Ligand, oligomerization catalyst comprising same, and method for producing ethylene oligomer by using oligomerization catalyst

Patent metadata

Field	Value
Publication number	US-11224870-B2
Application number	US-201816771857-A
Country	US
Kind code	B2
Filing date	Oct 12, 2018
Priority date	Feb 27, 2018
Publication date	Jan 18, 2022
Grant date	Jan 18, 2022

Abstract

The present invention relates to a ligand, an ethylene oligomerization catalyst including the ligand, and a method for selectively producing 1-hexene or 1-octene from ethylene by using the catalyst. The ligand according to the present invention is a bis(diphenylphosphino)ethene with a phosphorus atom substituted with a fluoro-substituted phenyl, and when the ligand is used for ethylene oligomerization, the high temperature activity of the catalyst can be increased.

First claim

The invention claimed is:

1. A ligand represented by the following Formula 1,

in Formula 1,
R 1 is substituted or unsubstituted hydrocarbyl;
R 2 and R 3 are each independently hydrocarbyl;
p and q are each independently an integer of 0 to 5; and
m and n are each independently an integer of 0 to 5, where 1≤m+n≤10.

2. The ligand of claim 1 , wherein the ligand is represented by the following Formula 2,

in Formula 2, R 1 , m, and n are defined as in Formula 1 of claim 1 .

3. The ligand of claim 1 , wherein the ligand is represented by the following Formula 3, 4, or 5,

in Formulas 3 to 5, R 1 , R 2 , R 3 , p, and q are defined as in Formula 1 of claim 1 .

4. The ligand of claim 3 , wherein R 1 is C1-C7alkyl or C6-C12aryl.

5. An ethylene oligomerization catalyst comprising:
the ligand of claim 1 ; and
a transition metal.

6. The ethylene oligomerization catalyst of claim 5 , wherein the ethylene oligomerization catalyst is mononuclear or binuclear.

7. The ethylene oligomerization catalyst of claim 5 , wherein the transition metal is a Group 4, Group 5, or Group 6 transition metal.

8. The ethylene oligomerization catalyst of claim 7 , wherein the transition metal is chromium, molybdenum, tungsten, titanium, tantalum, vanadium, or zirconium.

9. The ethylene oligomerization catalyst of claim 8 , wherein the transition metal is chromium.

10. A method for producing an ethylene oligomer, comprising contacting a catalyst composition including the ethylene oligomerization catalyst of claim 5 with ethylene.

11. The method of claim 10 , wherein the catalyst composition further includes a cocatalyst.

12. The method of claim 11 , wherein the cocatalyst is an organoaluminum compound, organoaluminoxane, an organoboron compound, an organic salt, or a mixture thereof.

13. The method of claim 12 , wherein the cocatalyst is one or a mixture of two or more selected from the group consisting of methylaluminoxane (MAO), modified methylaluminoxane (mMAO), ethyl aluminoxane (EAO), tetraisobutyl aluminoxane (TIBAO), isobutyl aluminoxane (IBAO), trimethylaluminum (TMA), triethylaluminum (TEA), triisobutylaluminum (TIBA), tri-n-octylaluminum, methylaluminum dichloride, ethylaluminum dichloride, dimethylaluminum chloride, diethylaluminum chloride, aluminum isopropoxide, ethylaluminum sesquichloride, and methylaluminum sesquichloride.

14. The method of claim 13 , wherein the ethylene oligomer is 1-hexene or 1-octene.

15. The method of claim 10 , wherein an aliphatic hydrocarbon is used as a reaction solvent.

16. The method of claim 15 , wherein the aliphatic hydrocarbon is at least one selected from hexane, heptane, octane, nonane, decane, undecane, dodecane, tetradecane, 2,2-dimethylpentane, 2,3-dimethylpentane, 2,4-dimethylpentane, 3,3-dimethylpentane, 2,2,4-trimethylpentane, 2,3,4-trimethylpentane, 2-methylhexane, 3-methylhexane, 2,2-dimethylhexane, 2,4-dimethylhexane, 2,5-dimethylhexane, 3,4-dimethylhexane, 2-methylheptane, 4-methylheptane, cyclohexane, methylcyclohexane, ethylcyclohexane, isopropylcyclohexane, 1,4-dimethylcyclohexane, and 1,2,4-trimethylcyclohexane.

Assignees

• Sk Innovation Co Ltd
• Sk Global Chemical Co Ltd

Inventors

• Lee Hoseong
• Joe Yongnam

Classifications

• Y02P20/52

  using catalysts, e.g. selective catalysts · CPC title

• C07F11/005

  compounds without a metal-carbon linkage · CPC title

• B01J31/12

  containing organo-metallic compounds or metal hydrides · CPC title

• B01J2531/62

  Chromium · CPC title

• B01J31/14

  of aluminium or boron · CPC title