IP Library Granted Patent US 12,415,909
Granted Patent B2
US 12,415,909 · App. 18/333,413 · Granted Sep 16, 2025

Oil-containing rubber compositions and related methods

Inventors: Priyavardhana Srinivasan (Akron, OH); Amy M. Randall (Brentwood, TN); Justin J. Styer (Cortland, OH); Lawrence T. Rittman (Canton, OH)
Assignee: Bridgestone Americas Tire Operations, LLC
C08L9/06B60C1/00B60C1/0016C08K3/00C08L9/00C08L15/00C12P7/64C12P7/6463
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Quick Facts
Patent No.
US 12,415,909
App. No.
18/333,413
Granted
Sep 16, 2025
Kind
B2
Abstract

Disclosed herein are rubber compositions comprising bio-oil produced by a recombinant cell. Also disclosed are methods of controlling the variability of fatty acid content in bio-oil containing rubber compositions or tires comprising at least one component incorporating the bio-oil containing rubber composition, and a method of providing a bio-oil-containing tire with a reduced carbon footprint.

Claims (44)

1. A bio-oil-containing rubber composition, comprising

1 to 100 phr of bio-oil produced by a recombinant cell,

at least one rubber including at least one diene monomer-containing polymer or copolymer,

5 to 150 phr of at least one reinforcing filler, and

a cure package, wherein the at least one reinforcing filler comprises at least one of carbon black and silica and the amount of carbon black is no more than 30% by weight of the total amount of reinforcing filler, and wherein the at least one rubber includes 10 to 90 phr of functionalized polybutadiene having a cis 1,4-bond content of at least 90%, and wherein the at least one rubber does not include an oil-extended rubber.

2. The rubber composition of claim 1 , wherein the recombinant cell comprises an algal cell.

3. The rubber composition of claim 1 , wherein the bio-oil is present in an amount of 5 to 50 phr.

4. The rubber composition of claim 1 , wherein the bio-oil has a linoleic acid content of about 45% to about 65% by weight, an oleic acid content of about 20% to about 30% by weight, and a palmitic acid content of about 5% to about 15% by weight.

5. The rubber composition of claim 1 , wherein the functionalized polybutadiene is functionalized with a silicon containing functional group selected from the group consisting of an alkoxysilyl group, an alkylhalosilyl group, a siloxy group, an alkylaminosilyl group, and an alkoxyhalosilyl group.

6. The rubber composition of claim 1 , wherein the bio-oil has an oleic acid content of at least about 70% and a linoleic acid content of at least about 5%.

7. The rubber composition of claim 1 , wherein the bio-oil produced by a recombinant cell has either:

at least 50% of its carbon content as naphthenic carbons, or

at least 50% of its carbon content as paraffinic carbons.

8. A tire component comprising the rubber composition of claim 1 .

9. A tire tread comprising the rubber composition of claim 1 .

10. A method for improving at least one of the wear rate or E′ of a rubber composition, the method comprising

incorporating about 1 to about 100 phr of bio-oil produced by a recombinant cell into

at least one rubber including at least one diene monomer-containing polymer or copolymer,

5 to 200 phr of at least one reinforcing filler, and

a cure package,

wherein the at least one reinforcing filler comprises at least one of carbon black and silica and the amount of carbon black is no more than 30% by weight of the total amount of reinforcing filler, and wherein the at least one rubber includes 10 to 90 phr of functionalized polybutadiene having a cis 1,4-bond content of at least 90%, wherein the at least one rubber does not include an oil-extended rubber.

11. The rubber method of claim 10 , wherein the recombinant cell comprises an algal cell.

12. The method of claim 10 , wherein the bio-oil is present in an amount of 5 to 50 phr.

13. The method of claim 10 , wherein the bio-oil has a linoleic acid content of about 45% to about 65% by weight, an oleic acid content of about 20% to about 30% by weight, and a palmitic acid content of about 5% to about 15% by weight.

14. The method of claim 10 , wherein the functionalized polybutadiene is functionalized with a silicon containing functional group selected from the group consisting of an alkoxysilyl group, an alkylhalosilyl group, a siloxy group, an alkylaminosilyl group, and an alkoxyhalosilyl group.

15. The method of claim 10 , wherein the bio-oil has an oleic acid content of at least about 70% and a linoleic acid content of at least about 5%.

16. The method of claim 10 , wherein the bio-oil produced by a recombinant cell has either:

at least 50% of its carbon content as naphthenic carbons, or

at least 50% of its carbon content as paraffinic carbons.

17. A method for controlling the variability of fatty acid content in a bio-oil-containing rubber composition, comprising

incorporating about 1 to about 100 phr of bio-oil produced by a recombinant cell with

at least one rubber including at least one diene monomer-containing polymer or copolymer,

5 to 150 phr of at least one reinforcing filler, and

a cure package,

thereby forming a bio-oil-containing rubber composition,

wherein the at least one rubber includes 10 to 90 phr of functionalized polybutadiene having a cis 1,4-bond content of at least 90% and wherein the at least one rubber does not include an oil-extended rubber.

18. The method of claim 17 , wherein the recombinant cell comprises an algal cell.

19. The method of claim 17 , wherein the functionalized polybutadiene is functionalized with a silicon containing functional group selected from the group consisting of an alkoxysilyl group, an alkylhalosilyl group, a siloxy group, an alkylaminosilyl group, and an alkoxyhalosilyl group.

20. The method of claim 17 , wherein the bio-oil has a linoleic acid content of about 45% to about 65% by weight, an oleic acid content of about 20% to about 30% by weight, and a palmitic acid content of about 5% to about 15% by weight.

21. The rubber composition of claim 1 , wherein the bio-oil has an oleic acid content of about 55% to about 65% and a linoleic acid content of about 15 to about 20%.

22. The method of claim 10 , wherein the bio-oil has an oleic acid content of about 55% to about 65% and a linoleic acid content of about 15 to about 20%.

23. The rubber composition of claim 1 , wherein the functionalized polybutadiene is present in an amount of about 50 to about 70 phr.

24. The method of claim 10 , wherein the functionalized polybutadiene is present in an amount of about 50 to about 70 phr.

25. The method of claim 17 , wherein the functionalized polybutadiene is present in an amount of about 50 to about 70 phr.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 8, 2024
From: SRINIVASAN, PRIYAVARDHANA; RANDALL, AMY; STYER, JUSTIN; RITTMAN, LAWRENCE
To: BRIDGESTONE AMERICAS TIRE OPERATIONS, LLC
Reel/Frame 066412/0730 →
Continuity (5)
Continuation 17322132 · May 17, 2021
Continuation 16528576 · Jul 31, 2019
Continuation 15539050
Provisional Application 62095955 · Dec 23, 2014
Related Publication 20230331965A1 · Oct 19, 2023
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