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Preparation of isobutyryl substituted 1,10-phenanthroline complex and application of complex serving as catalyst

A technology of isobutyryl and phenanthroline, applied in 1, the application field of ethylene oligomerization catalyst, can solve the problem of many steps of ligand synthesis and the like

Active Publication Date: 2012-07-11
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this catalyst preparation method has the following disadvantages: too many ligand synthesis steps, and the need to use highly toxic potassium cyanide to participate in the reaction

Method used

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  • Preparation of isobutyryl substituted 1,10-phenanthroline complex and application of complex serving as catalyst
  • Preparation of isobutyryl substituted 1,10-phenanthroline complex and application of complex serving as catalyst
  • Preparation of isobutyryl substituted 1,10-phenanthroline complex and application of complex serving as catalyst

Examples

Experimental program
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Effect test

Embodiment 1

[0038] 1. Synthesis of Catalyst Chloride 2-isobutyryl-1,10-phenanthroline 2,6-diethylanilinate iron (II) complex

[0039] The synthesis of a.2-isobutyryl-1,10-phenanthroline (see the following reaction scheme)

[0040]

[0041] Put 5.1 g (28.3 mmol) of 1,10-phenanthroline into a 250 ml three-necked flask, and dissolve it with 100 ml of toluene under nitrogen protection and magnetic stirring. Slowly add 13.7ml of triisobutylaluminum (d=0.82g / ml, 56.6mmol) dropwise to the three-necked flask under stirring at -60°C, the dropwise addition is completed in about 15 minutes, and continue stirring at this temperature for 18h. Afterwards, the temperature was raised to about 30° C., and stirring was continued for 10 h. Then the reaction mixture was cooled to about -30°C, 50ml of distilled water was slowly added thereto, and then heated to 30°C and stirred for 10h. Then separate the liquids, take out the organic phase, and extract the inorganic phase three times with dichloromethane...

Embodiment 2-47

[0057] Repeat step 1 of Example 1, except that 2,6-diethylaniline in step b of Example 1 is replaced by the following substituted anilines in turn: 2-methylaniline, 3-methylaniline, 4- Methylaniline, 2,3-dimethylaniline, 2,4-dimethylaniline, 2,5-dimethylaniline, 2,6-dimethylaniline, 3,4-dimethylaniline, 3 , 5-dimethylaniline, 2,4,6-trimethylaniline, 4-bromo-2,6-dimethylaniline, 2-ethylaniline, 2-ethyl-6-methylaniline, 2 -isopropylaniline, 2,6-diisopropylaniline, 2-fluoroaniline, 2-fluoro-4-methylaniline, 2-fluoro-5-methylaniline, 2,4-difluoroaniline, 2 , 5-difluoroaniline, 2,6-difluoroaniline, 3,4-difluoroaniline, 2,3,4-trifluoroaniline, 2,4,5-trifluoroaniline, 2,4,6-trifluoroaniline Fluoroaniline, 2,3,4,5,6-pentafluoroaniline, 3-chloroaniline, 2,6-dichloroaniline, 2,3,4-trichloroaniline, 2,4,5-trichloroaniline, 2,4,6-Trichloroaniline, 2-bromoaniline, 2-bromo-4-methylaniline, 2-bromo-4-fluoroaniline, 4-bromo-2-fluoroaniline, 2,6-dibromoaniline , 2,6-dibromo-4-methylaniline,...

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Abstract

The invention provides a method for preparing a chlorinated 2-isobutyryl-1,10-phenanthroline ferrous aniline condensate (II) complex of a formula (I) and application of the complex serving as an ethylene oligomerization catalyst. Each variable of the formula (I) is defined as the specification. The method comprises the following steps of: selecting triisobutyl aluminum as an initial raw material in the process of preparing 2-isobutyryl-1,10-phenanthroline from 1,10-phenanthroline, sequentially performing hydrolysis and oxidation reaction with nitrobenzene to obtain 2-isobutyryl-1,10-phenanthroline, condensing the 2-isobutyryl-1,10-phenanthroline and substituted aniline to obtain 2-isobutyryl-1,10-phenanthroline aniline condensate ligand, and reacting the ligand with ferrous chloride to obtain the target product. The synthesizing method is few in steps and simple in process, and reduces the preparation cost of the catalyst; and by substituting the nontoxic triisobutyl aluminum for the potassium cyanide in the conventional preparation method, the method has a broad industrialized prospect.

Description

technical field [0001] The present invention relates to the preparation method of olefin oligomerization catalyst, more specifically relate to the preparation method of isobutyryl-substituted 1,10-phenanthroline amide iron (II) complex, and the complex thus prepared as Application of ethylene oligomerization catalysts. Background technique [0002] Ethylene oligomerization is one of the most important reactions in the olefin polymerization industry. Through oligomerization, cheap small molecule olefins can be transformed into products with high added value. Ethylene oligomerization product-linear α-olefin (LAO) is an important organic chemical raw material. For example LAOC 4 -C 30 It can be used to prepare daily cleaning agents, flotation agents, emulsifiers, lubricating components of refrigerators and drilling fluids, plasticizers, various additives, low-viscosity synthetic oils, polymers and copolymers, petroleum And petroleum product additives, higher alkylamines, h...

Claims

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Application Information

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IPC IPC(8): C07F15/03B01J31/22C07C2/22C07C11/02
Inventor 郑明芳刘珺李维真王怀杰张海英周钰栗同林赵岚谢明军吴红飞王吉龙
Owner CHINA PETROLEUM & CHEM CORP
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