Metallocene compound, catalyst composition including the same, and method of preparing polyolefin using the same

1. A metallocene compound represented by the following Chemical Formula 1:

wherein Q 1 and Q 2 are the same as or different from each other, and are each independently hydrogen, a halogen, a C1 to C20 alkyl group, a C2 to C20 alkenyl group, a C2 to C20 alkoxyalkyl group, a C6 to C20 aryl group, a C7 to C20 alkylaryl group, or a C7 to C20 arylalkyl group;

B is carbon, silicon, or germanium;

M is a Group 4 transition metal;

X 1 and X 2 are the same as or different from each other, and are each independently a halogen, a C1 to C20 alkyl group, a C2 to C20 alkenyl group, a C6 to C20 aryl group, a nitro group, an amido group, a C1 to C20 alkylsilyl group, a C1 to C20 alkoxy group, or a C1 to C20 sulfonate group; and

one of C 1 and C 2 is represented by the following Chemical Formula 2a or Chemical Formula 2b, and the other of C 1 and C 2 is represented by the following Chemical Formula 3a, Chemical Formula 3b, or Chemical Formula 3c,

wherein, in Chemical Formulae 2a, 2b, 3a, 3b, and 3c, R 1 to R 31 and R 1′ to R 13′ are the same as or different from each other, and are each independently hydrogen, a halogen, a C1 to C20 alkyl group, a C1 to C20 haloalkyl group, a C2 to C20 alkenyl group, a C1 to C20 alkylsilyl group, a C1 to C20 silylalkyl group, a C1 to C20 alkoxysilyl group, a C1 to C20 alkoxy group, a C6 to C20 aryl group, a C7 to C20 alkylaryl group, or a C7 to C20 arylalkyl group, provided that one or more of R 9 to R 13 and R 9′ to R 13′ are a C1 to C20 haloalkyl group,

two or more neighboring groups of R 14 to R 31 are connected to each other to form a substituted or unsubstituted aliphatic or aromatic ring, and

wherein B and M of Chemical Formula 1 are bonded to the cyclopentadienyl groups of C 1 and C 2 of Chemical Formula 1.

2. The metallocene compound of claim 1 , wherein R 1 to R 31 and R 1′ to R 13′ in Chemical Formulae 2a, 2b, 3a, 3b, and 3c are each independently hydrogen, a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a phenyl group, a halogen group, a trimethylsilyl group, a triethylsilyl group, a tripropylsilyl group, a tributylsilyl group, a triisopropylsilyl group, a trimethylsilylmethyl group, a methoxy group, an ethoxy group, or a fluoroalkyl group.

3. The metallocene compound of claim 1 , wherein Q 1 and Q 2 in Chemical Formula 1 are each independently hydrogen, a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, a tert-butyl group, a methoxymethyl group, a tert-butoxymethyl group, a tert-butoxyhexyl group, a 1-ethoxyethyl group, a 1-methyl-1-methoxyethyl group, a tetrahydropyranyl group, or a tetrahydrofuranyl group.

4. The metallocene compound of claim 1 , wherein the compound represented by Chemical Formula 2a has the following structural formula:

5. The metallocene compound of claim 1 , wherein the compound represented by Chemical Formula 2b has the following structural formula:

6. The metallocene compound of claim 1 , wherein the compound represented by Chemical Formula 3a is any one of the following structural formulae:

7. The metallocene compound of claim 1 , wherein the compound represented by Chemical Formula 3b has the following structural formula:

8. The metallocene compound of claim 1 , wherein the compound represented by Chemical Formula 3c has the following structural formula:

9. The metallocene compound of claim 1 , wherein the compound represented by Chemical Formula 1 has the following structural formula:

10. A catalyst composition comprising the metallocene compound of claim 1 and a cocatalyst.

11. The catalyst composition of claim 10 , wherein the cocatalyst comprises one or more of compounds represented by the following Chemical Formula 4, Chemical Formula 5, and Chemical Formula 6:

—[Al(R 32 )—O] n —  [Chemical Formula 4]

wherein, in Chemical Formula 4,

each R 32 may be same or different from each other, and is independently a halogen; a hydrocarbon having 1 to 20 carbon atoms; or a halogen-substituted hydrocarbon having 1 to 20 carbon atoms; and

n is an integer of 2 or more,

J(R 32 ) 3   [Chemical Formula 5]

wherein, in Chemical Formula 5,

R 32 is same as defined in Chemical Formula 4; and

J is aluminum or boron,

[E-H] + [ZA′ 4 ] − or [E] + [ZA′ 4 ] −   [Chemical Formula 6]

wherein, in Chemical Formula 6,

E is a neutral or cationic Lewis acid;

H is a hydrogen atom;

Z is a Group 13 element; and

each A′ may be same or different, and is independently an aryl group having 6 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, of which one or more hydrogen atoms are unsubstituted or substituted with a halogen, a hydrocarbon having 1 to 20 carbon atoms, alkoxy, or phenoxy.

12. The catalyst composition of claim 10 , wherein the catalyst composition is in the form of being supported on a support.

13. The catalyst composition of claim 12 , wherein the support is one or more selected from the group consisting of silica, silica-alumina, and silica-magnesia.

14. A method of preparing a polyolefin, comprising the step of polymerizing olefin-based monomers in the presence of the catalyst composition of claim 10 .

15. The method of claim 14 , wherein the polymerizing is carried out by a solution polymerization process, a slurry process, or a gas phase process.

16. The method of claim 14 , wherein the olefin-based monomer comprises one or more monomers elected from the group consisting of ethylene, propylene, 1-butene, 1-pentene, 4-methyl-1-pentene, 1-hexene, 1-heptene, 1-octene, 1-decene, 1-undecene, 1-dodecene, 1-tetradecene, 1-hexadecene, and 1-eicosene.