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Ethylene oligomerization catalyst composition containing 1, 10-phenanthroline amino-iron (II) complex substituted by propionyl

A technology for the oligomerization of phenanthroline amines and ethylene, which is applied in organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, hydrocarbons, etc., and can solve high cost, large consumption, and production costs Expensive and other issues

Inactive Publication Date: 2013-04-03
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, whether methylalumoxane or modified methylalumoxane is used as a cocatalyst, the cost is too high and the dosage is too large. When it is used as a cocatalyst for ethylene oligomerization on a large scale, it will inevitably lead to production costs. high

Method used

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  • Ethylene oligomerization catalyst composition containing 1, 10-phenanthroline amino-iron (II) complex substituted by propionyl
  • Ethylene oligomerization catalyst composition containing 1, 10-phenanthroline amino-iron (II) complex substituted by propionyl
  • Ethylene oligomerization catalyst composition containing 1, 10-phenanthroline amino-iron (II) complex substituted by propionyl

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] 1. Synthesis of Catalyst Chloride 2-n-propionyl-1,10-phenanthroline 2,6-diethylanilinate iron (II) complex

[0037] a. Synthesis of 2-n-propionyl-1,10-phenanthroline

[0038] 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 13.5ml of tri-n-propylaluminum (d=0.82g / ml, 70.9mmol) 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, each time the consumption of dichloromethane i...

Embodiment 2

[0052] Using the main catalyst prepared in Example 1, the cocatalyst is triethylaluminum to carry out ethylene oligomerization, the difference from Example 1 is: the consumption of triethylaluminum toluene solution is 2.15ml (concentration is 0.74mol / l ), so that Al / Fe=796. At 30°C, the ethylene pressure was maintained at 1 MPa, and the reaction was stirred for 30 minutes. A small amount of reaction mixture was taken out with a syringe and neutralized with 5% dilute hydrochloric acid for GC analysis: the oligomerization activity was 2.45×10 6 g·mol -1 (Fe)·h -1 , the oligomer contents are C 4 16.3%, C 6 ~C 10 51.1%, C 6 ~C 18 77.5% (including 88.2% linear α-olefins), C 20 ~C 28 6.2%. The remaining reaction mixture was neutralized with 5% hydrochloric acid in ethanol, and no polymer was obtained. The analysis results are shown in Table 1.

Embodiment 3

[0054] Using the main catalyst prepared in Example 1, the cocatalyst is triethylaluminum to carry out ethylene oligomerization, the difference from Example 1 is: the consumption of triethylaluminum toluene solution is 1.88ml (concentration is 0.74mol / l ), so that Al / Fe=696. At 30°C, the ethylene pressure was maintained at 1 MPa, and the reaction was stirred for 30 minutes. A small amount of reaction mixture was taken out with a syringe and neutralized with 5% dilute hydrochloric acid for GC analysis: the oligomerization activity was 3.23×10 6 g·mol -1 (Fe)·h -1 , the oligomer contents are C 4 18.9%, C 6 ~C 10 55.8%, C 6 ~C 18 76.4% (including 88.4% linear α-olefins), C 20 ~C 28 4.7%. The remaining reaction mixture was neutralized with 5% hydrochloric acid in ethanol, and no polymer was obtained. The analysis results are shown in Table 1.

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Abstract

The invention provides an ethylene oligomerization catalyst composition. The ethylene oligomerization catalyst composition comprises a main catalyst of a 1, 10-phenanthroline amino-iron (II) complex which is substituted by propionyl in a formula (I) and a catalyst promoter of triethyl aluminum, wherein the molar ratio of the metallic aluminium of the catalyst promoter to the central metallic aluminium of the main catalyst is between 30 and 900. According to the ethylene oligomerization catalyst composition, the triethyl aluminum which is used as the catalyst promoter is low in price and only accounts for a small percentage of the price of methylaluminoxane, and the usage of the catalyst promoter is greatly reduced, the catalyst has good catalytic activity of catalyzing ethylene oligomerization, so that the ethylene oligomerization reaction cost is greatly lowered; the selectivity of linear alpha-olefin in an oligomerization product is high; the oligomerization product is distributed reasonably; polyvinyl cannot be generated; and thus, the ethylene oligomerization catalyst composition has a wide industrial prospect.

Description

technical field [0001] The invention relates to the field of ethylene oligomerization, in particular to a catalyst composition of n-propionyl substituted 1,10-phenanthroline amidoiron (II) complex and triethylaluminum. The present invention also relates to a process for the oligomerization of ethylene using the composition described above. Background technique [0002] Linear α-olefins are widely used in the fields of ethylene comonomers, surfactant synthesis intermediates, plasticizer alcohols, synthetic lubricating oils and oil additives. In recent years, with the continuous development of the polyolefin industry, the worldwide demand for α-olefins has grown rapidly. At present, the vast majority of α-olefins are prepared by ethylene oligomerization. The used catalyst of ethylene oligomerization mainly contains nickel series, chromium series, zirconium series and aluminum series etc., in recent years, Brookhart group (Brookhart, the people such as M, J.Am.Chem.Soc., 1998...

Claims

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Application Information

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IPC IPC(8): B01J31/22C07C11/02C07C2/22
CPCY02P20/52
Inventor 李维真刘珺郑明芳张海英王怀杰周钰赵岚栗同林吴红飞祁彦平
Owner CHINA PETROLEUM & CHEM CORP
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