IP Library Granted Patent US 8,557,903
Granted Patent B2
US 8,557,903 · App. 12/808,500 · Granted Oct 15, 2013

Oil extended rubber compositions

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Quick Facts
Patent No.
US 8,557,903
App. No.
12/808,500
Granted
Oct 15, 2013
Kind
B2
Abstract

The present invention describes a composition comprising a diene-based rubber and at least one cyclo-aliphatic epoxide-based polyether or polyglycol ether. The present invention also describes a composition comprising at least one extending oil and at least one cyclo-aliphatic epoxide-based polyether or polyglycol ether, wherein the at least one extending oil is selected from the group consisting of an aromatic oil, an aliphatic oil, a naphthenic oil, and mixtures thereof.

Claims (29)

1. A composition comprising a diene-based rubber and at least one cyclo-aliphatic epoxide-based polyether or polyglycol ether.

2. The composition of claim 1 , wherein the diene-based rubber comprises a butadiene-based polymer.

3. The composition of claim 1 , further comprising at least one rubber selected from the group consisting of a natural rubber, a butadiene-based rubber, an ethylene-propylene-diene monomer rubber, and an isoprene based rubber.

4. The composition of claim 1 , further comprising a filler, wherein the filler is selected from the group consisting of carbon black, talc, silica, sulfur, zinc oxide, and mixtures thereof.

5. The composition of claim 1 , further comprising a curing agent, wherein the curing agent is selected from the group consisting of sulfur, a mercaptan, a silane coupler, and mixtures thereof.

6. The composition of claim 5 , wherein the curing agent further comprises an accelerant.

7. The composition of claim 1 , wherein the at least one cyclo-aliphatic epoxide-based polyether or polyglycol ether is comprised of a reaction product between at least one cyclo-aliphatic epoxide and at least one reactant.

8. The composition of claim 7 , wherein the cyclo-aliphatic epoxide has 4-12 carbon atoms.

9. The composition of claim 7 , wherein the cyclo-aliphatic epoxide is selected from the group consisting of cyclobutene oxide, cyclopentene oxide, cyclohexene oxide, cycloheptene oxide, cyclooctene oxide, cyclododecene oxide, 1,2,5,6-diepoxycyclooctane, alkyl-substituted derivatives thereof, and mixtures thereof.

10. The composition of claim 7 , wherein the reactant is a compound with at least one hydroxyl functional group.

11. The composition of claim 7 , wherein the reactant is selected from the group consisting of water, primary aliphatic alcohols, secondary aliphatic alcohols, tertiary aliphatic alcohols, cycloalkyl alcohols, glycols, polyols, and mixtures thereof.

12. The composition of claim 1 , further comprising at least one extending oil selected from the group consisting of an aromatic oil, an aliphatic oil, a naphthenic oil, and mixtures thereof.

13. The composition of claim 1 , wherein the composition has a Mooney viscosity (ML 1+4 at 100° C.) of about 40 to about 70 Mooney units.

14. The composition of claim 1 , wherein the diene-based rubber has a styrene content in the range of about 20 to about 40 weight percentage of said diene-based rubber.

15. The composition of claim 1 , wherein the composition is cured.

16. The cured composition of claim 15 , wherein the cured composition has a percentage of cross-linking in a range of about 50 to about 100 percent.

17. A method for producing said composition of claim 1 , comprising a step of incorporating at least one of the cyclo-aliphatic epoxide-based polyether or polyglycol ether into the diene-based rubber.

18. The method according to claim 17 , wherein the step of incorporating occurs through an emulsion-based polymerization process, a solution-based polymerization process, or a blending process.

19. A composition comprising a diene-based rubber and at least one extending oil, wherein the extending oil further comprises at least one cyclo-aliphatic epoxide-based polyether or polyglycol ether.

20. The composition of claim 19 , wherein the at least one extending oil is in the range of about 0.1 to 50 percent by weight of the composition.

21. The composition of claim 19 , wherein the at least one extending oil is selected from the group consisting of an aromatic oil, an aliphatic oil, a naphthenic oil, and mixtures thereof.

22. The composition of claim 19 , wherein the at least one cyclo-aliphatic epoxide-based polyether or polyglycol ether content of the extending oil is in a range of about 0.1 to about 99 percent by weight of the at least one extending oil.

23. An article comprising the composition of claim 1 .

24. The article of the claim 23 , wherein the article is selected from the group consisting of tires, hoses, industrial rubber goods, and shoe soles.

25. The article of claim 23 , wherein the article has a tan delta, measured at 0.2 rad/s and at a temperature of from about 0 to about 2° C., in the range of about 0.2 to about 0.4.

26. The article of claim 23 , wherein the article has a tan delta, measured at 0.2 rad/s and at a temperature of about 60° C., in the range of about 0.08 to about 0.1.

27. A composition comprising at least one extending oil and at least one cyclo-aliphatic epoxide-based polyether or polyglycol ether, wherein the at least one extending oil is selected from the group consisting of an aromatic oil, an aliphatic oil, a naphthenic oil, and mixtures thereof, and wherein the at least one cyclo-aliphatic epoxide-based polyether or polyglycol ether is comprised of a reaction product between at least one cyclo-aliphatic epoxide and at least one compound with at least one hydroxyl functional group.

28. The composition of claim 27 , wherein the at least one cyclo-aliphatic epoxide-based polyether or polyglycol ether content is in a range of about 0.1 to about 99 percent by weight of the composition.

29. The composition of claim 27 , wherein the at least one extending oil is a treated distillate aromatic extract.

Assignments (15)
PATENT SECURITY AGREEMENT Recorded Sep 6, 2017
From: TRINSEO EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 043773/0138 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT REEL 036303, FRAME 0749 Recorded Sep 6, 2017
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: TRINSEO EUROPE GMBH
Reel/Frame 043773/0059 →
PATENT SECURITY AGREEMENT Recorded Aug 6, 2015
From: TRINSEO EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 036303/0749 →
CHANGE OF NAME Recorded Jun 25, 2015
From: STYRON EUROPE GMBH
To: TRINSEO EUROPE GMBH
Reel/Frame 036024/0806 →
CHANGE OF NAME Recorded Jun 12, 2015
From: STYRON EUROPE GMBH
To: TRINSEO EUROPE GMBH
Reel/Frame 036007/0670 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded May 21, 2015
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: STYRON EUROPE GMBH
Reel/Frame 035751/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 10, 2011
From: STYRON LLC
To: STYRON EUROPE GMBH
Reel/Frame 025923/0157 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2011
From: MOSINSKI, HOLGER; EDEL, HANS; BARTOSSEK, HAGEN
To: DOW OLEFINVERBUND GMBH
Reel/Frame 025917/0334 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2011
From: DOW OLEFINVERBUND GMBH
To: THE DOW CHEMICAL COMPANY
Reel/Frame 025917/0707 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2011
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 025918/0039 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2011
From: THE DOW CHEMICAL COMPANY; DOW GLOBAL TECHNOLOGIES INC.
To: STYRON LLC
Reel/Frame 025918/0378 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2011
From: STYRON LLC
To: STYRON EUROPE GMBH
Reel/Frame 025918/0695 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 2, 2011
From: DOW GLOBAL TECHNOLOGIES INC.
To: STYRON LLC
Reel/Frame 025885/0233 →
SECURITY AGREEMENT Recorded Jan 28, 2011
From: STYRON EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH
Reel/Frame 025709/0681 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2010
From: STYRON LLC
To: STYRON EUROPE GMBH
Reel/Frame 025118/0681 →