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Polyhydroxy pentavalent vanadium olefin polymerization catalyst, preparation method and application

A polyhydroxy pentavalent vanadium catalyst and a technology for olefin polymerization, which are applied in the polyhydroxy pentavalent vanadium olefin polymerization catalyst, preparation method and application field, and can solve the problems of weak ability to catalyze olefin copolymerization, poor high temperature resistance and the like

Inactive Publication Date: 2009-11-11
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Recently, British scientist Redshaw et al. reported high catalytic activity of phenolic vanadium catalysts (Inorganic Chemistry Inorg.Chem.2008, 47, 5799-5814.), but its ability to catalyze olefin copolymerization is not strong, and its high temperature resistance Difference

Method used

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  • Polyhydroxy pentavalent vanadium olefin polymerization catalyst, preparation method and application
  • Polyhydroxy pentavalent vanadium olefin polymerization catalyst, preparation method and application
  • Polyhydroxy pentavalent vanadium olefin polymerization catalyst, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1 Under an argon atmosphere, a solution of 0.255 g (1.0 mmol) of polyhydroxy ligand 1a in 20 ml of methylene chloride was transferred to 0.244 g (1.0 mmol) of VO(O n Pr) 3 20ml of dichloromethane solution, continue to stir at room temperature for 12h. The solution was concentrated to 10ml, and 20ml of anhydrous n-hexane was added to precipitate a black-red crystalline compound to obtain 0.239g (74.9%) of complex 2a. 1 H NMR (CDCl 3 , 25°C): δ6.65(s, 1H, Ar-H), 6.52(s, 1H, Ar-H), 4.71(t, J=3.0Hz, 4H, OCH 2 ), 3.87 (s, 3H, OCH 3 ), 3.83 (s, 2H, ArCH 2 ), 2.91(t, J=6.0Hz, 4H, NCH 2 ), 2.28(s, 3H, ArCH 3 ). Mass spectrometry, the molecular ion peak m / e is 319. Elemental analysis found values: C, 48.98%; H, 5.69%; N, 4.37%; theoretical values: C, 48.91%; H, 5.68%; N, 4.39%.

[0033] The structural formula of the polyhydroxy ligand 1a is as follows:

[0034]

[0035] The structural formula of the complex 2a is as follows:

[0036]

Embodiment 2

[0037] Example 2 Under an argon atmosphere, a solution of 0.283 g (1.0 mmol) of polyhydroxy ligand 1b in 20 ml of methylene chloride was transferred to 0.244 g (1.0 mmol) of VO(O n Pr) 3 20ml of dichloromethane solution, continue to stir at room temperature for 12h. The solution was concentrated to 10ml, and 20ml of anhydrous n-hexane was added to precipitate a black-red crystalline compound to obtain 0.265g (76.5%) of complex 2b: 1 H NMR (CDCl 3 , 25°C): δ6.68(s, 1H, Ar-H), 6.65(s, 1H, Ar-H), 6.53(s, 1H, Ar-H), 6.49(s, 1H, Ar-H) , 5.03(sept, J=4.2Hz, 1H, CH), 4.64(sept, J=4.2Hz, 1H, CH), 3.88(s, 3H, OCH 3 ), 3.74 (penta, J=55.8Hz, 2H, ArCH 2 ), 2.71 (d, J=12.0Hz, 2H, NCH 2 ), 2.51 (d, J=12.0Hz, 2H, NCH 2 ), 2.28(s, 3H, ArCH 3 ), 1.22 (m, 6H, CHCH 3 ). Mass spectrometry, the molecular ion peak m / e is 347. Elemental analysis found values: C, 51.94%; H, 6.95%; N, 4.00%; Theoretical values: C, 51.88%; H, 6.93%; N, 4.03%.

[0038] The structural formula of the polyhydrox...

Embodiment 3

[0042] Example 3 Under an argon atmosphere, a solution of 0.361 g (1.0 mmol) of polyhydroxy ligand 1c in 20 ml of methylene chloride was transferred to 0.244 g (1.0 mmol) of VO(O n Pr) 3 20ml of dichloromethane solution, continue to stir at room temperature for 6h. The solution was concentrated to 10ml, and 20ml of anhydrous n-hexane was added to precipitate a black-red crystalline compound to obtain 0.354g (83.3%) of complex 2c: 1 H NMR (CDCl 3 , 25°C): δ6.60 (s, 2H, Ar-H), 6.49 (s, 2H, Ar-H), 4.82 (br, 2H, OCH 2 ), 3.85(s, 6H, OCH 3 ), 3.45 (br, 4H, ArCH 2 ), 2.72 (br, 2H, NCH 2 ), 2.26(s, 6H, ArCH 3 ). Mass spectrometry, the molecular ion peak m / e is 425. Elemental analysis found values: C, 56.41%; H, 5.66%; N, 3.31%; theoretical values: C, 56.47%; H, 5.69%; N, 3.29%.

[0043] The structural formula of the polyhydroxy ligand 1c is as follows:

[0044]

[0045] The structural formula of the complex 2c is as follows:

[0046]

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Abstract

The invention relates to a polyhydroxy pentavalent vanadium olefin polymerization catalyst, a preparation method and application. Under the anhydrous oxygen-free conditions, complexation reaction occurs between polyhydroxy ligand or ligand anion with proton removed and equal amount of VO(OPr)3 or VCl3(N-2,6-Me2C6H3), thus obtaining the polyhydroxy pentavalent vanadium olefin polymerization catalyst. Under the action of aluminium diethyl monochloride, the catalyst catalyzes ethylene for polymerization, ethylene and hexylene for copolymerization, ethylene and norbornene for copolymerization, ethylene and 5-norbornene-2-methanol for copolymerization, thus obtaining a polymer with high molecular weight and high comonomer insertion rate. The polymerization catalyst has the advantages of convenient preparation, high catalytic activity, good thermal stability, strong polar monomer resistance, and the like.

Description

technical field [0001] The invention relates to a polyhydroxy pentavalent vanadium olefin polymerization catalyst, a preparation method and an application. Background technique [0002] Since Ziegler and Natta discovered that transition metal complexes can catalyze olefin polymerization under mild conditions in the 1950s, polyolefin products have been widely used in industry, agriculture, national defense, transportation and people's daily life. It has brought about revolutionary changes in human society. In the following fifty years, a large number of transition metal catalytic systems with high activity and high control over product structure have emerged. Especially since the 1990s, the advent of a series of "non-metallocene" transition metal catalysts has greatly promoted the development of olefin polymerization catalysts. Therefore, effective molecular structure design of organic ligands to improve catalyst performance occupies a core position in the field of catalyst...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F10/00C08F4/68C08F110/02C08F210/02
Inventor 李悦生吴集钱刘靖宇李彦国刘三荣
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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