Transition metal compound and method for preparing the same

Patent metadata

Field	Value
Publication number	US-11225495-B2
Application number	US-201816614217-A
Country	US
Kind code	B2
Filing date	Jul 27, 2018
Priority date	Jul 27, 2017
Publication date	Jan 18, 2022
Grant date	Jan 18, 2022

Abstract

A transition metal compound represented by Chemical Formula 1 and a method for preparing the same, catalyst compositions including the same, and olefin-based polymers prepared from the same are disclosed herein. The transition metal catalyst has excellent structural stability together with excellent catalytic activity and can exhibit excellent copolymerizability even at a high temperature. In an embodiment, an olefin-based polymer prepared using a catalyst composition including the transition metal compound has a density of 0.91 g/cc or less.

First claim

The invention claimed is:

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

wherein, in Chemical Formula 1,
A is carbon, silicon, or germanium;
Y is oxygen or sulfur;
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 substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C6 to C20 aryl group, a nitro group, an amido group, a substituted or unsubstituted C1 to C20 alkylamino group, a substituted or unsubstituted C6 to C20 arylamino group, a substituted or unsubstituted C1 to C20 alkylsilyl group, a substituted or unsubstituted C1 to C20 alkoxy group, or a substituted or unsubstituted C1 to C20 sulfonate group;
R 1 is a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C7 to C20 alkylaryl group, or a substituted or unsubstituted C7 to C20 arylalkyl group;
R 2 and R 3 are the same as or different from each other, and are each independently hydrogen, a halogen, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C2 to C20 alkoxyalkyl group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C7 to C20 alkylaryl group, or a substituted or unsubstituted C7 to C20 arylalkyl group, or R 2 and R 3 are linked to each other to form a substituted or unsubstituted aliphatic or aromatic ring; and
R 4 to R 6 are the same as or different from each other, and are each independently hydrogen, a substituted or unsubstituted C1 to C20 alkyl, a substituted or unsubstituted C2 to C20 alkenyl, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C7 to C20 alkylaryl, or a substituted or unsubstituted C7 to C20 arylalkyl.

2. The transition metal compound according to claim 1 , wherein R 1 is an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an aryl group having 6 to 12 carbon atoms.

3. The transition metal compound according to claim 1 , wherein R 1 is 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 methoxy group, or an ethoxy group.

4. The transition metal compound according to claim 1 , wherein R 2 and R 3 are each independently hydrogen, an alkyl group having 1 to 8 carbon atoms, an alkoxyalkyl group having 2 to 8 carbon atoms, or an aryl group having 6 to 12 carbon atoms.

5. The transition metal compound according to claim 1 , wherein R 2 and R 3 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, or a phenyl group.

6. The transition metal compound according to claim 1 , wherein R 4 to R 6 are each independently hydrogen, an alkyl group having 1 to 8 carbon atoms, or an aryl group having 6 to 12 carbon atoms.

7. The transition metal compound according to claim 1 , wherein R 4 to R 6 are each independently hydrogen, a methyl group, an ethyl group, a propyl group, or a phenyl group.

8. The transition metal compound according to claim 1 , wherein the compound represented by Chemical Formula 1 is represented by one of the following structural formulae:

9. A method for preparing a transition metal compound represented by the following Chemical Formula 1, comprising:
reacting a ligand compound represented by the following Chemical Formula 2 with an organolithium-based compound to form a reaction product; and
then reacting the reaction product with a compound represented by the following Chemical Formula 3, and a Grignard compound or an organolithium-based compound to form a transition metal compound:

wherein, in Chemical Formulae 1, 2, and 3,
A is carbon, silicon or germanium;
Y is oxygen or sulfur;
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 substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C6 to C20 aryl group, a nitro group, an amido group, a substituted or unsubstituted C1 to C20 alkylamino group, a substituted or unsubstituted C6 to C20 arylamino group, a substituted or unsubstituted C1 to C20 alkylsilyl group, a substituted or unsubstituted C1 to C20 alkoxy group, or a substituted or unsubstituted C1 to C20 sulfonate group;
R 1 is a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C7 to C20 alkylaryl group, or a substituted or unsubstituted C7 to C20 arylalkyl group;
R 2 and R 3 are the same as or different from each other, and are each independently hydrogen, a halogen, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C2 to C20 alkoxyalkyl group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C7 to C20 alkylaryl group, or a substituted or unsubstituted C7 to C20 arylalkyl group, or R 2 and R 3 are linked to each other to form a substituted or unsubstituted aliphatic or aromatic ring; and
R 4 to R 6 are the same as or different from each other, and are each independently hydrogen, a substituted or unsubstituted C1 to C20 alkyl, a substituted or unsubstituted C2 to C20 alkenyl, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C7 to C20 alkylaryl, or a substituted or unsubstituted C7 to C20 arylalkyl.

10. The method for preparing a transition metal compound according to claim 9 , further comprising:
reacting a compound of the following Chemical Formula 4 with a compound of the following Chemical Formula 5 to prepare the ligand compound of Chemical Formula 2:

wherein, in Chemical Formulae 4 and 5,
A, Y, and R 1 to R 6 are as defined for Chemical Formulae 1 and 2, and
Q 2 is a halogen group.

11. The method for preparing a transition metal compound according to claim 10 , further comprising:
reacting a compound of the following Chemical Formula 6 with a compound of the following Chemical Formula 7 in the presence of an organolithium-based compound to prepare the compound of Chemical Formula 4:

wherein, in Chemical Formulae 6 and 7,
A, Y, R 1 to R 3 , and Q 2 are as described in Chemical Formulae 4 and 5, and
Q 1 is a halogen group.

Assignees

• Lg Chemical Ltd

Inventors

• Do Young Shil
• Gong Jin Sam
• Lee Eun Jung
• Lee Choong Hoon
• Jung Seung Hwan
• Cho Yoon Hee
• Han Hyo Jung

Classifications

• C07F17/00 Primary

  Metallocenes · CPC title

• C08F4/6592

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

• C07F7/28 Primary

  Titanium compounds · CPC title

• C07F7/10

  containing nitrogen {having a Si-N linkage} · CPC title

• C08F4/76

  selected from titanium, zirconium, hafnium, vanadium, niobium or tantalum · CPC title