the polymer has an alpha terminus selected from the group consisting of alkyl, vinyl, hydride, fluorinated alkyl, alkoxyalkyl, and alkoxy(polyalkylenoxy)alkyl.

13. The polymer according to claim 11 , wherein the polymer has an omega terminus selected from the group consisting of methacryloxyalkyl, acrylamidoalkyl, acryloxyalkyl, methacrylaminoalkyl, hydridoalkylsiloxy, vinyl, aminoalkyl, carbinol, and chlorodialkylsiloxy.

14. A block copolymer formed from the living anionic ring opening polymerization of a cyclotrisiloxane according to claim 1 and a second cyclotrisiloxane.

15. The block copolymer according to claim 14 , wherein the second cyclotrisiloxane is hexamethylcyclotrisiloxane or tris(trifluoropropyl)methylcyclotrisiloxane.

Assignments (5)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 3, 2019
From: GOFF, JONATHAN D.; ARKLES, BARRY C.
To: GELEST TECHNOLOGIES, INC.
Reel/Frame 049069/0330 →
Continuity (2)
Provisional Application 62658706 · Apr 17, 2018
Related Publication 20190315929A1 · Oct 17, 2019