Conjugated diene polymer, conjugated diene polymer composition, and method for producing conjugated diene polymer
AssigneeSumitomo Chemical Company, Limited
InventorMayumi Oshima
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Abstract
A conjugated diene polymer is provided that comprises a conjugated diene-based constituent unit and a constituent unit of formula (I), at least one terminus of the polymer being modified by a compound having a linkage of formula (II): wherein X1, X2, and X3 independently denote a group as defined in the specification. wherein p denotes 0 or 1, T denotes a group as defined in the specification.
Claims9
A conjugated diene polymer comprising a conjugated diene-based constituent unit and a constituent unit of formula (I), at least one terminus of the polymer being modified by a compound which is a carboxylic acid amide compound of formula (III) as defined below,
- wherein X1, X2, and X3 independently denote a group of formula (Ia), a hydroxy group, a hydrocarbyl group, or a substituted hydrocarbyl group, and at least one of X1, X2, and X3 is a hydroxy group or a group of formula (Ia),
- wherein R1 and R2 independently denote a hydrocarbyl group having 1 to 6 carbon atoms, a substituted hydrocarbyl group having 1 to 6 carbon atoms, a silyl group, or a substituted silyl group, and R1 and R2 may be bonded so as to form, together with the nitrogen atom, a ring structure,
- wherein R31 denotes a hydrogen atom, a hydrocarbyl group having 1 to 10 carbon atoms, a substituted hydrocarbyl group having 1 to 10 carbon atoms, or a heterocyclic group having a nitrogen atom and/or an oxygen atom as a heteroatom, R32 and R33 independently denote a group having 1 to 10 carbon atoms, which may have at least one atom selected from the atomic group consisting of a nitrogen atom, an oxygen atom, and a silicon atom, R32 and R33 may be bonded so as to form, together with the nitrogen atom, a ring structure, and R32 and R33 may be a single group bonded to the nitrogen via a double bond, or
- at least one compound selected from the compound group consisting of a compound of formula (IVa) and a compound of formula (IVb):
- wherein m denotes an integer of 0 to 10, and R41 and R42 independently denote a hydrocarbyl group having 1 to 20 carbon atoms or a substituted hydrocarbyl group having 1 to 20 carbon atoms,
- wherein n denotes an integer of 0 to 10, and R43 denotes a hydrocarbyl group having 1 to 20 carbon atoms or a substituted hydrocarbyl group having 1 to 20 carbon atoms, or
- at least one compound selected from the compound group consisting of a compound of formula (IVc) and a compound of formula (IVd):
- wherein r denotes an integer of 1 or 2, Y1 denotes a nitrogen atom-containing group as a substituent on the benzene ring, and when there are a plurality of Y1s, the plurality of Y1s may be identical to or different from each other,
- wherein s denotes an integer of 1 or 2, t denotes an integer of 0 to 2, Y2 and Y3 denote nitrogen atom-containing groups as substituents on the benzene rings, when there are a plurality of Y2s the plurality of Y2s may be identical to or different from each other, and when there are a plurality of Y3s the plurality of Y3s may be identical to or different from each other.
A method for producing a conjugated diene polymer, comprising steps A and B:
- step A:
- polymerizing monomers comprising a conjugated diene and a vinyl compound of formula (VI) in a hydrocarbon solvent in the presence of an alkali metal catalyst to produce a polymer having an alkali metal originating from the catalyst at at least one terminus of a polymer chain comprising a conjugated diene-based monomer unit and a monomer unit based on the vinyl compound of formula (VI),
- wherein X4, X5, and X6 independently denote a group of formula (VIa), a hydrocarbyl group, or a substituted hydrocarbyl group, and at least one of X4, X5, and X6 is a group of formula (VIa),
- wherein R3 and R4 independently denote a hydrocarbyl group having 1 to 6 carbon atoms, a substituted hydrocarbyl group having 1 to 6 carbon atoms, a silyl group, or a substituted silyl group, and R3 and R4 may be bonded so as to form, together with the nitrogen atom, a ring structure, and
- step B:
- reacting the resulting polymer in step A with a compound which is a carboxylic acid amide compound of formula (III) as defined below,
- wherein R31 denotes a hydrogen atom, a hydrocarbyl group having 1 to 10 carbon atoms, a substituted hydrocarbyl group having 1 to 10 carbon atoms, or a heterocyclic group having a nitrogen atom and/or an oxygen atom as a heteroatom, R32 and R33 independently denote a group having 1 to 10 carbon atoms, which may have at least one atom selected from the atomic group consisting of a nitrogen atom, an oxygen atom, and a silicon atom, R32 and R33 may be bonded so as to form, together with the nitrogen atom, a ring structure, and R32 and R33 may be a single group bonded to the nitrogen via a double bond, or
- at least one compound selected from the compound group consisting of a compound of formula (IVa) and a compound of formula (IVb):
- wherein m denotes an integer of 0 to 10, and R41 and R42 independently denote a hydrocarbyl group having 1 to 20 carbon atoms or a substituted hydrocarbyl group having 1 to 20 carbon atoms,
- wherein n denotes an integer of 0 to 10, and R43 denotes a hydrocarbyl group having 1 to 20 carbon atoms or a substituted hydrocarbyl group having 1 to 20 carbon atoms, or at least one compound selected from the compound group consisting of a compound of formula (IVc) and a compound of formula (IVd):
- wherein r denotes an integer of 1 or 2, Y1 denotes a nitrogen atom-containing group as a substituent on the benzene ring, and when there are a plurality of Y1s, the plurality of Y1s may be identical to or different from each other,
- wherein s denotes an integer of 1 or 2, t denotes an integer of 0 to 2, Y2 and Y3 denote nitrogen atom-containing groups as substituents on the benzene rings, when there are a plurality of Y2s the plurality of Y2s may be identical to or different from each other, and when there are a plurality of Y3s the plurality of Y3s may be identical to or different from each other.
Dependencies are inferred from the claim text.