IP Library Granted Patent US 10,676,594
Granted Patent B2
US 10,676,594 · App. 16/129,119 · Granted Jun 9, 2020

Reactive compositions containing mercapto-functional silicon compound

Inventors: Constantine Kondos (White Plains, NY); Vikram Kumar (Tarrytown, NY); Martin Wusik (Danbury, CT)
Assignee: Momentive Performance Materials Inc.
C08K5/548C08G59/1433C08G59/1466C08G59/1494C08G59/5026C08G59/66C08J3/243C09D5/002C09D163/00C09K3/1018C09D4/00
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,676,594
App. No.
16/129,119
Granted
Jun 9, 2020
Kind
B2
Abstract

There is provided herein a composition comprising (a) a mercapto-functional silicon compound having the general Formula (I): and a reactive resin containing at least one epoxy and/or (meth)acrylate group. There is also provided a silylated resin resulting from the reaction product of mercapto-functional silicon compound (a) and reactive resin contain at least one epoxy and/or (meth)acrylate groups.

Claims (60)

1. A composition comprising:

(a) at least one mercapto-functional silicon compound having the general formula (I):

wherein

A is —OCR 2 2 (CR 2 2 ) f CR 2 2 OH, or

and

B is H, or

each occurrence of Z is independently selected from the group consisting of —OCR 2 2 (CR 2 2 ) f CR 2 2 OH,

each occurrence of R 1 is —CH 2 —, —CH 2 CH 2 — or —CH 2 CH 2 CH 2 —;

each occurrence of R 2 is hydrogen, —CH 3 or —CH 2 CH 3 ;

each occurrence of the subscript f is independently an integer, where f is 0 or 1; and

the subscript n is an integer from 3 to 15, and/or a partial hydrolyzate or condensate thereof having the general formula (II):

wherein A, B, R 1 and Z are defined above and the subscript n 1 is an integer from 3 to 15; and

(b) a reactive resin having at least one (meth)acrylate group.

2. The composition of claim 1 wherein R 1 is —CH 2 CH 2 CH 2 —; R 2 is chosen from hydrogen or —CH 3 ; and f is 1.

3. The composition of claim 1 wherein the reactive resin component (b) is an organic compound or mixtures of organic compounds having at least one (meth)acrylate group per molecule with a number average molecular weight in the range of from about 100 to about 12,000.

4. The composition of claim 1 wherein the reactive resin (b) has the general formula (V):

wherein:

wherein each occurrence of R 6 is independently hydrogen or methyl;

wherein G 2 is a divalent or a polyvalent organic group containing from 1 to 2,000 carbon atoms, with the proviso that the oxygen of the H 2 C═C(R 6 )C(═O)O— group is bonded to the carbon atom of the G 2 group; and

wherein d is an integer of from 2 to 8.

5. The composition of claim 1 further comprising (c) a curing agent, which is ultraviolet radiation, gamma-radiation and combinations thereof.

6. The composition of claim 5 wherein the curing agent (c) is radiation in combination with a radiation active initiator.

7. The composition of claim 1 further comprising and a filler.

8. A coating comprising the composition of claim 1 .

9. A sealant comprising the composition of claim 1 .

10. A composition comprising:

(a) at least one mercapto-functional silicon compound having the general formula (I):

wherein

A is —OCR 2 2 (CR 2 2 ) f CR 2 2 OH, or

and

B is H, or

each occurrence of Z is independently selected from the group consisting of

—OCR 2 2 (CR 2 2 ) f CR 2 2 OH,

each occurrence of R 1 is —CH 2 —, —CH 2 CH 2 — or —CH 2 CH 2 CH 2 —;

each occurrence of R 2 is hydrogen, —CH 3 or —CH 2 CH 3 ;

each occurrence of the subscript f is independently an integer, where f is 0 or 1; and

the subscript n is an integer from 3 to 15, and/or a partial hydrolyzate or condensate thereof having the general formula (II):

wherein A, B, R 1 and Z are defined above and the subscript n 1 is an integer from 3 to 15;

(b) a reactive resin having the general formula (IV):

wherein:

each occurrence of R 4 is independently hydrogen, or an alkyl group of from 1 to 8 carbon atoms, a phenyl group or an aralkyl or arenyl group of from 7 to 12 carbon atoms;

each occurrence of R 5 is a divalent organic group of from 1 to 12 carbon atoms or a chemical bond;

G 1 is a divalent or polyvalent organic group containing from 1 to 2,000 carbon atoms; and b is an integer of from 2 to 8; and

(c) a curing agent which is a hardner selected from the group consisting of selected from the group consisting of aliphatic primary amines, aliphatic secondary amines, aliphatic primary polyamines, aliphatic secondary polyamines, and combinations thereof.

11. The composition of claim 10 wherein the reactive resin component (b) has an epoxide equivalent weight of from about 100 to about 2,000 grams per equivalent.

12. The composition of claim 10 wherein R 1 is —CH 2 CH 2 CH 2 —; R 2 is hydrogen or —CH 3 ; and f is 1.

13. The composition of claim 10 further comprising and a filler.

14. A coating comprising the composition of claim 10 .

15. A sealant comprising the composition of claim 10 .

16. A composition comprising

(a) a mercapto-functional silicon compound of the formula (III):

and

(b) a reactive resin having at least one (meth)acrylate group.

17. A composition comprising

(a) a mercapto-functional silicon compound (a) is of the formula (III):

(b) a reactive resin having the general formula (IV):

wherein:

each occurrence of R 4 is independently hydrogen, or an alkyl group of from 1 to 8 carbon atoms, a phenyl group or an aralkyl or arenyl group of from 7 to 12 carbon atoms each occurrence of R 5 is a divalent organic group of from 1 to 12 carbon atoms or a chemical bond;

G 1 is a divalent or polyvalent organic group containing from 1 to 2.000 carbon atoms; and b is an integer of from 2 to 8; and

(c) a curing agent which is a hardner selected from the group consisting of selected from the group consisting of aliphatic primary amines. aliphatic secondary amines. aliphatic primary polyamines. aliphatic secondary polyamines. and combinations thereof.

Assignments (9)
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 →