# US 10,308,746 B2 · Conjugated diene polymer and conjugated diene polymer composition

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- Number: US 10,308,746 B2
- Document ID: US10308746B2
- Status: Granted
- Kind: B2
- Application number: 15/509,731
- Filed: 2015-09-09
- Published: 2017-09-21
- Granted: 2019-06-04
- Earliest claimed: 2014-09-10
- Assignees: Sumitomo Chemical Company, Limited
- Applicants: Sumitomo Chemical Company, Limited
- Inventors: Koichiro Tajima
- Web page: https://patentgrep.com/patent/US10308746B2

## CPC

- C08F 232/06: having two or more carbon-to-carbon double bonds
- C08C 19/22: Incorporating nitrogen atoms into the molecule
- C08C 19/25: Incorporating silicon atoms into the molecule
- C08C 19/44: of polymers containing metal atoms exclusively at one or both ends of the skeleton
- C08F 8/00: Chemical modification by after-treatment (graft polymers, block polymers, crosslinking with unsaturated monomers or with polymers C08F251/00 - C08F299/00; of conjugated diene rubbers C08C)
- C08F 236/04: conjugated
- C08F 236/06: Butadiene
- C08F 236/08: Isoprene
- C08K 13/02: Organic and inorganic 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)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08C: TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- 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

Disclosed is a conjugated diene polymer comprising a conjugated diene as a monomeric unit. The conjugated diene polymer is obtained by a polymerization reaction in a reaction solution comprising a conjugated diene, at least one compound selected from the group consisting of limonene, terpinene, and terpinolene, and an organoalkali metal compound as a polymerization initiator. Mz/Mn is 1.7 or more and 4.0 or less, when Mz is a Z-average molecular weight of the conjugated diene polymer, Mn is a number average molecular weight of the conjugated diene polymer, and the Z-average molecular weight and the number average molecular weight are values in terms of polystyrene by gel permeation chromatography.

## Claims

### Claim 1

A method for manufacturing a conjugated diene polymer comprising a conjugated diene as a monomeric unit, the method comprising:
a step of producing the conjugated diene polymer by a polymerization reaction in a polymerization solution comprising the conjugated diene, at least one compound selected from the group consisting of limonene, terpinene, and terpinolene, and an organoalkali metal compound as a polymerization initiator,
Mz/Mn being 1.7 or more and 4.0 or less, when Mz is a Z-average molecular weight of the conjugated diene polymer, Mn is a number average molecular weight of the conjugated diene polymer, and the Z-average molecular weight and the number average molecular weight are values in terms of polystyrene by gel permeation chromatography,
wherein a Mooney viscosity (ML1+4) of the conjugated diene polymer is 10 or more and 200 or less.

### Claim 2 (depends on 1)

The method according to claim 1, wherein a total content of limonene, terpinene, and terpinolene in the polymerization solution is 0.5 mol or more and 40 mol or less per mol of an alkali metal in the organoalkali metal compound.

### Claim 3 (depends on 1)

The method according to claim 1, further comprising a step of introducing a modifying group derived from at least one compound selected from the group consisting of alkoxysilane compounds, halogen-containing silicon compounds, ketone compounds, and tin compounds into a terminal of the polymer produced by the polymerization reaction.

### Claim 4 (depends on 1)

The method according to claim 1, wherein the organoalkali metal compound is supplied to the polymerization solution in a divided or continuous manner during the polymerization reaction.