# US 10,308,728 B2 · Method of production of modified conjugated diene rubber

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- Number: US 10,308,728 B2
- Document ID: US10308728B2
- Status: Granted
- Kind: B2
- Application number: 15/129,855
- Filed: 2015-03-27
- Published: 2017-05-18
- Granted: 2019-06-04
- Earliest claimed: 2014-03-31
- Assignees: Zeon Corporation
- Applicants: Zeon Corporation
- Inventors: Satoshi Anezaki; Takeshi Sugimura; Hidenori Yamagishi
- Web page: https://patentgrep.com/patent/US10308728B2

## CPC

- C08C 19/25: Incorporating silicon atoms into the molecule
- 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}
- B60C 1/0025: {Compositions of the sidewalls}
- B60C 1/0041: {Compositions of the carcass layers}
- C08C 19/22: Incorporating nitrogen atoms into the molecule
- C08C 19/44: of polymers containing metal atoms exclusively at one or both ends of the skeleton
- C08F 236/10: with vinyl-aromatic monomers
- C08K 3/06: Sulfur
- C08K 3/22: of metals
- C08K 3/36: Silica
- C08K 5/09: Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K 5/18: with aromatically bound amino groups
- C08K 5/31: Guanidine; Derivatives thereof
- C08K 5/47: Thiazoles
- C08K 5/548: containing sulfur {(C08K5/5477 takes precedence)}
- C08L 15/00: Compositions of rubber derivatives (C08L11/00, C08L13/00 take precedence)
- C08L 91/00: Compositions of oils, fats or waxes; Compositions of derivatives thereof
- B60C 2001/005: {Compositions of the bead portions, e.g. clinch or chafer rubber or cushion rubber}
- C08C: TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- 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
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

A method of production of a modified conjugated diene rubber including a first step of polymerizing a monomer containing at least a conjugated diene compound by using a polymerization initiator in an inert solvent so as to obtain a conjugated diene polymer having an active end, and a second step of causing a compound represented by a following formula (1) to react with the active end of the conjugated diene polymer having an active end: wherein, in formula (1), each of R1 to R3 independently is an alkyl group having 1 to 4 carbon atoms, R4 is a hydrocarbon group containing an aromatic ring and having 6 to 10 carbon atoms, R5 is an alkyl group having 1 to 6 carbon atoms, and “n” is an integer of 0 to 10.

## Claims

### Claim 1

A method of production of a modified conjugated diene rubber, the method comprising:
a first step of polymerizing a monomer containing at least a conjugated diene compound by using a polymerization initiator in an inert solvent so as to obtain a conjugated diene polymer having an active end, and
a second step of causing a compound represented by a following formula (1) to react with the active end of the conjugated diene polymer having an active end:
wherein, in the formula (1), each of R1 to R3 independently is an alkyl group having 1 to 4 carbon atoms, R4 is a benzyl group, R5 is an alkyl group having 1 to 6 carbon atoms, and “n” is an integer of 0 to 10.

### Claim 2 (depends on 1)

The method of production of a modified conjugated diene rubber according to claim 1, wherein in the second step, the compound represented by the formula (1) is added into an inert solvent in which the conjugated diene polymer having an active end is present in a ratio of 1 to 3 moles with respect to 1 mole of the active end of the conjugated diene polymer having an active end.

### Claim 3 (depends on 1)

The method of production of a modified conjugated diene rubber according to claim 1, wherein the conjugated diene polymer having an active end contains 50 to 100 wt % of conjugated diene monomer units and 0 to 50 wt % of aromatic vinyl monomer units.

### Claim 4 (depends on 1)

The method of production of a modified conjugated diene rubber according to claim 1, wherein in the formula (1), each of R1 to R3 independently is a methyl group or ethyl group, R5 is a methyl group, ethyl group, or propyl group, and “n” is an integer of 3 to 5.

### Claim 5 (depends on 1)

A modified conjugated diene rubber obtained by the method of production of a modified conjugated diene rubber according to claim 1.

### Claim 6 (depends on 5, 10, 200)

A rubber composition comprising 100 parts by weight of rubber ingredient containing the modified conjugated diene rubber according to claims 5 and 10 to 200 parts by weight of silica.

### Claim 7 (depends on 6)

The rubber composition according to claim 6, further comprising a cross-linking agent.

### Claim 8 (depends on 7)

A cross-linked rubber obtained by cross-linking the rubber composition according to claim 7.

### Claim 9 (depends on 8)

A tire including the cross-linked rubber according to claim 8.