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Preparation of butyryl-substituted 1,10-phenanthroline complex and application of prepared complex as catalyst
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A technology of phenanthroline and complexes, which is applied in the application field of 1, ethylene oligomerization catalysts, and can solve the problems of many ligand synthesis steps, etc.
Active Publication Date: 2012-06-06
CHINA PETROLEUM & CHEM CORP +1
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However, this catalyst preparation method has the following disadvantages: too many ligand synthesis steps, and the need to use highly toxic potassiumcyanide to participate in the reaction
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Embodiment 1
[0039] 1. Synthesis of Catalyst Chloride 2-N-Butyryl-1,10-Phenanthroline Condensed 2,6-Diethylanilinate Iron (II) Complex
[0040] The synthesis of a.2-n-butyryl-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 13.7ml of tri-n-butylaluminum (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 dichlor...
Embodiment 2-47
[0058] 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 of preparing a complex represented by formula (I) of 2-n-butyryl-1,10-phenanthroline condensation amine ferricchloride (II) and application of the prepared complex as a catalyst for ethylene oligomerization, wherein variables in formula (I) are defined in the specification. According to the method, in the process of preparing 2-n-butyryl-1,10-phenanthroline from 1,10-phenanthroline, tri-n-butylaluminum is used as a starting material, then hydrolysis and an oxidation reaction with nitrobenzene are sequentially carried out so as to obtain 2-n-butyryl-1,10-phenanthroline, 2-n-butyryl-1,10-phenanthroline and substituted aniline undergo a condensation reaction so as to prepare 2-n-butyryl-1,10-phenanthroline condensation amine ligand, and the ligand reacts with ferrouschloride so as to obtain a target product. The synthetic method comprises a few procedures, is a simple process, enables preparation cost for the catalyst to be reduced and uses nontoxic tri-n-butylaluminium to substitute potassiumcyanide used in normal preparation methods, thereby having a wide industrial 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 n-butyryl substituted 1,10-phenanthroline amidoiron (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, hig...
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