# US 11,441,021 B2 · Pneumatic tire

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- Number: US 11,441,021 B2
- Document ID: US11441021B2
- Status: Granted
- Kind: B2
- Application number: 16/925,521
- Filed: 2020-07-10
- Published: 2021-02-04
- Granted: 2022-09-13
- Earliest claimed: 2019-07-29
- Assignees: The Goodyear Tire & Rubber Company
- Applicants: The Goodyear Tire & Rubber Company
- Inventors: Pascal Patrick Steiner; Georges Marcel Victor Thielen; Marc Weydert; Benoit Duez
- Web page: https://patentgrep.com/patent/US11441021B2

## CPC

- C08L 9/06: Copolymers with styrene
- B60C 1/0016: {Compositions of the tread}
- C08F 132/08: having condensed rings
- C08F 212/08: Styrene
- C08F 293/005: {using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent}
- C08G 77/26: nitrogen-containing groups
- C08G 77/28: sulfur-containing groups
- C08K 3/36: Silica
- C08L 15/00: Compositions of rubber derivatives (C08L11/00, C08L13/00 take precedence)
- 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
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

The present invention is directed to a pneumatic tire having a tread comprising a vulcanizable rubber composition comprising, based on 100 parts by weight of elastomer (phr), (A) 100 phr of a solution polymerized styrene-butadiene rubber having a glass transition temperature (Tg) ranging from −85° C. to −50° C.; (B) from 1 to 30 phr of a process oil; (C) from 20 to 80 phr of a hydrocarbon resin having a Tg of at least 30° C.; and (D) from 90 to 150 phr of silica.

## Claims

### Claim 1

A pneumatic tire having a tread comprising a vulcanizable rubber composition comprising, based on 100 parts by weight of elastomer (phr),
(A) 100 phr of a solution polymerized styrene-butadiene rubber having a glass transition temperature (Tg) ranging from −85° C. to −50° C.;
(B) from 1 to 30 phr of a process oil;
(C) from 20 to 80 phr of a hydrocarbon resin having a Tg of at least 30° C.; and
(D) from 90 to 150 phr of silica.

### Claim 2 (depends on 1)

The pneumatic tire of claim 1, wherein the amount of process oil ranges from 1 to 10 phr.

### Claim 3 (depends on 1)

The pneumatic tire of claim 1, wherein the hydrocarbon resin is selected from the group consisting of styrene/alphamethylstyrene copolymer resins, C5/C9 copolymer resins, dicyclopentadiene resins, and aromatic dicyclopentadiene resins and combinations thereof.

### Claim 4 (depends on 1)

The pneumatic tire of claim 1, wherein the resin is an aromatic modified dicyclopentadiene resin.

### Claim 5 (depends on 1)

The pneumatic tire of claim 1, wherein the resin is a styrene/alphamethylstyrene copolymer resins.

### Claim 6 (depends on 1)

The pneumatic tire of claim 1, wherein the resin is a DCPD-based resin comprising from about 5 to about 90 mol % units derived from DCPD.

### Claim 7 (depends on 1)

The pneumatic tire of claim 1, wherein the resin is a DCPD-based resin comprising from 1 to 20 mol % aromatic hydrogen.

### Claim 8 (depends on 1)

The pneumatic tire of claim 1, wherein the resin is a C5/C9 resin comprising 50-90% (by weight) piperylenes, 0-5% isoprene, 10-30% amylenes, 2-5% cyclics, 4-10% styrenics, and 4-10% indenics.

### Claim 9 (depends on 1)

The pneumatic tire of claim 1, wherein the resin is a C5/C9 resin comprising an aromatic hydrogen content between 3 and 15 mole percent.

### Claim 10 (depends on 1)

The pneumatic tire of claim 1, wherein the solution polymerized styrene-butadiene rubber is functionalized with an alkoxysilane group and at least one functional group selected from the group consisting of primary amines and thiols.

### Claim 11 (depends on 1)

The pneumatic tire of claim 1, wherein the oil is selected from the group consisting of aromatic, paraffinic, naphthenic, MES, TDAE, heavy naphthenic oils, and vegetable oils.

### Claim 12 (depends on 1)

The pneumatic tire of claim 1, wherein the solution polymerized styrene-butadiene rubber functionalized with an alkoxysilane group and a primary amine group, and is represented by the formula (1) or (2)
wherein P is a (co)polymer chain of a conjugated diolefin or a conjugated diolefin and an aromatic vinyl compound, R1 is an alkylene group having 1 to 12 carbon atoms, R2 and R3 are each independently an alkyl group having 1 to 20 carbon atoms, an allyl group or an aryl group, n is an integer of 1 or 2, m is an integer of 1 or 2, and k is an integer of 1 or 2, with the proviso that n+m+k is an integer of 3 or 4,
wherein P, R1, R2 and R3 have the same definitions as give for the above-mentioned formula (1), j is an integer of 1 to 3, and h is an integer of 1 to 3, with the provision that j+h is an integer of 2 to 4.

### Claim 13 (depends on 1)

The pneumatic tire of claim 1, wherein the solution polymerized styrene-butadiene rubber is functionalized with an alkoxysilane group and a primary amine group comprises the reaction product of a living polymer chain and a terminating agent of the formula
RN—(CH2)X—Si—(OR′)3,
wherein R in combination with the nitrogen (N) atom is a protected amine group which upon appropriate post-treatment yields a primary amine, R′ represents a group having 1 to 18 carbon atoms selected from an alkyl, a cycloalkyl, an allyl, or an aryl; and X is an integer from 1 to 20.

### Claim 14 (depends on 1)

The pneumatic tire of claim 1 wherein the solution polymerized styrene-butadiene rubber is functionalized with an alkoxysilane group and a thiol, and comprises the reaction product of a living anionic polymer and a silane-sulfide modifier represented by the formula
(R4O)xR4ySi—R5—S—SiR43
wherein Si is silicon; S is sulfur; O is oxygen; x is an integer selected from 1, 2 and 3; y is an integer selected from 0, 1, and 2; x+y=3; R4 is the same or different and is (C1-C16) alkyl; and R5 is aryl, and alkyl aryl, or (C1-C16) alkyl.

### Claim 15

A vulcanizable rubber composition comprising
(A) 100 phr of a solution polymerized styrene-butadiene rubber having a glass transition temperature (Tg) ranging from −85° C. to −50° C.;
(D) from 1 to 30 phr of a process oil;
(E) from 55 to 80 phr of a hydrocarbon resin having a Tg of at least 30° C.; and
(F) from 90 to 150 phr of silica.

### Claim 16 (depends on 15)

The vulcanizable rubber composition of claim 15, wherein the amount of process oil ranges from 1 to 10 phr.

### Claim 17 (depends on 15)

The vulcanizable rubber composition of claim 15, in the form of a component of product selected from the group consisting of shoes, shoe soles, transmission belts, hoses, vibration dampers, airsprings, conveyor belts, and track belts.
