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US 11,235,315 B2Granted
Oligomerization catalyst and method for preparing ethylene oligomer using same
AssigneesSK Innovation Co., Ltd., SK Global Chemical Co., Ltd.
InventorsSang Ick Lee, Eun Jung Baek, Sun Young Kim, Hyo Seung Park, Min Seon Jung
Life of this patent
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Abstract
The present invention relates to an oligomerization catalyst including a transition metal or transition metal precursor, a halogen-substituted organic ligand, and a heteroatom ligand, and to a method for selectively preparing 1-hexene or 1-octene from ethylene using the catalyst.
Claims16
A mononuclear or binuclear oligomerization catalyst comprising:
- a transition metal or transition metal precursor,
- a halogen-substituted organic ligand, and
- a heteroatom ligand,
- wherein the halogen-substituted organic ligand is a monovalent anionic bidentate organic ligand that coordinates to a transition metal through a non-bonding electron pair of a carbon atom or a heteroatom selected from nitrogen, oxygen and sulfur, and
- wherein the heteroatom ligand is a ligand having a P—C—C—P skeleton structure represented by Chemical Formula 2 below, a ligand having a P—N—P skeleton structure represented by Chemical Formula 3 below, or a ligand having a P—C═C—P skeleton structure represented by Chemical Formula 4 below:
- in Chemical Formulas 2 to 4,
- R11 to R14 are each independently hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl, or substituted heterohydrocarbyl;
- R15 to R16 are each independently hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl, substituted heterohydrocarbyl, or substituted heteroatom;
- and
- R17 to R18 are each independently hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl, substituted heterohydrocarbyl, or substituted heteroatom,
- wherein the halogen-substituted organic ligand is selected from the following structures:
- wherein R1 and R2 are each independently halogen, hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl or substituted heterohydrocarbyl, R3 is hydrogen, halogen, hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl or substituted heterohydrocarbyl, R1 and R3 or R2 and R3 are optionally linked by hydrocarbylene, substituted hydrocarbylene, heterohydrocarbylene or substituted heterohydrocarbylene to form a ring, provided that at least one of R1 to R3 is halogen-substituted hydrocarbyl or halogen-substituted heterohydrocarbyl, wherein R4 and R5 are each independently hydrogen, hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl or substituted heterohydrocarbyl, provided that at least one of R4 and R5 is halogen-substituted hydrocarbyl or halogen-substituted heterohydrocarbyl, and wherein the dashed line indicates the non-bonding electron pair and the wave line indicates a bond with the transition metal or transition metal precursor.
9 more elements
An oligomerization catalyst comprising:
- a transition metal or transition metal precursor,
- a halogen-substituted organic ligand, and
- a heteroatom ligand,
- wherein the transition metal or transition metal precursor is a Group 4, Group 5 or Group 6 transition metal, or a precursor thereof, and
- wherein the heteroatom ligand is a ligand having a P—C—C—P skeleton structure represented by Chemical Formula 2 below, a ligand having a P—N—P skeleton structure represented by Chemical Formula 3 below, or a ligand having a P—C═C—P skeleton structure represented by Chemical Formula 4 below:
- in Chemical Formulas 2 to 4,
- R11 to R14 are each independently hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl or substituted heterohydrocarbyl;
- R15 to R16 are each independently hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl, substituted heterohydrocarbyl, or substituted heteroatom;
- and
- R17 to R18 are each independently hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl, substituted heterohydrocarbyl, or substituted heteroatom, wherein the halogen-substituted organic ligand is selected from the following structures:
- wherein R1 and R2 are each independently halogen, hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl or substituted heterohydrocarbyl, R3 is hydrogen, halogen, hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl or substituted heterohydrocarbyl, R1 and R3 or R2 and R3 are optionally linked by hydrocarbylene, substituted hydrocarbylene, heterohydrocarbylene or substituted heterohydrocarbylene to form a ring, provided that at least one of R1 to R3 is halogen-substituted hydrocarbyl or halogen-substituted heterohydrocarbyl, wherein R4 and R5 are each independently hydrogen, hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl or substituted heterohydrocarbyl, provided that at least one of R4 and R5 is halogen-substituted hydrocarbyl or halogen-substituted heterohydrocarbyl, and wherein the dashed line indicates the non-bonding electron pair and the wave line indicates a bond with the transition metal or transition metal precursor.
8 more elements
Dependencies are inferred from the claim text.