Transition metal compound, catalyst composition including the same, and method for preparing olefin polymer using the same

A novel transition metal compound addresses solubility and activity issues in existing catalyst systems, enabling high-molecular weight olefin polymer production with improved solubility and reactivity in hydrocarbon solvents, suitable for industrial applications.

WO2026125995A1PCT designated stage Publication Date: 2026-06-18SABIC NEXLENE CO PTE LTD

Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
SABIC NEXLENE CO PTE LTD
Filing Date
2025-11-26
Publication Date
2026-06-18

AI Technical Summary

Technical Problem

Existing Ziegler-Natta and metallocene catalyst systems face challenges in achieving high molecular weight polymer production, uniform composition distribution, and solubility issues, particularly in solution polymerization, limiting their industrial application.

Method used

A novel transition metal compound with a specific structure, represented by Chemical Formula 1, is used to form a catalyst composition that includes an aluminum or boron cocatalyst, enabling high solubility in hydrocarbon solvents and maintaining catalytic activity during solution polymerization, allowing for the production of high-molecular weight olefin polymers.

🎯Benefits of technology

The transition metal compound enhances solubility in non-aromatic hydrocarbon solvents, improving polymerization reactivity and yield, facilitating an environmentally friendly and efficient polymer production process.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure IB2025062080_18062026_PF_FP_ABST
    Figure IB2025062080_18062026_PF_FP_ABST
Patent Text Reader

Abstract

Provided are a transition metal compound represented by the following Chemical Formula 1, a catalyst composition including the same, and a method for preparing an olefin polymer using the same. Since the transition metal compound according to an exemplary embodiment has significantly improved solubility in a hydrocarbon solvent, it may be easily applied to solution polymerization, efficiently improve a polymerization process, and be advantageous for commercialization. [Chemical Formula 1] wherein M, Y, A, X1, L1, R1 to R10, and a to f are as defined in the specification.
Need to check novelty before this filing date? Find Prior Art

Description

TRANSITION METAL COMPOUND, CATALYST COMPOSITION INCLUDING THE SAME, AND METHOD FOR PREPARING OLEFIN POLYMER USING THE SAME

[0001] The present disclosure relates to a transition metal compound, a catalyst composition including the same, and a method for preparing an olefin polymer using the same.

[0002] Conventionally, a Ziegler-Natta catalyst system has been commonly mainly used in the preparation of a homopolymer of ethylene or a copolymer of ethylene with an α-olefin. However, though the Ziegler-Natta catalyst system shows high activity for ethylene polymerization, due to heterogeneous catalytic active sites, the molecular distribution of generally produced polymers is large, and in particular, a composition distribution is non-uniform in the copolymer of ethylene and α-olefin.

[0003] In order to solve the problem, as a homogeneous catalyst having a single catalytic active site, various studies of a metallocene catalyst system using a metallocene compound of a Group 4 transition metal such as zirconium and hafnium as a main catalyst have been conducted. However, it is difficult to obtain a high molecular weight polymer using the metallocene catalyst system, and in particular, when the metallocene catalyst system is applied to solution polymerization performed at a high temperature, polymerization activity is rapidly lowered. In addition, even when the problems are somewhat improved, a functional group substituted in the catalyst becomes the cause of corrosion depending on the material of the process, or it is difficult to apply the catalyst system to the solution polymerization process due to low solubility, and thus, it is difficult to apply the catalyst system to the industrial sites.

[0004] There is a need to develop a new catalyst which may solve the problems described above, secure high catalytic activity, and also satisfy excellent solubility and an ability to prepare a high molecular weight polymer.

[0005] An object of the present invention is to provide a transition metal compound having a novel structure which is useful as a catalyst for olefin polymerization, and a catalyst composition including the same.

[0006] Another object of the present invention is to provide a method for preparing an olefin polymer using the catalyst composition, and an olefin polymer prepared therefrom.

[0007] In one general aspect, a transition metal compound represented by the following Chemical Formula 1 is provided:

[0008] [Chemical Formula 1]

[0009]

[0010] wherein

[0011] M is a Group 4 transition metal;

[0012] Y is independently of each other -O-, -S-, -NR1a-, or PR2a-; and R1aand R2aare independently of each other hydrogen or (C1-C30)hydrocarbyl;

[0013] A is a divalent organic group;

[0014] X1is (C1-C30)hydrocarbyl or *-L2-Si(R3a)(R4a)(R5a);

[0015] L1and L2are independently of each other (C1-C7)alkylene;

[0016] R1to R4are independently of one another (C1-C30)hydrocarbyl;

[0017] R3ato R5aare independently of one another (C1-C80)hydrocarbyl;

[0018] the hydrocarbyl of R3ato R5amay be substituted by any one or more selected from halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, and (C6-C30)arylthio;

[0019] R5to R10are independently of one another halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, or (C6-C30)arylthio;

[0020] the cycloalkyl, heterocycloalkyl, aryl, and heteroaryl of R5to R8may be substituted by any one or more selected from the group consisting of halogen, (C1-C30)alkyl, halo(C1-C30)alkyl, (C1-C30)alkylamino, (C1-C30)alkoxy, (C1-C30)alkylsilyl, and (C6-C30)arylsilyl;

[0021] a to e are independently of one another an integer of 0 to 4; and

[0022] f is an integer of 0 to 3.

[0023] The transition metal compound according to an exemplary embodiment may be represented by the following Chemical Formula 2:

[0024] [Chemical Formula 2]

[0025]

[0026] wherein

[0027] M, Y, A, X1, L1,R1to R6, R9, R10, a, b, e, and f are as defined in claim 1;

[0028] R11and R12are independently of each other halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, or halo(C1-C30)alkyl; and

[0029] Ar1and Ar2are independently of each other (C6-C30)aryl, (C1-C30)alkyl(C6-C30)aryl, or , R13and R14are independently of each other halogen, (C1-C30)alkyl, halo(C1-C30)alkyl, (C1-C30)alkylamino, (C1-C30)alkoxy, (C1-C30)alkylsilyl, or (C6-C30)arylsilyl, and p and q are independently of each other an integer of 0 to 4.

[0030] R1to R4may be independently of one another (C1-C30)alkyl, (C2-C30)alkenyl, or (C2-C30)alkynyl.

[0031] X1may be (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C6-C30)aryl, or *-L2-Si(R3a)(R4a)(R5a); L2may be (C1-C7)alkylene; R3a, R4a, and R5amay be independently of one another (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C6-C30)aryl, or ; R21and R22may be independently of each other (C1-C30)alkyl, (C2-C30)alkenyl, or (C2-C30)alkynyl; R23and R24may be independently of each other halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, or (C6-C30)arylthio; x may be an integer of 0 to 4; and y may be an integer of 0 to 3.

[0032] At least one of R3a, R4a, and R5amay be , wherein R21to R24, x, and y may be as defined above.

[0033] The transition metal compound according to an exemplary embodiment may be represented by the following Chemical Formula 3:

[0034] [Chemical Formula 3]

[0035]

[0036] wherein

[0037] M is a Group 4 transition metal;

[0038] Y is independently of each other -O- or -S-;

[0039] X1is (C1-C20)alkyl or ;

[0040] A is (C1-C20)alkylene or *-L11-L12-L13-*;

[0041] L11and L13are independently of each other (C1-C10)alkylene;

[0042] L12is (C3-C12)cycloalkylene or (C6-C12)arylene;

[0043] R1, R2,R21, andR22are independently of one another (C10-C30)alkyl, (C10-C30)alkenyl, or (C10-C30)alkynyl;

[0044] R3, R4, R25, and R26are independently of one another (C1-C20)alkyl, (C2-C20)alkenyl, or (C2-C20)alkynyl;

[0045] R5and R6are independently of each other halogen, (C1-C0)alkyl, (C6-C20)aryl, (C1-C20)alkyl(C6-C20)aryl, or halo(C1-C20)alkyl(C6-C20)aryl;

[0046] R11, R12, and R15to R18are independently of one another halogen, (C1-C20)alkyl, or halo(C1-C20)alkyl; and

[0047] a and b are independently of each other an integer of 0 to 2.

[0048] The transition metal compound according to an exemplary embodiment may be represented by the following Chemical Formula 4:

[0049] [Chemical Formula 4]

[0050]

[0051] wherein

[0052] n is an integer of 2 to 7;

[0053] M is Hf or Zr;

[0054] R1, R2,R21, andR22are independently of one another (C10-C30)alkyl, (C10-C30)alkenyl, or (C10-C30)alkynyl;

[0055] R3, R4, R25, and R26are independently of one another (C1-C7)alkyl, (C2-C7)alkenyl, or (C2-C7)alkynyl; and

[0056] R11, R12, R15to R18, R31, and R32are independently of one another halogen or (C1-C7)alkyl.

[0057] R15to R18may be independently of one another branched (C3-C7)alkyl.

[0058] The transition metal compound according to an exemplary embodiment may be selected from the following structures:

[0059]

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071]

[0072]

[0073]

[0074]

[0075]

[0076]

[0077]

[0078]

[0079]

[0080]

[0081]

[0082]

[0083]

[0084]

[0085]

[0086]

[0087]

[0088]

[0089] wherein

[0090] M is Zr or Hf; and

[0091] X is .

[0092] The transition metal compound according to an exemplary embodiment may be selected from the following structures:

[0093]

[0094]

[0095] .

[0096] The transition metal compound according to an exemplary embodiment may have a solubility in a hydrocarbon-based solvent at 25°C of 1 wt% or more.

[0097] In another general aspect, a transition metal catalyst composition for preparing an olefin polymer includes: a transition metal compound represented by the following Chemical Formula 1 and a cocatalyst:

[0098] [Chemical Formula 1]

[0099]

[0100] wherein

[0101] M, Y, A, X1, L1, R1to R10, and a to f are as defined above.

[0102] The cocatalyst may include an aluminum compound, a boron compound, or a combination thereof.

[0103] In still another general aspect, a method for preparing an olefin polymer includes: performing solution polymerization of an olefin monomer in the presence of a transition metal compound represented by the following Chemical Formula 1, a cocatalyst, and a hydrocarbon-based solvent to obtain an olefin polymer:

[0104] [Chemical Formula 1]

[0105]

[0106] wherein

[0107] M, Y, A, X1, L1, R1to R10, and a to f are as defined above.

[0108] The hydrocarbon-based solvent may be one or two or more selected from nonaromatic hydrocarbon-based solvents including methylcyclohexane, cyclohexane, n-heptane, n-hexane, n-butane, isobutane, n-pentane, n-octane, isooctane, nonane, decane, and dodecane; and aromatic hydrocarbon-based solvents including toluene, benzene, ethylbenzene, xylene, naphthalene, methylnaphthalene, anthracene, acenaphthene, and phenanthrene.

[0109] The transition metal compound according to an exemplary embodiment may have a solubility in the hydrocarbon-based solvent at 25°C of 10 wt% or more.

[0110] The cocatalyst may include an aluminum compound, a boron compound, or a mixture thereof.

[0111] The solution polymerization may be performed at a temperature of 100 to 250°C.

[0112] The transition metal compound according to an exemplary embodiment of the present invention may be useful as a catalyst for preparing an olefin polymer. Specifically, the transition metal compound according to an exemplary embodiment has significantly improved solubility in a hydrocarbon solvent by introducing a silyl functional group with a substituted fluorene group and may maintain excellent catalytic activity without deterioration during solution polymerization. In particular, the transition metal compound according to an exemplary embodiment has improved solubility in a non-aromatic hydrocarbon-based solvent and may replace a conventional aromatic solvent which may be harmful to the environment and human body. In addition, injection, movement, and the like of the transition metal compound are easy during a solution process, so that the compound may efficiently improve a polymerization process and be very advantageous for commercialization.

[0113] In addition, the catalyst composition including the transition metal compound according to an exemplary embodiment may have excellent polymerization reactivity with an olefin monomer, for example, ethylene, α-olefin, other comonomers, and the like and produce a high-molecular weight polymer with a high yield. That is, by using the transition metal compound according to an exemplary embodiment as a catalyst, the olefin polymer may be prepared environmentally and efficiently and commercial practicality is expected to be excellent.

[0114] In the present specification, unless otherwise defined, all technical terms and scientific terms have the same meanings as those commonly understood by a person skilled in the art to which the present invention pertains. The terms used herein are only for effectively describing a certain specific example and are not intended to limit the present invention.

[0115] The singular form used in the present specification may be intended to also include a plural form, unless otherwise indicated in the context.

[0116] Throughout the present specification, unless otherwise particularly stated, the word "comprise", "equipped", "contain", or "have" does not mean the exclusion of any other constituent element, but means further inclusion of other constituent elements, and elements, materials, or processes which are not further listed are not excluded.

[0117] The numerical range used in the present specification includes all values within the range including the lower limit and the upper limit, increments logically derived from the form and breadth of a defined range, all double limited values, and all possible combinations of the upper limits and the lower limits in the numerical range defined in different forms. Unless otherwise defined in the present specification, values which may be outside a numerical range due to experimental error or rounding off of a value are also included in the defined numerical range.

[0118] Unless otherwise particularly defined in the present specification, "about" may be considered as a value within 30%, 25%, 20%, 15%, 10%, or 5% of a stated value.

[0119] The term "hydrocarbyl" described in the present specification refers to one radical derived from hydrocarbon consisting of only carbon and hydrogen atoms, and for example, may include alkyl, alkenyl, alkynyl, cycloalkyl, aryl, and a combination thereof, but is not limited thereto.

[0120] The term "alkyl" described in the present specification refers to a monovalent straight chain or branched chain acyclic saturated hydrocarbon radical consisting of only carbon and hydrogen atoms. A representative straight chain alkyl may include methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, and n-decyl, and a branched chain alkyl may include isopropyl, sec-butyl, isobutyl, tert-butyl, isopentyl, 2-methylhexyl, 3-methylbutyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 2-methylhexyl, 3-methylhexyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl, 2,3-dimethylbutyl, 2,3-dimethylpentyl, 2,4-dimethylpentyl, 2,3-dimethylhexyl, 2,4-dimethylhexyl, 2,5-dimethylhexyl, 2,2-dimethylpentyl, 2,2-dimethylhexyl, 3,3-dimethylpentyl, 3,3-dimethylhexyl, 4,4-dimethylhexyl, 2-ethylpentyl, 3-ethylpentyl, 2-detylhexyl, 3-ethylhexyl, 4-ethylhexyl, 2-methyl-2-ethylpentyl, 2-methyl-3-ethylpentyl, 2-methyl-4-ethylpentyl, 2-methyl-2-ethylhexyl, 2-methyl-3-ethylhexyl, 2-methyl-4-ethylhexyl, 2,2-diethylpentyl, 3,3-diethylhexyl, 2,2-diethylhexyl, and 3,3-diethylhexyl, but is not limited thereto.

[0121] The term "alkenyl" refers to a straight chain or branched chain hydrocarbon radical containing one or more carbon unsaturated bonds (double bonds), and "alkynyl" refers to a straight chain or branched chain hydrocarbon radical containing one or more carbon unsaturated bonds (triple bonds).

[0122] "Alkylene" and "alkenylene" described in the present specification refer to a divalent organic radical derived by removal of one hydrogen from "alkyl" and "alkenyl", respectively, in which the alkyl and alkenyl are as defined above.

[0123] The term "cycloalkyl" described in the present specification refers to a monovalent saturated carbocyclic radical consisting of one or more rings. An example of the cycloalkyl radical includes cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and the like, but is not limited thereto.

[0124] The term "aryl" described in the present specification is an organic radical derived from aromatic hydrocarbon by removal of one hydrogen and includes a monocyclic or fused ring system containing appropriately 4 to 7, preferably 5 or 6 ring atoms in each ring, and even a form in which a plurality of aryls are linked by a single bond. A fused ring system may include an aliphatic ring such as saturated or partially saturated rings and necessarily includes one or more aromatic rings. In addition, the aliphatic ring may contain nitrogen, oxygen, sulfur, carbonyl, and the like in the ring. An example of the aryl radical includes phenyl, naphthyl, biphenyl, indenyl, fluorenyl, phenanthrenyl, anthracenyl, triphenylenyl, pyrenyl, cricenyl, naphthacenyl, 9,10-dihydroanthracenyl, and the like, but is not limited thereto.

[0125] The term "heteroaryl" described in the present specification refers to a divalent organic radical derived by removal of one hydrogen from heteroaryl. The "heteroaryl" refers to an aryl group including at least one heteroatom selected from N, O, S, and Se as an aromatic ring skeleton atom and carbon as a remaining aromatic ring skeleton atom, is 5 or 6-membered monocyclic heteroaryl and a polycyclic heteroaryl fused with one or more benzene rings and may be partially saturated. In addition, the heteroaryl in the present invention also includes a form in which one or more heteroaryls are linked by a single bond. As a specific example, it may include monocyclic heteroaryl such as furyl, thiopenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, isoxazolyl, oxazolyl, triazinyl, pyridyl, pyrazinyl, pyrimidinyl, and pyridazinyl; polycyclic heteroaryl such as benzofuranyl, beizothiophenyl, isobenzofuranyl, benzoimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisoxazolyl, benzoxazolyl, isoindolyl, indolyl, indazolyl, quinolyl, isoquinolyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, and benzocarbazolyl, but is not limited thereto.

[0126] The terms "alkoxy" and "aryloxy" described in the present specification refer to a *-O-alkyl radical and a *-O-aryl radical, respectively, in which "alkyl" and "aryl" are as defined above.

[0127] The terms "alkylthio" and "arylthio" described in the present specification refer to a *-S-alkyl radical and a *-S-aryl radical, respectively, in which "alkyl" and "aryl" are as defined above.

[0128] The term "arylalkyl" described in the present specification refers to alkyl substituted by one or more aryls, and as an example, may be benzyl and the like, but is not limited thereto.

[0129] The term "alkylaryl" described in the present specification refers to aryl substituted by one or more alkyls, and as an example, may be tolyl and the like, but is not limited thereto.

[0130] The term "alkylaryloxy" described in the present specification refers to aryloxy substituted by one or more alkyls.

[0131] The term "halo" or "halogen" described in the present specification refers to an atom such as fluorine, chlorine, bromine, or iodine.

[0132] The terms "haloalkyl" and "haloaryl" described in the present specification refer to alkyl and aryl in which at least one or more hydrogens are substituted by halogen, respectively.

[0133] Hereinafter, the present disclosure will be described in detail. However, it is only illustrative, and the present disclosure is not limited to the specific exemplary embodiment which is illustratively described.

[0134] An exemplary embodiment of the present invention provides a transition metal compound having a novel structure which is useful as a catalyst for olefin polymerization, and the transition metal compound according to an exemplary embodiment may be represented by the following Chemical Formula 1:

[0135] [Chemical Formula 1]

[0136]

[0137] wherein

[0138] M is a Group 4 transition metal;

[0139] Y is independently of each other -O-, -S-, -NR1a-, or PR2a-; and R1aand R2aare independently of each other hydrogen or (C1-C30)hydrocarbyl;

[0140] A is a divalent organic group;

[0141] X1is (C1-C30)hydrocarbyl or *-L2-Si(R3a)(R4a)(R5a);

[0142] L1and L2are independently of each other (C1-C7)alkylene;

[0143] R1to R4are independently of one another (C1-C30)hydrocarbyl;

[0144] R3ato R5aare independently of one another (C1-C80)hydrocarbyl;

[0145] the hydrocarbyl of R3ato R5amay be substituted by any one or more selected from halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, and (C6-C30)arylthio;

[0146] R5to R10are independently of one another halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, or (C6-C30)arylthio;

[0147] the cycloalkyl, heterocycloalkyl, aryl, and heteroaryl of R5to R8may be substituted by any one or more selected from the group consisting of halogen, (C1-C30)alkyl, halo(C1-C30)alkyl, (C1-C30)alkylamino, (C1-C30)alkoxy, (C1-C30)alkylsilyl, and (C6-C30)arylsilyl;

[0148] a to e are independently of one another an integer of 0 to 4;

[0149] f is an integer of 0 to 3; and

[0150] when a to f are an integer of 2 or more, R5to R10are independently of one another identical to or different from one another.

[0151] The transition metal compound according to an exemplary embodiment may be used as a catalyst for preparing an olefin polymer, for example, an ethylene homopolymer or a copolymer of ethylene and α-olefin.

[0152] Since the transition metal compound according to an exemplary embodiment has the structural characteristics described above, for example, a silyl substituent having a substituted fluorene group, it may have significantly improved solubility in a hydrocarbon-based solvent, have very increased catalytic activity, and allow preparation of an olefin polymer with a simple and environmentally friendly process using the compound. In particular, since the transition metal compound according to an exemplary embodiment has high solubility even in a non-aromatic hydrocarbon-based solvent, it is useful in that it may replace a conventional aromatic solvent which may be harmful to the environment and human body.

[0153] In addition, the olefin polymer may be easily prepared using a solution process using the transition metal compound according to an exemplary embodiment.

[0154] Herein, the halogen may be -F, -Cl, -Br, or -I, and the haloalkyl may be fluoroalkyl or perfluoroalkyl.

[0155] Specifically, the transition metal compound according to an exemplary embodiment may be represented by the following Chemical Formula 2:

[0156] [Chemical Formula 2]

[0157]

[0158] wherein

[0159] M is a Group 4 transition metal;

[0160] Y is independently of each other -O-, -S-, -NR1a-, or PR2a-; and R1aand R2aare independently of each other hydrogen or (C1-C30)hydrocarbyl;

[0161] A is a divalent organic group;

[0162] X1is (C1-C30)hydrocarbyl or *-L2-Si(R3a)(R4a)(R5a);

[0163] L1and L2are independently of each other (C1-C7)alkylene;

[0164] R1to R4are independently of one another (C1-C30)hydrocarbyl;

[0165] R3ato R5aare independently of one another (C1-C80)hydrocarbyl;

[0166] the hydrocarbyl of R3ato R5amay be substituted by any one or more selected from halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, and (C6-C30)arylthio;

[0167] R5to R10are independently of one another halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, or (C6-C30)arylthio;

[0168] the cycloalkyl, heterocycloalkyl, aryl, and heteroaryl of R5to R8may be substituted by any one or more selected from the group consisting of halogen, (C1-C30)alkyl, halo(C1-C30)alkyl, (C1-C30)alkylamino, (C1-C30)alkoxy, (C1-C30)alkylsilyl, and (C6-C30)arylsilyl;

[0169] a, b, and e are independently of one another an integer of 0 to 4;

[0170] f is an integer of 0 to 3;

[0171] R11and R12are independently of each other halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, or halo(C1-C30)alkyl; and

[0172] Ar1and Ar2are independently of each other (C6-C30)aryl, (C1-C30)alkyl(C6-C30)aryl, or , R13and R14are independently of each other halogen, (C1-C30)alkyl, halo(C1-C30)alkyl, (C1-C30)alkylamino, (C1-C30)alkoxy, (C1-C30)alkylsilyl, or (C6-C30)arylsilyl, and p and q are independently of each other an integer of 0 to 4.

[0173] As an example, the (C1-C30)hydrocarbyl of R1to R4may be (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C3-C30)cycloalkyl, or (C6-C30)aryl.

[0174] As an example, R1and R2may be independently of each other (C5-C30)alkyl, (C5-C30)alkenyl, or (C5-C30)alkynyl, specifically (C10-C30)alkyl, (C10-C30)alkenyl, or (C1-C30)alkynyl, and R1and R2may be identical to each other.

[0175] As an example, R3and R4may be independently of each other (C1-C20)alkyl, (C2-C20)alkenyl, or (C2-C20)alkynyl, specifically (C1-C7)alkyl, (C2-C7)alkenyl, or (C2-C7)alkynyl, and R3and R4may be identical to each other.

[0176] As an example, the (C1-C80)hydrocarbyl of R3ato R5amay be (C1-C80)alkyl, (C1-C80)alkenyl, (C1-C80)alkynyl, (C3-C80)cycloalkyl, (C6-C80)aryl, (C1-C60)alkyl(C6-20)aryl, and specifically, may be (C1-C60)alkyl, (C1-C60)alkenyl, (C1-C60)alkynyl, (C3-C60)cycloalkyl, (C6-C60)aryl, (C1-C40)alkyl(C6-20)aryl, and the hydrocarbyl of R3ato R5amay be substituted by any one or more selected from halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, and (C6-C30)arylthio.

[0177] As an example, X1may be (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C6-C30)aryl, or *-L2-Si(R3a)(R4a)(R5a), L2may be (C1-C7)alkylene; R3a, R4a, and R5amay be independently of one another (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C6-C30)aryl, or ; R21and R22may be independently of each other (C1-C30)alkyl, (C2-C30)alkenyl, or (C2-C30)alkynyl; R23and R24may be independently of each other halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, or (C6-C30)arylthio; x may be an integer of 0 to 4; and y may be an integer of 0 to 3.

[0178] As an example, R21and R22may be independently of each other (C5-C30)alkyl, (C5-C30)alkenyl, or (C5-C30)alkynyl, specifically (C10-C30)alkyl, (C10-C30)alkenyl, or (C1-C30)alkynyl, and R21and R22may be identical to each other.

[0179] As an example, in *-L2-Si(R3a)(R4a)(R5a) of X1, at least one of R3a, R4a, and R5amay be , and solubility in a hydrocarbon-based solvent and catalytic activity may be improved.

[0180] As an example, e and f may be an integer of 0 to 2, or 0 or 1.

[0181] As an example, x and y may be independently of each other an integer of 0 to 2, or 0 or 1.

[0182] As an example, a and b may be independently of each other an integer of 0 to 3, an integer of 1 to 3, or 1 or 2.

[0183] As an example, in of Ar1and Ar2, R13and R14may be independently of each other halogen, (C1-C20)alkyl, halo(C1-C20)alkyl, (C1-C20)alkylamino, (C1-C20)alkoxy, (C1-C20)alkylsilyl, or (C6-C20)arylsilyl, and specifically, may be halogen, (C1-C7)alkyl, halo(C1-C7)alkyl, (C1-C7)alkylamino, (C1-C7)alkoxy, (C1-C7)alkylsilyl, or (C6-C12)arylsilyl.

[0184] As an example, p and q may be independently of each other an integer of 0 to 3, an integer of 1 to 3, or 1 or 2.

[0185] Specifically, the transition metal compound according to an exemplary embodiment may be represented by the following Chemical Formula 3:

[0186] [Chemical Formula 3]

[0187]

[0188] wherein

[0189] M is a Group 4 transition metal;

[0190] Y is independently of each other -O- or -S-;

[0191] X1is (C1-C20)alkyl or ;

[0192] A is (C1-C20)alkylene or *-L11-L12-L13-*;

[0193] L11and L13are independently of each other (C1-C10)alkylene;

[0194] L12is (C3-C12)cycloalkylene or (C6-C12)arylene;

[0195] R1, R2,R21, andR22are independently of one another (C10-C30)alkyl, (C10-C30)alkenyl, or (C10-C30)alkynyl;

[0196] R3, R4, R25, and R26are independently of one another (C1-C20)alkyl, (C2-C20)alkenyl, or (C2-C20)alkynyl;

[0197] R5and R6are independently of each other halogen, (C1-C20)alkyl, (C6-C20)aryl, (C1-C20)alkyl(C6-C20)aryl, or halo(C1-C20)alkyl(C6-C20)aryl;

[0198] R11, R12, and R15to R18are independently of one another halogen, (C1-C20)alkyl, or halo(C1-C20)alkyl; and

[0199] a and b are independently of each other an integer of 0 to 2.

[0200] As an example, X1may be (C1-C10)alkyl or ; A may be (C1-C10)alkylene or *-L11-L12-L13-*; L11and L13may be independently of each other (C1-C7)alkylene; L12may be (C3-C12)cycloalkylene or (C6-C12)arylene; R1, R2,R21, andR22may be independently of one another (C15-C30)alkyl, (C15-C30)alkenyl, or (C15-C30)alkynyl; R3, R4, R25, and R26may be independently of one another (C1-C70)alkyl, (C2-C70)alkenyl, or (C2-C10)alkynyl; R5and R6may be independently of each other halogen, (C1-C10)alkyl, (C6-C12)aryl, (C1-C10)alkyl(C6-C12)aryl, or halo(C1-C10)alkyl(C6-C12)aryl; and R11, R12, and R15to R18may be independently of one another halogen, (C1-C10)alkyl, or halo(C1-C10)alkyl.

[0201] Specifically, the transition metal compound according to an exemplary embodiment may be represented by the following Chemical Formula 4:

[0202] [Chemical Formula 4]

[0203]

[0204] wherein

[0205] n is an integer of 2 to 7;

[0206] M is Hf or Zr;

[0207] R1, R2,R21, andR22are independently of one another (C10-C30)alkyl, (C10-C30)alkenyl, or (C10-C30)alkynyl;

[0208] R3, R4, R25, and R26are independently of one another (C1-C7)alkyl, (C2-C7)alkenyl, or (C2-C7)alkynyl; and

[0209] R11, R12, R15to R18, R31, and R32are independently of one another halogen or (C1-C7)alkyl.

[0210] As an example, R15to R18may be independently of one another branched (C3-C7)alkyl.

[0211] As an example, the transition metal compound may be selected from the following structures, but is not limited thereto:

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242] wherein

[0243] M is Zr or Hf; and

[0244] X is .

[0245] In the above structure, t-Bu refers to ter-butyl(*-C(CH3)3), and t-Octyl refers to tert-octyl( ).

[0246] Specifically, the transition metal compound according to an exemplary embodiment may be selected from the following structures, but is not limited thereto:

[0247]

[0248]

[0249] .

[0250] The transition metal compound according to an exemplary embodiment may have a solubility in a hydrocarbon-based solvent at 25°C of 1 wt% or more, specifically 5 wt% or more, 10 wt% or more, 15 wt% or more, 17 wt% or more, 20 wt% or more, or 25 wt% or more, and 5 to 70 wt%, 5 to 60 wt%, 5 to 50 wt%, 10 to 50 wt%, 20 to 50 wt%, or 30 to 50 wt%, and any possible combination of the upper limit and the lower limit in the numerical range.

[0251] The hydrocarbon-based solvent may be a non-aromatic hydrocarbon-based solvent, an aromatic hydrocarbon-based solvent, or a mixed solvent thereof, and the transition metal compound according to an exemplary embodiment may have excellent solubility in both the non-aromatic hydrocarbon-based solvent and the aromatic hydrocarbon-based solvent.

[0252] The non-aromatic hydrocarbon-based solvent may be selected from, for example, methylcyclohexane, cyclohexane, n-heptane, n-hexane, n-butane, isobutane, n-pentane, n-octane, isooctane, nonane, decane, dodecane, and the like. The aromatic hydrocarbon-based solvent may be selected from, for example, toluene, benzene, ethylbenzene, xylene, naphthalene, methylnaphthalene, anthracene, acenaphthene, phenanthrene, and the like, but is not limited thereto.

[0253] Another exemplary embodiment of the present invention provides a transition metal catalyst composition for preparing an olefin polymer including the transition metal compound according to an exemplary embodiment, and the olefin polymer may be, for example, an ethylene homopolymer or a copolymer of ethylene and α-olefin.

[0254] Specifically, the transition metal catalyst composition according to an exemplary embodiment may include a transition metal compound represented by the following Chemical Formula 1 and a cocatalyst:

[0255] [Chemical Formula 1]

[0256]

[0257] wherein

[0258] M, Y, A, X1, L1, R1to R10, and a to f are as defined above.

[0259] Since the transition metal compound represented by Chemical Formula 1 is as described above, detailed description thereof will be omitted.

[0260] The cocatalyst may include an aluminum compound, a boron compound, or a combination thereof.

[0261] In an exemplary embodiment, the boron compound may be selected from compounds represented by the following Chemical Formula 3A to 3D:

[0262] [Chemical Formula 3A]

[0263] B(R25a)3

[0264] [Chemical Formula 3B]

[0265] [R26a]+[B(R25a)4]-

[0266] [Chemical Formula 3C]

[0267] [R27apZH]+[R25a4]-

[0268] [Chemical Formula 3D]

[0269]

[0270] wherein

[0271] B is boron;

[0272] R25aare independently of each other phenyl unsubstituted or substituted by one or more substituents selected from the group consisting of fluorine, (C1-C20)alkyl, fluorine-substituted (C1-C20)alkyl, (C1-C20)alkoxy, and fluorine-substituted (C1-C20)alkoxy;

[0273] R26ais a (C5-C7)aromatic radical, a (C1-C20)alkyl(C6-C20)aryl radical, or a (C6-C20)aryl(C1-C20)alkyl radical;

[0274] Z is nitrogen or phosphorus;

[0275] R27ais independently of each other a (C1-20)alkyl radical or an anilinium radical disubstituted by (C1-C10)alkyl;

[0276] R28ais (C5-C20)alkyl;

[0277] R29ais (C5-C20)aryl or (C1-20)alkyl(C5-C20)aryl; and

[0278] p is 2 or 3.

[0279] In an exemplary embodiment, R25amay be independently of each other phenyl which is unsubstituted or substituted by one or more substituents selected from the group consisting of fluorine; (C1-C15)alkyl, (C1-C10)alkyl, (C1-C8)alkyl, (C1-C6)alkyl, (C1-C5)alkyl, (C1-C4)alkyl, (C1-C3)alkyl, or (C2-C6)alkyl which is unsubstituted or substituted by fluorine; and (C1-C15)alkoxy, (C1-C10)alkoxy, (C1-C8)alkoxy, (C1-C6)alkoxy, (C1-C5)alkoxy, (C1-C4)alkoxy, (C1-C3)alkoxy, or (C2-C6)alkoxy which is unsubstituted or substituted by fluorine.

[0280] In an exemplary embodiment, R26amay be a (C5-C6)aromatic radical, a (C1-C10)alkyl(C6-C20)aryl radical, a (C1-C10)alkyl(C6-C15)aryl radical, a (C1-C10)alkyl(C6-C12)aryl radical, a (C1-C10)alkyl(C6-C10)aryl radical, a (C1-C10)alkyl(C6-C9)aryl radical, a (C6-C10)aryl(C1-C15)alkyl radical, a (C6-C10)aryl(C1-C10)alkyl radical, a (C6-C10)aryl(C1-C8)alkyl radical, a (C6-C10)aryl(C1-C6)alkyl radical, a (C6-C10)aryl(C1-C5)alkyl radical, a (C6-C10)aryl(C1-C4)alkyl radical, a (C6-C10)aryl(C1-C3)alkyl radical, or a (C6-C10)aryl(C2-C6)alkyl radical.

[0281] In an exemplary embodiment, R27amay be independently of each other a (C1-C15)alkyl radical, a (C1-C10)alkyl radical, a (C1-C8)alkyl radical, a (C1-C6)alkyl radical, a (C1-C5)alkyl radical, a (C1-C4)alkyl radical, a (C1-C3)alkyl radical, a (C2-C6)alkyl radical; or an anilinium radical disubstituted by (C1-C10)alkyl, (C1-C8)alkyl, (C1-C6)alkyl, (C1-C5)alkyl, (C1-C4)alkyl, (C1-C3)alkyl, or (C2-C6)alkyl. The alkyl substituents which are disubstituted on the anilinium radical may be substituted on the nitrogen atom of anilinium.

[0282] In an exemplary embodiment, R28amay be (C5-C15)alkyl, (C5-C10)alkyl, (C5-C8)alkyl, or (C5-C6)alkyl.

[0283] In an exemplary embodiment, R29amay be (C5-C15)aryl, (C5-C10)aryl, (C5-C8)aryl, (C5-C6)aryl, (C1-10)alkyl(C5-C20)aryl, (C1-10)alkyl(C5-C15)aryl, (C1-10)alkyl(C5-C10)aryl, (C1-10)alkyl(C5-C8)aryl, or (C1-10)alkyl(C5-C6)aryl.

[0284] In an exemplary embodiment, the boron compound may be trityl tetrakispentafluorophenylborate, tris(pentafluorophenyl)borane, tris(2,3,5,6-tetrafluorophenyl)borane, tris(2,3,4,5-tetrafluorophenyl)borane, tris(3,4,5-trifluorophenyl)borane, tris(2,3,4-trifluorophenyl)borane, phenyl bispentafluorophenyl borane, 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, phenyl bis(pentafluorophenyl)borate, or tetrakis(3,5-bistrifluoromethylphenyl)borate. In addition, an example of the specific combination thereof may include ferrocenium tetrakis(pentafluorophenyl)borate, 1,1'-dimethylferrocenium tetrakis(pentafluorophenyl)borate, silver tetrakis(pentafluorophenyl)borate, triphenylmethyl tetrakis(pentafluorophenyl)borate, triphenyl methyl tetrakis(3,5-bistrifluoromethylphenyl)borate, triethylammonium tetrakis(pentafluorophenyl)borate, tripropylammonium tetrakis(pentafluorophenyl)borate, tri-n-butylammonium tetrakis(pentafluorophenyl)borate, tri-n-butylammonium 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)borate, trimethylphenylphosphonium tetrakis(pentafluorophenyl)borate, or tridimethylphenylphosphonium tetrakis(pentafluorophenyl)borate, and among them, any one or two or more selected from trityl tetrakis(pentafluorophenyl)borate, N,N-dimethylanilium tetrakis(pentafluorophenyl)borate, triphenylmethylinium tetrakis(pentafluorophenyl)borate, and tris pentafluoroborane may be most preferred.

[0285] In an exemplary embodiment, the aluminum compound may be selected from an aluminoxane compound represented by the following Chemical Formula 4A or 4B, an organoaluminum compound represented by the following Chemical Formula 4C, or an organoaluminum alkyloxide or organoaluminum aryloxide compound represented by Chemical Formula 4D or 4E:

[0286] [Chemical Formula 4A]

[0287] (-AlR30a-O-)m

[0288] [Chemical Formula 4B]

[0289] (R31a)2Al-(-OR31a-)q(-O-)Al(R31a)2

[0290] [Chemical Formula 4C]

[0291] (R32a)rAl(E)3-r

[0292] [Chemical Formula 4D]

[0293] (R33a)2AlOR34a

[0294] [Chemical Formula 4E]

[0295] R33aAl(OR34a)2

[0296] wherein

[0297] R30aand R31aare independently of each other (C1-C20)alkyl;

[0298] m and q are independently of each other an integer of 5 to 20;

[0299] R32aand R33aare independently of each other (C1-C20)alkyl;

[0300] E is hydrogen or halogen;

[0301] r is an integer of 1 to 3; and

[0302] R34ais (C1-C20)alkyl or (C6-C30)aryl.

[0303] In an exemplary embodiment, R30aand R31amay be independently of each other (C1-C15)alkyl, (C1-C10)alkyl, (C1-C8)alkyl, (C1-C6)alkyl, (C1-C5)alkyl, (C1-C4)alkyl, (C1-C3)alkyl, or (C2-C6)alkyl.

[0304] In an exemplary embodiment, m and q may be independently of each other an integer of 5 to 15, 5 to 10, or 5 to 8.

[0305] In an exemplary embodiment, R32aand R33amay be independently of each other (C1-C15)alkyl, (C1-C10)alkyl, (C1-C8)alkyl, (C1-C6)alkyl, (C1-C5)alkyl, (C1-C4)alkyl, (C1-C3)alkyl, or (C2-C6)alkyl.

[0306] In an exemplary embodiment, r may be 1, 2, or 3.

[0307] In an exemplary embodiment, R34amay be (C1-C15)alkyl, (C1-C10)alkyl, (C1-C8)alkyl, (C1-C6)alkyl, (C1-C5)alkyl, (C1-C4)alkyl, (C1-C3)alkyl, (C2-C6)alkyl, (C6-C25)aryl, (C6-C20)aryl, (C6-15)aryl, (C6-C10)aryl, (C6-C9)aryl, or (C6-C8)aryl.

[0308] The aluminum compound may be, specifically, one or a mixture of two or more selected from aluminoxane and organoaluminum compounds.

[0309] A specific example of the compound which may be used as the aluminum compound may include aluminoxane compounds such as methylaluminoxane, modified methylaluminoxane, and tetraisobutylaluminoxane; organoaluminum compounds, for example, trialkylaluminum including trimethylaluminum, triethylaluminum, tripropylaluminum, triisobutylaluminum, and trihexylaluminum; dialkylaluminum chloride including dimethylaluminum chloride, diethylaluminum chloride, dipropylaluminum chloride, diisobutylaluminum chloride, and dihexylaluminum chloride; alkylaluminum dichloride including methylaluminum dichloride, ethylaluminum dichloride, propylaluminum dichloride, isobutylaluminum dichloride, and hexylaluminum dichloride; dialkylaluminum hydride including dimethylaluminum hydride, diethylaluminum hydride, dipropylaluminum hydride, diisobutylaluminum hydride, and dihexylaluminum hydride; alkylalkoxyaluminum such as methyldimethoxyaluminum, dimethylmethoxyaluminum, ethyldiethoxyaluminum, diethylethoxyaluminum, isobutyldibuthoxyaluminum, diisobutylbutoxyaluminum, hexyldimethoxyaluminum, dihexylmethoxyaluminum, and dioctylmethoxyaluminum, preferably a compound alone selected from methylaluminoxane, modified methylaluminoxane, tetraisobutylaluminoxane, and trialkylaluminum, or a mixture thereof, more preferably trialkylaluminum, and still more preferably triethylaluminum or triisobutylaluminum.

[0310] The aluminum compound may be, more specifically, one or a mixture of two or more selected from methylaluminoxane, modified methylaluminoxane, tetraisobutylaluminoxane, trimethylaluminum, triethylaluminum, trioctylaluminum, triisobutylaluminum, and the like.

[0311] The cocatalyst may be selected from the aluminum compounds, the boron compounds, or mixtures thereof, and the cocatalyst may be included at a mole ratio of 0.5 to 10,000, 0.5 to 5000, or 0.5 to 2000 with respect to 1 mol of the transition metal compound according to an exemplary embodiment.

[0312] In the catalyst composition according to an exemplary embodiment, when the boron compound is included as the cocatalyst, a ratio between the transition metal compound and the boron compound may be 1:0.01 to 100, 1:0.05 to 50, 1:0.05 to 30, 1:0.05 to 10, or 1:0.05 to 5, as a mole ratio of transition metal (M):boron atom (B).

[0313] In the catalyst composition according to an exemplary embodiment, when the aluminum compound is included as the cocatalyst, a ratio between the transition metal compound and the aluminum compound may be 1:1 to 2,000, 1:10 to 1,000, 1:10 to 1,500, 1:10 to 500, or 1:25 to 500, as a mole ratio of transition metal (M):aluminum atom (A1).

[0314] Another exemplary embodiment provides a method for preparing an olefin polymer using the transition metal compound according to an exemplary embodiment of the present invention.

[0315] The method for preparing an olefin polymer according to an exemplary embodiment may include: performing solution polymerization of an olefin monomer in the presence of the transition metal compound represented by Chemical Formula 1, a cocatalyst, and a hydrocarbon-based solvent to obtain an olefin polymer.

[0316] The hydrocarbon-based solvent may be one or two or more selected from non-aromatic hydrocarbon-based solvents including methylcyclohexane, cyclohexane, n-heptane, n-hexane, n-butane, isobutane, n-pentane, n-octane, isooctane, nonane, decane, and dodecane; and aromatic hydrocarbon-based solvents including toluene, benzene, ethylbenzene, xylene, naphthalene, methylnaphthalene, anthracene, acenaphthene, and phenanthrene.

[0317] Specifically, the hydrocarbon-based solvent may be a mixed solvent of the non-aromatic hydrocarbon-based solvent and the aromatic hydrocarbon-based solvent.

[0318] The method for preparing an olefin polymer using the transition metal catalyst composition for preparing an olefin polymer may be performed by bringing the transition metal compound according to an exemplary embodiment, the cocatalyst, and the olefin monomer into contact in the presence of the hydrocarbon-based solvent. Herein, the transition metal compound and the cocatalyst components may be added to a reactor separately, or each component may be mixed in advance and added to a reactor, and mixing conditions such as an addition order, temperature or concentration are not particularly limited.

[0319] The olefin monomer may include ethylene, or ethylene and comonomer, and the comonomer may be α-olefin.

[0320] Specifically, when an ethylene homopolymer is prepared using ethylene alone as the olefin monomer, the appropriate pressure of ethylene may be 1 to 1,000 atm, 1 to 500 atom, or 1 to 200 atm, preferably 10 to 150 atm or 100 to 150 atm. In addition, the polymerization reaction may be performed at 25°C to 220°C, 70°C to 220°C, 70°C to 200°C, or 100°C to 220°C.

[0321] In addition, when a copolymer of ethylene and α-olefin is prepared by including ethylene and α-olefin as an olefin monomer, as the α-olefin comonomer, for example, C3-C20 α-olefin; C4-C20 diolefin; C5-C20 cycloolefin or cyclodiolefin; styrene and a derivative thereof; and the like may be used. In addition, a preferred example of the C3-C20 α-olefin may be selected from propylene, 1-butene, 1-pentene, 4-methyl-1-pentene, 1-hexene, 1-octene, 1-decene, 1-dodecene, 1-hexadecene, 1-octadecene, and the like, a preferred example of the C4-C20 diolefin may be selected from 1,3-butadiene, 1,4-pentadiene, 2-methyl-1,3-butadiene, and the like, and a preferred example of the C5-C20 cycloolefin or cyclodiolefin may be selected from cyclopentene, cyclohexene, cyclopentadiene, cyclohexadiene, norbornene, 5-vinylidene-2-norbornene (VNB), 5-methylene-2-norbornene (MNB), 5-ethylidene-2-norbornene (ENB), and the like, but they are not limited thereto.

[0322] In this case, preferred ethylene pressure and polymerization reaction temperature may be as described above for the preparation of the ethylene homopolymer, and the olefin polymer prepared according to the method of the present invention may contain ethylene in a range of 30 wt% or more, preferably 60 wt% or more, and more preferably 60 to 99 wt%.

[0323] When the olefin polymer according to an exemplary embodiment of the present invention is prepared, hydrogen may be used as a molecular weight modifier in order to adjust the molecular weight, and the olefin polymer prepared from the preparation method according to an exemplary embodiment may have a weight average molecular weight (Mw) in a range of 5,000 to 1,000,000 g / mol, 5,000 to 500,000 g / mol, 8,000 to 500,000 g / mol, or 40,000 g / mol to 200,000 g / mol. In addition, the molecular weight distribution of the olefin polymer may be 1.0 to 3.0; more specifically 1.5 to 2.5.

[0324] In addition, the olefin polymer may have low density and low melt flow index (MI), and for example, the olefin polymer may have a density of 0.850 g / ml to 0.950 g / ml, 0.850 g / ml to 0.910 g / ml, or 0.850 g / ml to 0.900 g / ml, a melt flow index of 0.1 dg / min to 100 dg / min, 0.1 dg / min to 50 dg / min, 0.1 dg / min to 10 dg / min, 0.5 dg / min to 10 dg / min, 0.5 dg / min to 5 dg / min, or 0.5 dg / min to 2 dg / min, and a volume resistivity measured at 25°C of more than 3Х1015Ω-cm, more than 4Х1015Ω-cm, or more than 5Х1015Ω-cm.

[0325] In addition, the olefin polymer may be used as a sealing material, a coating agent, and the like.

[0326] Since the catalyst composition presented in the present specification is present in a uniform form in a polymerization reactor, it may be more appropriate to apply the catalyst composition to a solution polymerization process which is carried out at a temperature equal to or higher than a melting point of the corresponding polymer. However, the catalyst may be used in a slurry polymerization or gas phase polymerization process in the form of a heterogeneous catalyst composition which is obtained by supporting the transition metal compound and the cocatalyst on a porous metal oxide support, as disclosed in U.S. Patent No. 4,752,597, of course.

[0327] Hereinafter, the exemplary embodiments described above will be described in detail through the following examples. However, the following examples are only for description, and do not limit the scope of a right.

[0328] Unless otherwise separately stated, a synthesis experiment was performed using a standard Schlenk or glove box technology under a nitrogen atmosphere, and an organic solvent used in the reaction was used after being distilled immediately before use by removing moisture by refluxing under sodium metal and benzophenone. The1H NMR analysis of the synthesized ligand and the catalyst was carried out using Bruker 400 or 500 MHz at room temperature.

[0329] Heptane as a polymerization solvent was used after sufficiently removing moisture, oxygen and other catalyst poisoning materials therefrom by passing heptane through a tube filled with a 5 Å molecular sieve and active alumina, and bubbling heptane with high purity nitrogen. The polymerized polymer was analyzed by the methods described below:

[0330] 1. Melt flow index (melt index, MI)

[0331] The melt flow index was measured at 190°C under a load of 2.16 kg using the analysis method of ASTM D1238.

[0332] 2. Density

[0333] The density was measured by the analysis method of ASTM D792.

[0334] 3. Molecular weight and molecular weight distribution

[0335] The molecular weight and the molecular weight distribution were measured at 135°C at a rate of 1.0 mL / min, in an 1,2,3-trichlorobenzene solvent, using PL210 GPC equipped with PL Mixed-BX2+preCol, the molecular weight being corrected using a PL polystyrene standard material.

[0336] 4. Volume resistivity

[0337] The volume resistivity was measured by applying a voltage of 1000 V for 60 seconds, using Agilent 4339B High-Resistance meter under the conditions of a temperature of 24±1°C and a humidity of 50±2%.

[0338] <Preparation of transition metal compound>

[0339] [Comparative Example 1]

[0340]

[0341] A transition metal compound C1 was prepared, using 4-methylphenol as a starting material, referring to Korean Patent Laid-Open Publication Nos. KR 10-2018-0048728 A and KR 10-2019-0075778 A.

[0342] [Comparative Example 2]

[0343]

[0344] The reaction proceeded in a glove box under a nitrogen atmosphere. The ligand compound L1 (LSCM) (0.89 g, 0.858 mmol) and toluene (20 mL) were added to a 100 mL flask, tetrachlorozirconium (0.2 g, 0.858 mmol) was added thereto, stirring was performed at room temperature for 4 hours, and then the solvent was removed under vacuum to obtain a transition metal compound C2 of a dried white solid of Comparative Example 2 (0.56 g, 55%).

[0345] 1H NMR (CDCl3): δ 8.34 (s, 2H), 8.10 (s, 2H), 7.45-7.00 (m, 14H), 6.42-6.37 (m, 2H), 4.78-4.16 (m, 2H), 4.17-4.13 (m, 2H) 3.66-3.63 (m, 2H), 2.38 (s, 6H) 1.71-1.55 (m, 2H), 1.49 (s,18H), 1.33 (s, 18H).

[0346] [Comparative Example 3]

[0347]

[0348] The reaction proceeded in a glove box under a nitrogen atmosphere. The transition metal compound C1 (0.8 g, 0.873 mmol) of Comparative Example 1 and toluene (40 mL) were added to a 100 mL flask, 3-pentadecylphenol (0.54 g, 1.758 mmol) was added thereto, stirring was performed at room temperature for 2 hours, and then the solvent was removed. The product was dissolved in 50 mL of N-hexane and filtered through a filter filled with dried celite to remove a solid content. The filtered solution was dried under vacuum to obtain a transition metal compound C3 of Comparative Example 3 of a white solid (1.36 g, 90%).

[0349] 1H NMR (CDCl3): δ 8.36 (s, 2H), 8.25 (s, 2H), 7.44-7.00 (m, 14H), 6.72 (m, 2H), 6.60 (m, 2H), 6.33 (m, 2H), 5.85 (m, 2H), 5.58 (s, 2H), 4.94 (m, 2H), 4.67 (m, 2H), 4.15 (m, 2H), 3.69 (m, 2H), 2.32 (s, 6H), 2.30(m, 4H), 1.56-1.26 (m, 52H), 1.51 (s, 18H), 1.40 (s, 18H), 0.90 (m, 6H).

[0350] [Example 1]

[0351]

[0352] The reaction proceeded in a glove box under a nitrogen atmosphere. The transition metal compound C2 of Comparative Example 2 (0.5g, 0.42 mmol) and toluene (20 mL) were added to a 100 mL flask, (((9,9-dioctadecyl-9H-fluorene-2-yl)dimethylsilyl)methyl) magnesium chloride (0.11 M, 7.7 mL, 0.85 mmol) in diethyl ether was added, stirring was performed at room temperature for 2 hours, and then the solvent was removed. The product was dissolved in 50 mL of N-hexane, and filtered through a filter filled with dried celite to remove a solid content. The filtered solution was dried under vacuum to obtain a transition metal compound 1 of Example 1 of a light yellow solid (1.01 g, 92.1%).

[0353] 1H NMR (CDCl3): δ 8.48 (s, 2H), 8.36 (s, 2H), 8.11 (s, 2H), 7.97 (s, 2H), 7.80-6.90 (m, 28H), 6.54 (d, 2H), 6.45 (t, 2H), 6.31 (t, 2H), 4.87 (m, 2H), 4.71 (m, 2H), 4.41 (t, 2H), 3.79 (m, 2H), 3.73 (m, 2H), 3.47 (m, 2H), 2.44 (s, 6H), 2.38 (s, 6H), 1.98 (m, 8H), 1.89 (m, 8H), 1.65 (s, 18H), 1.57 (s, 18H), 1.42 (s, 18H), 1.40-0.95 (m, 52H), 0.92 (m, 24H), 0.67 (m, 16H), 0.34 (s, 6H), -0.09 (s, 6H), -0.28 (s, 6H), -0.82 (d, 2H).

[0354] [Example 2]

[0355]

[0356] The reaction proceeded in a glove box under a nitrogen atmosphere. The transition metal compound C6 (0.5 g, 0.42 mmol) and toluene (20 mL) were added to a 100 mL flask, (((9,9-dioctadecyl-9H-fluorene-2-yl)dimethylsilyl)methyl) magnesium chloride (0.11 M, 7.7 mL, 0.85 mmol) in diethyl ether was added, stirring was performed at room temperature for 2 hours, and then the solvent was removed. The product was dissolved in 50 mL of N-hexane, and filtered through a filter filled with dried celite to remove a solid content. The filtered solution was dried under vacuum to obtain a transition metal compound 2 of Example 2 of a light yellow solid (0.97 g, 88.8%).

[0357] 1H NMR (CDCl3): δ 8.53 (s, 2H), 8.50 (s, 2H), 8.39 (s, 2H), 8.31 (s, 2H), 7.70-6.70 (m, 28H), 6.61 (t, 2H), 6.54 (t, 2H), 6.48 (d, 2H), 4.83 (m, 2H), 4.73 (m, 2H), 4.34 (t, 2H), 3.61 (m, 4H), 3.32 (m, 2H), 2.46 (s, 6H), 2.44 (s, 6H), 2.06 (m, 8H), 1.97 (m, 8H), 1.73 (s, 18H), 1.65 (s, 18H), 1.50 (s, 18H), 1.45-1.10 (m, 54H), 1.06 (m, 24H), 0.76 (m, 16H), 0.42 (s, 6H), -0.00 (s, 6H), -0.19 (s, 6H), -0.70 (d, 2H).

[0358] [Example 3]

[0359]

[0360] The reaction proceeded in a glove box under a nitrogen atmosphere. The transition metal compound C7 (0.5 g, 0.47 mmol) and toluene (20 mL) were added to a 100 mL flask, (((9,9-dioctadecyl-9H-fluorene-2-yl)dimethylsilyl)methyl) magnesium chloride (0.11 M, 8.6 mL, 0.85 mmol) in diethyl ether was added, stirring was performed at room temperature for 2 hours, and then the solvent was removed. The product was dissolved in 50 mL of N-hexane and filtered through a filter filled with dried celite to remove a solid content. The filtered solution was dried under vacuum to obtain a transition metal compound 3 of Example 3 of a light yellow solid (1.01 g, 86.3%).

[0361] 1H NMR (CDCl3): δ 8.29 (d, 2H), 8.20 (d, 2H), 7.51 (d, 2H), 7.42-7.01 (m, 28H), 6.96 (d, 2H), 6.66 (t, 2H), 6.25 (t, 2H), 4.37 (t, 2H), 4.21 (m, 2H), 4.10 (t, 2H), 3.75 (m, 2H), 3.68 (m, 2H), 3.43 (m, 2H), 2.36 (s, 6H),1.98-1.82 (m, 8H), 1.80-1.64 (m, 40H), 1.52-1.03 (m, 54H), 0.96-0.82 (m, 24H), 0.72-0.63 (m, 16H), 0.45 (s, 6H), 0.28 (d, 2H), -0.08 (s, 6H), -0.83 (d, 2H).

[0362] [Experimental Example 1] Evaluation of solubility

[0363] The solubilities of the transition metal compounds prepared in the examples and the comparative examples in the hydrocarbon solvents were compared and evaluated as follows. Specifically, 1.0 g of the transition metal compounds prepared in the examples and the comparative examples were dissolved in 1.0 g of each solvent (toluene, methylcyclohexane, n-hexane) listed in the following Table 1 at 25°C under a nitrogen atmosphere to prepare saturated solutions, and solids were removed through a filter of 0.45 μm. Next, the solvent was all removed, the remaining transition metal compound was weighed, and the solubilities of the transition metal compounds were calculated therefrom and are shown in the following Table 1. When the transition metal compound was not dissolved (insoluble) in the solvent, it was indicated as "-".

[0364] Solubility (wt%)TolueneMethylcyclohexanen-HexaneExample 136.446.848.2Example 241.748.550Example 325.128.238.3Comparative Example 13.50.7-Comparative Example 21.1--Comparative Example 313.59.59.3

[0365] As shown in Table 1, it was found that the transition metal compounds prepared in the examples had much higher solubility in the hydrocarbon solvent than the transition metal compounds of Comparative Examples 1 to 3, and in particular, showed surprisingly improved solubility in a non-aromatic hydrocarbon solvent.

[0366] <Preparation of olefin polymer>

[0367] [Example 4 to 6] Copolymerization of ethylene and 1-octene

[0368] 600 mL of heptane and 80 mL of 1-octene were added to a stainless steel reactor having a capacity of 1500 mL which was sufficiently dried and then nitrogen-substituted, and 2 mL of triisobutylaluminum (1.0 M hexane solution) was added to the reactor. Thereafter, the temperature of the reactor was raised to 100°C, 1.0 wt% of each transition metal compound prepared in Examples 1 to 3 was added to a 0.4 mL of toluene solution, respectively, ethylene was filled into the reactor so that the pressure in the reactor was 20 kg / cm2, and then ethylene was continuously supplied to perform polymerization. The reaction was performed for 5 minutes, and then a reaction product was recovered, which was dried in a vacuum oven at 40°C for 8 hours.

[0369] A catalyst temperature change (βT) and a catalytic activity (weight of produced polymer-kg / amount of catalyst used-mmol) in the polymerization process were analyzed and are described in the following Table 2.

[0370] [Comparative Example 4]

[0371] Polymerization was performed in the same manner as in Example 4, except that the transition metal compound of Comparative Example 3 was used instead of the transition metal compound of Example 1, as the catalyst.

[0372] △T (°C)Catalytic activity(kg / catalyst amount used (mmol))Example 454.529.79Example 563.240.26Example 650.425.45Comparative Example 430.421.74

[0373] Density(g / mL)Melt flow index (MI, dg / min)Weight average molecular weight (g / mol)Molecular weight distributionVolume resistivity(Ω-cm)Example 40.87561.47103,0002.45.6Х1015Example 50.87220.91116,0002.25.2Х1015Example 60.87010.84132,0002.35.3Х1015Comparative Example 40.87382.2388,0002.63.8Х1015

[0374] It was confirmed from Table 2 that the transition metal compounds of the examples had significantly higher temperature change and catalytic activity than the transition metal compound of Comparative Example 3. In addition, it was found from Table 3 that when copolymerization was performed using the transition metal compounds of the examples as the catalyst, polymers having excellent physical properties of the volume resistivity of more than 5Х1015Ω-cm while having low density and low MI were easily prepared.

[0375] Thus, since the transition metal compounds of the examples had much higher solubility in the hydrocarbon-based solvent than the transition metal compounds of the comparative examples, by having a fluorene-substituted silyl substituent, and is very easily used in a solution process and also has much improved catalytic activity, it was found that the transition metal compound may be favorable when applied to a commercial factory. Therefore, when the transition metal compound is used, an economic saving effect may be brought to the industrial process and also a conventional aromatic solvent which may be harmful to the environment and the human body may be replaced, and thus, it is environmentally friendly and effective.

[0376] Hereinabove, although the present disclosure has been described by the specific matters and limited exemplary embodiments in the present disclosure, they have been provided only for assisting the entire understanding of the present disclosure, and the present disclosure is not limited to the exemplary embodiments, and various modifications and changes may be made by those skilled in the art to which the present disclosure pertains from the description.

[0377] Therefore, the present disclosure is not limited to the above-described exemplary embodiments, and the following claims as well as all modifications equal or equivalent to the claims are intended to fall within the scope of the disclosure.

Claims

A transition metal compound represented by the following Chemical Formula 1:[Chemical Formula 1]whereinM is a Group 4 transition metal;Y is independently of each other -O-, -S-, -NR1a-, or PR2a-; and R1aand R2aare independently of each other hydrogen or (C1-C30)hydrocarbyl;A is a divalent organic group;X1is (C1-C30)hydrocarbyl or *-L2-Si(R3a)(R4a)(R5a);L1and L2are independently of each other (C1-C7)alkylene;R1to R4are independently of one another (C1-C30)hydrocarbyl;R3ato R5aare independently of one another (C1-C80)hydrocarbyl;the hydrocarbyl of R3ato R5amay be substituted by any one or more selected from halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, and (C6-C30)arylthio;R5to R10are independently of one another halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, or (C6-C30)arylthio;the cycloalkyl, heterocycloalkyl, aryl, and heteroaryl of R5to R8may be substituted by any one or more selected from the group consisting of halogen, (C1-C30)alkyl, halo(C1-C30)alkyl, (C1-C30)alkylamino, (C1-C30)alkoxy, (C1-C30)alkylsilyl, and (C6-C30)arylsilyl;a to e are independently of one another an integer of 0 to 4; andf is an integer of 0 to 3.The transition metal compound of claim 1, wherein the transition metal compound is represented by the following Chemical Formula 2:[Chemical Formula 2]whereinM, Y, A, X1, L1,R1to R6, R9, R10, a, b, e, and f are as defined in claim 1;R11and R12are independently of each other halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, or halo(C1-C30)alkyl; andAr1and Ar2are independently of each other (C6-C30)aryl, (C1-C30)alkyl(C6-C30)aryl, or, R13and R14are independently of each other halogen, (C1-C30)alkyl, halo(C1-C30)alkyl, (C1-C30)alkylamino, (C1-C30)alkoxy, (C1-C30)alkylsilyl, or (C6-C30)arylsilyl, and p and q are independently of each other an integer of 0 to 4.The transition metal compound of claim 1, wherein R1to R4are independently of one another (C1-C30)alkyl, (C2-C30)alkenyl, or (C2-C30)alkynyl.The transition metal compound of claim 1,wherein X1is (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C6-C30)aryl, or *-L2-Si(R3a)(R4a)(R5a);L2is (C1-C7)alkylene;R3a, R4a, and R5aare independently of one another (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C6-C30)aryl , or;R21and R22are independently of each other (C1-C30)alkyl, (C2-C30)alkenyl, or (C2-C30)alkynyl;R23and R24are independently of each other halogen, (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, halo(C1-C30)alkyl, (C3-C30)cycloalkyl, (C3-C30)heterocycloalkyl, (C6-C30)aryl, (C3-C30)heteroaryl, (C6-C30)aryloxy, (C1-C30)alkylsilyl, (C1-C30)alkylamino, (C6-C30)arylamino, (C1-C30)alkylthio, or (C6-C30)arylthio;x is an integer of 0 to 4; andy is an integer of 0 to 3.The transition metal compound of claim 4,wherein at least one of R3a, R4a, and R5aisin which R21to R24, x, and y are as defined in claim 4.The transition metal compound of claim 1, wherein the transition metal compound is represented by the following Chemical Formula 3:[Chemical Formula 3]whereinM is a Group 4 transition metal;Y is independently of each other -O- or -S-;X1is (C1-C20)alkyl or;A is (C1-C20)alkylene or *-L11-L12-L13-*;L11and L13are independently of each other (C1-C10)alkylene;L12is (C3-C12)cycloalkylene or (C6-C12)arylene;R1, R2,R21, andR22are independently of one another (C10-C30)alkyl, (C10-C30)alkenyl, or (C10-C30)alkynyl;R3, R4, R25, and R26are independently of one another (C1-C20)alkyl, (C2-C20)alkenyl, or (C2-C20)alkynyl;R5and R6are independently of each other halogen, (C1-C20)alkyl, (C6-C20)aryl, (C1-C20)alkyl(C6-C20)aryl, or halo(C1-C20)alkyl(C6-C20)aryl;R11, R12, and R15to R18are independently of one another halogen, (C1-C20)alkyl, or halo(C1-C20)alkyl; anda and b are independently of each other an integer of 0 to 2.The transition metal compound of claim 1, wherein the transition metal compound is represented by the following Chemical Formula 4:[Chemical Formula 4]whereinn is an integer of 2 to 7;M is Hf or Zr;R1, R2,R21, andR22are independently of one another (C10-C30)alkyl, (C10-C30)alkenyl, or (C10-C30)alkynyl;R3, R4, R25, and R26are independently of one another (C1-C7)alkyl, (C2-C7)alkenyl, or (C2-C7)alkynyl; andR11, R12, R15to R18, R31, and R32are independently of one another halogen or (C1-C7)alkyl.The transition metal compound of claim 7, wherein R15to R18are independently of one another branched (C3-C7)alkyl.The transition metal compound of claim 1, wherein the transition metal compound is selected from the following structures:whereinM is Zr or Hf; andX is.The transition metal compound of claim 1, wherein the transition metal compound is selected from the following structures:.The transition metal compound of claim 1, wherein the transition metal compound has a solubility in a hydrocarbon-based solvent at 25°C of 1 wt% or more.A transition metal catalyst composition for preparing an olefin polymer, comprising a transition metal compound represented by the following Chemical Formula 1 and a cocatalyst:[Chemical Formula 1]whereinM, Y, A, X1, L1, R1to R10, and a to f are as defined in claim 1.The transition metal catalyst composition of claim 12, wherein the cocatalyst includes an aluminum compound, a boron compound, or a combination thereof.A method for preparing an olefin polymer, the method comprising: performing solution polymerization of an olefin monomer in the presence of a transition metal compound represented by the following Chemical Formula 1, a cocatalyst, and a hydrocarbon-based solvent to obtain an olefin polymer:[Chemical Formula 1]wherein M, Y, A, X1, L1, R1to R10, and a to f are as defined in claim 1.The method for preparing an olefin polymer of claim 14, wherein the hydrocarbon-based solvent is one or two or more selected from non-aromatic hydrocarbon-based solvents including methylcyclohexane, cyclohexane, n-heptane, n-hexane, n-butane, isobutane, n-pentane, n-octane, isooctane, nonane, decane, and dodecane; and aromatic hydrocarbon-based solvents including toluene, benzene, ethylbenzene, xylene, naphthalene, methylnaphthalene, anthracene, acenaphthene, and phenanthrene.The method for preparing an olefin polymer of claim 15, wherein the transition metal compound has a solubility in the hydrocarbon-based solvent at 25°C of 10 wt% or more.The method for preparing an olefin polymer of claim 14, wherein the cocatalyst includes an aluminum compound, a boron compound, or a mixture thereof.The method for preparing an olefin polymer of claim 14, wherein the solution polymerization is performed at a temperature of 100 to 250°C.The method for preparing an olefin polymer of claim 14,wherein the olefin polymer has a density of 0.850 g / ml to 0.950 g / ml,a melt flow index of 0.1 dg / min to 5 dg / min,a weight average molecular weight of 50,000 g / mol to 500,000 g / mol,a molecular weight distribution of 1.0 to 3.0, anda volume resistivity at 25°C of more than 5Х1015Ω-cm.