Transition metal compound, catalyst composition comprising the same, and method of preparing polyolefin

Patent metadata

Field	Value
Publication number	US-9963527-B2
Application number	US-201515314303-A
Country	US
Kind code	B2
Filing date	Jun 5, 2015
Priority date	Jun 18, 2014
Publication date	May 8, 2018
Grant date	May 8, 2018

Abstract

The present invention relates to a novel transition metal compound, a catalyst composition comprising the transition metal compound, and a method of preparing polyolefin using the catalyst composition.

First claim

What is claimed is:

1. A transition metal compound represented by the following Chemical Formula 1:

in the Chemical Formula 1,
Q is a Group 14 atom,
each of R 5 , R 7 , R 8 , R 13 , R 14 and R 16 is independently hydrogen, halogen, a C 1-20 linear or branched alkyl group, a C 2-20 linear or branched alkenyl group, a C 6-20 aryl group, or a C 7-20 alkylaryl group,
at least each of R 6 and R 15 is a functional group of following Chemical Formula 2,
R 1 , R 2 , R 3 , R 4 , R 9 , R 10 , R 11 and R 12 are identical to or different from each other, and are each independently, hydrogen, halogen, a C 1-20 linear or branched alkyl group, a C 2-20 linear or branched alkenyl group, a C 6-20 aryl group, or a C 7-20 alkylaryl group,
R 17 is a C 1-10 linear or branched alkyl group, a C 2-10 linear or branched alkenyl group, a C 6-10 aryl group, a C 7-10 alkylaryl group, or a C 7-10 arylalkyl group,
L is a C 1-10 linear or branched alkylene group,
D is —O—, —S—, —N(R)— or —Si(R)(R′)—, wherein R and R′ are identical to or different from each other, and are each independently, hydrogen, halogen, a C 1-20 linear or branched alkyl group, a C 2-20 linear or branched alkenyl group, or a C 6-20 aryl group,
A is hydrogen, halogen, a C 1-20 linear or branched alkyl group, a C 2-20 linear or branched alkenyl group, a C 6-20 aryl group, a C 7-20 alkylaryl group, a C 7-20 arylalkyl group, a C 1-20 alkoxy group, a C 2-20 alkoxyalkyl group, a C 2-20 heterocycloalkyl group, or a C 5-20 heteroaryl group,
M is a Group 4 transition metal,
X 1 and X 2 are identical to or different from each other, and are each independently, halogen, a C 1-20 linear or branched alkyl group, a C 2-20 linear or branched alkenyl group, a C 6-20 aryl group, a nitro group, an amino group, a C 1-20 alkylsilyl group, a C 1-20 alkoxy group, or a C 1-20 sulfonate group, and
in the above Chemical Formula, →denotes a coordinate bond,
-E 1 -G 1   [Chemical Formula 2]

in the Chemical Formula 2, E 1 is a C 1-10 linear or branched alkylene group, and G 1 is a C 6-20 aryl group, a C 4-20 cycloalkyl group, or a C 2-20 alkoxyalkyl group.

2. The transition metal compound according to claim 1 , wherein G 1 is a C 6-14 aryl group, a C 4-10 cycloalkyl group, or a C 2-15 alkoxyalkyl group.

3. The transition metal compound according to claim 1 , wherein G 1 is a C 6-10 aryl group or a C 5-6 cycloalkyl group.

4. The transition metal compound according to claim 1 , wherein each of R 5 , R 7 , R 8 , R 13 , R 14 and R 16 is hydrogen, halogen, a C 1-3 linear or branched alkyl group, and
each of R 6 and R 15 is a functional group of the following Chemical Formula 3:
-E 2 -G 2   [Chemical Formula 3]

in the Chemical Formula 3,
G 2 is a C 6-10 aryl group or a C 5-6 cycloalkyl group, and
E 2 is a C 1-4 linear or branched alkylene group.

5. The transition metal compound according to claim 1 , wherein R 17 is a C 1-3 alkyl group.

6. The transition metal compound according to claim 1 , wherein L is a C 3-8 linear or branched alkylene group, D is —O— or —S—, and A is a C 3-5 linear or branched alkyl group.

7. The transition metal compound according to claim 1 , wherein each of R 1 , R 2 , R 3 , R 4 , R 9 , R 10 , R 11 and R 12 of the Chemical Formula 1 is independently hydrogen, halogen or a C 1-8 linear or branched alkyl group.

8. The transition metal compound according to claim 1 , wherein the transition metal compound includes a transition metal compound of the following Chemical Formula 4,

in the Chemical Formula 4,
M is titanium, zirconium, or halfnium,
each of X 11 and X 12 is halogen, a C 1-4 linear or branched alkyl group, or a C 1-4 alkoxy group,
R 21 is a C 1-3 alkyl group,
L 1 is a C 3-8 linear or branched alkylene group,
D 1 is —O— or —S—,
A 1 is a C 3-5 linear or branched alkyl group,
each of R 22 and R 23 is a functional group of the following Chemical Formula 3,
-E 2 -G 2   [Chemical Formula 3]

in the Chemical Formula 3,
G 2 is a C 6-10 aryl group or a C 5-6 cycloalkyl group, and
E 2 is a C 1-4 linear or branched alkylene group.

9. A transition metal catalyst composition comprising the transition metal compound of claim 1 .

10. The transition metal catalyst composition according to claim 9 , wherein the transition metal catalyst composition is used for the synthesis reaction of ethylene/alpha-olefin copolymer.

11. The transition metal catalyst composition according to claim 9 , further comprising a cocatalyst.

12. The transition metal catalyst composition according to claim 11 , wherein the cocatalyst comprises one or more selected from the group consisting of the compounds of the following Chemical Formula 11, Chemical Formula 12 and Chemical Formula 13:
[L-H] + [Z(E) 4 ] − or [L] + [Z(E) 4 ] −   [Chemical Formula 11]

in the Chemical Formula 11,
L is neutral or cationic Lewis base,
[L-H]+ or [L] + is Bronsted acid,
H is a hydrogen atom,
Z is a Group 13 atom, and
Es are identical to or different from each other, and are each independently, halogen having hydrogen valence of one or more, a C 1-20 hydrocarbyl, a C 6-20 aryl group or a C 1-20 alkyl group substituted or unsubstituted with an alkoxy or phenoxy functional group,
D(R 31 ) 3   [Chemical Formula 12]

in the Chemical Formula 12,
D is aluminum or boron,
R 31 s are identical to or different from each other, and are each independently, halogen; a C 1-20 hydrocarbon group; or a C 1-20 hydrocarbon group substituted with halogen,

in the Chemical Formula 13, R 32 , R 33 and R 34 are identical to or different from each other, and are each independently, hydrogen; a halogen group; a C 1-20 aliphatic hydrocarbon group; or a C 1-20 aliphatic hydrocarbon group substituted with halogen, and a is an integer of 2 or more.

13. The transition metal catalyst composition according to claim 12 , wherein the mole number of the transition metal compound of the Chemical Formula 1: the mole number of the compound of the Chemical Formula 11 is 1:1 to 1:10.

14. The transition metal catalyst composition according to claim 12 , wherein the mole number of the transition metal compound of the Chemical Formula 1: the mole number of the compound of the Chemical Formula 12 or Chemical Formula 13 is 1:1 to 1:8,000.

15. The transition metal catalyst composition according to claim 9 , further comprising 50 to 1,000 parts by weight of an organic solvent, based on 100 parts by weight of the transition metal compound.

16. The transition metal catalyst composition according to claim 9 , further comprising a carrier in which the active ingredient of a catalyst is fixed.

17. A method of preparing polyolefin, comprising the step of polymerizing olefin monomers in the presence of the transition metal catalyst composition of claim 9 .

18. The method of preparing polyolefin according to claim 17 , wherein the olefin monomer includes ethylene or alpha-olefin having a carbon number of 3 or more.

19. The method of preparing

Assignees

• Lg Chemical Ltd

Inventors

• Hong Bog Ki
• Lee Yong Ho
• Han Chang Woan
• Choi Yi Young
• Lee Ki Soo

Classifications

• C08F4/6592 Primary

  containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring · CPC title

• C07F17/00

  Metallocenes · CPC title

• C08F4/65912

  in combination with an organoaluminium compound · CPC title

• C07F7/0803

  Compounds with Si-C or Si-Si linkages · CPC title

• C07F7/081

  comprising at least one atom selected from the elements N, O, halogen, S, Se or Te · CPC title