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Silicon-bridged metallocene complex containing nitrogen heterocyclic ring structures and application thereof

A technology of metallocene complexes and silicon bridging, applied in metallocene, organic chemistry, chemical instruments and methods, etc., can solve the problem of low isotacticity of polypropylene, achieve simple preparation, good controllability, and promising application prospects broad effect

Active Publication Date: 2020-05-15
SHANDONG JINCHENG PETROCHEMICAL GRP CO LTD
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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 containing nitrogen heterocyclic ring structures and application thereof
  • Silicon-bridged metallocene complex containing nitrogen heterocyclic ring structures and application thereof
  • Silicon-bridged metallocene complex containing nitrogen heterocyclic ring structures and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Compound Formula Ⅱ: Preparation of 2-methyl-4-8-quinoline-indene

[0047] 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:

[0048]

[0049] The obtained intermediate product 1 (1.72g / 10mmol), 2-methyl-4-bromoindanone (1.46g / 10mmol), 0.005mol% Pd(OAc) 2 Dichloromethane solution, tetrabutylammonium bromide (3.22g / 10mmol), potassium carbonate...

Embodiment 2

[0054] Preparation of Ligand L1(2-methyl-4-8-quinoline-indene)(2-methyl-4-3,5-ditrifluoromethyl-phenyl-indene)dimethylsilyl

[0055] Under a nitrogen atmosphere, dissolve the compound formula II (2.57g / 10mmol) in 50mL of anhydrous tetrahydrofuran, add n-butyllithium (2.5M, 4mL / 10mmol) dropwise at -78°C, and gradually rise to 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 (50 mmol) at -78°C, gradually rise to room temperature and continue stirring for 16 hours. The solvent and excess dimethyldichlorosilane were removed under reduced pressure, and 50 mL of anhydrous tetrahydrofuran was added to the system. At -78 ° C, the compound formula V was also treated with n-butyllithium (2.5M, 4 mL / 10 mmol ) ionization, the tetrahydrofuran solution of the ionized compound V was added into the tetrahydrofuran solution of the above compound, and the mixtur...

Embodiment 3

[0057] Preparation of Ligand L2(2-methyl-4-8-quinoline-indene)(2-methyl-benzoindene)dimethylsilyl

[0058] The experimental procedure was the same as in Example 2, and 4.55 g, 9.22 mmol of ligand L2 was obtained, yield: 92%. Anal. Calcd for C 39 h 31 f 6 NSi: C, 71.43; H, 4.77; N, 2.14. Found: C, 70.83; H, 5.34; N, 2.01.

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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 nitrogen heterocyclic ring structures and application thereof. Molecules of the designed novel silicon-bridged metallocene complex contain three different nitrogen heterocyclic ring structures, and the distances from nitrogen atomsto a metal center are different, so that different chemical environments are provided for the metal center, and the metallocene complex with a novel structure is constructed. By changing a skeleton structure and a substituent group, the three-dimensional effect and the electronic effect of the metallocene complex can be conveniently regulated and controlled, the catalytic performance is regulatedand 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 nitrogen-containing heterocyclic 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...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/00C08F10/00C08F110/06C08F110/02C08F210/16C08F4/6592
CPCC07F17/00C08F10/00C08F110/06C08F110/02C08F210/16C08F4/65927Y02P20/52
Inventor 母瀛郑全德谷传昶尹志鹏赖麒杨钧超金鹿荆凯
Owner SHANDONG JINCHENG PETROCHEMICAL GRP CO LTD
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