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Silicon-bridged metallocene complex with C2 symmetrical structure and application thereof

A technology of metallocene complexes and symmetrical structures, which is applied in the direction of silicon organic compounds, compounds of group 4/14 elements of the periodic table, titanium organic compounds, etc., can solve the problem of low isotacticity of polypropylene, and achieve simple preparation, High activity and broad application prospects

Pending Publication Date: 2020-05-22
山东清河化工科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Riger et al. reported that a class of C1 symmetric metallocene complexes obtained higher molecular weight polypropylene, but the isotacticity of polypropylene was lower (Organometallics.2003, 22, 3495.)

Method used

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  • Silicon-bridged metallocene complex with C2 symmetrical structure and application thereof
  • Silicon-bridged metallocene complex with C2 symmetrical structure and application thereof
  • Silicon-bridged metallocene complex with C2 symmetrical structure and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Compound Formula VII: Preparation of 2-methyl-4-8-quinoline-indene

[0039] 8-Bromoquinoline (2.08g / 10mmol) was dissolved in 50mL of anhydrous tetrahydrofuran, and n-butyllithium (2.5M, 4mL / 10mmol) was added dropwise at -78°C, gradually raised to room temperature, and stirred at room temperature for 16 hour, trimethyl borate (1.04g / 10mmol) was added dropwise at -78°C, gradually warmed to room temperature, stirred at room temperature for 16 hours, water was gradually added at 0°C, and then 3.4mL of 3M aqueous hydrochloric acid was added dropwise. Extract with ether, adjust the pH to neutral with sodium bicarbonate, and recrystallize from acetone and n-hexane to obtain intermediate product 1 (1.5 g, yield 87%). Intermediate product 1 structural formula:

[0040]

[0041] The obtained intermediate product 1 (1.72g / 10mmmol), 2-methyl-4-bromoindanone (1.46g / 10mmol), 0.005mol% Pd(OAc) 2 Dichloromethane solution, tetrabutylammonium bromide (3.22g / 10mmol), potassium carbon...

Embodiment 2

[0046] Preparation of Ligand L1 Bis(2-methyl-4-3,4,5-trifluorophenyl-indene)dimethylsilyl

[0047] Under a nitrogen atmosphere, the compound formula II (2.6g / 10mmol) was dissolved in 50mL of anhydrous tetrahydrofuran, and n-butyllithium (2.5M, 4mL / 10mmol) was added dropwise at -78°C, and gradually increased under nitrogen protection. Return to room temperature, stir at room temperature for 16 hours, then add the lithium salt solution formed by the reaction into a tetrahydrofuran solution of dimethyldichlorosilane (5 mmol) at -78°C, gradually rise to room temperature and continue stirring for 16 hours. Remove the solvent under reduced pressure, add dry toluene or n-hexane to wash three times, and filter. Ligand L1 was obtained by removing the solvent. The ligand L1 was 5.13g, 8.92mmol, yield: 89%. Anal. Calcd for C 34 h 26 f 6 Si: C, 70.82; H, 4.54. Found: C, 68.83; H, 4.94.

Embodiment 3

[0049] Preparation of Ligand L2 Bis(2-methyl-4-2,6-difluorophenyl-indene)dimethylsilyl

[0050] The experimental procedure was the same as in Example 2, and 4.54 g, 8.41 mmol of ligand L2 was obtained, yield: 84%. Anal. Calcd for C 34 h 28 f 4 Si: C, 75.53; H, 5.22. Found: C, 73.02; H, 5.67.

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Abstract

The invention relates to a preparation method and application of an olefin polymerization reaction catalyst, in particular to a silicon-bridged metallocene complex with a C2 symmetrical structure andapplication thereof. Molecules of the silicon-bridged metallocene complex with the novel C2 symmetric structure in the invention contain seven different ligand structures, and ligands have chemical groups with different electron donating capacities, so different chemical environments are provided for a metal center, and the metallocene complex with the novel structure is constructed. By changing askeleton structure and substituent groups, the three-dimensional effect and the electronic effect of the metallocene complex can be conveniently regulated and controlled, so the catalytic performanceis regulated and controlled, and polyolefin high polymer materials with different structures and properties are prepared.

Description

technical field [0001] The invention relates to a preparation method and application of a kind of olefin polymerization reaction catalyst, in particular to a silicon-bridged metallocene complex with C2 symmetrical structure and application thereof. Background technique [0002] Cyclopentadiene and its derivatives coordinate with metals to form metal-organic complexes, commonly known as metallocene catalysts. Metallocene complexes exhibit extremely high catalytic activity when combined with appropriate cocatalysts, and great progress has been made in catalyzing olefin polymerization (W. Kaminsky, Metalorganic Catalysts for Synthesis and Polymerization, Berlin: Springer, 1999). [0003] Different positions can be substituted abundantly on the indene ring to obtain various types of indene derivatives (Halterman, R.L.Chem.Rev.1992, 92, 965), bridged compounds synthesized by different combinations of various indene derivatives and Metallocene complexes prepared by coordination o...

Claims

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Application Information

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IPC IPC(8): C07F7/28C07F7/08C07F7/10C08F110/06C08F110/02C08F210/16C08F4/6592
CPCC07F7/28C07F7/081C07F7/0812C08F110/06C08F110/02C08F210/16C08F4/65927C08F2500/01C08F2500/15C08F210/06
Inventor 母瀛郑全德张庆录郭秀学
Owner 山东清河化工科技有限公司
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