JP2003327612A - Polymerization catalyst and method for producing olefin polymer - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a catalyst for polymerizing an olefin. <P>SOLUTION: The catalyst for polymerizing the olefin is characterized by combining a complex obtained by allowing an oxazoline compound represented by formula (1) (wherein, R<SB>1</SB>-R<SB>8</SB>denote each hydrogen, an alkyl group, an aryl group, an aralkyl group and cyano group, adjacent groups of R<SB>1</SB>-R<SB>9</SB>may be joined optionally to form a ring) to react with a transition metal compound represented by the formula (2): R<SP>10</SP><SB>n</SB>MX<SB>4-n</SB>(wherein, M denotes a transition metal of the group IV, R10 denotes an alkyl group, an aryl group, an aralkyl group and X denotes a halogen, an alkoxy group, an aralkyloxy group, an aryloxy group or a disubstituted amino group, and (n) denotes an integer of from 1 to 4), with an aluminum compound and further with a boron compound. <P>COPYRIGHT: (C)2004,JPO

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a polymerization catalyst and a method for producing an olefin polymer using the same.

[0002]

BACKGROUND OF THE INVENTION Many reports have been made on a method for producing an olefin polymer using a metallocene complex. For example, JP-A-58-19309 discloses a method for producing an olefin polymer using a metallocene complex and an aluminoxane. Further, as an example of olefin polymerization by a complex having no cyclopentadienyl group, for example, JP-A No. 11-29610 is known. All of these require complicated complex synthesis.

[0003]

DISCLOSURE OF THE INVENTION The present invention is intended to provide a novel polymerization catalyst having excellent activity, and a method for producing an olefin polymer using the same, and in general, it is necessary. It is an object of the present invention to provide a polymerization catalyst that does not require complicated catalyst synthesis operations.

[0004]

That is, the present invention provides a complex obtained by reacting an oxazoline compound represented by the following general formula (1) with a transition metal compound represented by the general formula (2) and a compound (C ), A catalyst for olefin polymerization, and a catalyst for olefin polymerization, which further comprises a compound (D) below; and an olefin for polymerizing olefins using these catalysts. The present invention provides a method for producing a polymer. General formula (1) (In the formula, R1, R2, R3, R4, R5, R6, R7,
R8 is independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or an optionally substituted carbon atom having 6 carbon atoms.
To an aryl group of 20 to 20 or an aralkyl group of 7 to 20 carbon atoms which may be substituted with alkyl, and R9 is
A hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms which may be substituted with alkyl, or an aralkyl group having 7 to 20 carbon atoms which may be substituted with alkyl, or a cyano group; As shown, adjacent groups R1 to R9 may optionally be combined to form a ring. )
An oxazoline compound represented by. General formula (2) (In the formula, M represents a Group 4 transition metal, and R10 represents 1 carbon atom.
To C20 alkyl group, C6 to C20 aryl group optionally substituted with alkyl, or C7 to C20 aralkyl group optionally substituted with alkyl, X is a halogen atom or carbon. Alkoxy group having 1 to 20 atoms, 7 carbon atoms which may be substituted with alkyl
To an aralkyloxy group having 20 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms which may be substituted with alkyl, or a disubstituted amino group having 2 to 20 carbon atoms, and n is 1 to
Indicates an integer of 4. ) Is a transition metal compound. Compound (C): Any of the following compounds (C1) to (C3), or a mixture of two or more thereof (C1): an organoaluminum compound represented by the general formula (E1) aAlZ (3-a) ( C2): Cyclic aluminoxane having a structure represented by the general formula {-Al (E2) -O-} b (C3): General formula E3 {-Al (E3) -O-} cAl
A linear aluminoxane having a structure represented by (E3) 2 (wherein E1 to E3 are the same or different and have 1 to 1 carbon atoms).
8 is a hydrocarbon group, Z is the same or different and represents a hydrogen atom or a halogen atom, and a is an integer of 1 to 3,
b represents an integer of 2 or more, and c represents an integer of 1 or more. ) Compound (D): Any of the following compounds (D1) to (D2), or a mixture of two or more thereof (D1): a general formula BQ1 Q2 Q3, a boron compound represented by (D2): a general formula Z ⁺ (BQ1 Q2 Q3 Q4) ^- in borate compound represented (D3): general formula ^{(L-H) + (BQ1} Q2 Q3 Q4)
^- borate compound represented by (wherein, B is a boron atom in the trivalent valence state, Q
1 to Q4 are the same or different and each is a halogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogenated hydrocarbon group having 1 to 20 carbon atoms, a substituted silyl group having 1 to 20 carbon atoms, or 1 carbon atom.
It shows a C20 alkoxy group or a C2-20 disubstituted amino group. ).

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in detail below. In the oxazoline compound represented by the general formula (1), R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₇ , R ₈ , R ₈
Examples of the alkyl group having 1 to 20 carbon atoms of ₉ include, for example, methyl group, ethyl group, n-propyl group, isopropyl group,
Examples thereof include n-butyl group, s-butyl group, t-butyl group, n-pentyl group, n-hexyl group and cyclohexyl group.

R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₇ ,
6 carbon atoms which may be substituted with alkyl of R ₈ and R ₉
Examples of the aryl group of 20 to 20 include a phenyl group and o
-Tolyl group, m-tolyl group, p-tolyl group, 2,3-xylyl group, 2,4-xylyl group, 2,5-xylyl group,
2,6-xylyl group, 2,4,6-trimethylphenyl group, 2,3-diisopropylphenyl group, 2,4-diisopropylphenyl group, 2,5-diisopropylphenyl group, 2,6-diisopropylphenyl group, α Examples include -naphthyl group and β-naphthyl group.

R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₇ ,
7 carbon atoms, which may be substituted with alkyl of R ₈ and R ₉
As the aralkyl group of ˜20, for example, a benzyl group,
(2-methylphenyl) methyl group, (3-methylphenyl) methyl group, (4-methylphenyl) methyl group,
(2,3-Dimethylphenyl) methyl group, (2,4-dimethylphenyl) methyl group, (2,5-dimethylphenyl) methyl group, (2,6-dimethylphenyl) methyl group, (3,4-dimethyl Phenyl) methyl group, (4,6
-Dimethylphenyl) methyl group, naphthylmethyl group and the like.

Specific examples of the oxazoline compound represented by the general formula (1) include the compounds shown below. Further, optically active forms, racemic forms, and the like of these compounds are also included.

In the transition metal complex represented by the general formula (2), examples of the transition metal compound of Group 4 of M include titanium, zirconium and hafnium, preferably titanium. Examples of the alkyl group having 1 to 20 carbon atoms of R10 include, for example, methyl group, ethyl group, n-
Examples thereof include a propyl group, an isopropyl group, an n-butyl group, an s-butyl group, a t-butyl group, an n-pentyl group, an n-hexyl group and a cyclohexyl group, and a methyl group is preferable. Examples of the aryl group having 6 to 20 carbon atoms which may be substituted with alkyl of R10 include, for example, phenyl group, o-tolyl group, m-tolyl group, p-tolyl group,
2,3-xylyl group, 2,4-xylyl group, 2,5-xylyl group, 2,6-xylyl group, 2,4,6-trimethylphenyl group, 2,3-diisopropylphenyl group,
2,4-diisopropylphenyl group, 2,5-diisopropylphenyl group, 2,6-diisopropylphenyl group, α-naphthyl group, β-naphthyl group and the like,
A phenyl group is preferred.

Examples of the aralkyl group having 7 to 20 carbon atoms which may be substituted with alkyl of R10 include, for example, benzyl group, (2-methylphenyl) methyl group, (3-methylphenyl) methyl group and (4-methyl). Phenyl) methyl group,
(2,3-Dimethylphenyl) methyl group, (2,4-dimethylphenyl) methyl group, (2,5-dimethylphenyl) methyl group, (2,6-dimethylphenyl) methyl group, (3,4-dimethyl Phenyl) methyl group, (4,6
-Dimethylphenyl) methyl group, naphthylmethyl group and the like, and preferably benzyl group.

Examples of the halogen atom of X include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. As the alkoxy group having 1 to 20 carbon atoms for X,
For example, methoxy group, ethoxy group, n-propoxy group, isopropoxy group, n-butoxy group, sec-butoxy group, tert-butoxy group, n-pentoxy group, neopentoxy group, n-hexoxy group, n-octoxy group, n
-Dodesoxy group, n-pentadesoxy group, n-icosoxy group and the like can be mentioned, and preferably methoxy group, ethoxy group and tert-butoxy group can be mentioned.

Examples of the aralkyloxy group having 7 to 20 carbon atoms which may be substituted with alkyl of X include benzyloxy group, (2-methylphenyl) methoxy group, (3-methylphenyl) methoxy group, (4-methylphenyl) methoxy group, (2,3-dimethylphenyl) methoxy group, (2,4-dimethylphenyl) methoxy group, (2,5-dimethylphenyl) methoxy group,
(2,6-dimethylphenyl) methoxy group, (3,4-
Dimethylphenyl) methoxy group, (3,5-dimethylphenyl) methoxy group, (2,3,4-trimethylphenyl) methoxy group, (2,3,5-trimethylphenyl)
Methoxy group, (2,3,6-trimethylphenyl) methoxy group, (2,4,5-trimethylphenyl) methoxy group, (2,4,6-trimethylphenyl) methoxy group,
(3,4,5-trimethylphenyl) methoxy group,
(2,3,4,5-tetramethylphenyl) methoxy group, (2,3,4,6-tetramethylphenyl) methoxy group, (2,3,5,6-tetramethylphenyl) methoxy group, (penta Methylphenyl) methoxy group, (ethylphenyl) methoxy group, (n-propylphenyl) methoxy group, (isopropylphenyl) methoxy group, (n
-Butylphenyl) methoxy group, (sec-butylphenyl) methoxy group, (tert-butylphenyl) methoxy group, (n-hexylphenyl) methoxy group, (n-
Examples include octylphenyl) methoxy group, (n-decylphenyl) methoxy group, (n-tetradecylphenyl) methoxy group, naphthylmethoxy group and anthracenylmethoxy group, and preferably benzyloxy group.

The aryloxy group having 6 to 20 carbon atoms which may be substituted with alkyl includes, for example, phenoxy group, 2-methylphenoxy group, 3-methylphenoxy group, 4-methylphenoxy group, 2,3. -Dimethylphenoxy group, 2,4-dimethylphenoxy group, 2,5-
Dimethylphenoxy group, 2,6-dimethylphenoxy group, 3,4-dimethylphenoxy group, 3,5-dimethylphenoxy group, 2,3,4-trimethylphenoxy group,
2,3,5-trimethylphenoxy group, 2,3,6-trimethylphenoxy group, 2,4,5-trimethylphenoxy group, 2,4,6-trimethylphenoxy group, 3,
4,5-trimethylphenoxy group, 2,3,4,5-tetramethylphenoxy group, 2,3,4,6-tetramethylphenoxy group, 2,3,5,6-tetramethylphenoxy group, pentamethylphenoxy group Group, ethylphenoxy group, n-propylphenoxy group, isopropylphenoxy group, n-butylphenoxy group, sec-butylphenoxy group, tert-butylphenoxy group, n-hexylphenoxy group, n-octylphenoxy group, n-decylphenoxy group Group, n-tetradecylphenoxy group, naphthoxy group, anthracenoxy group and the like, and preferably phenoxy group.

Examples of the disubstituted amino group having 2 to 20 carbon atoms include dimethylamino group, diethylamino group,
Di-n-propylamino group, diisopropylamino group,
Di-n-butylamino group, di-sec-butylamino group, di-tert-butylamino group, di-isobutylamino group, tert-butylisopropylamino group, di-
Secondary amino groups such as n-hexylamino group, di-n-octylamino group, di-n-decylamino group, diphenylamino group, bistrimethylsilylamino group, and bis-tert-butyldimethylsilylamino group are mentioned, and preferred. Are dimethylamino group and diethylamino group.

Specific examples of the transition metal compound represented by the general formula (2) include, for example, tetramethyl titanium, tetraphenyl titanium, tetrabenzyl titanium, and compounds in which titanium of these compounds is changed to zirconium or hafnium, benzyl. Compounds whose groups are changed to alkyl groups such as methyl groups, Benzyl groups to aryl groups such as phenyl groups, some of the benzyl groups to alkoxy groups such as methoxy groups, aryloxy groups such as phenoxy groups, etc. Examples thereof include compounds in which an aralkyloxy group such as a benzyloxy group is changed to a secondary amino group such as a dimethylamino group, and the like. Preferred are tetrabenzyl titanium and tetrabenzyl zirconium.

[Compound (C)] Examples of the compound (C) used in the present invention include known organoaluminum compounds of the following (C1) to (C3), and any one of them or a mixture thereof may be mentioned. (C1): an organoaluminum compound represented by the general formula (E1) a AlZ (3-a), (C2): a cyclic aluminoxane having a structure represented by the general formula {-Al (E2) -O-} b, And (C3): general formula E3 {-Al (E3) -O-} c A
a linear aluminoxane having a structure represented by l (E3) 2 (wherein E1, E2, and E3 are the same or different, are hydrocarbon groups having 1 to 8 carbon atoms, and Z is the same or different; Represents a hydrogen atom or a halogen atom, a represents an integer of 1 to 3, b represents an integer of 2 or more, and c represents an integer of 1 or more).

Specific examples of the organoaluminum compound (C1) represented by the general formula (E1) aAlZ (3-a) include trimethylaluminum, triethylaluminum, tripropylaluminum, triisobutylaluminum, trihexylaluminum and the like. Trialkyl aluminum; Dialkyl aluminum chloride such as dimethyl aluminum chloride, diethyl aluminum chloride, dipropyl aluminum chloride, diisobutyl aluminum halide, dihexyl aluminum chloride; methyl aluminum dichloride,
Alkyl aluminum dichlorides such as ethyl aluminum dichloride, propyl aluminum dichloride, isobutyl aluminum dichloride, hexyl aluminum dichloride; dimethyl aluminum hydride, diethyl aluminum hydride, dipropyl aluminum hydride, diisobutyl aluminum hydride, and dialkyl aluminum hydride such as dihexyl aluminum hydride. be able to. Trialkylaluminum is preferable, and triethylaluminum and triisobutylaluminum are more preferable.

Cyclic aluminoxane (C2) having a structure represented by the general formula {-Al (E2) -O-} b, general formula E3 {-Al (E3) -O-} c Al (E3) 2
Linear aluminoxane (C3) having the structure shown by
Specific examples of E2 and E3 in the above include alkyl groups such as methyl group, ethyl group, normal propyl group, isopropyl group, normal butyl group, isobutyl group, normal pentyl group and neopentyl group. b
Is an integer of 2 or more, and c is an integer of 1 or more. Preferably, E2 and E3 include a methyl group and an isobutyl group, b is an integer of 2 to 40, and c is an integer of 1 to 40.

The above aluminoxane can be produced by various methods. The method is not particularly limited, and it may be produced according to a known method. For example, a solution of trialkylaluminum (eg, trimethylaluminum) dissolved in an appropriate organic solvent (benzene, aliphatic hydrocarbon, etc.) is brought into contact with water to prepare. In addition, a method in which a trialkylaluminum (eg, trimethylaluminum) is brought into contact with a metal salt containing crystal water (eg, copper sulfate hydrate) can be exemplified.

[Compound D] In the present invention, the compound (D)
Are (D1) a boron compound represented by the general formula BQ1 Q2 Q3, and (D2) a general formula Z + (BQ1 Q2 Q3 Q4
)-, A boron compound represented by the formula (D3), a general formula (L-
H) + (BQ1 Q2 Q3 Q4)-, any of the boron compounds represented by the above, or a mixture thereof is used.

In the boron compound (D1) represented by the general formula BQ1 Q2 Q3, B is a boron atom in a trivalent valence state, Q1 to Q3 are halogen atoms and carbonization containing 1 to 20 carbon atoms. Hydrogen group, halogenated hydrocarbon group containing 1 to 20 carbon atoms, substituted silyl group containing 1 to 20 carbon atoms, alkoxy group containing 1 to 20 carbon atoms or 2 to 20 carbon atoms And a disubstituted amino group, which may be the same or different. Preferred Q1 to Q3 include a halogen atom, a hydrocarbon group containing 1 to 20 carbon atoms, and a halogenated hydrocarbon group containing 1 to 20 carbon atoms.

Specific examples of the compound (D1) include tris (pentafluorophenyl) borane and tris (2,3,3).
5,6-tetrafluorophenyl) borane, tris (2,3,4,5-tetrafluorophenyl) borane,
Tris (3,4,5-trifluorophenyl) borane,
Tris (2,3,4-trifluorophenyl) borane,
Examples thereof include phenylbis (pentafluorophenyl) borane, and more preferably, tris (pentafluorophenyl) borane.

In the boron compound (D2) represented by the general formula Z + (BQ1 Q2 Q3 Q4)-, Z + is an inorganic or organic cation, B is a boron atom in a trivalent valence state, Q1 to Q4 are Q in (D1) above
The same as 1 to Q3 can be mentioned.

Specific examples of the compound represented by the general formula Z + (BQ1 Q2 Q3 Q4)-include inorganic cations Z + such as ferrocenium cations, alkyl-substituted ferrocenium cations, and silver cations. Examples of Z + which is an organic cation include a triphenylmethyl cation. (BQ1 Q2 Q3 Q4)-includes tetrakis (pentafluorophenyl) borate, tetrakis (2,3,5,6-tetrafluorophenyl) borate, tetrakis (2,3,4,5-tetrafluorophenyl) borate, Tetrakis (3,4,5-trifluorophenyl) borate, tetrakis (2,2,4-trifluorophenyl) borate, phenylbis (pentafluorophenyl) borate, tetrakis (3,5-bistrifluoromethylphenyl) Examples include borate.

Specific combinations of these include ferrocenium tetrakis (pentafluorophenyl) borate, 1,1'-dimethylferrocenium tetrakis (pentafluorophenyl) borate, silver tetrakis (pentafluorophenyl) borate, tri Phenylmethyltetrakis (pentafluorophenyl) borate,
Examples thereof include triphenylmethyltetrakis (3,5-bistrifluoromethylphenyl) borate, and more preferable examples include triphenylmethyltetrakis (pentafluorophenyl) borate.

The general formula (L-H) + (BQ1 Q2 Q
In the boron compound (D3) represented by 3 Q4)-, L is a neutral Lewis base, (L-H) + is a Bronsted acid, and B is a boron atom in a trivalent valence state. Yes, Q1 to Q4 are Q1 to Q in (D1) above.
The same as in 3.

General formula (L-H) + (BQ1 Q2 Q3 Q4
Specific examples of the compound represented by)-include (L-H) + which is a Bronsted acid, such as trialkyl-substituted ammonium, N, N-dialkylanilinium, dialkylammonium and triarylphosphonium. , (BQ1 Q2 Q3 Q4)-are the same as those mentioned above.

Specific combinations of these include triethylammonium tetrakis (pentafluorophenyl) borate, tripropylammonium tetrakis (pentafluorophenyl) borate, tri (normal butyl) ammonium tetrakis (pentafluorophenyl) borate, tri (normal). Butyl) ammonium tetrakis (3,5-bistrifluoromethylphenyl) borate, N, N-dimethylanilinium tetrakis (pentafluorophenyl) borate, N, N-diethylanilinium tetrakis (pentafluorophenyl) borate, N, N- 2,4,6-Pentamethylanilinium tetrakis (pentafluorophenyl) borate, N, N-dimethylanilinium tetrakis (3,5
-Bistrifluoromethylphenyl) borate, diisopropylammonium tetrakis (pentafluorophenyl) borate, dicyclohexylammonium tetrakis (pentafluorophenyl) borate, triphenylphosphonium tetrakis (pentafluorophenyl)
Examples thereof include borate, tri (methylphenyl) phosphonium tetrakis (pentafluorophenyl) borate, tri (dimethylphenyl) phosphonium tetrakis (pentafluorophenyl) borate, and more preferably tri (normal butyl) ammonium tetrakis (penta). Examples thereof include fluorophenyl) borate and N, N-dimethylanilinium tetrakis (pentafluorophenyl) borate.

In the present invention, it is preferable to react the oxazoline compound represented by the general formula (1) with the transition metal compound represented by the general formula (2), but the general formula (1)
The oxazoline compound represented by the formula (1), the transition metal compound represented by the general formula (2), the compound (C), or the compound (D) can be added in any order at the time of polymerization, and can be used. The reaction product obtained by previously contacting the combination of the compounds of 1 may be used.

The amount of each catalyst component used is such that the compound (1) / compound (2) molar ratio is 1 to 10, preferably 1 to 2,
The compound (C) / compound (2) molar ratio is 1 to 10000.
It is desirable to use each component so that the molar ratio of compound (D) / compound (2) is preferably 10 to 2000, and is 1 to 10, preferably about 1 to 5.

Next, a method for polymerizing a monomer using the polymerization catalyst obtained above will be described. The monomer used for the polymerization is an olefin having 2 to 20 carbon atoms,
Diolefins and carboxylic acids, esters, amino groups,
It is possible to use any of olefins having polar substituents such as, and it is also possible to use two or more kinds of monomers at the same time. Examples of such monomers are shown below, but the monomers are not limited to the following compounds. Specific examples of such olefins include ethylene, propylene, butene-1,
Pentene-1, hexene-1, heptene-1, octene-1, nonene-1, decene-1, 5-methyl-2-pentene-1, vinylcyclohexene and the like can be mentioned. Preferred is ethylene. Examples of the diolefin compound include a conjugated diene and a non-conjugated diene of a hydrocarbon compound, and specific examples of the compound include 1,5-hexadiene and 1,4 as specific examples of the non-conjugated diene compound.
-Hexadiene, 1,4-pentadiene, 1,7-octadiene, 1,8-nonadiene, 1,9-decadiene,
4-methyl-1,4-hexadiene, 5-methyl-1,
4-hexadiene, 7-methyl-1,6-octadiene, 5-ethylidene-2-norbornene, dicyclopentadiene, 5-vinyl-2-norbornene, 5-methyl-2-norbornene, norbornadiene, 5-methylene-2- Norbornene, 1,5-cyclooctadiene,
5,8-endomethylene hexahydronaphthalene and the like are exemplified, and specific examples of the conjugated diene compound include 1,3-
Butadiene, isoprene, 1,3-hexadiene, 1,
3-octadiene, 1,3-cyclooctadiene, 1,
3-cyclohexadiene etc. can be illustrated.

Specific examples of the olefin having a polar substituent include acrylic acid, methyl acrylate, methacrylic acid, methyl methacrylate, vinyl acetate and the like.

Specific examples of the monomers constituting the copolymer include ethylene and propylene, ethylene and butene-1,
Examples are ethylene and hexene-1, propylene and butene-1, and the like, but the present invention is not limited to the above compounds.

The polymerization method is also not particularly limited, but for example, butane, pentane, hexane, heptane, octane and other aliphatic hydrocarbons, benzene, toluene and other aromatic hydrocarbons, methylene dichloride and the like. Solvent polymerization using a halogenated hydrocarbon as a solvent, slurry polymerization, gas phase polymerization in a gaseous monomer or the like is possible, and either continuous polymerization or batchwise polymerization is possible.

The polymerization temperature can usually be in the range of -50 ° C to 300 ° C, but it is particularly preferably in the range of -20 ° C to 200 ° C, and the polymerization pressure is normal pressure to 60 kg / cm.
About 2 G (6 MPa) is preferable. The polymerization time is generally appropriately selected depending on the type of the desired polymer and the reaction apparatus, but can be in the range of 1 minute to 20 hours. Further, in the present invention, a chain transfer agent such as hydrogen may be added to control the molecular weight of the copolymer.

[0036]

INDUSTRIAL APPLICABILITY The present invention provides a polymerization catalyst having excellent activity, and a method for producing an olefin polymer using the same, and also provides a simple and convenient catalyst synthesis operation that is generally unnecessary. It is possible to provide a simple polymerization catalyst.

[0037]

The present invention will be described in more detail with reference to the following examples, but the present invention is not limited thereto.

Example 1 An autoclave was charged with 2 ml of toluene under nitrogen,
After stabilizing at 40 ° C., ethylene was pressurized to 0.6 MPa to stabilize. Here, a hexane solution of triisobutylaluminum (40 μmol), tetrabenzyl titanium (0.1 μmol) and (+)-4-phenyl-α- (4-phenyloxazolidine-2-ylidene)
A mixture with 2-oxazoline-2-acetonitrile (0.1 micromol, Sigma-Aldrich product) and triphenylcarbenium tetrakispentafluorophenylborate (0.3 micromol) were added and stirred for 20 minutes. Then, the reaction solution was dried under reduced pressure to obtain 0.13 g of a polymer.

Example 2 In Example 1, (+)-4-phenyl-α- (4-
Phenyloxazolidine-2-ylidene) -2-oxazoline-2-acetonitrile was used in the same manner except that 0.2 μmol was used. 0.13 g of polymer was obtained.

Comparative Example 1 In Example 1, (+)-4-phenyl-α- (4-
The same procedure was carried out except that phenyloxazolidine-2-ylidene) -2-oxazoline-2-acetonitrile was not used. 0.01 g of polymer was obtained.

Example 3 An autoclave was charged with 3 ml of toluene under nitrogen,
After stabilizing at 40 ° C., ethylene was pressurized to 0.6 MPa to stabilize. Here, a solution of MMAO (100 μmol), tetrabenzyl titanium (0.1 μmol) and (+)-4-phenyl-α- (4-phenyloxazolidine-2-ylidene) -2-oxazoline-2-
A mixture with acetonitrile (0.2 μmol) was added and stirred for 20 minutes. Then, the obtained reaction solution,
After drying under reduced pressure, 0.039 g of polymer was obtained.

Comparative Example 2 In Example 3, (+)-4-phenyl-α- (4-
The same procedure was carried out except that phenyloxazolidine-2-ylidene) -2-oxazoline-2-acetonitrile was not used. 0.016 g of polymer was obtained.

   ─────────────────────────────────────────────────── ─── Continued front page    F-term (reference) 4J128 AA01 AB00 AB01 AC01 AC09                       AC27 AE00 AE06 BA00A                       BA01B BA02B BB01B BC12B                       BC13B BC15B BC16B BC17B                       BC18B BC25B BC27B CB50A                       CB77A EA01 EB02 EB04                       EB05 EB07 EB08 EB09 EC01                       EC02

Claims (6)

[Claims] 1. A general formula (1) (In the formula, R1, R2, R3, R4, R5, R6, R7,
R8 is independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or an optionally substituted carbon atom having 6 carbon atoms.
To an aryl group of 20 to 20 or an aralkyl group of 7 to 20 carbon atoms which may be substituted with alkyl, and R9 is
A hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms which may be substituted with alkyl, or a carbon atom having 7 atoms which may be substituted with alkyl, which may be substituted with alkyl. 20 represents an aralkyl group or a cyano group, and adjacent groups of R1 to R9 may be optionally bonded to form a ring. ) And an oxazoline compound represented by the general formula (2) (In the formula, M represents a Group 4 transition metal, and R10 represents 1 carbon atom.
To C20 alkyl group, C6 to C20 aryl group optionally substituted with alkyl, or C7 to C20 aralkyl group optionally substituted with alkyl, X is a halogen atom or carbon. Alkoxy group having 1 to 20 atoms, 7 carbon atoms which may be substituted with alkyl
To an aralkyloxy group having 20 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms which may be substituted with alkyl, or a disubstituted amino group having 2 to 20 carbon atoms, and n is 1 to
Indicates an integer of 4. ) A catalyst for olefin polymerization, comprising a complex obtained by reacting a transition metal compound represented by the formula (1) with a compound (C) shown below. Compound (C): Any of the following compounds (C1) to (C3), or a mixture of two or more thereof (C1): an organoaluminum compound represented by the general formula (E1) aAlZ (3-a) ( C2): Cyclic aluminoxane having a structure represented by the general formula {-Al (E2) -O-} b (C3): General formula E3 {-Al (E3) -O-} cAl
A linear aluminoxane having a structure represented by (E3) 2 (wherein E1 to E3 are the same or different and have 1 to 1 carbon atoms).
8 is a hydrocarbon group, Z is the same or different and represents a hydrogen atom or a halogen atom, and a is an integer of 1 to 3,
b represents an integer of 2 or more, and c represents an integer of 1 or more. ) 2. A complex obtained by reacting the oxazoline compound represented by the general formula (1) with a transition metal compound represented by the general formula (2), the compound (C) and the following compound (D) are combined. An olefin polymerization catalyst characterized by being combined. Compound (D): Compound (D1) to
Any of (D2) or a mixture of two or more thereof (D1): a boron compound represented by the general formula BQ1 Q2 Q3, (D2): represented by a general formula Z ⁺ (BQ1 Q2 Q3 Q4) ^- Borate compound (D3): general formula (L-H) ⁺ (BQ1 Q2 Q3 Q4)
^- borate compound represented by (wherein, B is a boron atom in the trivalent valence state, Q
1 to Q4 are the same or different and each is a halogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogenated hydrocarbon group having 1 to 20 carbon atoms, a substituted silyl group having 1 to 20 carbon atoms, or 1 carbon atom.
It shows a C20 alkoxy group or a C2-20 disubstituted amino group. ) 3. The polymerization catalyst according to claim 1, wherein M of the transition metal compound represented by the general formula (2) is Ti. 4. A transition metal compound represented by the general formula (2), wherein R10 has 7 to 20 carbon atoms which may be substituted with alkyl.
The polymerization catalyst according to claim 1, 2 or 3, which is the aralkyl group of. 5. The polymerization catalyst according to claim 1, wherein the transition metal compound represented by the general formula (2) is tetrabenzyl titanium. 6. A process for producing an olefin-based polymer, which comprises polymerizing an olefin in the presence of the catalyst for olefin polymerization according to claim 1, 2, 3, 4 or 5.