IP Library Granted Patent US 8,563,459
Granted Patent B2
US 8,563,459 · App. 12/770,895 · Granted Oct 22, 2013

Fixed-bed hydrosilylation catalyst complexes and related methods

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Quick Facts
Patent No.
US 8,563,459
App. No.
12/770,895
Granted
Oct 22, 2013
Kind
B2
Abstract

The invention includes a fixed-bed catalyst complex that includes (i) a metal carbene catalyst, wherein the metal is platinum, and (ii) a catalyst support that includes one or more of silica, alumina and/or glass. The invention provides a fixed-bed catalyst complex that includes a catalyst complex including a carbene chosen from those represented by at least one of Formulae (I), (II), (III), and (IV): Where the vales of X and R 1 to R 7 are specifically defined. The complex also includes a catalyst support that comprises silica, related reaction products, and related reaction systems.

Claims (17)

1. A fixed-bed catalyst complex comprising:

a catalyst comprising a carbene chosen from those represented by at least one of Formulae (I), (II), (III), and (IV):

wherein, in any of the Formulae I-IV, n is independently an integer of 0 to 2, and: X is independently chosen from a chlorine atom; the group OR 4 , wherein R 4 is independently chosen from a hydrocarbyl group of 1 to 8 carbon atoms; and the group NR 5 2 , wherein R 5 is independently chosen from a hydrocarbyl group of 1 to 8 carbon atoms;

R 1 and R 3 are each independently chosen from a hydrocarbyl group having 1 to 8 carbon atoms; R 2 is independently chosen from a hydrocarbyl group having 1 to 8 carbon atoms and R 3 —Si(R 1 )—X 3-N , wherein X is independently chosen from: a chlorine atom; the group OR 4 , and the group NR 5 2 , wherein each of R 1 , R 4 , and R 5 is independently chosen from a hydrocarbyl group of 1 to 8 carbon atoms; R 6 and R 7 , are independently chosen from a hydrocarbyl group having 1 to 12 carbon atoms; and a catalyst support that comprises silica.

2. The complex according to claim 1 , wherein at least one of X is OR 4 and R 4 is independently chosen from a hydrocarbyl group of 1 to 2 carbon atoms.

3. The complex according to claim 1 , wherein at least one of X is NR 5 2 , and R 5 is independently chosen from an aryl group, a phenyl group, and a hydrocarbyl group of 1 to 2 carbon atoms.

4. The complex according to claim 1 , wherein R 1 is independently chosen from a hydrocarbyl group of 1 to 5 carbon atoms.

5. The complex according to claim 1 , wherein R 3 is independently chosen from a hydrocarbyl group of 1 to 3 carbon atoms.

6. The complex according to claim 1 , wherein R 2 is independently chosen from an aryl group, a phenyl group and a hydrocarbyl group having 1 to 2 carbon atoms.

7. The complex according to claim 1 , wherein R 2 is chosen from a methyl group; an ethyl group; n-propyl; n-butyl; isopropyl; cyclohexyl; tent-butyl; neohexyl; phenyl; 2,4-dimethylphenyl; 2,4,6-trimethylphenyl; and 2,6-diisopropylphenyl.

8. The complex according to claim 1 , wherein R 6 is independently chosen from a hydrocarbyl group having 1 to 3 carbon atoms.

9. The complex according to claim 1 , wherein R 7 is independently chosen from an aryl group, a phenyl group and a hydrocarbyl group having 1 to 3 carbon atoms.

10. The complex according to claim 1 , wherein the catalyst support further includes an additional material chosen from alumina and glass.

11. The complex according to claim 1 , wherein the silica is a precipitated silica.

12. The complex according to claim 1 , wherein the silica has a BET surface area of about 300 to about 800 m 2 g.

13. The complex according to claim 1 , wherein the silica has a mesh value of about 100 to about 800.

14. The complex according to claim 1 , wherein the silica has a mesh value of about 200 to about 400.

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 Jul 28, 2010
From: LARSON, GERALD L.; ARKLES, BARRY C.; CAMERON, RUDOLPH A.
To: GELEST TECHNOLOGIES, INC.
Reel/Frame 024753/0089 →