# US 10,370,526 B2 · Oil-containing rubber compositions and related methods

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- Number: US 10,370,526 B2
- Document ID: US10370526B2
- Status: Granted
- Kind: B2
- Application number: 15/539,050
- Filed: 2015-12-08
- Published: 2017-12-21
- Granted: 2019-08-06
- Earliest claimed: 2014-12-23
- Assignees: Bridgestone Americas Tire Operations, LLC
- Applicants: Bridgestone Americas Tire Operations, LLC
- Inventors: Priyavardhana Srinivasan; Amy M. Randall; Justin J. Styer; Lawrence T. Rittman
- Web page: https://patentgrep.com/patent/US10370526B2

## CPC

- C08L 9/06: Copolymers with styrene
- B60C 1/00: Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- B60C 1/0016: {Compositions of the tread}
- C08K 3/00: Use of inorganic substances as compounding ingredients
- C08L 9/00: Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L 15/00: Compositions of rubber derivatives (C08L11/00, C08L13/00 take precedence)
- C12P 7/64: Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P 7/6463: obtained from glyceride producing microorganisms, e.g. single cell oil
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- B60C: VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C12P: FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE {(brewing of beer C12C; producing vinegar C12J; producing specific peptides or proteins C07K; producing enzymes C12N9/00; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; measuring or testing processes involving enzymes or microorganisms C12Q; measuring or testing processes involving nucleic acid amplification reactions C12Q1/6844; fermentation processes to form a food composition, A21 or A23; compounds in general, see the relevant compound class, e.g. C01, C07)}

## 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

### Claim 1

A bio-oil-containing tire rubber composition, comprising
1 to 50 phr of bio-oil produced by a recombinant cell wherein the bio-oil has an oleic acid content of at least 65% by weight and a linoleic acid content of at least 7% by weight,
at least one rubber in an amount of 100 parts including at least 60% by weight of at least one of polybutadiene having a cis-1,4-bond content of 90% or higher, polybutadiene having a cis-1,4-bond content of 50% or lower, or non-functionalized styrene-butadiene copolymer,
50 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.

### Claim 2 (depends on 1)

The tire rubber composition of claim 1, wherein the bio-oil is present in an amount of 10 to 30 phr.

### Claim 3 (depends on 1)

The tire rubber composition of claim 1, wherein the bio-oil is present in an amount of 5 to 40 phr.

### Claim 4 (depends on 1)

The tire rubber composition of claim 1, wherein the at least one rubber includes at least 70% by weight of non-functionalized solution styrene-butadiene copolymer.

### Claim 5 (depends on 1)

A tire sidewall comprising the tire rubber composition of claim 1.

### Claim 6 (depends on 1)

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

### Claim 7 (depends on 1)

The tire rubber composition of claim 1, wherein the bio-oil has a linoleic acid content of at least about 8% by weight.

### Claim 8

A bio-oil-containing tire rubber composition made by mixing ingredients comprising
about 5 to about 40 phr of bio-oil produced by a recombinant algal cell and having an oleic acid content of at least 70% by weight and a linoleic acid content of at least 7% by weight,
at least one rubber in an amount of 100 parts including at least 60% by weight of at least one of polybutadiene having a cis-1,4-bond content of 90% or higher, polybutadiene having a cis-1,4-bond content of 50% or lower, or non-functionalized styrene-butadiene one diene monomer-containing polymer or copolymer,
50 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.

### Claim 9 (depends on 7)

The tire rubber composition of claim 7, wherein the bio-oil is used in an amount of 10 to 20 phr.

### Claim 10 (depends on 7)

The tire rubber composition of claim 7, wherein the bio-oil is used in an amount of 5 to 30 phr.

### Claim 11 (depends on 7)

The tire rubber composition of claim 7, wherein the at least one rubber includes at least 70% by weight of non-functionalized solution styrene-butadiene copolymer.

### Claim 12 (depends on 8)

A tire tread comprising the tire rubber composition of claim 8.

### Claim 13 (depends on 8)

The tire rubber composition of claim 8, wherein at least 60% by weight of the elastomer comprises polybutadiene having a cis-1,4-bond content of 92% or higher.

### Claim 14 (depends on 8)

The tire rubber composition of claim 8, wherein at least 60% by weight of the elastomer comprises polybutadiene having a cis-1,4-bond content of 95% or higher.

### Claim 15

A bio-oil-containing tire rubber composition made by mixing ingredients comprising
5 to 50 phr of bio-oil produced by a recombinant algal cell and having a fatty acid content of at least 90% by weight, a linoleic acid content of at least 8% by weight and an oleic acid content of at least 65% by weight,
at least one rubber in an amount of 100 parts including at least 60% by weight of at least one of polybutadiene having a cis-1,4-bond content of 90% or higher, polybutadiene having a cis-1,4-bond content of 50% or lower, or non-functionalized styrene-butadiene copolymer,
35 to 200 phr of at least one reinforcing filler, and
a cure package, wherein the at least one reinforcing filler comprises at least 35 phr of silica optionally in combination with carbon black.

### Claim 16 (depends on 1)

The tire rubber composition of claim 1, wherein 0 phr of petroleum oil is present.

### Claim 17 (depends on 8)

The tire rubber composition of claim 8, wherein 0 phr of petroleum oil is present.

### Claim 18 (depends on 15)

The tire rubber composition of claim 15, wherein 0 phr of petroleum oil is present.
