IP Library Granted Patent US 10,329,406
Granted Patent B2
US 10,329,406 · App. 15/539,977 · Granted Jun 25, 2019

Epoxidized rubber compositions

Inventors: Xavier Saintigny (Greenville, SC); Jessica McDowell (Greenville, SC)
Assignee: Compagnie Generale des Etablissements Michelin
C08K5/548C08K3/04C08K3/06C08K3/22C08K3/36C08K5/103C08K5/18C08K5/31C08K5/372C08K5/47C08L15/00C08L45/02C08L47/00C08L91/06C08C19/06
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Quick Facts
Patent No.
US 10,329,406
App. No.
15/539,977
Granted
Jun 25, 2019
Kind
B2
Abstract

Rubber compositions and articles made from such rubber compositions that are based upon a cross-linkable elastomer composition, the cross-linkable elastomer composition comprising, per 100 parts by weight of rubber (phr) between 70 phr and 100 phr of an epoxidized rubber component selected from an epoxidized polybutadiene rubber (eBR), an epoxidized styrene-butadiene rubber (eSBR), or combinations thereof, wherein the epoxidized rubber component has a Tg of between −80° C. and −110° C. and an epoxy-function content of between 1 mol % and 25 mol %. Such rubber compositions may further include between 30 phr and 150 phr of a plasticizing resin, silica and a coupling agent that is a monohydroxysilane polysulfide having a form (Formula I) wherein radicals R, identical or different, are hydrocarbon groups, radicals R′, identical or different, are divalent linking groups and x is equal to or greater than 2.

Claims (26)

1. A rubber composition that is based upon a cross-linkable elastomer composition, the cross-linkable elastomer composition comprising, per 100 parts by weight of rubber (phr):

between 70 phr and 100 phr of an epoxidized rubber component selected from an epoxidized polybutadiene rubber (eBR), an epoxidized styrene-butadiene rubber (eSBR), or combinations thereof, wherein the epoxidized rubber component has a Tg of between −80° C. and −110° C. and an epoxy-function content of between 1 mol % and 25 mol %;

between 30 phr and 150 phr of a plasticizing resin;

silica; and

a coupling agent that is a monohydroxysilane polysulfide having a form

HOSi(R) 2 —R′—S x —R′—Si(R) 2 OH

wherein radicals R, identical or different, are hydrocarbon groups, radicals R′, identical or different, are divalent linking groups and x is equal to or greater than 2.

2. The rubber composition of claim 1 , wherein the epoxidized rubber component is the eBR.

3. The rubber composition of claim 1 , wherein the epoxidized rubber component is the eSBR.

4. The rubber composition of claim 1 , wherein the radicals R are selected from C 1 -C 3 alkyls and the radicals R′ are selected from C 1 -C 4 alkylene and x is between 2 and 4.

5. The rubber composition of claim 1 , wherein the coupling agent is selected from bis(3-hydroxydimethylsilyl)propyl tetrasulfide, bis(3-hydroxydimethylsilyl)propyl disulfide, bis(2-hydroxy-dimethylsilyl)ethyl tetrasulfide, bis(2-hydroxydimethylsilyl)ethyl disulfide, or combinations thereof.

6. The rubber composition of claim 5 , wherein the coupling agent is bis(3-hydroxydimethylsilyl)propyl tetrasulfide.

7. The rubber composition of claim 1 , wherein the rubber composition comprises between 40 phr and 180 phr of the silica.

8. The rubber composition of claim 1 , wherein the rubber composition includes less than 15 phr of carbon black.

9. The rubber composition of claim 1 , wherein the rubber composition comprises between 80 phr and 100 phr of the epoxidized rubber component.

10. The rubber composition of claim 1 , wherein the plasticizing resin is a terpene phenolic resin.

11. The rubber composition of claim 1 , wherein a Tg of the rubber composition is between 0° C. and −35° C.

12. The rubber composition of claim 1 , wherein the rubber composition further comprises between 0 phr and 10 phr of a highly unsaturated diene elastomer and between 90 phr and 100 phr of the epoxidized rubber component.

13. The rubber composition of claim 12 , wherein the rubber composition comprises 100 phr of the epoxidized rubber component.

14. A tire tread, comprising the rubber composition of claim 1 .

15. The rubber composition of claim 2 , wherein the coupling agent is selected from bis(3-hydroxydimethylsilyl)propyl tetrasulfide, bis(3-hydroxydimethylsilyl)propyl disulfide, bis(2-hydroxy-dimethylsilyl)ethyl tetrasulfide, bis(2-hydroxydimethylsilyl)ethyl disulfide, or combinations thereof.

16. The rubber composition of claim 2 , wherein the coupling agent is bis(3-hydroxydimethylsilyl)propyl tetrasulfide.

17. The rubber composition of claim 3 , wherein the coupling agent is selected from bis(3-hydroxydimethylsilyl)propyl tetrasulfide, bis(3-hydroxydimethylsilyl)propyl disulfide, bis(2-hydroxy-dimethylsilyl)ethyl tetrasulfide, bis(2-hydroxydimethylsilyl)ethyl disulfide, or combinations thereof.

18. The rubber composition of claim 3 , wherein the coupling agent is bis(3-hydroxydimethylsilyl)propyl tetrasulfide.

19. The rubber composition of claim 16 , wherein the plasticizing resin is a terpene phenolic resin.

20. The rubber composition of claim 18 , wherein the wherein the plasticizing resin is a terpene phenolic resin.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 3, 2017
From: MICHELIN RECHERCHE ET TECHNIQUE S.A.
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
Reel/Frame 043432/0941 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 16, 2017
From: MICHELIN RECHERCHE ET TECHNIQUE S.A.
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
Reel/Frame 043208/0353 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 26, 2017
From: MICHELIN RECHERCHE ET TECHNIQUE S.A.
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
Reel/Frame 043006/0509 →
Continuity (2)
Provisional Application 62096923 · Dec 26, 2014
Related Publication 20170369680A1 · Dec 28, 2017