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Olefine oligomerization catalyst, and its preparation method and use

A catalyst and olefin technology, applied in the field of olefin oligomerization, can solve the problem of low oligomerization activity

Inactive Publication Date: 2007-08-22
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The complex is used as the main catalyst for olefin oligomerization, and MAO is required as a cocatalyst, and the oligomerization activity is low, and the oligomerization activity under 1MPa pressure is only 10 4 g·(molNi) -1 ·hr -1

Method used

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  • Olefine oligomerization catalyst, and its preparation method and use
  • Olefine oligomerization catalyst, and its preparation method and use
  • Olefine oligomerization catalyst, and its preparation method and use

Examples

Experimental program
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preparation example Construction

[0014] The preparation method of the catalyst provided by the present invention includes the following steps:

[0015] (1) The benzoyl chloride derivative represented by formula (II) is dissolved in tetrahydrofuran to make a solution, the 2-aminopyridine derivative represented by formula (III) is dissolved in pyridine to make a solution, and then the tetrahydrofuran The solution is added to the pyridine solution, and the compound of formula (II) and formula (III) are fully reacted at a molar ratio of 1 to 1.1:1 at 20 to 100°C, then washed with water and the solvent is removed to obtain N-pyridylbenzamides Ligand compound, R in the formula (II) 3 Selected from hydrogen, nitro or -CF 3 , R in formula (III) 1 , R 2 Respectively selected from hydrogen or C 1 ~C 6 的alkyl;

[0016]

[0017] (2) In tetrahydrofuran medium, make N-pyridylbenzamide ligand and MX 2 Or MX 2 ·DME reacts at 20-100°C at a molar ratio of 1-1.2:1, the MX 2 Where M is selected from Ni or Pd, X is selected from ha...

example 1

[0027] The catalyst {N-[2-(6-methylpyridyl)] benzamide} nickel dibromide is prepared.

[0028] (1) Preparation of ligand N-[2-(6-methylpyridyl)]benzamide

[0029]Dissolve 1.41 g of benzoyl chloride (10 mmol) in tetrahydrofuran to make a 10 ml solution. Add this solution dropwise to 1.08 g of 2-amino-6-methylpyridine (10 mmol) at 20°C. Ml of pyridine solution. Reaction at 25°C for 12 hours, 400 ml of deionized water was added to shake and wash and the reaction was terminated. The washed material was filtered, and the filtered solid was dried under reduced pressure for 4 hours to obtain 2.05 g of white solid, which is ligand a: N- [2-(6-Methylpyridinyl)]benzamide, yield 99% by mass. The analysis results of this ligand are as follows:

[0030] FT-IR (KBr disc, cm -1 ): 3192(m), 1677(s), 1577(s), 1459(s), 1304(s), 1129(m), 790(m), 719(m).

[0031] 1 HNMR(300MHz, CDCl 3 / ppm): 2.47(s, 3H, CH 3 ), 6.92-8.22 (m, 8H, ArH), 8.62 (s, 1H, NH).

[0032] Elemental analysis, measured (calculate...

example 2

[0040] Prepare ligand b according to the method of Example 1(1): N-[2-(4,6-dimethylpyridinyl)]benzamide, except that 2-amino-4,6-dimethylpyridine is used The reaction was performed instead of 2-amino-6-picoline to obtain 1.43 g of a white solid with a yield of 63% by mass. The analysis results of this ligand are as follows:

[0041] FT-IR (KBr disc, cm -1 ): 3183(w), 1676(s), 1614(m), 1567(s), 1421(s), 1282(s), 846(w), 706(s).

[0042] 1 HNMR(300MHz, CDCl 3 / ppm): 2.37(s, 3H, CH 3 ), 2.43(s, 3H, CH 3 ), 6.78-7.94 (m, 7H, ArH), 8.05 (s, 1H, NH).

[0043] Elemental analysis, measured (calculated) value, mass %: C, 74.43 (74.31); H, 6.24 (6.24); N, 12.17 (12.38).

[0044] The catalyst was prepared according to the method of Example 1(3), except that 1.1 mmol of ligand b was used for the reaction to obtain 0.3 g of orange-red powder, which was catalyst G: {N-[2-(4,6-dimethyl Pyridyl)] benzamide} nickel dibromide, the yield is 68% by mass. The analysis results are as follows:

[0045] ...

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Abstract

The invention relates to an olefine oligomerization catalyst. Its construction is showed in figure 1. Thereinto, R1 and R2 are selected from hydrogen or alkyl of C1-C6. R3 is selected from hydrogen, nitryl or -CF3. M is selected from Ni or Pd. X is selected from halogen. The catalyst has a simple technics and high yield. It has a high activation matching with aluminium alkyl oxygen alkyl, halogenation aluminium alkyl, triphenyl phosphor or other promoters in olefine oligomerization reaction.

Description

Technical field [0001] The present invention is an olefin oligomerization catalyst and its preparation method and application. Specifically, it is a bidentate coordinated nickel or palladium complex and a preparation method thereof. In addition, it also relates to a method for using the complex as a catalyst for olefin oligomerization. Background technique [0002] Linear α-olefin products formed by oligomerization of low-carbon olefins have high commercial value, and are mainly used for olefin comonomers, plasticizers, detergents, surfactants and lubricants. The homogeneous catalysts currently used in industry use complexes containing P^O chelating ligands as catalysts, and the yield of linear α-olefins in the oligomerization products can reach more than 99%. [0003] The other two main catalysts used for olefin oligomerization are α-diimide nickel and palladium catalysts and bisimine pyridine iron and cobalt catalysts. By adjusting the size and electronic properties of the subs...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/75C07F15/00B01J31/22C08F10/00
Inventor 纪洪波许学翔孙敏赵伟景振华时晓岚
Owner CHINA PETROLEUM & CHEM CORP
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