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Single-salicylaldehyde imine vanadium olefin polymerization catalyst as well as preparation method and use thereof

A technology of salicylaldimine vanadium olefin and polymerization catalyst, which is applied in the field of monosalicylaldimine vanadium olefin polymerization catalyst and preparation, and can solve the problems of low catalytic activity, easy deactivation, poor high temperature resistance, etc.

Inactive Publication Date: 2008-06-25
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to overcome the shortcomings of low catalytic activity, easy deactivation, and poor high temperature resistance, one of the purposes of the present invention is to provide a monosalicylaldimine vanadium olefin polymerization catalyst

Method used

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  • Single-salicylaldehyde imine vanadium olefin polymerization catalyst as well as preparation method and use thereof
  • Single-salicylaldehyde imine vanadium olefin polymerization catalyst as well as preparation method and use thereof
  • Single-salicylaldehyde imine vanadium olefin polymerization catalyst as well as preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Add 9.77 g of salicylaldehyde equivalent to 80 mmol, 7.45 g of aniline equivalent to 80 mmol, 50 ml of methanol, and 2 ml of formic acid into a dry reactor, and react at 25° C. for 24 h. The solvent methanol was distilled off with a rotary evaporator, and 1000 ml of a solution of ethyl acetate and petroleum ether with a volume ratio of 1:100 was used as an eluent, and the residue was subjected to column chromatography to obtain 15.0 g of yellow solid Schiff's base. 95%. 1 H NMR (300 MHz, DMSO): δ6.93-7.68 (m, 9H, Ar-H), 8.97 (s, 1H, CH=N), 13.07 (s, 1H, OH). According to mass spectrometry, the molecular ion peak m / e is 197. Elemental analysis measured value: C, 79.30%; H, 5.64%; N, 7.05%; Theoretical value (C 13 h 11 NO): C, 79.16%; H, 5.62%; N, 7.10%.

[0025] Under a nitrogen atmosphere, add 0.39 g of the above-obtained Schlenk base equivalent to 2.0 mmol and 20 ml of anhydrous tetrahydrofuran into a dry reactor reactor, stir at room temperature for 10 min to diss...

Embodiment 2

[0030] 4.89g of salicylaldehyde is equivalent to 40mmol, and 6.44g of p-trifluoromethylaniline is equivalent to 40mmol to replace the aniline, 30ml of methanol, and 1ml of formic acid in Example 1, and react at 25°C for 12h. The experimental operation is the same as that of Example 1, and a yellow solid is obtained. 9.76 g of the like Schiff's base, the yield is 92%. 1 H NMR (300 MHz, DMSO): δ6.98-7.83 (m, 8H, Ar-H), 9.00 (s, 1H, CH=N), 12.62 (s, 1H, OH). According to mass spectrometry, the molecular ion peak m / e is 265. Elemental analysis measured value: C, 63.25%; H, 3.83%; N, 5.30%; Theoretical value (C 14 h 10 f 3 NO): C, 63.40%; H, 3.80%; N, 5.28%.

[0031] Under a nitrogen atmosphere, add 0.53 g of the Schiffer’s base obtained above, which is equivalent to 2.0 mmol, and 30 ml of anhydrous tetrahydrofuran, to a dry reactor reactor, stir at room temperature for 10 minutes to dissolve the solid, and add three to another dry Schlenk reactor. Vanadium Chloride Tetrahydro...

Embodiment 3

[0036] 4.89 g of salicylaldehyde is equivalent to 40 mmol, and 4.28 g of p-methylaniline is equivalent to 40 mmol instead of aniline, 40 ml of methanol, and 1 ml of formic acid in Example 1, and reacted at 25 ° C for 12 hours. The experimental operation is the same as that of Example 1, and a yellow solid Buddha alkali 7.85g, yield 93%. 1 H NMR (300MHz, CDCl 3 ): δ2.44(s, 3H, CH 3 ), 6.94-7.65 (m, 8H, Ar-H), 8.96 (s, 1H, CH=N), 13.22 (s, 1H, OH). According to mass spectrometry, the molecular ion peak m / e is 211. Elemental analysis measured value: C, 79.63%; H, 6.25%; N, 6.71%; Theoretical value (C 14 h 13 NO): C, 79.59%; H, 6.20%; N, 6.63%.

[0037] Under a nitrogen atmosphere, add 0.42 g of the Schiffer base obtained above, which is equivalent to 2.0 mmol, and 40 ml of anhydrous tetrahydrofuran, to a dry reactor reactor, stir at room temperature for 10 minutes to dissolve the solid, and add three to another dry Schlenk reactor. Vanadium Chloride Tetrahydrofuran Complex ...

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Abstract

The invention relates to a method for preparing single salicylaldehyde imine vanadium olefin polymerization catalyst and application of the catalyst in catalyzing ethylene polymerization. Under the catalyzing effect of formic acid, condensation reaction of the salicylaldehyde or derivatives of the salicylaldehyde and aniline or derivatives of the aniline is carried out in methanol solution, and skiff base is obtained. Under the condition of no water and no oxygen and under the effect of excess triethylamine, the single salicylaldehyde imine vanadium olefin polymerization catalyst of the invention is obtained by complexation reaction of the skiff base and vanadium trichloride. Under the effect of diethyl aluminium chloride, the catalyst of the invention can be used for catalyzing ethylene polymerization. The invention has the advantages of easy preparation, high catalyzing activity and good thermal stability.

Description

technical field [0001] The invention relates to a monosalicylaldimine vanadium olefin polymerization catalyst and a preparation method. [0002] The present invention also relates to the application of the above-mentioned monosalicylaldimine vanadium olefin polymerization catalyst in catalyzing ethylene polymerization. Background technique [0003] In the 1950s, Ziegler and Natta each discovered that transition metal complexes could catalyze the polymerization of olefins under mild conditions. In the following fifty years, a large amount of research has emerged to develop high activity and high control over the product structure. active transition metal catalyst system. At the same time, the continuous renewal of polyolefin products has brought revolutionary changes to people's lives, and they are increasingly widely used in industry, agriculture, national defense, transportation and people's daily life. Therefore, the effective molecular structure design of organic ligand...

Claims

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Application Information

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IPC IPC(8): C08F10/02C08F4/685
Inventor 刘靖宇李悦生吴集钱
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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