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Ethylene trimerization catalysts comprising P-N-P ligands and their use

A ligand, halogen technology, applied in the field of P-N-P ligand family, can solve problems such as pollution

Inactive Publication Date: 2011-08-24
NOVA CHEM (INT) SA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Thus, chromium-based catalysts containing the ligands of Blann et al. generally produce more octene (which can be advantageous if large amounts of octene are desired), but these ligands have the disadvantage of producing a hexene stream contaminated with larger quantities of internal olefins

Method used

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  • Ethylene trimerization catalysts comprising P-N-P ligands and their use
  • Ethylene trimerization catalysts comprising P-N-P ligands and their use
  • Ethylene trimerization catalysts comprising P-N-P ligands and their use

Examples

Experimental program
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Effect test

Embodiment 1

[0165] A 600-mL reactor equipped with a stirrer (1700 rpm) was purged 3 times with argon while heating at 80°C. The reactor was then cooled to 30° C., a solution of MAO (5.74 g, 10% by weight MAO in toluene) in 63.26 g of toluene was transferred to the reactor via stainless steel conduit, followed by the addition of 86.7 g of toluene. Hydrogen pressure (35 psig) and ethylene pressure (35 atmospheres (gauge)) were then applied to the reactor and the temperature was adjusted to 45°C. Ligand A (17.58 mg, 0.0357 mmol) in 8.69 g of toluene was added to a solution of chromium acetylacetonate (11.52 mg, 0.0329 mmol) in 8.68 g of toluene in a hypovial. Under ethylene, the mixture was transferred to a pressurized reactor. Then, ethylene was immediately added to increase the reactor pressure to 40 atmospheres (standard scale). After 27.5 minutes, the reaction was terminated by stopping the supply of ethylene to the reactor, and the contents were cooled to 30°C, at which point the exce...

Embodiment 2

[0167] A 600-mL reactor equipped with a stirrer (1700 rpm) was purged 3 times with argon while heating at 80°C. The reactor was then cooled to 30°C, a solution of MAO (5.75 g, 10% by weight MAO in toluene) in 63.25 g of toluene was transferred to the reactor through a stainless steel conduit, and 86.7 g of toluene was added. Hydrogen pressure (32 psig) and ethylene pressure (35 atmospheres (gauge)) were then applied to the reactor and the temperature was adjusted to 55°C. Ligand A (17.52 mg, 0.0356 mmol) in 8.69 g of toluene was added to a solution of chromium acetylacetonate (11.59 mg, 0.0332 mmol) in 8.68 g of toluene in a hypovial. Under ethylene, the mixture was transferred to a pressurized reactor. Then, ethylene was immediately added to increase the reactor pressure to 40 atmospheres (standard scale). After 16 minutes, the reaction was terminated by stopping the supply of ethylene to the reactor, and the contents were cooled to 30°C, at which point the excess ethylene ...

Embodiment 3

[0169] A 600-mL reactor equipped with a stirrer (1700 rpm) was purged 3 times with argon while heating at 80°C. The reactor was then cooled to 30°C, a solution of MAO (5.75 g, 10% by weight MAO in toluene) in 63.25 g of toluene was transferred to the reactor through a stainless steel conduit, and 86.7 g of toluene was added. Hydrogen pressure (29 psig) and ethylene pressure (35 atmospheres (gauge)) were then applied to the reactor and the temperature was adjusted to 65°C. Ligand A (17.63 mg, 0.0359 mmol) in 8.69 g of toluene was added to a solution of chromium acetylacetonate (11.64 mg, 0.0333 mmol) in 8.68 g of toluene in a hypovial. Under ethylene, the mixture was transferred to a pressurized reactor. Then, ethylene was immediately added to increase the reactor pressure to 40 atmospheres (standard scale). After 12.5 minutes, the reaction was terminated by stopping the supply of ethylene to the reactor and the contents were cooled to 30°C, at which point the excess ethylene...

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Abstract

A new P-N-P ligand having the general formula (Ph1)(Ph2)P-N-P(Ph3)(Ph4) R2 wherein each Of Ph1, Ph2, Ph3 and Ph4 is a phenyl group bonded to a phosphorus group, and R2 is selected from the group consisting of hydrogen, C1-20hydrocarbyl and silyl is useful in ethylene trimerization. In combination with i) a source of chromium and ii) an activator such as methylalumoxane, the ligand of this invention may be used to prepare an oligomer product that contains a mixture of hexenes and octenes The hexenes and octenes produced with this ligand contain very low levels of internal olefins when produced under preferred reaction conditions. (Ph1)(Ph2)P-N-P(Ph3)(Ph4)R2.

Description

technical field [0001] The present invention provides a new family of P-N-P ligands. These ligands can be used in ethylene oligomerization reactions. Background technique [0002] Industrially, alpha olefins are prepared by oligomerizing ethylene in the presence of simple aluminum alkyl catalysts (the so-called "chain growth" process), or by oligomerizing ethylene in the presence of organometallic nickel catalysts (the so-called Shell Higher Olefins Method or "SHOP" method). Both methods generally yield crude oligomer products with a broad distribution of even-numbered carbon-atom-containing alpha-olefins (ie, 1-butene, 1-hexene, 1-octene, etc.). The individual alpha olefins in the crude oligomer product are then typically separated in a series of distillation columns. Typically, 1-butene is the least valuable of these olefins because it is also produced in large quantities as a by-product in various cracking and refining processes. Prices for 1-hexene and 1-octene are g...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/50B01J23/89C07C2/36C08F110/02C08F4/62C08F4/70
CPCB01J31/188C07C2531/24B01J2531/66B01J2531/56B01J2531/46C07C2/36C07C2/32B01J2531/847B01J2231/20B01J2531/62C07C2531/14C07F9/46B01J31/143C07C2531/22B01J2540/22
Inventor X·高C·A·G·卡特L·D·亨德森
Owner NOVA CHEM (INT) SA
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