Boron-containing compound, catalyst for olefin polymerization, and method for producing olefin polymer

Abstract

To provide a novel boron-containing compound useful as an auxiliary catalyst in a catalyst for olefin polymerization.SOLUTION: There is provided a boron-containing compound (A) represented by the following general formula (A). [R1R2R3 NH]+[BQ4]- (A) (wherein, R1 is a hydrocarbon group other than an aryl group having 2 or more carbon atoms or a hydrogen atom, R2 and R3 each independently is an aryl group, the total number of carbon atoms of R1, R2 and R3 is 15 or more, four Qs each independently is an aryl group.)SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a boron-containing compound, more particularly to a boron-containing compound useful as a cocatalyst in an olefin polymerization catalyst, and to an olefin polymerization catalyst and a method for producing an olefin polymer using the same. [Background technology]

[0002] In olefin polymerization, borate compounds are widely used as co-catalysts to activate transition metal complexes, which are the main catalysts. However, because borate compounds are ionic compounds, they have low solubility in hydrocarbon solvents frequently used in olefin polymerization, which poses problems such as the need for a large amount of solvent to prepare a solution of the borate compounds and unstable supply to the reactor when used in a slurry state where the borate compounds are not completely dissolved.

[0003] To solve these problems, many borate compounds containing ammonium cations with a hydrocarbon group having a large carbon number (long carbon chain length) as a substituent have been reported (for example, Patent Documents 1 to 5). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] International Publication No. 97 / 35893 [Patent Document 2] International Publication No. 2010 / 092554 [Patent Document 3] International Publication No. 2019 / 210026 [Patent Document 4] International Publication No. 2019 / 210027 [Patent Document 5] International Publication No. 2019 / 210030 Summary of the Invention [Problem to be solved by the invention]

[0005] However, conventional borate compounds have room for further improvement in terms of, for example, improving solubility in hydrocarbon solvents. Therefore, an object of the present invention is to provide a novel boron-containing compound that is useful as a cocatalyst in an olefin polymerization catalyst, has high solubility in hydrocarbon solvents, and is preferably capable of exhibiting high polymerization activity in olefin polymerization, as well as an olefin polymerization catalyst and a method for producing olefin polymerization that use the same. [Means for solving the problem]

[0006] The present invention relates to, for example, the following [1] to [5]. [1] A boron-containing compound (A) represented by the following general formula (A): [R 1 R 2 R 3 NH] + [BQ4] - …(A) [In general formula (A), R 1 is a hydrocarbon group other than an aryl group having two or more carbon atoms, or a hydrogen atom. R 2 and R 3 are each independently an aryl group. R 1 , R 2 and R 3 The total number of carbon atoms is 15 or more. Each of the four Qs is independently an aryl group.

[0007] [2] In the general formula (A), R 1 is a hydrocarbon group other than an aryl group having two or more carbon atoms, in the boron-containing compound (A) of [1] above.

[0008] [3] In the general formula (A), R 1 is a hydrogen atom.

[0009] [4] An olefin polymerization catalyst comprising the boron-containing compound (A) according to any one of the above [1] to [3] and a transition metal complex (B).

[0010] [5] A method for producing an olefin polymer, comprising polymerizing an olefin in the presence of the olefin polymerization catalyst described above in [4]. [Effects of the Invention]

[0011] According to the present invention, there are provided a novel boron-containing compound which is useful as a cocatalyst in an olefin polymerization catalyst, has high solubility in hydrocarbon solvents, and is preferably capable of exhibiting high polymerization activity in the polymerization of olefins, as well as an olefin polymerization catalyst and a method for producing olefin polymerization using the same. DETAILED DESCRIPTION OF THE INVENTION

[0012] The present invention will now be described in further detail. [Boron-containing compound (A)] The boron-containing compound (A) according to the present invention (hereinafter also referred to simply as "compound (A)" or "component (A)") is characterized by being represented by the following general formula (A): [R 1 R 2 R 3 NH] + [BQ4] - …(A) ([R 1 R 2 R 3 NH] + The cation moiety represented by <R 1 > In general formula (A), R 1 is a hydrocarbon group other than an aryl group having two or more carbon atoms, or a hydrogen atom.

[0013] The number of carbon atoms of the hydrocarbon group other than the aryl group is 2 or more, preferably 6 or more, and more preferably 12 or more. 1 When is a hydrocarbon group having such a carbon number, the compound (A) has excellent solubility in hydrocarbon solvents.

[0014] On the other hand, R 1 When is a hydrogen atom, high polymerization activity is exhibited when olefin polymerization is carried out in the presence of a catalyst containing the compound (A) and a transition metal complex (B) described below. The hydrocarbon group other than the aryl group may or may not have a substituent.

[0015] The hydrocarbon group other than the aryl group may be a linear saturated hydrocarbon group, a branched saturated hydrocarbon group, a cyclic saturated hydrocarbon group, a linear unsaturated hydrocarbon group, a cyclic unsaturated hydrocarbon group, or an arylalkyl group.

[0016] Specific examples of the unsubstituted hydrocarbon group other than the aryl group include: Ethyl, propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n-icosyl, n-tetraicosyl, n-triacontyl, hydrogenated tallow alkyl group, isopropyl, sec-butyl, tert-butyl, isobutyl, pentan-2-yl, 2-methylbutyl, isopentyl, neopentyl, tert-pentyl (1,1-dimethylpropyl), cyamyl, pentan-3-yl, 2-methylpentyl, 3-methylpentyl, isohexyl, 1,1-dimethylbutyl (2-methylpentan-2-yl), linear or branched saturated hydrocarbon groups such as 3-methylpentan-2-yl, 4-methylpentan-2-yl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, thexyl, 3-methylpentan-3-yl, 3,3-dimethylbut-2-yl, hexane-3-yl, 2-methylpentan-3-yl, heptan-4-yl, 2,4-dimethylpentan-2-yl, 3-ethylpentan-3-yl, 4,4-dimethylpentyl, 4-methylheptan-4-yl, tert-octyl (2,4,4-trimethylpentan-2-yl), 4-propylheptan-4-yl, 2,3,3-trimethylbutan-2-yl, and 2,4,4-trimethylpentan-2-yl; cyclic saturated hydrocarbon groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclodecyl, norbornyl, 1-adamantyl, 2-adamantyl, 3-methylcyclopentyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 4-cyclohexylcyclohexyl, and 4-phenylcyclohexyl; linear or branched unsaturated hydrocarbon groups such as ethenyl (vinyl), 1-propenyl, 2-propenyl (allyl), 1-methylethenyl (isopropenyl), 17-octadecenyl, ethynyl, 1-propynyl, 2-propynyl (propargyl), 1-butenyl, and 2-butenyl; Cyclic unsaturated hydrocarbon groups such as cyclobutenyl 1-group, cyclobutenyl 2-group, cyclopentenyl 1-group, cyclohexenyl 1-group, and norbornenyl group; and Arylalkyl groups such as benzyl, 2-phenylethyl, 4-phenylbutyl, 6-phenylhexyl, 12-phenyldodecyl, 18-phenyloctadecyl, 1,1-diphenylethyl, and triphenylmethyl groups Examples include:

[0017] Among these, n-hexyl group, n-octyl group, n-decyl group, n-dodecyl group, n-octadecyl group, tert-octyl group (2,4,4-trimethylpentan-2-yl group), cyclodecyl group, 1-adamantyl group, and hydrogenated tallow alkyl group are preferred; More preferred are n-hexyl, n-octyl, n-decyl, n-dodecyl, and n-octadecyl groups.

[0018] Examples of the substituent include a halogen atom, a hydroxy group, an amino group, and a heteroatom-containing hydrocarbon group. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0019] Examples of the heteroatom-containing hydrocarbon group include those in which some or all of the hydrogen atoms in the hydrocarbon group represented by R in the general formula (Q1) described below are replaced with heteroatom-containing groups. Examples of the heteroatom-containing hydrocarbon group include halogen-containing groups, silicon-containing groups, oxygen-containing groups, nitrogen-containing groups, and sulfur-containing groups.

[0020] Examples of the halogen-containing group include a fluoromethyl group, a trifluoromethyl group, a trichloromethyl group, a tribromomethyl group, a triiodomethyl group, a pentafluoroethyl group, a pentachloroethyl group, a 2,2,2-trifluoroethyl group, a heptafluoropropyl group, a 3,3,3-trifluoropropyl group, a nonafluorobutyl group, a nonachlorobutyl group, a 4,4,4-trifluorobutyl group, a dodecafluorohexyl group, a 6,6,6-trifluorohexyl group, chlorophenyl group, fluorophenyl group, bromophenyl group, iodophenyl group, difluorophenyl group, trifluorophenyl group, tetrafluorophenyl group, pentafluorophenyl group, pentachlorophenyl group, pentabromophenyl group, pentaiodophenyl group, bis(trimethylsilyl)trifluorophenyl group, bis(triisopropylsilyl)trifluorophenyl group, bis(tert-butyldimethylsilyl)trifluorophenyl group, di-tert-butyl-fluorophenyl group, trifluoromethylphenyl group, di-tert-butyl-fluorophenyl group, trifluoromethylphenyl group, bistrifluoromethylphenyl group, bis(trifluoromethyl)fluorophenyl group, bis(trifluoromethyl)trifluorophenyl group, pentafluorobenzyl group, trifluoromethoxyphenyl group, bistrifluoromethoxyphenyl group, trifluoromethylthiophenyl group, bistrifluoromethylthiophenyl group, fluorobiphenyl group, difluoro Examples of such groups include a difluorobiphenyl group, a trifluorobiphenyl group, a tetrafluorobiphenyl group, a pentafluorobiphenyl group, a perfluorobiphenyl-2-yl group, a perfluorobiphenyl-3-yl group, a di-tert-butyl-fluorobiphenyl group, a trifluoromethylbiphenyl group, a bistrifluoromethylbiphenyl group, a trifluoromethoxybiphenyl group, a bistrifluoromethoxybiphenyl group, a trifluoromethyldimethylsilyl group, a trifluoromethoxy group, a pentafluoroethoxy group, a fluorophenoxy group, a difluorophenoxy group, a trifluorophenoxy group, a pentafluorophenoxy group, a di-tert-butyl-fluorophenoxy group, a trifluoromethylphenoxy group, a bistrifluoromethylphenoxy group, a trifluoromethoxyphenoxy group, a bistrifluoromethoxyphenoxy group, a difluoromethylenedioxyphenyl group, a bistrifluoromethylphenyliminomethyl group, a trifluoromethylthio group, an α-perfluoronaphthyl group, and a β-perfluoronaphthyl group.

[0021] Among the halogen-containing groups, a fluoromethyl group, a trifluoromethyl group, a pentafluoroethyl group, a 2,2,2-trifluoroethyl group, a 3,3,3-trifluoropropyl group, a 4,4,4-trifluorobutyl group, a fluorophenyl group, a difluorophenyl group, a trifluorophenyl group, a tetrafluorophenyl group, a pentafluorophenyl group, a trifluoromethylphenyl group, a bistrifluoromethylphenyl group, a trifluoromethoxyphenyl group, a pentafluorobiphenyl group, a trifluoromethylbiphenyl group, a bistrifluoromethylbiphenyl group, a trifluoromethoxy group, a pentafluorophenoxy group, a bistrifluoromethylphenoxy group, a bistrifluoromethylphenoxy group, a difluoromethylenedioxyphenyl group, and a trifluoromethylthio group are preferred, and a trifluoromethyl group, a fluorophenyl group, a pentafluorophenyl group, a trifluoromethylphenyl group, a bistrifluoromethylphenyl group, a pentafluorobiphenyl group, a trifluoromethoxy group, and a pentafluorophenoxy group are more preferred.

[0022] Examples of the silicon-containing group include a trimethylsilyl group, a triethylsilyl group, a tri-isopropylsilyl group, a diphenylmethylsilyl group, a tert-butyldimethylsilyl group, a tert-butyldiphenylsilyl group, a triphenylsilyl group, a tris(trimethylsilyl)silyl group, a cyclopentadienyldimethylsilyl group, a di-n-butyl(cyclopentadienyl)silyl group, a cyclopentadienyldiphenylsilyl group, an indenyldimethylsilyl group, a di-n-butyl(indenyl)silyl group, a cyclopentadienyldiphenylsilyl group, a cyclopentadienyldimethylsilyl group, a di-n-butyl(indenyl)silyl group, a cyclopentadienyldiphenylsilyl group, a cyclopentadienyldimethylsilyl group, a cyclopentadienyldiphenyl ... Examples of such silyl groups include a 4-trimethylsilylphenyl group, a 4-triethylsilylphenyl group, a 4-tri-isopropylsilylphenyl group, a 4-tert-butyldiphenylsilylphenyl group, a 4-triphenylsilylphenyl group, a 4-tris(trimethylsilyl)silylphenyl group, and a 3,5-bis(trimethylsilyl)phenyl group.

[0023] Among the silicon-containing groups, a trimethylsilyl group, a triethylsilyl group, a tri-isopropylsilyl group, a tert-butyldimethylsilyl group, a triphenylsilyl group, a cyclopentadienyldimethylsilyl group, a cyclopentadienyldiphenylsilyl group, an indenyldimethylsilyl group, an indenyldiphenylsilyl group, a fluorenyldimethylsilyl group, a fluorenyldiphenylsilyl group, a 4-trimethylsilylphenyl group, a 4-triethylsilylphenyl group, a 4-tri-isopropylsilylphenyl group, a 4-triphenylsilylphenyl group, and a 3,5-bis(trimethylsilyl)phenyl group are preferred, and a trimethylsilyl group, a triethylsilyl group, a tert-butyldimethylsilyl group, a 4-trimethylsilylphenyl group, a 4-triethylsilylphenyl group, a 4-tri-isopropylsilylphenyl group, and a 3,5-bis(trimethylsilyl)phenyl group are more preferred.

[0024] Examples of the oxygen-containing group include a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an allyloxy group, an n-butoxy group, a sec-butoxy group, an isobutoxy group, a tert-butoxy group, a methallyloxy group, a prenyloxy group, an octyloxy group, a tert-octyloxy group, a decyloxy group, a dodecyloxy group, an octadecyloxy group, a benzyloxy group, a methoxymethoxy group, a methoxyethoxy group, a phenoxy group, a naphthoxy group, a toluyloxy group, an isopropylphenoxy group, an allylphenoxy group, a tert-butylphenoxy group, a methoxyphenoxy group, an isopropoxyphenoxy group, an allyloxyphenoxy group, a biphenyloxy group, a binaphthyloxy group, a methoxymethyl group, an allyloxymethyl group, a benzyloxymethyl group, a phenoxymethyl group, a methoxyethyl group, an allyloxyethyl group, a benzyloxy Examples of such groups include an ethyl group, a phenoxyethyl group, a methoxypropyl group, an allyloxypropyl group, a benzyloxypropyl group, a phenoxypropyl group, a methoxyvinyl group, an allyloxyvinyl group, a benzyloxyvinyl group, a phenoxyvinyl group, a methoxyallyl group, an allyloxyallyl group, a benzyloxyallyl group, a phenoxyallyl group, a dimethoxymethyl group, a di-iso-propoxymethyl group, a dioxolanyl group, a tetramethyldioxolanyl group, a dioxanyl group, a methoxyphenyl group, an iso-propoxyphenyl group, an allyloxyphenyl group, a phenoxyphenyl group, a methylenedioxyphenyl group, a 3,5-dimethyl-4-methoxyphenyl group, a 3,5-di-tert-butyl-4-methoxyphenyl group, a furyl group, a methylfuryl group, a tetrahydrofuryl group, a pyranyl group, a tetrahydropyranyl group, a furofuryl group, a benzofuryl group, and a dibenzofuryl group.

[0025] Among the oxygen-containing groups, a methoxy group, an ethoxy group, an iso-propoxy group, an allyloxy group, an n-butoxy group, a tert-butoxy group, a prenyloxy group, an octyloxy group, a tert-octyloxy group, a decyloxy group, a dodecyloxy group, an octadecyloxy group, a benzyloxy group, a phenoxy group, a naphthoxy group, a toluyloxy group, an iso-propylphenoxy group, an allylphenoxy group, a tert-butylphenoxy group, a methoxyphenoxy group, a biphenyloxy group, a binaphthyloxy group, an allyloxymethyl group, a benzyloxymethyl group, a phenoxymethyl group, a methoxyethyl group, a methoxymethoxy group, a 2-methoxyethoxy group, a 2-ethoxyethoxy group, a 2-(2-ethoxyethoxy)ethoxy group, a methoxyallyl group, a benzyloxyallyl group, a phenoxyallyl group, a dimethoxymethyl group, a dioxolanyl group, and a tetramethyldioxolanyl group are preferred. A group, a dioxanyl group, a dimethyldioxanyl group, a methoxyphenyl group, an iso-propoxyphenyl group, an allyloxyphenyl group, a phenoxyphenyl group, a methylenedioxyphenyl group, a 3,5-dimethyl-4-methoxyphenyl group, a 3,5-di-tert-butyl-4-methoxyphenyl group, a furyl group, a methylfuryl group, a tetrahydropyranyl group, a furofuryl group, a benzofuryl group, a dibenzofuryl group, and the like are preferred, and a methoxy group, an iso-propoxy group, a tert-butoxy group, an allyloxy group, a phenoxy group, a dimethoxymethyl group, a dioxolanyl group, a methoxyphenyl group, an iso-propoxyphenyl group, an allyloxyphenyl group, a phenoxyphenyl group, a 3,5-dimethyl-4-methoxyphenyl group, a 3,5-di-tert-butyl-4-methoxyphenyl group, a furyl group, a methylfuryl group, a benzofuryl group, and a dibenzofuryl group are more preferred.

[0026] Examples of the nitrogen-containing group include a dimethylamino group, a diethylamino group, an allylamino group, a diallylamino group, an N,N-dihexylamino group, an N,N-didecylamino group, an N,N-didodecylamino group, an N,N-dioctadecylamino group, a benzylamino group, a dibenzylamino group, a pyrrolidinyl group, a piperidinyl group, a morpholyl group, an azepinyl group, a dimethylaminomethyl group, a dibenzylaminomethyl group, a pyrrolidinylmethyl group, a dimethylaminoethyl group, a benzylaminomethyl group, a benzylaminoethyl group, a pyrrolidinylethyl group, a dimethylaminovinyl group, a benzylaminovinyl group, a pyrrolidinylvinyl group, a dimethylaminopropyl group, a benzylaminopropyl group, a pyrrolidinylpropyl group, a dimethylaminoallyl group, a benzylaminoallyl group, a pyrrolidinylallyl group, an aminophenyl group, a dimethylaminophenyl group, a 3, Examples of such groups include a 5-dimethyl-4-dimethylaminophenyl group, a 3,5-di-isopropyl-4-dimethylaminophenyl group, a julolidinyl group, a tetramethyljulolidinyl group, a pyrrolidinylphenyl group, a pyrrolylphenyl group, a pyridylphenyl group, a quinolylphenyl group, an isoquinolylphenyl group, an indolinylphenyl group, an indolylphenyl group, a carbazolylphenyl group, a di-tert-butylcarbazolylphenyl group, a pyrrolyl group, a methylpyrrolyl group, a phenylpyrrolyl group, a pyridyl group, a quinolyl group, a tetrahydroquinolyl group, an isoquinolyl group, a tetrahydro-isoquinolyl group, an indolyl group, an indolinyl group, a carbazolyl group, a di-tert-butylcarbazolyl group, an imidazolyl group, a dimethylimidazolidinyl group, a benzimidazolyl group, an oxazolyl group, an oxazolidinyl group, and a benzoxazolyl group.

[0027] Among the nitrogen-containing groups, a dimethylamino group, a diethylamino group, an allylamino group, a benzylamino group, a dibenzylamino group, a pyrrolidinyl group, a piperidinyl group, a morpholyl group, a dimethylaminomethyl group, a benzylaminomethyl group, a pyrrolidinylmethyl group, a dimethylaminoethyl group, a pyrrolidinylethyl group, a dimethylaminopropyl group, a pyrrolidinylpropyl group, a dimethylaminoallyl group, a pyrrolidinylallyl group, an aminophenyl group, a dimethylaminophenyl group, a 3,5-dimethyl-4-dimethylaminophenyl group, a 3,5-di-iso-propyl-4-dimethylaminophenyl group, a julolidinyl group, a tetramethyljulolidinyl group, a pyrrolidinylphenyl group, a pyrrolylphenyl group, a carbazolylphenyl group, a di-tert-butylcarbazolyl group, A phenyl group, a pyrrolyl group, a pyridyl group, a quinolyl group, a tetrahydroquinolyl group, an isoquinolyl group, a tetrahydro-isoquinolyl group, an indolyl group, an indolinyl group, a carbazolyl group, a di-tert-butylcarbazolyl group, an imidazolyl group, a dimethylimidazolidinyl group, a benzimidazolyl group, an oxazolyl group, an oxazolidinyl group, a benzoxazolyl group, and the like are preferred, and a dimethylamino group, a diethylamino group, a pyrrolidinyl group, a dimethylaminophenyl group, a 3,5-dimethyl-4-dimethylaminophenyl group, a 3,5-di-isopropyl-4-dimethylaminophenyl group, a julolidinyl group, a tetramethyljulolidinyl group, a pyrrolidinylphenyl group, a pyrrolyl group, a pyridyl group, a carbazolyl group, and an imidazolyl group are more preferred.

[0028] Examples of the sulfur-containing group include a methylthio group, an ethylthio group, a benzylthio group, a phenylthio group, a naphthylthio group, a methylthiomethyl group, a benzylthiomethyl group, a phenylthiomethyl group, a naphthylthiomethyl group, a methylthioethyl group, a benzylthioethyl group, a phenylthioethyl group, a naphthylthioethyl group, a methylthiovinyl group, a benzylthiovinyl group, a phenylthiovinyl group, a naphthylthiovinyl group, a methylthiopropyl group, a benzylthiopropyl group, a phenylthiopropyl group, a naphthylthiopropyl group, a methylthioallyl group, a benzylthioallyl group, a phenylthio Examples of such groups include a thioallyl group, a naphthylthioallyl group, a mercaptophenyl group, a methylthiophenyl group, a thienylphenyl group, a methylthienylphenyl group, a benzothienylphenyl group, a dibenzothienylphenyl group, a benzodithienylphenyl group, a thienyl group, a tetrahydrothienyl group, a methylthienyl group, a thienofuryl group, a thienothienyl group, a benzothienyl group, a dibenzothienyl group, a thienobenzofuryl group, a benzodithienyl group, a dithiolanyl group, a dithianyl group, an oxathiolanyl group, an oxathianyl group, a thiazolyl group, a benzothiazolyl group, and a thiazolidinyl group.

[0029] Among the sulfur-containing groups, a thienyl group, a methylthienyl group, a thienofuryl group, a thienothienyl group, a benzothienyl group, a dibenzothienyl group, a thienobenzofuryl group, a benzodithienyl group, a thiazolyl group, and a benzothiazolyl group are preferred.

[0030] Other examples of the heteroatom-containing hydrocarbon group include groups in which some of the methylene groups in the hydrocarbon group represented by R in the general formula (Q1) described later have been replaced with a structure represented by -CO-, -CH(OH)-, -NR- (R is a hydrogen atom or a hydrocarbon group (having, for example, 1 to 4 carbon atoms)), -O-, -S-, or -SO2-, and groups in which some of the methine groups in the hydrocarbon group have been replaced with a nitrogen atom or a structure represented by ≡SiH.

[0031] <R 2 and R 3 > In general formula (A), R 2 and R 3 are each independently an aryl group. The aryl group may or may not have a substituent. Examples of the substituent include the substituents that may be possessed by the hydrocarbon groups other than the aryl groups, a methyl group, and hydrocarbon groups other than the aryl groups.

[0032] Specific examples of the aryl group include: Phenyl group, tolyl group (o-tolyl group, m-tolyl group, p-tolyl group), xylyl group (2,3-dimethylphenyl group, 2,4-dimethylphenyl group, 2,5-dimethylphenyl group, 2,6-dimethylphenyl group, 3,4-dimethylphenyl group, 3,5-dimethylphenyl group), mesityl group, cumenyl group, duryl group, 2,6-di-iso-propylphenyl group, 2,4,6-tri-iso-propylphenyl group, tert-butylphenyl group, 3,5-di-tert-butylphenyl group, allylphenyl group, (but-3-en-1-yl)phenyl group, ( Examples of the phenyl group include (but-2-en-1-yl)phenyl, methallylphenyl, prenylphenyl, (2,4,4-trimethylpentan-2-yl)phenyl, n-hexylphenyl, n-octylphenyl, n-decylphenyl, n-dodecylphenyl, n-octadecylphenyl, adamantylphenyl, 3,5-diadamantylphenyl, trimethylsilylphenyl, naphthyl, biphenyl, terphenyl, binaphthyl, acenaphthalenyl, phenanthryl, anthracenyl, pyrenyl, and ferrocenyl. When the phenyl group has one substituent, the substituent is located at the ortho, meta, or para position, preferably the para position.

[0033] Among these, a phenyl group, a 4-tert-butylphenyl group, a 4-(2,4,4-trimethylpentan-2-yl)phenyl group, a 4-n-hexylphenyl group, a 4-n-octylphenyl group, a 4-n-decylphenyl group, a 4-n-dodecylphenyl group, and a 4-n-octadecylphenyl group are preferred; More preferred are a phenyl group, a 4-tert-butylphenyl group, a 4-(2,4,4-trimethylpentan-2-yl)phenyl group, a 4-n-dodecylphenyl group, and a 4-n-octadecylphenyl group.

[0034] Also, R 1 , R 2 and R 3 Two or more of these groups may be bonded to each other to form a ring, or may not be bonded to each other. From the viewpoint of ease of production, etc., it is preferable that these groups are not bonded to each other.

[0035] <R 1 ~R 3 Total carbon number > R 1 , R 2 and R 3 The total number of carbon atoms in R is 15 or more, preferably 20 or more, more preferably 30 or more, and even more preferably 45 or more. 1 , R 2 and R 3 Since the total number of carbon atoms in the carbon atom group R is within this range, the compound (A) of the present invention has high solubility in hydrocarbon solvents. 1 , R 2 and R 3 The upper limit of the total number of carbon atoms may be, for example, 100.

[0036] <Examples of cations> [R 1 R 2 R 3 NH] + Specific examples of the cation represented by the formula include cations represented by the formula below.

[0037] [ka]

[0038] [ka]

[0039] ([BQ 4 ] - The anion portion represented by In general formula (A), the four Qs each independently represent an aryl group. The aryl group may or may not have a substituent. A plurality of Qs may be bonded to each other to form a ring, or may not be bonded to each other.

[0040] The aryl group represented by Q (hereinafter also referred to as "aryl group (Q)") is preferably an aryl group having 6 to 20 carbon atoms (hereinafter also referred to as "aryl group (Q1)") represented by the following general formula (Q1):

[0041] [ka]

[0042] In general formula (Q1), * represents a bond to a boron atom. The multiple Rs are each independently a substituent (rq1) selected from the group consisting of a halogen atom, a hydrocarbon group, a heteroatom-containing hydrocarbon group, and a hydrocarbon-substituted silyl group, or a hydrogen atom, and at least one of the Rs adjacent to the * (i.e., the R at the ortho position with respect to the bond to the boron atom) is the substituent (rq1). When a plurality of the substituents (rq1) are present, the plurality of substituents (rq1) may be the same as or different from one another. The plurality of substituents (rq1) may be bonded to one another to form an aromatic ring which may have a substituent, or may not be bonded to one another.

[0043] Examples of the halogen atom represented by R include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0044] Examples of the hydrocarbon group include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, and an aromatic hydrocarbon group. An alicyclic hydrocarbon group may contain an aliphatic hydrocarbon moiety, and an aromatic hydrocarbon group may contain an aliphatic hydrocarbon moiety and / or an alicyclic hydrocarbon moiety. The hydrocarbon group may or may not have an unsaturated bond, and the aliphatic hydrocarbon group may be linear or branched.

[0045] Specific examples of the hydrocarbon group include: Methyl group, and the R 1 linear or branched alkyl groups exemplified above; Vinyl group, allyl group, propenyl group, isopropenyl group, allenyl group, but-3-en-1-yl group, crotyl group, but-3-en-2-yl group, methallyl group, but-1,3-dienyl group, pent-4-en-1-yl group, pent-3-en-1-yl group, pent-2-en-1-yl group, isopentenyl group, 2-methylbut-3-en-1-yl group, pent-4-en-2-yl group, prenyl group, 2-methylbut-2-enyl -1-yl group, pent-3-en-2-yl group, 2-methyl-but-3-en-2-yl group, pent-1-en-3-yl group, penta-2,4-dien-1-yl group, penta-1,3-dien-1-yl group, penta-1,4-dien-3-yl group, iso-prenyl group (2-methyl-but-1,3-dien-1-yl group), penta-2,4-dien-2-yl group, hex-5-en-1-yl group, hex-4-en-1-yl group, hexa -3-en-1-yl group, hex-2-en-1-yl group, 4-methyl-pent-4-en-1-yl group, 3-methyl-pent-4-en-1-yl group, 2-methyl-pent-4-en-1-yl group, hex-5-en-2-yl group, 4-methyl-pent-3-en-1-yl group, 3-methyl-pent-3-en-1-yl group, 2,3-dimethyl-but-2-en-1-yl group, 2-methylpent-4-en-2-yl group, 3-ethylpent- linear or branched alkenyl groups or unsaturated double bond-containing groups such as penta-1-en-3-yl group, hexa-3,5-dien-1-yl group, hexa-2,4-dien-1-yl group, 4-methylpenta-1,3-dien-1-yl group, 2,3-dimethyl-buta-1,3-dien-1-yl group, hexa-1,3,5-trien-1-yl group, 2-(cyclopentadienyl)propan-2-yl group, and 2-(cyclopentadienyl)ethyl group; Ethynyl group, prop-2-yn-1-yl group, propargyl group, but-1-yn-1-yl group, but-2-yn-1-yl group, but-3-yn-1-yl group, pent-1-yn-1-yl group, pent-2-yn-1-yl group, pent-3-yn-1-yl group, pent-4-yn-1-yl group, 3-methyl-but-1-yn-1-yl group, pent-3-yn-2-yl group, 2-methyl-but-1-yn-1-yl group, linear or branched alkynyl groups or unsaturated triple bond-containing groups such as pent-3-yn-1-yl, pent-4-yn-2-yl, hex-1-yn-1-yl, 3,3-dimethyl-but-1-yn-1-yl, 2-methyl-pent-3-yn-2-yl, 2,2-dimethyl-but-3-yn-1-yl, hex-4-yn-1-yl, and hex-5-yn-1-yl; Benzyl group, 2-methylbenzyl group, 4-methylbenzyl group, 2,4,6-trimethylbenzyl group, 3,5-dimethylbenzyl group, cuminyl group, 2,4,6-tri-isopropylbenzyl group, 4-tert-butylbenzyl group, 3,5-di-tert-butylbenzyl group, 1-phenylethyl group, benzhydryl group, cumyl group (2-phenylpropan-2-yl group), 2-(4-methylphenyl)propan-2-yl group, 2-(3,5-dimethylphenyl)propan-2-yl group, 2-(4-tert-butylphenyl)propan-2-yl group, 2-(3,5-di-tert-butylphenyl)propan-2-yl group, 3-phenylpentan-3-yl group, 4-phenylhepta-1, 6-dien-4-yl group, 1,2,3-triphenylpropan-2-yl group, 1,1-diphenylethyl group, 1,1-diphenylpropyl group, 1,1-diphenyl-but-3-en-1-yl group, 1,1,2-triphenylethyl group, trityl group (triphenylmethyl group), tri-(4-methylphenyl)methyl group, 2-phenylethyl group, styryl group (2-phenylvinyl group), 2-(2-methylphenyl)ethyl group, 2-(4-methylphenyl)ethyl group, 2-(2,4,6-trimethylphenyl)ethyl group, 2-(3,5-dimethylphenyl)ethyl group, 2-(2,4,6-tri-isopropylphenyl)ethyl group, 2-(4-tert-butylphenyl)ethyl group, 2-(3,5-di-tert-butylphenyl)ethyl group, 2-methyl-1-phenylpropan-2-yl group, 3-phenylpropyl group, cinnamyl group (3-phenylallyl group), neophyl group (2-methyl-2-phenylpropyl group), 3-methyl-3-phenylbutyl group, 2-methyl-4-phenylbutan-2-yl group, cyclopentadienyldiphenylmethyl group, 2-(1-indenyl)propan-2-yl group, (1-indenyl)diphenylmethyl group, 2-(1-indenyl)ethyl group, 2-(tetrahydro-1-indacenyl)propan-2-yl group, (tetrahydro-1-indenyl) Aromatic-containing linear or branched alkyl groups and unsaturated double bond-containing groups such as a 2-(1-benzoindenyl)diphenylmethyl group, a 2-(tetrahydro-1-indacenyl)ethyl group, a 2-(1-benzoindenyl)propan-2-yl group, a (1-benzoindenyl)diphenylmethyl group, a 2-(1-benzoindenyl)ethyl group, a 2-(9-fluorenyl)propan-2-yl group, a (9-fluorenyl)diphenylmethyl group, a 2-(9-fluorenyl)ethyl group, a 2-(1-azulenyl)propan-2-yl group, a (1-azulenyl)diphenylmethyl group, and a 2-(1-azulenyl)ethyl group; Cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclopentenyl group, cyclopentadienyl group, dimethylcyclopentadienyl group, n-butylcyclopentadienyl group, n-butyl-methylcyclopentadienyl group, tetramethylcyclopentadienyl group, 1-methylcyclopentyl group, 1-allylcyclopentyl group, 1-benzylcyclopentyl group, cyclohexyl group, cyclohexenyl group, cyclohexadienyl group, 1-methylcyclopentyl group Hexyl group, 1-allylcyclohexyl group, 1-benzylcyclohexyl group, cycloheptyl group, cycloheptenyl group, cycloheptatrienyl group, 1-methylcycloheptyl group, 1-allylcycloheptyl group, 1-benzylcycloheptyl group, cyclooctyl group, cyclooctenyl group, cyclooctadienyl group, cyclooctatrienyl group, 1-methylcyclooctyl group, 1-allylcyclooctyl group, 1-benzylcyclooctyl group, 4-cyclo Hexyl-tert-butyl group, norbornyl group, norbornenyl group, norbornadienyl group, 2-methylbicyclo[2.2.1]heptan-2-yl group, 7-methylbicyclo[2.2.1]heptan-7-yl group, bicyclo[2.2.2]octan-1-yl group, bicyclo[2.2.2]octan-2-yl group, 1-adamantyl group, 2-adamantyl group, 1-(2-methyladamantyl), 1-(3-methyladamantyl), 1-(4-methyladamantyl) damantyl), 1-(2-phenyladamantyl), 1-(3-phenyladamantyl), 1-(4-phenyladamantyl), 1-(3,5-dimethyladamantyl), 1-(3,5,7-trimethyladamantyl), 1-(3,5,7-triphenyladamantyl), pentalenyl group, indenyl group, fluorenyl group, indacenyl group, tetrahydroindacenyl group, benzoindenyl group, azulenyl group, and other saturated and unsaturated cyclic hydrocarbon groups; Phenyl, tolyl (o-tolyl, m-tolyl, p-tolyl), xylyl (2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl), mesityl, cumenyl, duryl, 2,6-di-isopropylphenyl, 2,4,6-tri-isopropylphenyl, tert-butylphenyl (e.g., 4-tert-butylphenyl), 3,5- Examples of aromatic hydrocarbon groups include di-tert-butylphenyl, allylphenyl, (but-3-en-1-yl)phenyl, (but-2-en-1-yl)phenyl, methallylphenyl, prenylphenyl, adamantylphenyl (e.g., 4-adamantylphenyl), 3,5-di-adamantylphenyl, naphthyl, biphenyl, terphenyl, binaphthyl, acenaphthalenyl, phenanthryl, anthracenyl, pyrenyl, and ferrocenyl. When the phenyl group has one substituent, the position of the substituent is the ortho, meta, or para position, preferably the para position.

[0046] Among the linear or branched alkyl groups, preferred are methyl, ethyl, 1-propyl, 1-butyl, 1-pentyl, 1-hexyl, 1-heptyl, 1-octyl, 1-nonyl, 1-decanyl, 1-undecanyl, 1-dodecanyl, 1-octadecyl, isopropyl, sec-butyl, tert-butyl, isobutyl, isopentyl, neopentyl, tert-pentyl, pentan-3-yl, isohexyl, 1,1-dimethylbutyl, 3,3-dimethylbutyl, thexyl, 3-methylpentan-3-yl, heptadecyl, 1-propyl, 1-propyl-2-methylpentan-3-yl ... Preferred are 2,4-dimethylpentan-4-yl, 2,4-dimethylpentan-2-yl, 3-ethylpentan-3-yl, 4,4-dimethylpentyl, 4-methylheptan-4-yl, 4-propylheptan-4-yl, and 2,4,4-trimethylpentan-2-yl groups, and more preferred are hydrocarbon groups having 1 to 20 carbon atoms such as methyl, ethyl, 1-propyl, 1-butyl, 1-pentyl, 1-hexyl, isopropyl, tert-butyl, neopentyl, 2,4-dimethylpentan-2-yl, 2,4,4-trimethylpentan-2-yl, and tert-octyl groups.

[0047] Among the linear or branched alkenyl groups or unsaturated double bond-containing groups, a vinyl group, an allyl group, a but-3-en-1-yl group, a crotyl group, a methallyl group, a pent-4-en-1-yl group, a prenyl group, a penta-1,4-dien-3-yl group, a hex-5-en-1-yl group, a 2-methylpent-4-en-2-yl group, a 2-(cyclopentadienyl)propan-2-yl group, a 2-(cyclopentadienyl)ethyl group, and the like are preferred, and a vinyl group, an allyl group, a but-3-en-1-yl group, a pent-4-en-1-yl group, a prenyl group, and a hex-5-en-1-yl group are more preferred.

[0048] Among the linear or branched alkynyl groups or unsaturated triple bond-containing groups, preferred are ethynyl, prop-2-yn-1-yl, propargyl, but-2-yn-1-yl, but-3-yn-1-yl, penta-3-yn-1-yl, penta-4-yn-1-yl, 3-methyl-but-1-yn-1-yl, 3,3-dimethyl-but-1-yn-1-yl, hex-4-yn-1-yl, and hex-5-yn-1-yl groups, with prop-2-yn-1-yl, propargyl, but-2-yn-1-yl, and but-3-yn-1-yl groups being more preferred.

[0049] Among the aromatic-containing linear or branched alkyl groups and unsaturated double bond-containing groups, preferred are benzyl group, 2-methylbenzyl group, 4-methylbenzyl group, 2,4,6-trimethylbenzyl group, 3,5-dimethylbenzyl group, cuminyl group, 2,4,6-tri-iso-propylbenzyl group, 4-tert-butylbenzyl group, 3,5-di-tert-butylbenzyl group, benzhydryl group, cumyl group, 1,1-diphenylethyl group, trityl group, 2-phenylethyl group, 2-(4-methylphenyl)ethyl group, 2-(2,4,6-trimethylphenyl)ethyl group, 2-(3,5-dimethylphenyl)ethyl group, 2-(2,4,6-tri-iso-propylphenyl)ethyl group, 2-(4-tert-butylphenyl)ethyl group, Preferred are a 2-(3,5-di-tert-butylphenyl)ethyl group, a 2-(3,5-di-tert-butylphenyl)ethyl group, a styryl group, a 2-methyl-1-phenylpropan-2-yl group, a 3-phenylpropyl group, a cinnamyl group, a neophyl group, a cyclopentadienyldiphenylmethyl group, a 2-(1-indenyl)propan-2-yl group, a (1-indenyl)diphenylmethyl group, a 2-(1-indenyl)ethyl group, a 2-(9-fluorenyl)propan-2-yl group, a (9-fluorenyl)diphenylmethyl group, and a 2-(9-fluorenyl)ethyl group, and more preferred are a benzyl group, a benzhydryl group, a cumyl group, a 1,1-diphenylethyl group, a trityl group, a 2-phenylethyl group, a 3-phenylpropyl group, and a cinnamyl group.

[0050] Among the above-mentioned saturated and unsaturated cyclic hydrocarbon groups, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclopentenyl group, a cyclopentadienyl group, a 1-methylcyclopentyl group, a 1-allylcyclopentyl group, a 1-benzylcyclopentyl group, a cyclohexyl group, a cyclohexenyl group, a 1-methylcyclohexyl group, a 1-allylcyclohexyl group, a 1-benzylcyclohexyl group, a cycloheptyl group, a cycloheptenyl group, a cycloheptatrienyl group, a 1-methylcycloheptyl group, a 1-allylcycloheptyl group, a 1-benzylcyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cycloheptyl group, a cyclohex ... butyl group, cyclooctyl group, cyclooctenyl group, cyclooctadienyl group, 4-cyclohexyl-tert-butyl group, norbornyl group, 2-methylbicyclo[2.2.1]heptan-2-yl group, bicyclo[2.2.2]octan-1-yl group, 1-adamantyl group, 2-adamantyl group, pentalenyl group, indenyl group, fluorenyl group and the like are preferred, and cyclopentyl group, cyclopentenyl group, 1-methylcyclopentyl group, cyclohexyl group, cyclohexenyl group, 1-methylcyclohexyl group, 1-adamantyl group are more preferred.

[0051] Among the aromatic hydrocarbon groups, a phenyl group, a tolyl group, a xylyl group, a mesityl group, a cumenyl group, a 2,6-di-isopropylphenyl group, a 2,4,6-tri-isopropylphenyl group, a 4-tert-butylphenyl group, a 3,5-di-tert-butylphenyl group, an allylphenyl group, a prenylphenyl group, a 4-adamantylphenyl group, a naphthyl group, a biphenyl group, a terphenyl group, a binaphthyl group, a phenanthryl group, an anthracenyl group, a ferrocenyl group, and the like are preferred, and a phenyl group, a tolyl group, a xylyl group, a mesityl group, a cumenyl group, a 2,6-di-isopropylphenyl group, a 2,4,6-tri-isopropylphenyl group, a 4-tert-butylphenyl group, a 3,5-di-tert-butylphenyl group, an allylphenyl group, a 4-adamantylphenyl group, a naphthyl group, a biphenyl group, a phenanthryl group, and an anthracenyl group are more preferred.

[0052] Examples of heteroatom-containing hydrocarbon groups include: A part or all of the hydrogen atoms in the hydrocarbon group represented by R may be replaced by R 1 those substituted with heteroatom-containing groups mentioned in the description of Groups in which some of the methylene groups in the hydrocarbon group represented by R are replaced with a structure represented by -CO-, -CH(OH)-, -NR- (R is a hydrogen atom or a hydrocarbon group (having, for example, 1 to 4 carbon atoms)), -O-, -S-, or -SO2-; and A group in which some of the methine groups in the hydrocarbon group represented by R are replaced with nitrogen atoms or a structure represented by ≡SiH (However, the number of carbon atoms in the aryl group represented by general formula (Q1) is selected within the range of 20 or less.) Of these, a halogen atom-containing hydrocarbon group is preferred. The halogen atom in this halogen atom-containing hydrocarbon group is preferably a fluorine atom.

[0053] A proton may be coordinately bonded to some or all of the heteroatoms (preferably nitrogen atoms) contained in the heteroatom-containing hydrocarbon group. The halogen atom-containing hydrocarbon group preferably includes a fluoromethyl group, a trifluoromethyl group, a pentafluoroethyl group, a 2,2,2-trifluoroethyl group, a 3,3,3-trifluoropropyl group, a 4,4,4-trifluorobutyl group, a fluorophenyl group, a difluorophenyl group, a trifluorophenyl group, a tetrafluorophenyl group, and a pentafluorophenyl group, and among these, perfluorohydrocarbon groups such as a trifluoromethyl group, a pentafluoroethyl group, and a pentafluorophenyl group are preferred.

[0054] Preferred examples of the hydrocarbon-substituted silyl group include a trimethylsilyl group, a triethylsilyl group, a triisopropylsilyl group, and a tert-butyldimethylsilyl group. The R is preferably a halogen atom or a heteroatom-containing hydrocarbon group, and particularly preferably a fluorine atom, a trifluoromethyl group, or a perfluorophenyl group (pentafluorophenyl group).

[0055] The substituent (rq1) at at least one ortho-position of the aryl group (ortho-position relative to the bond to the boron atom) is preferably an electron-withdrawing group, more preferably a halogen atom or a halogen-containing hydrocarbon group, and even more preferably a halogen atom. When the compound (A) of the present invention has an electron-withdrawing group at the ortho-position, it exhibits excellent performance as a co-catalyst in an olefin polymerization catalyst.

[0056] Examples of aromatic rings formed by bonding multiple substituents (rq1) together include naphthalene, anthracene, and phenanthrene. This aromatic ring may have a substituent, and this substituent is preferably a halogen atom or a halogenated alkyl group, more preferably a fluorine atom or a trifluoromethyl group.

[0057] [BQ4] - Specific examples of the anion represented by the formula (I) where each Q is independently the aryl group (Q1) include: tetrakis(2,4-dimethylphenyl)borate ion, tetrakis(2,4,6-trifluorophenyl)borate ion, tris(pentafluorophenyl)(1-naphthyl)borate ion, Tetrakis(pentafluorophenyl)borate ion (hereinafter referred to as [B(C6F5)4] - " Also written as ".) tetrakis(3,5-bis(trimethylsilyl)trifluorophenyl)borate ion, tetrakis(3,5-bis(triisopropylsilyl)trifluorophenyl)borate ion, tetrakis(3,5-bis(tert-butyldimethylsilyl)trifluorophenyl)borate ion, tetrakis(3,5-bis(trifluoromethyl)trifluorophenyl)borate ion, tetrakis(perfluorobiphenyl-2-yl)borate ion, (pentafluorophenyl)tris(perfluorobiphenyl-2-yl)borate ion, bis(pentafluorophenyl)bis(perfluorobiphenyl-2-yl)borate ion, Tris(pentafluorophenyl)(perfluorobiphenyl-2-yl)borate ion, tetrakis(perfluorobiphenyl-3-yl)borate ion, (pentafluorophenyl)tris(perfluorobiphenyl-3-yl)borate ion, bis(pentafluorophenyl)bis(perfluorobiphenyl-3-yl)borate ion, Tris(pentafluorophenyl)(perfluorobiphenyl-3-yl)borate ion, tetrakis(α-perfluoronaphthyl)borate ion, (pentafluorophenyl)tris(α-perfluoronaphthyl)borate ion, bis(pentafluorophenyl)bis(α-perfluoronaphthyl)borate ion, Tris(pentafluorophenyl)(α-perfluoronaphthyl)borate ion, tetrakis(β-perfluoronaphthyl)borate ion, (pentafluorophenyl)tris(β-perfluoronaphthyl)borate ion, bis(pentafluorophenyl)bis(β-perfluoronaphthyl)borate ion, Tris(pentafluorophenyl)(β-perfluoronaphthyl)borate ion, bis(3,4,5,6,3',4',5',6'-octafluorobiphenyl-2,2'-diyl)borate ion, and Examples of the anions include those in which the fluorine atom in these anions is replaced with another halogen atom such as a chlorine atom or a bromine atom.

[0058] Among these, [B(C6F5)4] - , tetrakis(3,5-bis(trifluoromethyl)trifluorophenyl)borate ion, tetrakis(perfluorobiphenyl-3-yl)borate ion, Tris(pentafluorophenyl)(perfluorobiphenyl-3-yl)borate ion, tetrakis(2-perfluorobiphenyl)borate ion, tetrakis(α-perfluoronaphthyl)borate ion, tetrakis(β-perfluoronaphthyl)borate ion, and Bis(3,4,5,6,3',4',5',6'-octafluorobiphenyl-2,2'-diyl)borate ion is preferred, [B(C6F5)4] - , tetrakis(α-perfluoronaphthyl)borate ion, and tetrakis(β-perfluoronaphthyl)borate ion are particularly preferred.

[0059] The aryl group (Q) also includes aryl groups other than the aryl group (Q1) (hereinafter also referred to as "aryl group (Q2)"). Preferred examples of the aryl group (Q2) include a phenyl group, an m-tolyl group, a p-tolyl group, a 3,4-dimethylphenyl group, a 3,5-dimethylphenyl group, a 2-naphthyl group, a 3-biphenyl group, a 4-biphenyl group, a 3,5-bis(trifluoromethyl)phenyl group, a 3,5-bis(trifluoromethyl)-4-fluorophenyl group, a 3-hydroxyphenyl group, a 4-hydroxyphenyl group, a 4-(4'-hydroxyphenyl)phenyl group, a 6-hydroxy-2-naphthyl group, a 4-aminophenyl group, a 4-hydroxy-2,3,5,6-tetrafluorophenyl group, and a 4-amino-2,3,5,6-tetrafluorophenyl group.

[0060] [BQ4] - Specific examples of the anion having at least one aryl group (Q2) as Q include: tetrakisphenylborate ion, tetrakis(p-tolyl)borate ion, tri(p-tolyl)(phenyl)borate ion, Tris(pentafluorophenyl)(phenyl)borate ion, Tris(2,4-dimethylphenyl)(phenyl)borate ion, tetrakis(3,5-dimethylphenyl)borate ion, Tris(3,5-dimethylphenyl)(phenyl)borate ion, tetrakis(3,5-bis(trifluoromethyl)phenyl)borate ion, Tris(3,5-bis(trifluoromethyl)phenyl)(phenyl)borate ion, tetrakis(3,5-bis(trifluoromethyl)phenyl)borate ion, tetrakis(3,5-bis(trifluoromethyl)-4-fluorophenyl)borate ion, triphenyl(3-hydroxyphenyl)borate ion, triphenyl(4-hydroxyphenyl)borate ion, Diphenyl-di(4-hydroxyphenyl)borate ion, triphenyl(3,4-dihydroxyphenyl)borate ion, tri(p-tolyl)(4-hydroxyphenyl)borate ion, Tris(pentafluorophenyl)(4-hydroxyphenyl)borate ion, Tris(2,4-dimethylphenyl)(4-hydroxyphenyl)borate ion, Tris(3,5-dimethylphenyl)(4-hydroxyphenyl)borate ion, Tris(3,5-bis(trifluoromethyl)phenyl)(4-hydroxyphenyl)borate ion, Tris(pentafluorophenyl)(4-(4'-hydroxyphenyl)phenyl)borate ion, Tris(pentafluorophenyl)(6-hydroxy-2-naphthyl)borate ion, Tris(pentafluorophenyl)(4-hydroxyphenyl)borate ion, tetrakis(3,5-bis(trifluoromethyl)-4-fluorophenyl)borate ion, triphenyl(4-aminophenyl)borate ion, Diphenyl-di(4-aminophenyl)borate ion, Tris(pentafluorophenyl)(4-aminophenyl)borate ion, tetra(4-hydroxy-2,3,5,6-tetrafluorophenyl)borate ion, tetra(4-amino-2,3,5,6-tetrafluorophenyl)borate ion, and borate ions in which the fluorine atoms in these borate ions have been replaced with other halogen atoms such as chlorine atoms and bromine atoms.

[0061] Among these, tetrakis(3,5-bis(trifluoromethyl)phenyl)borate ion and tetrakis(bis(3,5-bis(trifluoromethyl)-4-fluorophenyl)borate ion are preferred.

[0062] <Specific examples of boron-containing compound (A)> Specific examples of the boron-containing compound (A) of the present invention include compounds represented by the following formulas (A-1) to (A-5) and (A-9) to (A-13).

[0063] [ka]

[0064] [ka]

[0065] [ka]

[0066] [ka]

[0067] <Method for producing boron-containing compound (A)> Examples of the method for producing the boron-containing compound (A) according to the present invention include methods using the methods described in U.S. Patent Application Publication No. 2019 / 0330392, U.S. Patent No. 5,493,056, U.S. Patent No. 7,297,653, and U.S. Patent No. 1,104,1031. Specifically, the compound (A) can be produced mainly by the following two-step method.

[0068] The first step is to prepare a compound represented by general formula (A'):R 1 R 2 R 3 N (wherein, R 1 , R 2 and R 3 are R in the general formula (A), respectively. 1 , R 2 and R 3 is synonymous with the general formula (A″): [R 1 R 2 R 3 NH] + Cl - (In the formula, R 1 , R 2 and R 3 are R in the general formula (A), respectively. 1 , R 2 and R 3 The salt (A'') is synthesized. The resulting salt (A'') is isolated by filtration or the like.

[0069] In the second step, the salt (A'') and the general formula [BQ4] - and an alkali metal salt (lithium borate salt, sodium aluminate salt, etc.) containing an anion represented by the formula (I) in a solvent (cyclohexane, dichloromethane, methylcyclohexane, etc.), compound (A) and an alkali metal chloride by-product can be synthesized, and compound (A) can be isolated by removing the latter by filtration or the like.

[0070] [Olefin polymerization catalyst] The olefin polymerization catalyst of the present invention contains the above-mentioned compound (A) of the present invention and transition metal complex (B).

[0071] (Transition Metal Complex (B)) The transition metal complex (B) is not particularly limited, and examples thereof include transition metal complexes used in conventionally known olefin polymerization catalysts. Examples of the transition metal complex (B) include at least one metallocene compound selected from the group consisting of compounds represented by the following general formula (B1) (non-bridged metallocene compounds) and compounds represented by the following general formula (B2) (bridged metallocene compounds).

[0072] [ka]

[0073] In formulas (B1) and (B2), M represents an atom of Group 4 or 5 of the periodic table. Specific examples of M include a titanium atom, a zirconium atom, a hafnium atom, a vanadium atom, a niobium atom, and a tantalum atom, and preferably a titanium atom, a zirconium atom, or a hafnium atom.

[0074] In formulas (B1) and (B2), Q represents a halogen atom, a hydrocarbon group, a halogenated hydrocarbon group (i.e., a group in which at least one hydrogen atom of the hydrocarbon group is substituted with a halogen atom), a neutral conjugated or non-conjugated diene, an anionic ligand, or a neutral ligand capable of coordinating with a lone electron pair.

[0075] Examples of halogen atoms include fluorine, chlorine, bromine, and iodine. Examples of the hydrocarbon group include a linear or branched aliphatic hydrocarbon group having 1 to 30, preferably 1 to 20, and more preferably 1 to 10 carbon atoms; an alicyclic hydrocarbon group having 3 to 30, preferably 3 to 20, and more preferably 3 to 10 carbon atoms; and an aromatic hydrocarbon group having 6 to 30, preferably 6 to 20, and more preferably 6 to 10 carbon atoms.

[0076] Examples of the aliphatic hydrocarbon group include linear or branched alkyl groups having 1 to 30, preferably 1 to 20, and more preferably 1 to 10 carbon atoms, such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, isopropyl, isobutyl, sec-butyl, t-butyl, neopentyl, 1,1-dimethylpropyl, 1,1-diethylpropyl, 1-ethyl-1-methylpropyl, 1,1,2,2-tetramethylpropyl, 1,1-dimethylbutyl, and 1,1,3-trimethylbutyl; linear or branched alkenyl groups having 2 to 30, preferably 2 to 20, and more preferably 2 to 10 carbon atoms, such as vinyl, allyl, and isopropenyl; and linear or branched alkynyl groups having 2 to 30, preferably 2 to 20, and more preferably 2 to 10 carbon atoms, such as ethynyl and propargyl.

[0077] Examples of the alicyclic hydrocarbon group include saturated cyclic hydrocarbon groups having 3 to 30, preferably 3 to 20, and more preferably 3 to 10 carbon atoms, such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a 1-methyl-1-cyclohexyl group, and an adamantyl group; and unsaturated cyclic hydrocarbon groups having 5 to 30 carbon atoms, such as a cyclopentadienyl group, an indenyl group, and a fluorenyl group.

[0078] Examples of aromatic hydrocarbon groups include unsubstituted aryl groups having 6 to 30, preferably 6 to 20, and more preferably 6 to 10 carbon atoms, such as a phenyl group, a naphthyl group, a biphenyl group, a terphenyl group, a phenanthryl group, or an anthracenyl group; and alkyl group-substituted aryl groups, such as a tolyl group, a dimethylphenyl group, an isopropylphenyl group, a t-butylphenyl group, or a di-t-butylphenyl group.

[0079] The hydrocarbon group may have at least one hydrogen atom substituted with another hydrocarbon group. Examples of the hydrocarbon group having at least one hydrogen atom substituted with another hydrocarbon group include aryl-substituted alkyl groups such as benzyl and cumyl groups, and cyclic saturated hydrocarbon-substituted alkyl groups such as cyclohexylmethyl groups.

[0080] Examples of the halogenated hydrocarbon group include halogenated hydrocarbon groups having 1 to 30 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 10 carbon atoms, such as a trifluoromethyl group, a pentafluorophenyl group, and a chlorophenyl group.

[0081] Examples of the neutral conjugated or non-conjugated dienes include neutral conjugated or non-conjugated dienes having 4 to 20 carbon atoms. Specifically, s-cis- or s-trans-η 4 -1,3-butadiene, s-cis- or s-trans-η 4 -1,4-diphenyl-1,3-butadiene, s-cis- or s-trans-η 4 -3-Methyl-1,3-pentadiene, s-cis- or s-trans-η 4 -1,4-Dibenzyl-1,3-butadiene, s-cis- or s-trans-η 4 -2,4-Hexadiene, s-cis- or s-trans-η 4 -1,3-pentadiene, s-cis- or s-trans-η 4 -1,4-Ditolyl-1,3-butadiene, s-cis- or s-trans-η 4 -1,4-bis(trimethylsilyl)-1,3-butadiene.

[0082] Examples of the anionic ligand include alkoxy groups such as methoxy and tert-butoxy; aryloxy groups such as phenoxy; carboxylate groups such as acetate and benzoate; and sulfonate groups such as mesylate and tosylate.

[0083] Examples of neutral ligands capable of coordinating with lone electron pairs include organic phosphorus compounds such as trimethylphosphine, triethylphosphine, triphenylphosphine, and diphenylmethylphosphine; and ethers such as tetrahydrofuran, dioxane, diethyl ether, and 1,2-dimethoxyethane.

[0084] In formulas (B1) and (B2), j represents an integer of 1 to 4, preferably an integer of 2 to 4, and more preferably 2 or 3. When j is an integer of 2 or greater, multiple Qs may be the same or different.

[0085] In formulas (B1) and (B2), Cp 1 and Cp 2 may be the same or different and represent a cyclopentadienyl group or a substituted cyclopentadienyl group capable of forming a sandwich structure together with M. A substituted cyclopentadienyl group is a group in which at least one hydrogen atom of a cyclopentadienyl group has been substituted with a substituent.

[0086] Examples of the substituent in the substituted cyclopentadienyl group include a hydrocarbon group (preferably a hydrocarbon group having 1 to 20 carbon atoms, hereinafter sometimes referred to as a "hydrocarbon group (f1)") and a silicon-containing group (preferably a silicon-containing group having 1 to 20 carbon atoms, hereinafter sometimes referred to as a "silicon-containing group (f2)"). Other examples of the substituent in the substituted cyclopentadienyl group include heteroatom-containing groups (excluding the silicon-containing group (f2)) such as halogenated hydrocarbon groups, oxygen-containing groups, and nitrogen-containing groups.

[0087] The hydrocarbon group (f1) is preferably a hydrocarbon group having 1 to 20 carbon atoms, and examples thereof include linear or branched hydrocarbon groups (e.g., alkyl groups, alkenyl groups, alkynyl groups), cyclic saturated hydrocarbon groups (e.g., cycloalkyl groups), and cyclic unsaturated hydrocarbon groups (e.g., aryl groups). The hydrocarbon group (f1) also includes groups in which any two hydrogen atoms bonded to adjacent carbon atoms among the above-mentioned groups are simultaneously substituted to form an alicyclic or aromatic ring.

[0088] Specific examples of the hydrocarbon group (f1) include linear aliphatic hydrocarbon groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decanyl, and allyl groups; isopropyl, isobutyl, sec-butyl, t-butyl, amyl, 3-methylpentyl, neopentyl, 1,1-diethylpropyl, 1,1-dimethylbutyl, 1-methyl-1-propylbutyl, 1,1-propylbutyl, and 1,1-dimethyl branched aliphatic hydrocarbon groups such as 1-methyl-1-isopropyl-2-methylpropyl group; cyclic saturated hydrocarbon groups such as cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, norbornyl group, and adamantyl group; cyclic unsaturated hydrocarbon groups such as phenyl group, naphthyl group, biphenyl group, phenanthryl group, and anthracenyl group, and their nuclear alkyl-substituted derivatives; and groups in which at least one hydrogen atom of a saturated hydrocarbon group has been substituted with an aryl group, such as benzyl group and cumyl group.

[0089] The silicon-containing group (f2) is preferably a silicon-containing group having 1 to 20 carbon atoms, and examples thereof include groups in which a silicon atom is directly covalently bonded to a ring carbon of a cyclopentadienyl group, and specific examples thereof include alkylsilyl groups (e.g., trimethylsilyl group) and arylsilyl groups (e.g., triphenylsilyl group).

[0090] Specific examples of the heteroatom-containing group (excluding the silicon-containing group (f2)) include a methoxy group, an ethoxy group, a phenoxy group, an N-methylamino group, a trifluoromethyl group, a tribromomethyl group, a pentafluoroethyl group, and a pentafluorophenyl group.

[0091] Among the hydrocarbon groups (f1), preferred examples include linear or branched aliphatic hydrocarbon groups having 1 to 20 carbon atoms, specifically, methyl, ethyl, n-propyl, n-butyl, n-hexyl, isopropyl, isobutyl, sec-butyl, t-butyl, and neopentyl groups.

[0092] The substituted cyclopentadienyl group includes an indenyl group, a fluorenyl group, an azulenyl group, and groups in which one or more hydrogen atoms of these groups have been substituted with the above-mentioned hydrocarbon groups. In the case of an indenyl group, a fluorenyl group, or an azulenyl group, part or all of the double bonds of the unsaturated ring fused to the cyclopentadienyl group may be hydrogenated.

[0093] In formula (B2), Y is a divalent hydrocarbon group having 1 to 30 carbon atoms, a divalent halogenated hydrocarbon group having 1 to 20 carbon atoms, a divalent silicon-containing group, a divalent germanium-containing group, a divalent tin-containing group, -O-, -CO-, -S-, -SO-, -SO2-, -Ge-, -Sn (tin)-, or -NR a -, -P(R a )-, -P(O)(R a )-, -BR a -or- AlR a - indicates that R a is a hydrocarbon group having 1 to 20 carbon atoms, a halogenated hydrocarbon group having 1 to 20 carbon atoms, or a nitrogen compound residue in which one or two hydrocarbon groups having 1 to 20 carbon atoms are bonded to a hydrogen atom, a halogen atom, or a nitrogen atom (-NRH or -NR2; R is a hydrocarbon group having 1 to 20 carbon atoms).

[0094] As the metallocene compound represented by general formula (B1) or (B2), a compound represented by general formula (B2) is preferred, and a bridged metallocene compound represented by general formula (I) (hereinafter also referred to as "bridged metallocene compound (B2a)") as disclosed in WO 01 / 27124 is more preferred.

[0095] [ka]

[0096] The bridged metallocene compound (B2a) has the following structural features [m1] to [m3]. [m1] Of the two ligands, one is a cyclopentadienyl group which may have a substituent, and the other is a fluorenyl group which may have a substituent. [m2] Two ligands are bonded together by a covalent bridge (hereinafter also referred to as "bridge") consisting of a carbon atom or a silicon atom. [m3] The transition metal (M) constituting the metallocene compound is an atom of Group 4 of the periodic table, specifically, a titanium atom, a zirconium atom, or a hafnium atom.

[0097] The cyclopentadienyl group, fluorenyl group, crosslinking portion and other features of the bridged metallocene compound (B2a) will be explained below in order. (cyclopentadienyl group) In formula (B2a), R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom, a hydrocarbon group, a silicon-containing group, or a heteroatom-containing group other than a silicon-containing group, and is preferably a hydrogen atom, a hydrocarbon group, or a silicon-containing group, and two adjacent groups may be bonded to each other to form a ring.

[0098] For example, R 1 , R 2 , R 3 and R 4 are all hydrogen atoms or R1 , R 2 , R 3 and R 4 At least one of the above is a hydrocarbon group (preferably a hydrocarbon group having 1 to 20 carbon atoms) or a silicon-containing group (preferably a silicon-containing group having 1 to 20 carbon atoms). Other examples include heteroatom-containing groups such as halogenated hydrocarbon groups, oxygen-containing groups, and nitrogen-containing groups.

[0099] R 1 , R 2 , R 3 and R 4 When two or more of R are substituents other than hydrogen atoms, the substituents may be the same or different; 1 , R 2 , R 3 and R 4 Any two adjacent groups among these may be bonded to each other to form an alicyclic or aromatic ring.

[0100] R 1 ~R 4 Examples and preferred hydrocarbon groups in R include the hydrocarbon groups (f1) defined above in the section on the substituted cyclopentadienyl group. 1 ~R 4 Examples and preferred examples of the silicon-containing group in R include the silicon-containing group (f2) defined above in the section on the substituted cyclopentadienyl group. 1 ~R 4 Examples of the heteroatom-containing group in include the groups exemplified above for the substituted cyclopentadienyl group.

[0101] (fluorenyl group) In formula (B2a), R 5 , R 8 , R 9 and R 12 R each independently represents a hydrogen atom, a hydrocarbon group, a silicon-containing group, or a heteroatom-containing group other than a silicon-containing group, and is preferably a hydrogen atom, a hydrocarbon group, or a silicon-containing group. 6 and R 11are the same atom or the same group selected from a hydrogen atom, a hydrocarbon group, a silicon-containing group, and a heteroatom-containing group other than a silicon-containing group, and are preferably a hydrogen atom, a hydrocarbon group, or a silicon-containing group; R 7 and R 10 are the same atom or the same group selected from a hydrogen atom, a hydrocarbon group, a silicon-containing group, and a heteroatom-containing group other than a silicon-containing group, and are preferably a hydrogen atom, a hydrocarbon group, or a silicon-containing group; R 6 and R 7 may be bonded to each other to form a ring, and R 10 and R 11 may be bonded to each other to form a ring.

[0102] From the viewpoint of polymerization activity, R 6 and R 11 are all hydrogen atoms, or R 7 and R 10 is preferably not a hydrogen atom, and R 6 , R 7 , R 10 and R 11 It is more preferable that none of R 6 and R 11 are the same group selected from hydrocarbon groups and silicon-containing groups, or R 7 and R 10 It is particularly preferred that R are the same group selected from hydrocarbon groups and silicon-containing groups. 6 and R 7 are bonded to each other to form an alicyclic or aromatic ring, and R 10 and R 11 are most preferably bonded to each other to form an alicyclic or aromatic ring.

[0103] R 5 ~R 12 Examples and preferred hydrocarbon groups in R include the hydrocarbon groups (f1) defined above in the section on the substituted cyclopentadienyl group. 5 ~R 12Examples and preferred examples of the silicon-containing group in R include the silicon-containing group (f2) defined above in the section on the substituted cyclopentadienyl group. 5 ~R 12 Examples of the heteroatom-containing group in include the groups exemplified above for the substituted cyclopentadienyl group.

[0104] R 6 and R 7 (R 10 and R 11 ) are bonded to each other to form an alicyclic or aromatic ring, the substituted fluorenyl group preferably includes groups having structures derived from compounds represented by the general formulae [I] to [VI] described later.

[0105] (Bridge part) In formula (B2a), R 13 and R 14 Each of the bridging atoms Y in the bridging portion independently represents an alkyl group or an aryl group, and Y represents a carbon atom or a silicon atom. The bridging atoms Y in the bridging portion may be the same or different alkyl groups or aryl groups [R 13 and R 14 ] is bonded. Furthermore, R 13 and R 14 may be bonded to each other to form a ring structure.

[0106] Examples of the alkyl group include the hydrocarbon group (f1) defined above in relation to the substituted cyclopentadienyl group. 13 and R 14 As a ring structure in which these are bonded to each other, Y 1 When is a carbon atom, examples of the aryl group include a cyclohexyl group and a cyclopentyl group. Examples of the aryl group include a phenyl group, a naphthyl group, an anthracenyl group, and groups in which one or more of the aromatic hydrogens (sp2 hydrogens) contained in these groups are substituted with a substituent. Examples of the substituent include the hydrocarbon group (f1) and silicon-containing group (f2) defined above in the section on the substituted cyclopentadienyl group, as well as halogen atoms and halogenated hydrocarbon groups.

[0107] Specific examples of aryl groups include unsubstituted aryl groups having 6 to 14 carbon atoms, preferably 6 to 10 carbon atoms, such as phenyl, naphthyl, anthracenyl, and biphenyl; alkyl-substituted aryl groups such as tolyl, dimethylphenyl, isopropylphenyl, n-butylphenyl, and t-butylphenyl; cycloalkyl-substituted aryl groups such as cyclohexylphenyl; halogenated aryl groups such as chlorophenyl, bromophenyl, dichlorophenyl, and dibromophenyl; and halogenated alkyl-substituted aryl groups such as (trifluoromethyl)phenyl and bis(trifluoromethyl)phenyl. The positions of the substituents are preferably meta and / or para positions. Among these, substituted phenyl groups in which the substituents are located at the meta and / or para positions are more preferred.

[0108] (Other features of bridged metallocene compounds) In formula (B2a), Q represents a halogen atom, a hydrocarbon group, a halogenated hydrocarbon group, a neutral conjugated or non-conjugated diene having 4 to 20 carbon atoms, an anionic ligand, or a neutral ligand capable of coordinating with a lone electron pair, j represents an integer of 1 to 4, and when j is an integer of 2 or greater, multiple Qs may be the same or different.

[0109] Examples of the halogen atom, hydrocarbon group, halogenated hydrocarbon group, neutral conjugated or non-conjugated diene having 4 to 20 carbon atoms, anionic ligand, or neutral ligand capable of coordinating with a lone electron pair in Q include the same atoms or groups as those in Q in formulae (B1) and (B2).

[0110] (Examples of preferred bridged metallocene compounds (B2a)) Specific examples of the bridged metallocene compound (B2a) are shown below, but the scope of the present invention is not particularly limited by these. Among the example compounds, octamethyloctahydrodibenzofluorenyl refers to a group derived from a compound having a structure represented by formula [I], tetramethyldodecahydrodibenzofluorenyl refers to a group derived from a compound having a structure represented by formula [II], octamethyltetrahydrodicyclopentafluorenyl refers to a group derived from a compound having a structure represented by formula [III], dibenzofluorenyl refers to a group derived from a compound having a structure represented by formula [IV], 1,1',3,6,8,8'-hexamethyl-2,7-dihydrodicyclopentafluorenyl refers to a group derived from a compound having a structure represented by formula [V], and 1,3,3',6,6',8-hexamethyl-2,7-dihydrodicyclopentafluorenyl refers to a group derived from a compound having a structure represented by formula [VI].

[0111] [ka]

[0112] Specific examples of the metallocene compounds represented by general formula (B1), (B2), or (B2a) include the compounds listed in paragraphs

[0078] to

[0079] of WO 2013 / 161833 and the compounds listed in paragraphs

[0259] to

[0262] of WO 2014 / 123212. The transition metal complex (B) also includes a compound (B3) represented by the following general formula (B3).

[0113] [ka]

[0114] 〈R 1 From R 16 〉 In formula (B3), R 1 , R 2 , R 3 , R 4 , R5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 and R 16 are each independently a hydrogen atom, a hydrocarbon group, a heteroatom-containing hydrocarbon group, or a silicon-containing group, and R 1 From R 16 Any two of the substituents may be bonded to each other to form a ring.

[0115] R 1 From R 16 The hydrocarbon group, heteroatom-containing hydrocarbon group, and silicon-containing group in the formula (B2a) include R 1 ~R 14 Examples of the hydrocarbon groups, heteroatom-containing hydrocarbon groups, and silicon-containing groups are those exemplified as above.

[0116] R 1 From R 16 Among the substituents up to 1 and R 2 , R 2 and R 3 , R 4 and R 6 , R 4 and R 7 , R 5 and R 6 , R 5 and R 7 , R 6 and R 8 , R 7 and R 8 , R 9 and R 10 , R 10 and R 11 , R 11 and R 12 , R 13 and R 14 , R 14 and R 15 , R 15 and R 16) may be bonded to each other to form a ring, and R 4 and R 5 may be bonded to each other to form a ring, and R 6 and R 7 may be bonded to each other to form a ring, and R 1 and R 8 may be bonded to each other to form a ring, and R 3 and R 4 may be bonded to each other to form a ring, and R 3 and R 5 may be bonded to each other to form a ring. The ring formation may occur at two or more positions in the molecule.

[0117] In this specification, examples of the ring (additional ring) formed by bonding two substituents together include an alicyclic ring, an aromatic ring, and a heterocyclic ring.Specific examples include a cyclohexane ring, a benzene ring, a hydrogenated benzene ring, a cyclopentene ring, a heterocyclic ring such as a furan ring, a thiophene ring, and the like, and corresponding hydrogenated heterocyclic rings, and preferred are a cyclohexane ring, a benzene ring, and a hydrogenated benzene ring.Furthermore, such a ring structure may further have a substituent such as an alkyl group on the ring.

[0118] R 1 and R 3 is preferably a hydrogen atom. R 2 is preferably a hydrocarbon group, a heteroatom-containing hydrocarbon group, or a silicon-containing group, more preferably a hydrocarbon group, even more preferably a hydrocarbon group having 1 to 20 carbon atoms, still more preferably not an aryl group, particularly preferably a linear hydrocarbon group, a branched hydrocarbon group, or a cyclic saturated hydrocarbon group, and particularly preferably a substituent in which the carbon having a free valence (the carbon bonded to the cyclopentadienyl ring) is a tertiary carbon.

[0119] R 2Specific examples of the substituent include a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a tert-pentyl group, a tert-amyl group, a 1-methylcyclohexyl group, and a 1-adamantyl group, more preferably a substituent in which the carbon having a free valence is a tertiary carbon, such as a tert-butyl group, a tert-pentyl group, a 1-methylcyclohexyl group, or a 1-adamantyl group, and particularly preferably a 1-adamantyl group or a tert-butyl group. R 4 In one preferred embodiment, when the transition metal complex (3) is represented by the following general formula (B3'), is a hydrogen atom.

[0120] [ka]

[0121] In this case, the transition metal complex (3) includes all enantiomers of the transition metal complex represented by the general formula (B3'), for example, the transition metal complex represented by the general formula (B3"), within the scope of the present invention.

[0122] [ka]

[0123] In the notation of formulas (B3') and (B3"), MQ j The part is assumed to be in front of the paper and the bridge part is assumed to be in the back of the paper. That is, in these transition metal complexes, the α-position of the cyclopentadiene ring (based on the carbon atom substituted by the bridge part) has a hydrogen atom (R 4 ) exists.

[0124] On the other hand, in the above-mentioned general formula (B3), MQ j It is not specified whether the portion and the crosslinked portion are present in front of or behind the paper. In other words, the compound (B3) represented by the general formula (B3) includes a transition metal compound of a specific structure and its enantiomer.

[0125] R4 , R 5 , R 6 and R 7 At least one selected from R is preferably a hydrocarbon group, a heteroatom-containing hydrocarbon group, or a silicon-containing group, 4 , R 5 is more preferably a hydrogen atom or a hydrocarbon group, and R 5 is more preferably an alkyl group such as a linear alkyl group or a branched alkyl group, a cycloalkyl group, or a cycloalkenyl group, and is particularly preferably an alkyl group having 1 to 10 carbon atoms. 4 , R 5 In one preferred embodiment, both of R are alkyl groups, and an alkyl group having 1 to 10 carbon atoms is particularly preferred. 6 and R 7 It is also preferred that R is a hydrogen atom. 5 and R 7 are more preferably bonded to each other to form a ring, and the ring is particularly preferably a six-membered ring such as a cyclohexane ring.

[0126] R 8 is preferably a hydrocarbon group, and particularly preferably an alkyl group such as a methyl group. In the general formula (B3), the fluorene ring portion is not particularly limited as long as it has a structure obtained from a known fluorene derivative. 9 , R 12 , R 13 and R 16 is preferably a hydrogen atom.

[0127] R 10 , R 11 , R 14 and R 15is preferably a hydrogen atom, a hydrocarbon group, an oxygen atom-containing hydrocarbon group, or a nitrogen atom-containing hydrocarbon group, more preferably a hydrocarbon group, and even more preferably a hydrocarbon group having 1 to 20 carbon atoms, such as a 2,7-di-tert-butylfluorenyl group, a 3,6-di-tert-butylfluorenyl group, or a 2,7-diphenyl-3,6-di-tert-butylfluorenyl group, and particularly preferably a 2,7-di-tert-butylfluorenyl group.

[0128] R 10 and R 11 are bonded to each other to form a ring, and R 14 and R 15 may be bonded to each other to form a ring. Examples of such a substituted fluorenyl group include a benzofluorenyl group, a dibenzofluorenyl group, an octahydrodibenzofluorenyl group, a 1,1,4,4,7,7,10,10-octamethyl-2,3,4,7,8,9,10,12-octahydro-1H-dibenzo[b,h]fluorenyl group, a 1,1,3,3,6,6,8,8-octamethyl-2,3,6,7,8,10- Examples thereof include a hexahydro-1H-dicyclopenta[b,h]fluorenyl group and a 1',1',3',6',8',8'-hexamethyl-1'H,8'H-dicyclopenta[b,h]fluorenyl group, and particularly preferred is a 1,1,4,4,7,7,10,10-octamethyl-2,3,4,7,8,9,10,12-octahydro-1H-dibenzo[b,h]fluorenyl group.

[0129] <M, Q, j> In formula (B3), M is a Group 4 transition metal, preferably Ti, Zr or Hf, more preferably Zr or Hf, and particularly preferably Zr.

[0130] Q is a halogen atom, a hydrocarbon group, an anionic ligand, or a neutral ligand capable of coordinating with a lone pair of electrons. Examples of the halogen atom, hydrocarbon group, anionic ligand, and neutral ligand capable of coordinating with a lone electron pair in Q include those exemplified as the halogen atom, hydrocarbon group, anionic ligand, and neutral ligand capable of coordinating with a lone electron pair in the above formula (B2a).

[0131] j is an integer of 1 to 4, preferably 2. When j is an integer of 2 or more, Q may be selected from the same or different combinations. Specific examples of the compound (B3) include the compounds listed on pages 11 to 15 of WO 2006 / 68308, the compounds listed in

[0075] to

[0086] of WO 2014 / 50816, and the compounds listed in

[0072] to

[0084] of JP 2008 / 045008 A.

[0132] Examples of the transition metal complex (B) include compounds (B4) represented by the following general formula (B4), as described in JP-A-11-315109, JP-A-2000-239312, WO 2001 / 55231, and Chemical Review, Vol. 111, pages 2363-2449, 2011.

[0133] [ka]

[0134] In the general formula (B4), M represents a transition metal atom of Groups 4 to 10 of the periodic table, m represents an integer of 1 to 6; R 19 ~R 24 may be the same or different and represent a hydrogen atom, a halogen atom, a hydrocarbon group, a heterocyclic compound residue, an oxygen-containing group, a nitrogen-containing group, a boron-containing group, a sulfur-containing group, a phosphorus-containing group, a silicon-containing group, a germanium-containing group, or a tin-containing group, and two or more of these may be linked to each other to form a ring; Also, when m is 2 or more, R 19 ~R 24 Two of the groups represented by the formula may be linked together, n is a number that satisfies the valence of M, X represents a hydrogen atom, a halogen atom, a hydrocarbon group, an oxygen-containing group, a sulfur-containing group, a nitrogen-containing group, a boron-containing group, an aluminum-containing group, a phosphorus-containing group, a halogen-containing group, a heterocyclic compound residue, a silicon-containing group, a germanium-containing group, or a tin-containing group, and when n is 2 or more, the multiple groups represented by X may be the same or different, and the multiple groups represented by X may be bonded to each other to form a ring.

[0135] Specific examples include bis{N-(5-adamantyl-3-methylsalicylidene)-2-methylcyclohexylaminato}zirconium(IV) dichloride and bis{N-(3-tert-butylsalicylidene)-2,3,4,5,6-pentafluoroanilinato}titanium(IV) dichloride.

[0136] Examples of the transition metal complex (B) include compounds (B5) represented by the following general formula (B5), as described in WO 2009 / 5003, JP 2011-178682 A, and JP 2011-195584 A.

[0137] [ka]

[0138] In general formula (B5), R 25 ~R 30 may be the same or different and represent a hydrogen atom, a halogen atom, a hydrocarbon group, a heterocyclic compound residue, an oxygen-containing group, a nitrogen-containing group, a boron-containing group, an aluminum-containing group, a sulfur-containing group, a phosphorus-containing group, a silicon-containing group, a germanium-containing group, or a tin-containing group, and two or more of these may be linked to each other. 25 may be linked to Z.

[0139] M represents a transition metal atom selected from Groups 3 to 10 of the periodic table. n indicates the valence of M. X represents a hydrogen atom, a halogen atom, a hydrocarbon group, an oxygen-containing group, a sulfur-containing group, a nitrogen-containing group, a boron-containing group, an aluminum-containing group, a phosphorus-containing group, a halogen-containing group, a heterocyclic compound residue, a silicon-containing group, a germanium-containing group, or a tin-containing group, and the atoms and groups represented by X may be the same or different from one another, and the groups represented by X may be bonded to one another to form a ring.

[0140] Y represents an oxygen atom, a nitrogen atom, a phosphorus atom or a sulfur atom. Z represents a hydrocarbon group or a heterocyclic compound residue which may have a substituent, and the minimum number of bonds connecting Y and N is 4 to 6.

[0141] The bond connecting Y and Z may be a double bond or a triple bond, and Y and R 25 The bond connecting the two may be a double bond or a triple bond. In the formula, the dotted line indicates a coordinate bond. The compound (B5) represented by the general formula (B5) includes trichloro{6-[(2'-methoxy-κO 1 -biphenyl-2-yl)imino-κN 1 -methyl]-4-methyl-2-(tricyclo[3.3.1.1 3,7 ]decan-1-yl)phenolato}titanium(IV).

[0142] Examples of the transition metal complex (B) include the compound (B6) represented by the following general formula (B6), which is described in US Pat. No. 5,272,236. L 1 M 1 X n …(B6)

[0143] In general formula (B6), M 1 is a metal in Group 4 of the periodic table or the lanthanide series, L 1 is a derivative of a delocalized π-bonded group, and the metal M 1 It provides a constrained geometry at the active site, Each X is independently hydrogen, halogen, a hydrocarbon group having 1 to 20 carbon atoms, a silyl group, or a germyl group.

[0144] n is an integer of 1 to 2, and is selected depending on the valence of M and the type of X so that the compound (B6) as a whole is electrically neutral. Among the compounds (B6), the compounds represented by the following general formula (B6a) are preferred.

[0145] [ka]

[0146] In formula (B6a), M 1 is titanium, zirconium or hafnium, and X is the same as above. Cp is M 1 and a substituted cyclopentadienyl group having a substituent Z. Z is oxygen, sulfur, boron, or an element of Group 14 of the periodic table (e.g., silicon, germanium, or tin), and Y is a ligand containing nitrogen, phosphorus, oxygen, or sulfur, and Z and Y may form a fused ring.

[0147] Specific examples of the compound represented by the general formula (B6a) include [dimethyl(t-butylamido)(tetramethyl-η 5

[0062] Compounds described in

[0062] of JP-A-2017-511396, such as titanium dichloride, zirconium dichloride, or hafnium dichloride, and compounds in which titanium is replaced by zirconium or hafnium, and compounds in which two Xs in the formula (B6a) are replaced by one conjugated or non-conjugated diene (for example, s-cis- or s-trans-η 4 -1,3-pentadiene)). The transition metal complex (B) may be used alone or in combination of two or more kinds.

[0148] (Compound (C)) The olefin polymerization catalyst of the present invention preferably contains the following compound (C): Compound (C) (sometimes hereinafter referred to as "component (C)") is (C-1) an organometallic compound (hereinafter also referred to as "component (C-1)"), preferably an organoaluminum compound (C-1a) represented by the following general formula (C-1a), a complex alkylated product (C-1b) of a Group 1 metal and aluminum represented by the following general formula (C-1b), or a dialkyl compound (C-1c) of a Group 2 or Group 12 metal represented by the following general formula (C-1c), R a m Al(OR b ) n H p X q … (C-1a) 〔In the general formula (C-1a), R a and R b each represent a hydrocarbon group having 1 to 15 carbon atoms, which may be the same or different from each other, X represents a halogen atom, m is a number where 0 < m ≦ 3, n is a number where 0 ≦ n < 3, p is a number where 0 ≦ p < 3, q is a number where 0 ≦ q < 3, and m + n + p + q = 3.〕

[0149] M a AlR a 4… (C-1b) 〔In the general formula (C-1b), M a represents Li, Na or K, and R a represents a hydrocarbon group having 1 to 15 (preferably 1 to 4) carbon atoms.〕

[0150] R a r M b R b s X t … (C-1c) 〔In the general formula (C-1c), R a and R b each represent a hydrocarbon group having 1 to 15 carbon atoms, which may be the same or different from each other, M b is selected from Mg, Zn and Cd, X represents a halogen atom, r is a number where 0 < r ≦ 2, s is a number where 0 ≦ s ≦ 1, t is a number where 0 ≦ t ≦ 1, and r + s + t = 2.〕, and (C-2) Organoaluminum oxy compound (hereinafter also referred to as "component (C-2)") At least one compound selected from the group consisting of:

[0151] 《Organometallic compound (C-1)》 The organoaluminum compound (C-1a) is tri-n-alkylaluminum such as trimethylaluminum, triethylaluminum, tri-n-butylaluminum, tri-n-hexylaluminum, and tri-n-octylaluminum; tri-branched alkylaluminum such as triisopropylaluminum, triisobutylaluminum, tri-sec-butylaluminum, tri-t-butylaluminum, tri-2-methylbutylaluminum, tri-3-methylhexylaluminum, and tri-2-ethylhexylaluminum; tricycloalkylaluminums such as tricyclohexylaluminum and tricyclooctylaluminum; triarylaluminum such as triphenylaluminum and tri(4-methylphenyl)aluminum; dialkylaluminum hydrides such as diethylaluminum hydride, diisopropylaluminum hydride, and diisobutylaluminum hydride; General formula (i-C4H9) x Al y (C5H 10 ) z (wherein x, y, and z are positive numbers, and z≦2x), alkylaluminum alkoxides such as isobutylaluminum methoxide and isobutylaluminum ethoxide; Dialkylaluminum alkoxides such as dimethylaluminum methoxide, diethylaluminum ethoxide, and dibutylaluminum butoxide; alkylaluminum sesquialkoxides such as ethylaluminum sesquiethoxide and butylaluminum sesquibutoxide; General formula Ra 2.5 Al(OR b ) 0.5 Partially alkoxylated alkylaluminum having an average composition represented by the following formula: alkylaluminum aryloxides such as diethylaluminum phenoxide and diethylaluminum (2,6-di-t-butyl-4-methylphenoxide); Dialkylaluminum halides such as dimethylaluminum chloride, diethylaluminum chloride, dibutylaluminum chloride, diethylaluminum bromide, and diisobutylaluminum chloride; alkylaluminum sesquihalides such as ethylaluminum sesquichloride, butylaluminum sesquichloride, and ethylaluminum sesquibromide; partially halogenated alkylaluminums, such as alkylaluminum dihalides, such as ethylaluminum dichloride; Alkyl aluminum dihydrides such as ethyl aluminum dihydride, propyl aluminum dihydride and other partially hydrogenated alkyl aluminums; Examples of the aluminum compounds include partially alkoxylated and halogenated alkyl aluminum compounds such as ethyl aluminum ethoxy chloride, butyl aluminum butoxy chloride, and ethyl aluminum ethoxy bromide. a m Al(OR b ) n H p X q Compounds similar to the compound represented by the formula (1) can also be used, such as organoaluminum compounds in which two or more aluminum compounds are bonded via nitrogen atoms. Specific examples of such compounds include (C2H5)2AlN(C2H5)Al(C2H5)2.

[0152] Examples of the alkylated complexes of Group 1 metals and aluminum (C-1b) include LiAl(C2H5)4, LiAl(C7H 15 )4 can be mentioned. Examples of the dialkyl compounds (C-1c) of Group 2 or Group 12 metals include dimethyl magnesium, diethyl magnesium, di-n-butyl magnesium, ethyl-n-butyl magnesium, diphenyl magnesium, dimethyl zinc, diethyl zinc, di-n-butyl zinc, and diphenyl zinc. Among these, the organoaluminum compound (C-1a) is preferred. The organometallic compound (C-1) may be used alone or in combination of two or more kinds.

[0153] 《Organoaluminum oxy compound (C-2)》 The organoaluminum oxy compound (C-2) may be, for example, a conventionally known aluminoxane, or an organoaluminum oxy compound that is insoluble or poorly soluble in benzene, such as those exemplified in JP-A-2-78687. Conventionally known aluminoxanes can be produced, for example, by the following methods (1) to (4), and are usually obtained as a solution in a hydrocarbon solvent.

[0154] (1) A method in which an organoaluminum compound such as trialkylaluminum is added to a hydrocarbon medium suspension of a compound containing adsorbed water or a salt containing water of crystallization, such as magnesium chloride hydrate, copper sulfate hydrate, aluminum sulfate hydrate, nickel sulfate hydrate, or cerous chloride hydrate, to react the adsorbed water or water of crystallization with the organoaluminum compound.

[0155] (2) A method in which water, ice or water vapor is directly reacted with an organoaluminum compound such as trialkylaluminum in a medium such as benzene, toluene, diethyl ether or tetrahydrofuran.

[0156] (3) A method in which an organoaluminum compound such as trialkylaluminum is reacted with an organotin oxide such as dimethyltin oxide or dibutyltin oxide in a medium such as decane, benzene, or toluene.

[0157] (4) A method in which an organoaluminum such as trialkylaluminum is reacted with an organic compound having a carbon-oxygen bond such as a tertiary alcohol, a ketone, or a carboxylic acid, and the resulting compound is subjected to a non-hydrolytic conversion such as thermal decomposition reaction.

[0158] The aluminoxane may contain a small amount of an organometallic component. After the solvent or unreacted organoaluminum compound is removed by distillation from the recovered aluminoxane solution, the aluminoxane may be redissolved in a solvent or suspended in a poor solvent for the aluminoxane.

[0159] Specific examples of the organoaluminum compound used in preparing the aluminoxane include the same organoaluminum compounds as those exemplified as the organoaluminum compound (C-1a). Among these, trialkylaluminum and tricycloalkylaluminum are preferred, and trimethylaluminum is particularly preferred.

[0160] Other examples of organoaluminum oxy compounds (C-2) include modified methylaluminoxanes. Modified methylaluminoxanes are aluminoxanes prepared using trimethylaluminum and alkylaluminums other than trimethylaluminum. Such compounds are commonly referred to as MMAO. MMAO can be prepared by the methods described in U.S. Patent Nos. 4,960,878 and 5,041,584. Tosoh Finechem Corporation and other companies also commercially produce aluminoxanes prepared using trimethylaluminum and triisobutylaluminum, where R is an isobutyl group, under the names MMAO and TMAO.

[0161] Such MMAOs are aluminoxanes with improved solubility in various solvents and improved storage stability. Specifically, unlike the above-mentioned MMAOs that are insoluble or poorly soluble in benzene, they are characterized by their solubility in aliphatic hydrocarbons and alicyclic hydrocarbons.

[0162] Further examples of the organoaluminum oxy compound (C-2) include organoaluminum oxy compounds containing a boron atom, halogen-containing aluminoxanes such as those exemplified in WO 2005 / 066191 and WO 2007 / 131010, and ionic aluminoxanes such as those exemplified in WO 2003 / 082879. The organoaluminum oxy compound (C-2) may be used alone or in combination of two or more kinds.

[0163] <Organic compound component (D)> The olefin polymerization catalyst of the present invention may further contain an organic compound component (D). The organic compound component (D) is used as needed to improve the polymerization performance and the physical properties of the resulting polymer. Examples of the organic compound component (D) include alcohols, phenolic compounds, carboxylic acids, phosphorus compounds, amides, polyethers, and sulfonates.

[0164] <Instructions and order of addition of each ingredient> During olefin polymerization, the method of use and order of addition of each component can be selected arbitrarily, but the following method is exemplified. Hereinafter, the compound (A), transition metal complex (B), and compound (C) of the present invention will be referred to as "component (A)," "component (B)," and "component (C)," respectively. (1) A method in which component (A) and component (B) are added to a polymerization reactor in any order. (2) A method in which components (A), (B) and (C) are added to a polymerization reactor in any order.

[0165] [Production method of olefin polymer] The method for producing an olefin polymer of the present invention is characterized by comprising a step [P] of polymerizing an olefin (such as ethylene or an α-olefin having 3 to 20 carbon atoms) in the presence of the above-mentioned olefin polymerization catalyst. Here, "polymerization" is a general term for homopolymerization and copolymerization. Furthermore, "polymerizing an olefin in the presence of an olefin polymerization catalyst" encompasses embodiments in which each component of the olefin polymerization catalyst is added to a polymerization vessel by any method, such as the above-mentioned methods (1) to (4), to polymerize the olefin.

[0166] In the present invention, polymerization can be carried out by either a liquid-phase polymerization method such as solution polymerization or suspension polymerization, or a gas-phase polymerization method. Examples of inert hydrocarbon media used in liquid-phase polymerization include aliphatic hydrocarbons such as propane, butane, pentane, hexane, heptane, octane, decane, dodecane, and kerosene; alicyclic hydrocarbons such as cyclopentane, cyclohexane, and methylcyclopentane; aromatic hydrocarbons such as benzene, toluene, and xylene; and halogenated hydrocarbons such as ethylene chloride, chlorobenzene, and dichloromethane. The inert hydrocarbon medium may be used alone or in combination of two or more. Alternatively, a so-called bulk polymerization method may be used in which the liquefied olefin to be supplied to the polymerization itself is used as the solvent.

[0167] When olefins are polymerized using an olefin polymerization catalyst, the amounts of each component that can constitute the olefin polymerization catalyst are as follows. In addition, the contents of each component in the olefin polymerization catalyst can be adjusted as follows.

[0168] The compound (A) of the present invention (component (A)) can be used in an amount such that the molar ratio of component (A) to the total transition metal atoms (M) in component (B) [(A) / (M)] is generally 1 to 100, preferably 1 to 20. When the molar ratio is within this range, the proportion of component (A) having two or more sites that come into contact with component (B) is low, and component (A) has low affinity with the hydrocarbon medium when the olefin polymerization catalyst is used in the hydrocarbon medium, resulting in excellent catalyst immobilization and activation performance.

[0169] Component (B) is usually 1 x 10 per liter of reaction volume. -10 ~1×10 -2 mol, preferably 1 x 10 -8 ~1×10 -3 It is used in molar amounts.

[0170] Component (C-1) can be used in an amount such that the molar ratio of component (C-1) to the total transition metal atoms (M) in component (B) [(C-1) / M] is generally 1 to 50,000, preferably 10 to 20,000. Component (C-2) can be used in an amount such that the molar ratio [Al / M] of aluminum atoms in component (C-2) to the total transition metal atoms (M) in component (B) is generally 10 to 5,000, preferably 20 to 2,000.

[0171] In the production method of the present invention, the polymerization temperature is usually -50 to +200°C, preferably 0 to 200°C, and more preferably 40 to 150°C, and the polymerization pressure is usually atmospheric pressure to 10 MPa gauge pressure, and preferably atmospheric pressure to 5 MPa gauge pressure. The polymerization reaction can be carried out in any of batch, semi-continuous, and continuous systems. Furthermore, the polymerization can be carried out in two or more stages with different reaction conditions. The molecular weight of the obtained olefin polymer can be adjusted by adding hydrogen or the like to the polymerization system, changing the polymerization temperature, or by the amount of component (C) used.

[0172] Hydrogen, in particular, is a preferred additive because it can improve the polymerization activity of the catalyst and increase or decrease the molecular weight of the polymer. When hydrogen is added to the system, the appropriate amount is approximately 0.00001 to 100 NL per mole of olefin. The hydrogen concentration in the system can be adjusted not only by adjusting the amount of hydrogen supplied, but also by performing a reaction that produces or consumes hydrogen within the system, by separating hydrogen using a membrane, or by releasing some of the hydrogen-containing gas outside the system.

[0173] After the olefin polymer (e.g., ethylene homopolymer, ethylene / α-olefin copolymer) obtained by the production method of the present invention is synthesized by the above method, it may be subjected to known post-treatment steps such as a catalyst deactivation step, a catalyst residue removal step, a drying step, etc., as needed.

[0174] <Olefin> In one embodiment of the production method of the present invention, the olefin supplied to the polymerization reaction is Examples include ethylene and α-olefins having 3 to 20 carbon atoms.

[0175] In this embodiment, ethylene may be homopolymerized, ethylene may be copolymerized with an α-olefin having 3 to 20 carbon atoms, or an α-olefin having 3 to 20 carbon atoms may be homopolymerized or copolymerized.

[0176] Examples of the α-olefin include linear or branched α-olefins having 3 to 20 carbon atoms, such as propylene, 1-butene, 1-pentene, 3-methyl-1-butene, 1-hexene, 4-methyl-1-pentene, 3-methyl-1-pentene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene, 1-hexadecene, 1-octadecene, 1-eicosene, and vinylcyclohexane. The α-olefin is preferably an α-olefin having 3 to 10 carbon atoms, such as a linear or branched α-olefin having 3 to 10 carbon atoms, more preferably propylene, 1-butene, 1-hexene, and 1-octene, and even more preferably propylene. These α-olefins may be used alone or in combination of two or more.

[0177] Furthermore, a non-conjugated polyene may be copolymerized together with ethylene or an α-olefin having 3 to 20 carbon atoms. [Example]

[0178] The present invention will be explained in more detail below based on examples, but the present invention is not limited to these examples. <Measurement method> [Identification of boron-containing compounds] The structure of boron-containing compounds is 270MHz 1 The determination was carried out by measurement using a H-NMR (GSH-270 manufactured by JEOL Ltd.) according to a conventional method.

[0179] [Solubility of boron-containing compounds in methylcyclohexane] 100 μmmol of a boron-containing compound and 10 mL of methylcyclohexane were added to a 20 mL glass container and subjected to ultrasonic irradiation for 30 minutes. The mixture was then filtered at 25°C, the solvent in the filtrate was removed by distillation under reduced pressure, and the weight of the residue was measured. The weight of the residue was considered to be the amount of the boron-containing compound dissolved in 10 mL of methylcyclohexane, and the solubility of the boron-containing compound in methylcyclohexane was calculated.

[0180] [Weight average molecular weight (Mw) of olefin polymer] The weight average molecular weight (Mw) of the olefin polymer was determined by gel permeation chromatography (GPC) using a Waters Alliance GPC 2000 gel permeation chromatograph (high temperature size exclusion chromatograph) under the following operating conditions:

[0181] Operating conditions Measurement equipment: Gel permeation chromatograph Alliance GPC2000 (Waters) Analysis software: Chromatography Data System Empower (trademark, Waters) Column: TSKgel GMH6-HT x 2 + TSKgel GMH6-HT x 2 (inner diameter 7.5 mm x length 30 cm, Tosoh Corporation) Mobile phase: o-Dichlorobenzene (ODCB) (Fujifilm Wako Pure Chemical Industries, Ltd., special grade) Detector: differential refractometer (built-in) Column temperature: 140°C Flow rate; 1.0mL / min Injection volume; 400μL Sampling time interval: 1 second Sample concentration: 0.15% (w / v) Molecular weight calibration: Monodisperse polystyrene (Tosoh Corporation) / molecular weight 495 to 20.6 million

[0182] <1-octene content> The 1-octene content in the ethylene / 1-octene copolymer was measured by FT-IR (FT-IR410 infrared spectrophotometer manufactured by JASCO Corporation).

[0183] Measurement method In FT-IR, the polymers obtained in the examples were heated to 135°C, melt-stretched in a hot press, and then cooled under pressure at room temperature to obtain films, which were used as measurement samples to measure the 1-octene structural unit content using a calibration curve. The 1-octene structural unit content of the ethylene / 1-octene copolymer sample used to create the calibration curve was also measured under the same conditions as above. 13 It was identified by C-NMR measurement.

[0184] <Synthesis of boron-containing compound (A)> [Example A1] (Synthesis of boron-containing compound (A-1)) N,N-Diphenylamine, 1-bromohexane, dimethyl sulfoxide (hereinafter referred to as "DMSO"), diethyl ether, and dichloromethane were purchased from Fujifilm Wako Pure Chemical Industries, Ltd., and 1 M hydrogen chloride diethyl ether solution and lithium tetrakis(pentafluorophenyl)borate ethyl ether complex were purchased from Tokyo Chemical Industry Co., Ltd. and used as they were. Potassium hydroxide was purchased from Merck and crushed under anaerobically to form a powder.

[0185] A 30 mL reactor was thoroughly dried and purged with nitrogen, and 2.0 g of potassium hydroxide powder, 3.8 mL of 1-bromohexane, and 5.0 mL of DMSO were added and stirred. Then, 3.0 g of N,N-diphenylamine was dissolved in 10 mL of DMSO, and the solution was added dropwise. The mixture was stirred overnight at 90 °C. The resulting suspension was quenched with 100 mL of water and extracted twice with 100 mL of dichloromethane. The organic layer was washed twice with 100 mL of water and once with 100 mL of brine. The organic layer was then dried over magnesium sulfate, and the solvent was removed by evaporation. The reaction mixture was purified by silica gel column chromatography (eluent: hexane) to obtain 2.8 g of the compound represented by formula (A-1'). 1 H NMR(CDCl3)δ:0.87(3H,s),1.30(6H,m),1.66(2H,m),3.68(2H,t),6.90-7.29(10H,m) ppm

[0186] [ka]

[0187] Next, 2.0 g of the compound represented by the above formula (A-1') and 15 mL of diethyl ether were added to a 50 mL reactor that had been thoroughly dried and purged with nitrogen, and the mixture was stirred. Then, 11 mL of a 1 M solution of hydrogen chloride in diethyl ether was added dropwise in an ice bath, and the mixture was allowed to return to room temperature and continued stirring for 2 hours. The insoluble matter in the resulting suspension was collected by filtration and dried under reduced pressure, yielding 0.4 g of the compound represented by the following formula (A-1''). 1 H NMR(CDCl3)δ 0.85(3H,s),1.26(6H,m),1.84(2H,m),3.77(2H,m),7.27(4H,t),7.42(4H,t),7.56-7.59(4H,d) ppm

[0188] [ka]

[0189] In a thoroughly dried, nitrogen-purged 50 mL reactor, 1.4 g of lithium tetrakis(pentafluorophenyl)borate ethyl ether complex and 10 mL of dichloromethane were added and stirred. Then, 0.4 g of the compound represented by the above formula (A-1'') was added, and stirring was continued at room temperature for 2 hours. Insoluble matter in the resulting suspension was removed by passing it through Celite on a glass filter, and the solvent was distilled off. The residue was washed using hexane and water with ultrasonic treatment, then filtered and dried under reduced pressure to obtain 0.5 g of the boron-containing compound represented by the following formula (A-1). 1 H NMR(CDCl3)δ:0.83(3H,s),1.23(4H,m),1.36(2H,m),1.61(2H,m),3.99(2H,m),7.26-7.34(4H,m),7.42(4H,t),7.53-7.61(6H,m) ppm

[0190] [ka]

[0191] [Example A2] (Synthesis of boron-containing compound (A-2)) 1-Bromooctadecane was purchased from Fujifilm Wako Pure Chemical Industries, Ltd. and used as is.

[0192] A 100 mL reactor was thoroughly dried and purged with nitrogen, and 1.3 g of potassium hydroxide powder, 4.0 mL of 1-bromooctadecane, and 15 mL of DMSO were added and stirred. Then, 2.0 g of N,N-diphenylamine was dissolved in 5 mL of DMSO, and the solution was added dropwise. The mixture was stirred overnight at 50 °C. The resulting suspension was quenched with 100 mL of water and extracted with four 50 mL portions of dichloromethane. The organic layer was washed three times with 100 mL of brine and once with 100 mL of water. The organic layer was then dried over magnesium sulfate, and the solvent was removed by distillation. The reaction mixture was purified by silica gel column chromatography (eluent: hexane) to obtain 3.5 g of the compound represented by formula (A-2'). 1H NMR(CDCl3)δ:0.88(3H,s),1.26(30H,m),1.65(2H,m),3.67(2H,t),6.90-6.99(4H,m),7.22-7.28(6H,m) ppm

[0193] [ka]

[0194] Next, 2.0 g of the compound represented by the above formula (A-2') and 10 mL of diethyl ether were added to a 50 mL reactor that had been thoroughly dried and purged with nitrogen, and the mixture was stirred. Then, 12 mL of a 1 M diethyl ether solution of hydrogen chloride was added dropwise in an ice bath, and the mixture was allowed to return to room temperature and continued stirring for 1 hour. The insoluble matter in the resulting suspension was collected by filtration and dried under reduced pressure to obtain 1.6 g of the compound represented by the following formula (A-2''). 1 H NMR(CDCl3)δ:0.88(3H,s),1.25(30H,m),1.71(2H,m),3.67(2H,t),7.04(2H,t),7.15-7.18(4H,d),7.27-7.33(4H,t),ppm

[0195] [ka]

[0196] Next, 1.1 g of lithium tetrakis(pentafluorophenyl)borate ethyl ether complex and 10 mL of dichloromethane were added to a thoroughly dried, nitrogen-purged 50 mL reactor and stirred. Then, 0.5 g of the compound represented by formula (A-2″) above was dissolved in 5 mL of dichloromethane and added dropwise, followed by stirring at room temperature overnight. The insoluble matter in the resulting suspension was removed by passing it through Celite on a glass filter, and the solvent was distilled off. Washing the residue with a dichloromethane / hexane (= 1 / 1) solution precipitated unreacted lithium tetrakis(pentafluorophenyl)borate ethyl ether complex, which was then removed by filtration. The filtrate was dried and then washed with hexane under ultrasonic treatment. The precipitated white solid was recovered by decantation. This was dried under reduced pressure to obtain 0.7 g of a boron-containing compound represented by formula (A-2): 1 H NMR(CDCl3)δ:0.87(3H,m),1.24(30H,m),1.61(2H,m),4.00(2H,t),7.30-7.33(4H,m),7.57-7.59(6H,m) ppm

[0197] [ka]

[0198] [Example A3] (Synthesis of boron-containing compound (A-3)) Bis(4-(2,4,4-trimethylpentan-2-yl)phenyl)amine was purchased from Fluorochem and used as received.

[0199] A 100 mL reactor was thoroughly dried and purged with nitrogen, and 0.5 g of potassium hydroxide powder, 1.7 g of 1-bromooctadecane, and 10 mL of DMSO were added and stirred. Then, 0.7 g of bis(4-tert-octyl)diphenylamine was dissolved in 5 mL of DMSO, and the solution was added dropwise. The mixture was stirred at 50 °C for 7 hours. The resulting suspension was quenched with 100 mL of water and extracted twice with 50 mL of dichloromethane. The organic layer was washed twice with 100 mL of brine and twice with 100 mL of water. The organic layer was then dried over magnesium sulfate, and the solvent was removed by evaporation. The reaction mixture was purified by silica gel column chromatography (eluent: hexane) to obtain 1.4 g of the compound represented by formula (A-3'). 1 H NMR(CDCl3)δ:0.74(18H,s),0.88(3H,d),1.26(32H,m),1.35(12H,s),1.69(4H,s),3.63(2H,t),6.86-6.89(4H,d),7.20-7.23(4H,d) ppm

[0200] [ka]

[0201] Next, 1.4 g of the compound represented by the above formula (A-3') and 20 mL of diethyl ether were added to a 50 mL reactor that had been thoroughly dried and purged with nitrogen, and the mixture was stirred. Then, 12 mL of a 1 M diethyl ether solution of hydrogen chloride was added dropwise in an ice bath, and the mixture was allowed to return to room temperature and continued stirring for 2 hours. The insoluble matter in the resulting suspension was collected by filtration and dried under reduced pressure to obtain 1.4 g of the compound represented by the following formula (A-3''). 1 H NMR(CDCl3)δ:0.67(18H,s),0.87(3H,d),1.20(32H,m),1.34(12H,s),1.71(4H,s),3.74(2H,m),7.42-7.45(4H,d),7.65-7.68(4H,d) ppm

[0202] [ka]

[0203] A 50 mL reactor was thoroughly dried and purged with nitrogen, and 1.0 g of lithium tetrakis(pentafluorophenyl)borate ethyl ether complex and 20 mL of dichloromethane were added and stirred. Then, 1.4 g of the compound represented by formula (A-3'') was added, and stirring was continued overnight at room temperature. The insoluble matter in the resulting suspension was removed by passing it through Celite on a glass filter, and the solvent was distilled off. The residue was washed with hexane under ultrasonic treatment, and the supernatant was decanted three times to remove unreacted hydrochloride. The supernatant was then evaporated to dryness, reprecipitated with dichloromethane / hexane = 1 / 4, and filtered to remove unreacted lithium tetrakis(pentafluorophenyl)borate ethyl ether complex. The filtrate was evaporated to dryness, yielding 1.0 g of the boron-containing compound represented by formula (A-3). 1 H NMR(CDCl3)δ:0.67(18H,s),0.88(3H,d),1.25(32H,m),1.37(12H,s),1.74(4H,s),3.94(2H,t),7.15-7.18(4H,d),7.53-7.56(4H,d) ppm

[0204] [ka]

[0205] [Example A4] (Synthesis of boron-containing compound (A-4)) Bis(4-tert-octyl)diphenylamine was purchased from Tokyo Chemical Industry Co., Ltd. and used as is.

[0206] In a thoroughly dried, nitrogen-purged 50 mL reactor, 4.7 g of bis(4-tert-butyl)diphenylamine and 10 mL of diethyl ether were added and stirred. Then, 25 mL of a 1 M solution of hydrogen chloride in diethyl ether was added dropwise in an ice bath, and the mixture was allowed to warm to room temperature and stirred for 2 hours. The insoluble matter in the resulting suspension was collected by filtration and dried under reduced pressure to obtain 4.8 g of the compound represented by the following formula (A-4'). 1 H NMR(CDCl3)δ:1.27(18H,s),7.36-7.40(4H,d),7.50-7.53(4H,d) ppm

[0207] [ka]

[0208] Next, 0.9 g of lithium tetrakis(pentafluorophenyl)borate ethyl ether complex and 15 mL of dichloromethane were added to a thoroughly dried, nitrogen-purged 50 mL reactor and stirred. Then, 0.3 g of the compound represented by the above formula (A-4') was added, and stirring was continued at room temperature overnight. The insoluble matter in the resulting suspension was removed by passing it through Celite on a glass filter, and the solvent was distilled off. The residue was washed with hexane under ultrasonic treatment, and the supernatant was decanted to recover the precipitated white solid. This was dried under reduced pressure to obtain 0.2 g of the boron-containing compound represented by the following formula (A-4). 1 H NMR(CDCl3)δ:1.27(18H,s),7.16-7.19(4H,d),7.58-7.61(4H,d) ppm

[0209] [ka]

[0210] [Example A5] (Synthesis of boron-containing compound (A-5)) Into a thoroughly dried, nitrogen-purged 50 mL reactor, 0.3 g of bis(4-(2,4,4-trimethylpentan-2-yl)phenyl)amine and 10 mL of diethyl ether were added and stirred. Then, 1.2 mL of a 1 M solution of hydrogen chloride in diethyl ether was added dropwise in an ice bath, and the mixture was allowed to return to room temperature and continued stirring for 2 hours. The insoluble matter in the resulting suspension was collected by filtration and dried under reduced pressure to obtain 0.3 g of the compound represented by the following formula (A-5'). 1 H NMR(CDCl3)δ:0.71(18H,s),1.33(12H,s),1.71(2H,s),7.33-7.36(8H,d) ppm

[0211] [ka]

[0212] Next, 0.7 g of lithium tetrakis(pentafluorophenyl)borate ethyl ether complex and 15 mL of dichloromethane were added to a thoroughly dried, nitrogen-purged 50 mL reactor and stirred. Then, 0.3 g of the hydrochloride salt of the compound represented by formula (A-5') was added, and stirring was continued at room temperature for 2 hours. The insoluble matter in the resulting suspension was removed by passing it through Celite on a glass filter, and the solvent was distilled off. The residue was reprecipitated with dichloromethane / hexane = 1 / 2 and filtered to remove unreacted lithium tetrakis(pentafluorophenyl)borate ethyl ether complex. This procedure was repeated three times, and the filtrate was evaporated to dryness to obtain 0.8 g of the boron-containing compound represented by formula (A-5). 1 H NMR(CDCl3)δ:0.69(18H,s),1.38(12H,s),1.76(4H,s),7.12-7.15(4H,d),7.55-7.58(4H,d) ppm

[0213] [ka]

[0214] [Comparative example a6] (Synthesis of boron-containing compound (a-6)) A 100 mL reactor was thoroughly dried and purged with nitrogen, and 0.5 g of potassium hydroxide powder, 1.4 g of iodomethane, and 10 mL of DMSO were added and stirred. Then, 0.7 g of bis(4-(2,4,4-trimethylpentan-2-yl)phenyl)amine was dissolved in 5 mL of DMSO, and the solution was added dropwise. The mixture was stirred at 50 °C for 7 hours. The resulting suspension was quenched with 100 mL of water and extracted twice with 50 mL of dichloromethane. The organic layer was washed twice with 100 mL of brine and twice with 100 mL of water. The organic layer was then dried over magnesium sulfate, and the solvent was removed by distillation. The reaction mixture was purified by silica gel column chromatography (eluent: hexane) to obtain 0.6 g of the compound represented by the following formula (a-6'). 1 H NMR(CDCl3)δ:0.75(18H,s),1.36(12H,s),1.69(4H,s),3.28(3H,s),6.88-6.91(4H,d),7.22-7.25(4H,d) ppm

[0215] [ka]

[0216] Next, 0.6 g of the compound represented by the above formula (a-6') and 20 mL of diethyl ether were added to a 50 mL reactor that had been thoroughly dried and purged with nitrogen, and the mixture was stirred. Then, 12 mL of a 1 M solution of hydrogen chloride in diethyl ether was added dropwise in an ice bath, and the mixture was allowed to return to room temperature and continued stirring for 2 hours. The insoluble matter in the resulting suspension was collected by filtration and dried under reduced pressure, yielding 0.6 g of the compound represented by the following formula (a-6''). 1 H NMR(CDCl3)δ:0.67(18H,s),1.35(12H,s),1.71(4H,s),3.63(3H,s),7.42-7.45(4H,d),7.65-7.68(4H,d) ppm

[0217] [ka]

[0218] A 50 mL reactor was thoroughly dried and purged with nitrogen, and 1.0 g of lithium tetrakis(pentafluorophenyl)borate ethyl ether complex and 20 mL of dichloromethane were added and stirred. Then, 0.6 g of the compound represented by formula (a-6'') was added, and stirring was continued overnight at room temperature. The insoluble matter in the resulting suspension was removed by passing it through Celite on a glass filter, and the solvent was distilled off. The residue was washed with hexane under ultrasonic treatment, and the supernatant was decanted three times to remove unreacted hydrochloride. The supernatant was then evaporated to dryness, and reprecipitated with dichloromethane / hexane = 1 / 4. The unreacted lithium tetrakis(pentafluorophenyl)borate ethyl ether complex was removed by filtration. The filtrate was evaporated to dryness, yielding 0.4 g of the boron-containing compound represented by formula (a-6): 1 H NMR(CDCl3)δ:0.67(18H,s),1.36(12H,s),1.74(4H,s),3.65(3H,s),7.15-7.18(4H,d),7.53-7.56(4H,d) ppm

[0219] [ka] [Comparative example A7] (Synthesis of boron-containing compound (a-7)) As the boron-containing compound (a-7), N,N-dimethylanilinium tetrakis(pentafluorophenyl)borate purchased from Tokyo Chemical Industry Co., Ltd. was used as is.

[0220] [Comparative example A8] (Synthesis of boron-containing compound (a-8)) As the boron-containing compound (a-8), di-hardened tallow alkylmethylammonium tetrakis(pentafluorophenyl)borate was synthesized by the method described in JP 2019-59795 A.

[0221] <Transition metal compound (B)> As the transition metal compound (B), transition metal compounds represented by the following formulae (B-1) and (B-2) produced by conventionally known methods were used.

[0222] [ka]

[0223] <Ethylene polymerization using boron-containing compound (A)> [Example X1] A 500 mL glass reactor, thoroughly purged with nitrogen, was charged with 250 mL of toluene, and the liquid and gas phases were saturated with ethylene at 100 L / hr. Polymerization was then initiated by adding 0.20 mmol (calculated as aluminum atoms) of triisobutylaluminum, followed by 0.015 μmol of the transition metal compound (B-1) and 0.060 μmol of the boron-containing compound (A-1) obtained in Example A1. Ethylene was continuously supplied at 100 L / hr, and polymerization was carried out at 50°C under atmospheric pressure for 5 minutes. The polymerization was then terminated by adding a small amount of methanol. After polymerization was completed, the reactant was added to 1 L of methanol containing a small amount of hydrochloric acid to precipitate the polymer. After washing with methanol, the mixture was vacuum-dried at 80°C for 10 hours, yielding 1.62 g of olefin polymer.

[0224] [Examples X2 to X5] Polymerization was carried out in the same manner as in Example X1, except that the boron-containing compounds (A-2) to (A-5) obtained in Examples A2 to A5 were used instead of the boron-containing compound (A-1), to obtain an olefin polymer. The weights of the obtained polymers are shown in Table 1.

[0225] [Comparative examples X6~X8] Polymerization was carried out in the same manner as in Example X1, except that the boron-containing compounds (a-6) to (a-8) obtained in Comparative Examples A6 to A8 were used instead of the boron-containing compound (A-1), to obtain olefin polymers. The weights of the obtained polymers are shown in Table 1.

[0226] Table 1 shows the evaluation results of Examples X1 to X5 and Comparative Examples X6 to X8.

[0227] [Table 1]

[0228] The boron-containing compounds (A-1) to (A-5) of the present invention exhibited polymerization activity equal to or greater than that of the boron-containing compound (a-7) of Comparative Example X7, and also exhibited high solubility in methylcyclohexane, an aliphatic hydrocarbon.

[0229] R in the general formula (A) 1 When the hydrocarbon group was other than an aryl group, the solubility in methylcyclohexane improved significantly as the hydrocarbon group became longer. In addition, R in the general formula (A) 1 If is hydrogen, then R 1 The polymerization activity was improved compared with that of the alkyl group.

[0230] <Ethylene / 1-octene copolymerization using boron-containing compound (A)> [Example X9] A 1-L stainless steel autoclave with a thoroughly nitrogen-purged interior was charged with 470 mL of heptane, 30 mL of 1-octene, and 0.30 mmol of triisobutylaluminum under a nitrogen atmosphere. Ethylene was then passed through to saturate the reactor. Next, the temperature and pressure were raised to 80°C and 0.8 MPaG with ethylene while stirring. 0.050 μmol of the transition metal compound (B-2) described above was added, followed by 0.50 μmol of the boron-containing compound (A-3) obtained in Example A3. Polymerization was carried out for 10 minutes, and the polymerization was terminated by the addition of a small amount of methanol. After polymerization, the reactants were added to 1 L of a 1 / 3 methanol / acetone mixed solvent containing a small amount of hydrochloric acid to precipitate the polymer. After washing with the same solvent, the polymer was vacuum-dried at 80°C for 10 hours, yielding 5.42 g of olefin polymer. The resulting polymer had an Mw of 6,840,000 and a 1-octene content of 19.4 mol%.

[0231] [Example X10] Polymerization was carried out in the same manner as in Example X9, except that the boron-containing compound (A5) obtained in Example A5 was used instead of the boron-containing compound (A-3), to obtain an olefin polymer. The weight of the obtained polymer is shown in Table 2.

[0232] [Comparative example X11] Polymerization was carried out in the same manner as in Example X9, except that the boron-containing compound (a-8) obtained in Comparative Example A8 was used instead of the boron-containing compound (A-3), to obtain an olefin polymer. The weight of the obtained polymer is shown in Table 2.

[0233] Table 2 shows the evaluation results of Examples X9 to X10 and Comparative Example X11.

[0234] [Table 2]

Claims

1. A boron-containing compound (A) represented by the following general formula (A): [R 1 R 2 R 3 NH] + [BQ 4 ] - …(A) [In general formula (A), R 1 is a hydrocarbon group other than an aryl group having two or more carbon atoms, or a hydrogen atom. R 2 and R 3 are each independently an aryl group. R 1 , R 2 and R 3 The total number of carbon atoms is 15 or more. Two or more of R 1 , R 2 and R 3 are not bonded to each other. Each of the four Qs is independently an aryl group.

2. In the general formula (A), R 1 The boron-containing compound (A) according to claim 1, wherein is a hydrocarbon group other than an aryl group having two or more carbon atoms.

3. In the general formula (A), R 1 The boron-containing compound (A) according to claim 1, wherein is a hydrogen atom.

4. An olefin polymerization catalyst comprising the boron-containing compound (A) according to any one of claims 1 to 3 and a transition metal complex (B).

5. A method for producing an olefin polymer, which comprises polymerizing an olefin in the presence of the olefin polymerization catalyst according to claim 4.

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