Production method for cyclic olefin copolymer and catalyst composition for copolymerization of norbornene monomer and ethylene
AssigneePolyplastics Co., Ltd.
InventorsNaoyuki Wakitani, Tomoyuki Tada
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Abstract
A production method for a cyclic olefin copolymer which is capable of efficiently producing a cyclic olefin copolymer by copolymerizing monomers including a norbornene monomer and ethylene while suppressing the formation of a polyethylene-like impurity, and a catalyst composition for the copolymerization of a norbornene monomer and ethylene. Monomers including a norbornene monomer and ethylene are polymerized in the presence of a metal-containing catalyst, and the metal-containing catalyst has a structure in which a nitrogen atom is bonded to a transition metal of Group 4 of the periodic table and an atom of Group 15 of the periodic table.
Claims7
A method for producing a cyclic olefin copolymer comprising a structural unit derived from a norbornene monomer and a structural unit derived from ethylene, the method comprising:
- charging at least the norbornene monomer and the ethylene as monomers into a polymerization vessel, and
- polymerizing the monomers in the polymerization vessel in presence of a metal-containing catalyst, the metal-containing catalyst having a structure in which a nitrogen atom is bonded to a transition metal of Group 4 of periodic table and an atom of Group 15 of periodic table,
- wherein the metal-containing catalyst is a metal-containing compound represented by formula (a1):
- wherein in the formula (a1), M represents Ti, Zr or Hf, X represents an organic substituent having 1 to 20 carbon atoms and optionally containing a heteroatom, or a halogen atom, L1 represents a group represented by formula (ala) or (a1b):
- wherein in the formula (a1a), Ra1 to Ra5 are identical to or different from one another, and each independently represent a hydrogen atom, an organic substituent having 1 to 20 carbon atoms and optionally containing a heteroatom, or an inorganic substituent, two groups adjacent on the 5-membered ring of Ra1 to Ra5 are optionally bonded to each other to form a ring, wherein in the formula (a1b), Ra6 to Ra8 are identical to or different from one another, and each independently represent a hydrogen atom, an organic substituent having 1 to 20 carbon atoms
- and optionally containing a heteroatom, or an inorganic substituent, two groups selected from Ra6 to Ra8 are optionally bonded to each other to form a ring,
- wherein the organic substituent as Ra6 to Ra8 in the formula (a1b) is a group selected from an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an aliphatic acyl group having 2 to 20 carbon atoms, a benzoyl group, an α-naphthylcarbonyl group, a β-naphthylcarbonyl group, an aromatic hydrocarbon group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, a trialkylsilyl group having 3 to 20 carbon atoms, a monosubstituted amino group substituted with a hydrocarbon group having 1 to 20 carbon atoms, and a disubstituted amino group substituted with a hydrocarbon group having 1 to 20 carbon atoms, and
- L2 represents the group represented by the formula (a1b)), and
- wherein the norbornene monomer is one or more selected from a norbornene and a substituted norbornene represented by formula (I):
- wherein in the formula (I), R1 to R8 are identical to or different from one another, and are selected from the group consisting of a hydrogen atom, a halogen atom, and an alkyl group having 1 to 20 carbon atoms,
- R9 to R12 are identical to or different from one another, and are selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group, an unsubstituted aromatic hydrocarbon group, and an aralkyl group,
- R9 and R10 or R11 and R12 are not taken together to form a divalent hydrocarbon group,
- R9 or R10 and R11 or R12 optionally form a ring with each other,
- the ring that R9 or R10 and R11 or R12 form is not a ring having a double bond,
- n represents 0 or a positive integer,
- when n is two or more, R5 to R8 are identical to or different from each other in the respective repeating units, and
- when n is 0, at least one of R1 to R4 and R9 to R12 is not a hydrogen atom.
Dependencies are inferred from the claim text.