IP Library › Granted Patent US 6,998,499
Granted Patent B2
US 6,998,499 · App. 10/458,036 · Granted Feb 14, 2006

Process for the preparation of secondary and tertiary amino-functional silanes, iminoorganosilanes and/or imidoorganosilanes

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Quick Facts
Patent No.
US 6,998,499
App. No.
10/458,036
Granted
Feb 14, 2006
Kind
B2
Abstract

Iminoorganosilanes may be prepared by reacting aminoorganosilanes with organoimines by an amine exchange reaction. The resultant iminoorganosilanes can then be catalytically reduced to produce secondary and tertiary amino silanes. Imidoorganosilanes can be prepared by a similar amine reaction between aminoorganosilanes and organoimides. The imidoorganosilanes can also be reacted to produce tertiary amines. Water-sensitive silane reactants may be employed to yield water-sensitive imino, imido, or amino silane products.

Claims (14)

1. A silylorganoimine of the formula:

wherein R 1 is a hydrocarbon group having from 1 to 30 carbon atoms, R 2 is hydrogen or a hydrocarbon group having from 1 to 20 carbon atoms, or R 1 and R 2 together form a cyclic hydrocarbon group having up to 8 carbon atoms, R 4 is hydrogen, a hydrocarbon group having 1 to 8 carbon atoms, or an acyloxy group, m is 2 to 20 and n is 0 to 20.

2. A secondary aminosilane of the formula:

wherein R 1 is a hydrocarbon group having from 1 to 30 carbon atoms, R 2 is a hydrocarbon group having from 1 to 20 carbon atoms, or R 1 and R 2 together form a cyclic hydrocarbon group having up to 8 carbon atoms, each R 4 is hydrogen, a hydrocarbon group having 1 to 8 carbon atoms, or an acyloxy group, m is 2 to 20 and n is 0 to 20.

3. The silylorganoimine of claim 1 wherein R 1 is an aryl, alkaryl, arylalkyl, or alkarylalkyl group.

4. The silylorganoimine of claim 1 wherein R 1 is an alkenyl group.

5. The silylorganoimine of claim 1 wherein R 1 is an alkynyl group.

6. The silylorganoimine of claim 1 wherein R 2 is an aryl, alkaryl, arylalkyl, or alkarylalkyl group.

7. The silylorganoimine of claim 1 wherein R 4 is an acyloxy group.

8. The secondary aminosilane of claim 2 wherein R 1 is an aryl, alkaryl, arylalkyl, or alkarylalkyl group.

9. The secondary aminosilane of claim 2 wherein R 1 is an alkenyl group.

10. The secondary aminosilane of claim 2 wherein R 1 is an alkynyl group.

11. The secondary aminosilane of claim 2 wherein R 2 is an aryl, alkaryl, arylalkyl, or alkarylalkyl group.

12. The secondary aminosilane of claim 2 wherein R 4 is an acyloxy group.

Assignments (18)
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Mar 31, 2023
From: BNP PARIBAS
To: MOMENTIVE PERFORMANCE MATERIALS INC.
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RELEASE OF SECURITY INTEREST Recorded Mar 30, 2023
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RELEASE OF SECURITY INTEREST Recorded Dec 24, 2020
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
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SECOND LIEN TERM LOAN PATENT AGREEMENT Recorded Jun 5, 2019
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TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded May 21, 2019
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To: MOMENTIVE PERFORMANCE MATERIALS INC.
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RELEASE OF SECURITY INTEREST Recorded May 15, 2019
From: BOKF, NA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
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RELEASE OF SECURITY INTEREST Recorded May 15, 2019
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NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Mar 6, 2015
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To: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT
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NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY - SECOND LIEN Recorded Mar 6, 2015
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TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded Oct 30, 2014
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TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded Oct 30, 2014
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To: MOMENTIVE PERFORMANCE MATERIALS INC.
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SECURITY INTEREST Recorded Oct 27, 2014
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SECURITY AGREEMENT Recorded Apr 29, 2013
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To: JPMORGAN CHASE BANK, N.A.
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PATENT SECURITY AGREEMENT Recorded Apr 3, 2013
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