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Preparation of acetyl-substituted-1,10-phenanthroline complex and application of prepared complex as catalyst

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

Active Publication Date: 2012-06-06
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 acetyl-substituted-1,10-phenanthroline complex and application of prepared complex as catalyst
  • Preparation of acetyl-substituted-1,10-phenanthroline complex and application of prepared complex as catalyst
  • Preparation of acetyl-substituted-1,10-phenanthroline complex and application of prepared complex as catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] 1. Synthesis of Catalyst Chloride 2-acetyl-1,10-phenanthroline 2,6-diethylanilinate iron (II) complex

[0040] The synthesis of a.2-acetyl-1,10-phenanthroline (see the following reaction scheme)

[0041]

[0042] 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 10ml of triethylaluminum (70.8mmol) dropwise to the three-necked flask under stirring at -60°C, the dropwise addition is completed in about 15 minutes, continue stirring at this temperature for 18h, then raise the temperature to about 30°C, and continue stirring 10h. 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, each time the consumption of dichloromethane is 20m...

Embodiment 2-47

[0059] 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 chlorinated-2-acetyl-1,10-phenanthroline amine iron (II) complex with the structural formula of formula (I) and an application of the obtained complex as an ethylene oligomerization catalyst, wherein variables in the formula (I) are defined in the specification. According to the method, triethyl aluminum which is adopted as an initial raw material in the process of the preparation of 2-acetyl-1,10-phenanthroline from 1,10-phenanthroline is hydrolyzed and undergoes an oxidation reaction with nitrobenzene to obtain 2-acetyl-1,10-phenanthroline, 2-acetyl-1,10-phenanthroline is condensed with substituted aniline to obtain a 2-acetyl-1,10-phenanthroline amine ligand, and the ligand is reacted with iron dichloride to obtain the complex. The synthetic method of the invention, which has the advantages of less step, simple technology, and catalyst preparation cost reduction, and adopts nontoxic triethyl aluminum to replace potassium cyanide used in routine preparation methods, has a wide industrialization prospect.

Description

technical field [0001] The present invention relates to the preparation method of olefin oligomerization catalyst, relate to the preparation method of acetyl substituted 1,10-phenanthroline amide iron (II) complex more specifically, and this complex prepared thereby is used as ethylene Application of 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 alkyla...

Claims

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Application Information

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IPC IPC(8): C07F15/03B01J31/22C07C2/22C07C2/30C07C11/02
Inventor 刘珺郑明芳李维真周钰王怀杰张海英栗同林赵岚谢明军吴红飞王吉龙
Owner CHINA PETROLEUM & CHEM CORP
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