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Ligand compound containing pyridyl group, and catalyst containing ligand compound and application thereof

A ligand compound and compound technology, which is applied in organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, hydrocarbons, etc., can solve cumbersome preparation steps, high cost, complex ligand structure, etc. problem, to achieve the effect of simple synthesis steps, low cost, and simple ligand structure

Active Publication Date: 2014-09-24
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above-mentioned technologies only limitedly disclose the substituent structure of ligands containing P-N-P, P-C-C-P or similar skeleton structures, and the structure of such ligands is relatively complex, the preparation steps are cumbersome, and the cost is high

Method used

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  • Ligand compound containing pyridyl group, and catalyst containing ligand compound and application thereof
  • Ligand compound containing pyridyl group, and catalyst containing ligand compound and application thereof
  • Ligand compound containing pyridyl group, and catalyst containing ligand compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Synthesis of Ligand A, Ligand A is the ligand shown in formula III, wherein R=H.

[0029] The ligand preparation method is as follows: under the protection of nitrogen, add 0.01mol diphenylphosphorous chloride, 100mL anhydrous ether and 1mL triethylamine to a round bottom flask, stir, cool to 0 °C in an ice bath, add 0.01mol 2-propane Alcohol-based pyridine, stirred and reacted for about 1 hour, filtered, and the filtrate was distilled under reduced pressure (10 mm Hg) with a vacuum water pump to obtain a white oil, which was purified by column chromatography (eluent was petroleum ether and dichloromethane), The target product ligand A was obtained. Yield 65%. 1 H-NMR (δ, ppm, CDCl 3 , TMS): 7.1~8.4(m, 14H, Ar-H and Py-H), 3.5(t, 2H, CH 2 -O), 2.8(t, 2H, CH 2 ), 1.8 (m, 2H, CH 2 ).

Embodiment 2

[0031] Synthesis of Ligand B, Ligand B is a ligand represented by formula III, wherein R=2-F.

[0032] The preparation method is the same as Ligand Synthesis Example 1, except that diphenylphosphorus chloride is replaced by di(o-fluorophenyl)phosphorus chloride, and other conditions remain unchanged. Yield 59%. 1 H-NMR (δ, ppm, CDCl 3 , TMS): 7.0~8.4(m, 12H, Ar-H and Py-H), 3.5(t, 2H, CH 2 -O), 2.8(t, 2H, CH 2 ), 1.8 (m, 2H, CH 2 ).

Embodiment 3

[0034] Synthesis of ligand C, ligand C is a ligand shown in formula IV, wherein R=H.

[0035] The preparation method is the same as Ligand Synthesis Example 1, the difference is that 2-propanol pyridine is replaced by 2,6-dipropanol pyridine, the amount of diphenyl phosphorus chloride is changed from 0.01mol to 0.02mol, other conditions constant. Yield 55%. 1 H-NMR (δ, ppm, CDCl 3 , TMS): 7.1~7.6(m, 23H, Ar-H and Py-H), 3.6(t, 4H, CH 2 -O), 2.9(t, 4H, CH 2 ), 1.8(m, 4H, CH 2 ).

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Abstract

The invention provides a ligand compound containing a pyridyl group, and a catalyst containing the ligand compound and application thereof. The structure of the ligand compound containing the pyridyl group is shown in a formula (I) as described in the specification, and in the formula, R is selected from an alkyl group, hydrogen or halogen, preferably, a C1-C6 alkyl group, fluorine, chlorine or bromine. The catalyst composition for ethylene tetramerization comprises the pyridyl group-containing ligand compound as shown in the formula (I), a transition metal compound and a cocatalyst. The invention further provides application of the catalyst composition in ethylene tetramerization or oligomerization. A preparation method for the catalyst composition is simple; when used for ethylene tetramerization, the catalyst composition can highly selectively produce 1-octylene, selectivity of 1-octylene is as high as 76%, and the total selectivity of 1-octylene and 1-hexylene is up to more than 80%.

Description

technical field [0001] The invention relates to the field of catalysts, in particular to a pyridyl-containing ligand compound and a catalyst containing the compound; the invention also relates to the application of the catalyst in ethylene tetramerization or oligomerization processes. Background technique [0002] As an important organic raw material and chemical intermediate, 1-octene is mainly used in the production of high-quality polyethylene (PE). The linear low-density polyethylene (LLDPE) produced by the copolymerization of 1-octene and ethylene can significantly improve the properties of PE, especially the mechanical properties, optical properties, tear strength and impact strength of polyethylene. It is very suitable for the fields of packaging film and agricultural covering film such as greenhouses and sheds. In addition, 1-octene is also widely used in intermediates of plasticizers, fatty acids, alcohols for detergents, and lubricating oil additives. [0003] At...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/58B01J31/24C07C2/26C07C11/02
Inventor 吴红飞张立超韩春卉祁彦平刘珺栗同林
Owner CHINA PETROLEUM & CHEM CORP
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