Production method for aromatic vinyl-diene copolymer and production method for rubber composition
An object of the present invention is to provide a method of producing a copolymer that produces an aromatic vinyl-diene copolymer having a low glass transition temperature, and a method of producing a rubber composition using the method. The subject method produces an aromatic vinyl-diene copolymer having a content of repeating units derived from an aromatic vinyl in an amount of 18 mass % or greater, and among repeating units derived from a diene, a proportion of a vinyl structure of 8 mol % or less, a proportion of a 1,4-trans structure of 60 mol % or less, and a proportion of a 1,4-cis structure from 40 to 95 mol %, the method including copolymerizing a monomer containing an aromatic vinyl and a diene using an initiator prepared with an organolithium compound, an alkylaluminum, a metal alcoholate, and at least one polar compound selected from the group consisting of water and an alcohol.
1. A method of producing an aromatic vinyl-diene copolymer, the aromatic vinyl-diene copolymer being a copolymer of an aromatic vinyl and a diene, and
the aromatic vinyl-diene copolymer having a content of repeating units derived from an aromatic vinyl in an amount of 18 mass % or greater, and among repeating units derived from a diene, a proportion of a vinyl structure of 8 mol % or less, a proportion of a 1,4-trans structure of 60 mol % or less, and a proportion of a 1,4-cis structure from 40 to 95 mol %,
the method of producing the aromatic vinyl-diene copolymer comprising copolymerizing a monomer containing an aromatic vinyl and a diene using an initiator, the initiator being prepared with an organolithium compound, an alkylaluminum, a metal alcoholate, and at least one polar compound comprising water.
2. A method of producing an aromatic vinyl-diene copolymer, the aromatic vinyl-diene copolymer being a copolymer of an aromatic vinyl and a diene,
the aromatic vinyl-diene copolymer having a content of repeating units derived from an aromatic vinyl in an amount of 18 mass % or greater, among repeating units derived from a diene, a proportion of a vinyl structure of 8 mol % or less, a proportion of a 1,4-trans structure of 60 mol % or less, and a proportion of a 1,4-cis structure from 40 to 95 mol %, and
the aromatic vinyl-diene copolymer having a terminal that is modified with at least one electrophile selected from the group consisting of titanium halide, tin halide, cyclic silazane, alkoxysilane, epoxide, amine, ketone, and a compound represented by Formula (N) below,
the method of producing the aromatic vinyl-diene copolymer comprising:
copolymerizing a monomer containing an aromatic vinyl and a diene using an initiator, the initiator being prepared with an organolithium compound, an alkylaluminum, a metal alcoholate, and at least one polar compound comprising water; and
then terminating the polymerization using the electrophile:
where in Formula (N), R 1 represents a hydrogen atom or an alkyl group, and R 2 represents an alkylene group.
3. The method of producing an aromatic vinyl-diene copolymer according to claim 1 , wherein a proportion of an amount of the polar compound with respect to an amount of the organolithium compound in terms of molar ratio is from 1/15 to 1/1 .
4. A method of producing a rubber composition comprising:
producing an aromatic vinyl-diene copolymer by using the method of producing an aromatic vinyl-diene copolymer according to claim 1 , and
mixing the aromatic vinyl-diene copolymer as obtained with a filler, and obtaining a rubber composition.
5. The method of producing an aromatic vinyl-diene copolymer according to claim 2 , wherein a proportion of an amount of the polar compound with respect to an amount of the organolithium compound in terms of molar ratio is from 1/15 to 1/1 .
6. A method of producing a rubber composition comprising:
producing an aromatic vinyl-diene copolymer by using the method of producing an aromatic vinyl-diene copolymer according to claim 2 , and
mixing the aromatic vinyl-diene copolymer as obtained with a filler, and obtaining a rubber composition.
7. A method of producing a rubber composition comprising:
producing an aromatic vinyl-diene copolymer by using the method of producing an aromatic vinyl-diene copolymer according to claim 3 , and
mixing the aromatic vinyl-diene copolymer as obtained with a filler, and obtaining a rubber composition.
8. A method of producing a rubber composition comprising:
producing an aromatic vinyl-diene copolymer by using the method of producing an aromatic vinyl-diene copolymer according to claim 5 , and
mixing the aromatic vinyl-diene copolymer as obtained with a filler, and obtaining a rubber composition.