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Dinuclear metallocene compound, and preparation method and application thereof

A technology of metallocene compounds and compounds, applied in metallocenes, chemical instruments and methods, organic chemistry, etc., can solve the problems of fast chain transfer, small steric hindrance of substituent groups, and insufficient rigidity, and achieve good mechanical properties and processing performance, wide application prospects

Inactive Publication Date: 2016-10-05
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the inventors have found through research that due to the small steric hindrance of the substituent group in the above structure, the rotation of the metacene group relative to the metal center is not strictly restricted, the rigidity is not high enough, and the chain transfer is fast during the polymerization process, so a higher molecular weight polymer

Method used

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  • Dinuclear metallocene compound, and preparation method and application thereof
  • Dinuclear metallocene compound, and preparation method and application thereof
  • Dinuclear metallocene compound, and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0040] (1) Synthesis of binuclear metallocene compound A

[0041] Add 0.25mol 4,4-dibromodiphenyl ether and 100mL dry diethyl ether to a 500mL three-necked flask, then add 3.5g lithium metal at -30°C and react for 12 hours, then add 0.5mol monomethyltrichlorosilane After reacting in an ice-water bath for 6 hours, add 100 mL of distilled water to wash, remove the organic phase with a pear-shaped separatory funnel, wash the water phase with 50 mL of ether three times, combine the organic phases, and wash with anhydrous MgSO 4 Dry, filter, remove the solvent in vacuo, and then recrystallize from ethanol to obtain 33.84 g of colorless crystals, with a yield of 48%.

[0042] Dissolve the above compound in 100 mL of dry tetrahydrofuran, slowly add 0.48 mol cyclopentadiene sodium dropwise at -30°C for 12 hours, remove the solvent in vacuo, and extract the residual solid with 50 mL of ether three times, then place it in an ice-water bath Slowly add 192mL of 2.5M n-butyllithium hexane...

Embodiment 2

[0048] (1) Synthesis of binuclear metallocene compound B

[0049] Add 0.12mol 4,4-dibromodiphenyl ether and 80mL dry ether to a 500mL three-necked flask, then add 1.7g lithium metal at -30°C and react for 12 hours, then add 0.25mol monomethyltrichlorosilane After reacting in an ice-water bath for 6 hours, add 80 mL of distilled water to wash, remove the organic phase with a pear-shaped separatory funnel, wash the water phase with 30 mL of ether three times, combine the organic phases, and wash with anhydrous MgSO 4 Dry, filter, remove the solvent in vacuo, and then recrystallize from ethanol to obtain 16.6 g of colorless crystals, with a yield of 48%.

[0050] Dissolve the above compound in 100 mL of dry tetrahydrofuran, slowly add 0.24 mol of indenyllithium dropwise at -30°C for 12 hours, remove the solvent in vacuo, extract the residual solid with 50 mL of ether three times, and then slowly drop it in an ice-water bath Add 81mL of 2.5M n-butyllithium hexane solution, then s...

Embodiment 3

[0056] (1) Synthesis of binuclear metallocene compound C

[0057] Add 0.06mol 4,4-dibromodiphenyl ether and 60mL dry diethyl ether to a 500mL three-necked flask, then add 0.84g lithium metal at -30°C and react for 12 hours, then add 0.12mol phenyltrichlorosilane After reacting in an ice-water bath for 6 hours, add 60 mL of distilled water to wash, remove the organic phase with a pear-shaped separatory funnel, wash the water phase with 30 mL of ether three times, combine the organic phases, and wash with anhydrous MgSO 4 Dry, filter, remove the solvent in vacuo, and then recrystallize from ethanol to obtain 14.04 g of colorless crystals, yield 45%.

[0058] Dissolve the above compound in 100 mL of dry tetrahydrofuran, slowly add 0.12 mol indenyllithium dropwise at -30°C for 12 hours, remove the solvent in vacuo, extract the residual solid with 50 ethyl ether three times, and then slowly drop it in an ice-water bath Add 40mL of 2.5M n-butyllithium hexane solution, then stir at ...

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Abstract

The present invention provides a dinuclear metallocene compound, its preparation method and application. By introducing a bridging group with high steric hindrance and high rigidity, the chain transfer reaction in the polymerization process is restricted by steric effect. The compound is used to catalyze olefin polymerization , have higher reactivity, and at the same time, polymers with higher molecular weight distribution and molecular weight can be obtained, which has broad application prospects.

Description

technical field [0001] The invention relates to a dinuclear metallocene compound and its application, in particular to a heteroatom-containing bridging type dinuclear metallocene compound and the application of the compound in olefin polymerization. Background technique [0002] Metallocene catalysts are a new generation of olefin polymerization catalysts after Ziegler-Natta catalysts. Compared with the Ziegler-Natta catalyst, the polymer chain length and comonomer content produced by each active center of the metallocene catalyst are almost the same; the catalyst structure is controllable, and the polyolefin molecular chain can be tailored; Good sensitivity, so polyolefin products with the same fluidity can be obtained under the condition of extremely low hydrogen concentration. [0003] However, the polymers prepared by metallocene catalysts have narrow molecular weight distribution, high shear rate sensitivity, and thus poor processability. Therefore, the preparation of...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/00C08F10/00C08F4/76C08F110/02
Inventor 张鹏李丽朱博超黄霞徐人威杨世元王海王雄韩晓昱乔彤森李广全张平生李朋朋宋赛楠谢克峰
Owner PETROCHINA CO LTD
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