IP Library Granted Patent US 8,642,689
Granted Patent B2
US 8,642,689 · App. 13/234,919 · Granted Feb 4, 2014

Oxidising agents for elastomer bonding compositions

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Quick Facts
Patent No.
US 8,642,689
App. No.
13/234,919
Granted
Feb 4, 2014
Kind
B2
Abstract

Compositions comprising at least one copper salt, and an aromatic nitroso compound precursor are provided. The copper salt may oxidize the aromatic nitroso compound precursor to provide an aromatic nitroso compound. The compositions may find utility in polymer to metal, in particular, rubber to metal bonding. The aromatic nitroso compound precursor may be a nitrosobenzene/dinitrosobenzene precursor. The nitrosobenzene or dinitrosobenzene precursor may be at least one of a quinone oxime or a quinone dioxime.

Claims (23)

1. A bonding composition comprising:

at least one copper compound; and

at least one aromatic nitroso compound precursor, wherein the aromatic nitroso compound precursor comprises at least one alkoxy silane moiety.

2. A composition according to claim 1 further comprising an adhesion promoting agent.

3. A composition according to claim 2 wherein the adhesion promoting agent is a silane.

4. A composition according to claim 1 wherein the aromatic nitroso compound precursor comprises an aromatic oxime, an aromatic dioxime or combinations thereof.

5. A composition according to claim 1 wherein the aromatic nitroso compound precursor is mono- or dioxime of a compound selected from the group consisting of:

6. A composition according to claim 1 wherein the aromatic nitroso compound precursor comprises a nitrosobenzene precursor, a dinitrosobenzene precursor or combinations thereof.

7. A composition according to claim 1 wherein the copper compound is selected from the group consisting of Cu(I) compounds, Cu(II) compounds, Cu(0) compounds which may oxidise in situ to a Cu(I) or Cu(II) compound and combinations thereof.

8. A composition according to claim 1 wherein the copper compound is selected from the group consisting of copper nanopowder, CuO, Cu 2 O, CuSCN, Cu(SCN) 2 and combinations thereof.

9. A composition according to claim 1 further comprising a suitable carrier vehicle.

10. A composition according to claim 1 wherein a nitrosobenzene, a dinitrosobenzene or a para-nitrosophenol moiety is generated in-situ from the aromatic nitroso compound precursor.

11. An assembly comprising a first substrate and a second substrate bonded together by the composition of claim 1 .

12. A cured product comprising an elastomer and a composition according to claim 1 .

13. A process for bonding two substrates together comprising applying a bonding composition comprising:

a. at least one copper compound; and

b. at least one aromatic nitroso compound precursor to at least one of the substrates and bringing the substrates together, wherein the aromatic nitroso compound precursor comprises at least one alkoxy silane moiety.

14. A process according to claim 13 wherein a first substrate comprises an elastomer to be bonded to another substrate.

15. A process according to claim 14 wherein the elastomer is a natural or synthetic rubber.

16. A process according to claim 15 wherein the aromatic nitroso compound precursor is oxidised in situ to an aromatic nitroso compound, which becomes anchored to the rubber.

17. A process according to claim 15 wherein the rubber substrate is vulcanised or cross-linked prior to bonding to the metal surface.

18. A process according to claim 15 wherein the rubber is vulcanised or cross-linked concurrently with bonding to the metal surface.

19. A process according to claim 13 wherein a first substrate comprises a natural or synthetic rubber to be bonded to a second substrate and the second substrate is a metallic substrate.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059357/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2014
From: HENKEL AG & CO. KGAA
To: HENKEL IP & HOLDING GMBH
Reel/Frame 032329/0172 →
MERGER Recorded Feb 24, 2014
From: HENKEL IRELAND LIMITED
To: HENKEL AG & CO. KGAA
Reel/Frame 032329/0132 →
MERGER Recorded Oct 29, 2013
From: LOCTITE (R&D) LIMITED
To: HENKEL IRELAND HOLDING B.V.
Reel/Frame 031496/0233 →
MERGER Recorded Oct 29, 2013
From: HENKEL IRELAND HOLDING B.V.
To: HENKEL IRELAND LIMITED
Reel/Frame 031496/0560 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 21, 2013
From: HENKEL IRELAND LIMITED
To: LOCTITE (R&D) LIMITED
Reel/Frame 031444/0797 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 21, 2013
From: FAY, NIGEL; KNEAFSEY, BRENDAN J.; NOLAN, DARREN; BIRKETT, DAVID P.; WARREN, SUSAN
To: HENKEL IRELAND LIMITED
Reel/Frame 031444/0732 →