# US 2014/0194576 A1 · Rubber composition, crosslinked rubber composition, pneumatic tire, and method for producing isobutylene polymer

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- Number: US 2014/0194576 A1
- Document ID: US20140194576A1
- Status: Published application
- Kind: A1
- Application number: 14/232,075
- Filed: 2012-06-29
- Published: 2014-07-10
- Earliest claimed: 2011-07-15
- Assignees: Jx Nippon Oil & Energy Corporation
- Inventors: Zhengzhe Jin; Tsutomu Takashima; Tsuyoshi Yamaguchi; Tatsuya Chiba
- Web page: https://patentgrep.com/patent/US20140194576A1

## CPC

- C08F 216/165: {Carbocyclic compounds}
- B60C 1/0016: {Compositions of the tread}
- C08F 110/10: Isobutene
- C08L 9/06: Copolymers with styrene
- C08L 21/00: Compositions of unspecified rubbers
- C08L 23/22: Copolymers of isobutene; Butyl rubber; Homopolymers or copolymers of other iso-olefins
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- B60C: VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

A rubber composition containing a rubber component having an olefinic double bond, and an isobutylene polymer having a structural unit represented by the following formula (1) and a structural unit represented by the following formula (2), wherein the content of a low molecular weight substance whose molecular weight is 1000 or less in the isobutylene polymer is 5% by mass or less based on the total amount of the isobutylene polymer. [wherein X represents a divalent group, Y represents a substituted or unsubstituted alicyclic group having an unsaturated bond, and n represents 0 or 1.]

## Claims

### Claim 1

A rubber composition containing a rubber component having an olefinic double bond, and an isobutylene polymer having a structural unit represented by the following formula (1) and a structural unit represented by the following formula (2), wherein
a content of a low molecular weight substance whose molecular weight is 1000 or less in the isobutylene polymer is 5% by mass or less based on the total amount of the isobutylene polymer:
wherein, X represents a divalent group, Y represents a substituted or unsubstituted alicyclic group having an unsaturated bond, and n represents 0 or 1.

### Claim 2 (depends on 1)

The rubber composition according to claim 1, wherein the isobutylene polymer has a structural unit represented by the following formula (3) and/or a structural unit represented by the following formula (4) as the structural unit represented by the formula (2):
wherein, n represents 0 or 1.

### Claim 3 (depends on 1)

The rubber composition according to claim 1, wherein the isobutylene polymer is a polymer obtained by copolymerizing isobutylene and a vinyl ether compound represented by the following formula (7):
CH2═CH—O—(X)n—Y (7)
wherein, X represents a divalent group, Y represents a substituted or unsubstituted alicyclic group having an unsaturated bond, and n represents 0 or 1,
in a reaction liquid to which a Lewis acid catalyst, a protic complexing agent and an aprotic complexing agent are added, and
when a total molar number of the Lewis acid catalyst, a total molar number of the protic complexing agent and a total molar number of the aprotic complexing agent, added to the reaction liquid, are defined as A, B1 and B2, respectively, and a total molar number of the vinyl ether compound subjected to the copolymerization is defined as D, A/(B1+B2+D) is 1 to 10, A/B1 is 5 to 400 and B2/B1 is 0 to 50.

### Claim 4 (depends on 1)

The rubber composition according to claim 1, wherein the rubber component contains at least one selected from the group consisting of a natural rubber, a butadiene rubber, a nitrile rubber, a silicone rubber, an isoprene rubber, a styrene-butadiene rubber, an isoprene-butadiene rubber, a styrene-isoprene-butadiene rubber, an ethylene-propylene-diene rubber, a halogenated butyl rubber, a halogenated isoprene rubber, a halogenated isobutylene copolymer, a chloroprene rubber, a butyl rubber and a halogenated isobutylene-p-methylstyrene rubber.

### Claim 5 (depends on 1)

The rubber composition according to claim 1, wherein a content of the isobutylene polymer is 0.5 to 70 parts by mass per 100 parts by mass of the rubber component.

### Claim 6 (depends on 1)

The rubber composition according to claim 1, wherein the rubber component is substantially a styrene-butadiene rubber.

### Claim 7 (depends on 1)

The rubber composition according to claim 1, further containing a crosslinking agent.

### Claim 8 (depends on 1)

A crosslinked rubber composition obtained from the rubber composition according to claim 1, having a structure in which the rubber component and the isobutylene polymer are crosslinked.

### Claim 9 (depends on 8)

A pneumatic tire containing the crosslinked rubber composition according to claim 8 in a tread part.

### Claim 10

A method for producing an isobutylene polymer having a structural unit represented by the following formula (1) and a structural unit represented by the following formula (2), comprising a step of copolymerizing isobutylene and a vinyl ether compound represented by the following formula (7):
CH2═CH—O—(X)n—Y (7)
wherein X represents a divalent group, Y represents a substituted or unsubstituted alicyclic group having an unsaturated bond, and n represents 0 or 1,
in a reaction liquid to which a Lewis acid catalyst, a protic complexing agent and an aprotic complexing agent are added,
wherein in the step, when a total molar number of the Lewis acid catalyst, a total molar number of the protic complexing agent and a total molar number of the aprotic complexing agent, added to the reaction liquid, are defined as A, B1 and B2, respectively, and a total molar number of the vinyl ether compound subjected to the copolymerization is defined as D, A/(B1+B2+D) is 1 to 10, A/B1 is 5 to 400 and B2/B1 is 0 to 50:
wherein, X represents a divalent group, Y represents a substituted or unsubstituted alicyclic group having an unsaturated bond, and n represents 0 or 1.

### Claim 11 (depends on 10)

The method for producing an isobutylene polymer according to claim 10, wherein the Lewis acid catalyst is selected from the group consisting of a boron halide compound, a titanium halide compound, a tin halide compound, an aluminum halide compound, an antimony halide compound, a tungsten halide compound, a molybdenum halide compound, a tantalum halide compound and a metal alkoxide.
