Transition metal compound, olefin polymerization catalyst, and olefin polymer production process

Patent metadata

Field	Value
Publication number	US-9458261-B2
Application number	US-201314429842-A
Country	US
Kind code	B2
Filing date	Sep 24, 2013
Priority date	Sep 25, 2012
Publication date	Oct 4, 2016
Grant date	Oct 4, 2016

Abstract

[Object] To provide transition metal compounds with excellent catalytic activity which can afford olefin polymers such as propylene polymers that have high stereoregularity and high molecular weight and may be easily crystallized into a β-phase.
[Solution] The transition metal compound is represented by General Formula [I] or is enantiomer thereof:

[in Formula [I], R 1 , R 3 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 and R 16 are each independently a hydrogen atom, a hydrocarbon group, a heteroatom-containing hydrocarbon group, or a silicon-containing group; R 2 is a hydrocarbon group, a hetero atom-containing hydrocarbon group, or a silicon-containing group; R 4 is a hydrogen atom; any two substituents of the substituents R 1 to R 16 except R 4 may be bonded to each other to form a ring; M is a Group IV transition metal; Q is a structure such as a halogen atom; and j is an integer of 1 to 4].

First claim

The invention claimed is:

1. A transition metal compound represented by General Formula [I] or an enantiomer thereof:

wherein in Formula [I], R 1 , R 3 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 and R 16 are each independently a hydrogen atom, a hydrocarbon group, a hetero atom-containing hydrocarbon group, or a silicon-containing group; R 2 is a hydrocarbon group, a hetero atom-containing hydrocarbon group, or a silicon-containing group; R 4 is a hydrogen atom; R 5 is an alkyl group having 2 or more carbon atoms, a cycloalkyl group or a cycloalkenyl group, or R 5 and R 7 are bonded to each other to form a ring; any two substituents of the substituents R 1 to R 16 except R 4 are optionally bonded to each other to form a ring; M is a transition metal of Group IV; Q is a halogen atom, a hydrocarbon group, an anionic ligand, or a neutral ligand coordinatable with a lone electron pair; j is an integer of 1 to 4; and when j is an integer of 2 or greater, Qs are the same or different from one another.

2. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in General Formula [I], R 1 and R 3 are hydrogen atoms.

3. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in General Formula [I], R 2 is a hydrocarbon group having 1 to 20 carbon atoms.

4. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in General Formula [I], R 2 is a substituent in which a carbon bonded to the cyclopentadienyl ring is a tertiary carbon.

5. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in General Formula [I], R 9 , R 12 , R 13 and R 16 are hydrogen atoms.

6. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in General Formula [I], R 10 , R 11 , R 14 and R 15 are hydrocarbon groups, or R 10 and R 11 are bonded to each other to form a ring and R 14 and R 15 are bonded to each other to form a ring.

7. An olefin polymerization catalyst comprising at least one transition metal compound (A) selected from the transition metal compounds and the enantiomers thereof described in claim 1 .

8. The olefin polymerization catalyst according to claim 7 , further comprising:
at least one compound (B) selected from
organometallic compounds (B-1),
organoaluminum-oxy compounds (B-2), and
compounds (B-3) capable of reacting with the transition metal compound (A) to form an ion pair.

9. The olefin polymerization catalyst according to claim 8 , wherein the olefin polymerization catalyst further comprises a carrier (C), and the transition metal compound (A) is supported on the carrier (C).

10. A process for producing the transition metal compound or the enantiomer thereof described in claim 1 , comprising a step of preparing a pentalene compound represented by General Formula (1a):

wherein in Formula (1a), R 1 , R 3 , R 6 , R 7 and R 8 are each independently a hydrogen atom, a hydrocarbon group, a hetero atom-containing hydrocarbon group, or a silicon-containing group; R 2 is a hydrocarbon group, a hetero atom-containing hydrocarbon group, or a silicon-containing group; R 4 is a hydrogen atom; R 5 is an alkyl group having 2 or more carbon atoms, a cycloalkyl group or a cycloalkenyl group, or R 5 and R 7 are bonded to each other to form a ring; and any two substituents of the substituents R 1 to R 8 except R 4 are optionally bonded to each other to form a ring.

11. A process for producing an olefin polymer comprising a step of polymerizing propylene and optionally at least one olefin selected from ethylene and α-olefins having 4 to 30 carbon atoms in the presence of the olefin polymerization catalyst described in claim 7 ,
the olefin polymer including propylene-derived structural units in the range of 50 to 100 mol % (wherein the total of the content of structural units derived from propylene and the content of structural units derived from the olefin(s) is 100 mol %).

12. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in General Formula [I], the MQ j moiety is in front of the plane of the paper, and the bridge is behind the plane of the paper.

13. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in the general formula [I], R 5 is an alkyl group having 3 or more carbon atoms, the cycloalkyl group or the cycloalkenyl group.

14. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in the general formula [I], R 5 is the cycloalkyl group.

15. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in the general formula [I], R 5 is the cycloalkenyl group.

16. The transition metal compound or the enantiomer thereof according to claim 1 , wherein in the general formula [I], R 5 is a cyclohexyl group.

Assignees

• Mitsui Chemicals Inc

Inventors

• Funaya Munehito

Classifications

• C08F210/06

  Propene · CPC title

• C08F4/65916

  supported on a carrier, e.g. silica, MgCl2, polymer · CPC title

• C08F4/65912

  in combination with an organoaluminium compound · CPC title

• C08F4/6592

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

• C08F110/06 Primary

  Propene · CPC title