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Substituted metallocene catalysts

A metallocene catalyst and catalyst technology, applied in the direction of metallocene, organic chemistry, chemical instruments and methods, etc., can solve the problem of no cyclic bridging group

Inactive Publication Date: 2016-03-02
EXXONMOBIL CHEM PAT INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] See also WO2011 / 051705 which discloses substituted indenyl compounds but without the cyclic bridging group

Method used

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  • Substituted metallocene catalysts
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  • Substituted metallocene catalysts

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0400] Example 1: Synthesis of 1,1-silacyclopentanediyl-bis(2,4,7-trimethylinden-1-yl) Hafnium dichloride, or cyclotetramethylenesilylene-bis(2,4,7-trimethylinden-1-yl) Hafnium dichloride(1)

[0401] 1,1-bis(2,4,7-trimethyl-1H-inden-1-yl)silacyclopentane

[0402]

[0403] To a solution of 39.6g (0.25mol) 2,4,7-trimethylindene in 350ml of ether, slowly add 2.5M in 100ml (0.25mol) of hexane n BuLi. The resulting suspension was stirred at room temperature for 30 minutes, then 50 ml THF was added to dissolve the precipitate. The resulting mixture was stirred for 1 h, then cooled to -60 °C and 1.12 g (12.5 mmol) CuCN was added. The resulting mixture was stirred at room temperature for 40 minutes, then 19.4 g (0.125 mmol) of 1,1-dichlorosilacyclopentane were added in one portion. The mixture was stirred overnight at room temperature, then 200 ml of cold water were added. Separate the organic layer. The aqueous layer was extracted with 2x50ml dichloromethane. The com...

Embodiment 2

[0407] Example 2: Synthesis of racemic-1,1-silacyclopentanediyl-bis(2,4,7-trimethylindene -1-yl) hafnium dimethyl, also known as rac-cyclotetramethylenesilylene-bis(2,4,7- Trimethylinden-1-yl) hafnium dimethyl(2)

[0408]

[0409] To a suspension of 18.2 g (28.2 mmol) of the mixture of rac-, meso-hafnocene dichloride and LiCl (1, from Example 1) obtained above in 250 ml THF was added 35 ml (107 mmol) in ether 3.05MMeMgBr. The mixture was stirred overnight at 60°C, then evaporated to dryness. The residue was treated with 250 ml of hot toluene, which was then stripped off in vacuo. The product formed was extracted from the residue using 300 ml of hot methylcyclohexane. Crystals precipitated from the extract at -30°C were collected, and the mother liquor was used again to extract the product. This procedure was repeated until no solid material precipitated from the extract at -30°C. The combined precipitates were washed with 2x40ml THF and dried in vacuo. This proce...

Embodiment 3

[0410] Example 3: Synthesis of racemic-1,1-silacyclopentanediyl-bis(2-ethyl-4-methyl Inden-1-yl) hafnium dichloride, also known as rac-cyclotetramethylenesilylene-bis(2-ethyl -4-Methylinden-1-yl) hafnium dichloride (3)

[0411] 4-Bromo-2-ethylinden-1-one

[0412]

[0413]To a solution of sodium ethoxide prepared from 30.4 g (1.32 mol) of sodium metal and 830 ml of dry ethanol was added 364 g (1.10 mol) of diethyl (2-bromobenzyl)malonate. The solution was stirred for 10 minutes, then 98.5 ml (1.32 mol) of bromoethane were added portionwise with vigorous stirring for 15 minutes. The obtained mixture was refluxed for 4 h, then a solution of 185 g (3.30 mol) KOH in 450 ml water was added. The mixture was refluxed for 4 h, then ethanol was distilled off at atmospheric pressure. The resulting solution was extracted with diethyl ether, then the aqueous layer was acidified with 12M HCl to pH 1-2, then extracted with 3x300ml ethyl acetate. The combined organic extracts we...

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Abstract

This invention relates to novel bridged alpha hafnium transition metal metallocene catalyst compounds having two indenyl ligands substituted at the 4 positions with a C1 to C10 alkyl, wherein the 3 positions are hydrogen (assuming the bridge position is counted as the one position) and the bridging atom is carbon or silicon which is incorporated into a cyclic group comprising 3, 4, 5, or 6 silicon and / or carbon atoms that make up the cyclic ring.

Description

[0001] priority [0002] This application claims the benefit of and priority to USSN 61 / 847,442, filed July 17, 2013. field of invention [0003] The present invention relates to novel bridged hafnium metallocene compounds comprising an indenyl ligand substituted in the 4-position. Background of the invention [0004] Olefin polymerization catalysts are of great utility in industry. There is therefore interest in finding new catalyst systems which increase the commercial availability of catalysts and enable the production of polymers with improved properties. [0005] Catalysts for olefin polymerization are usually based on metallocenes as catalyst precursors, which are activated with the help of aluminoxanes or activators containing non-coordinating anions. [0006] Useful metallocene catalysts are based on bis-indenyl transition metal compounds. In particular, bridged bis 2-substituted indenyl transition metal compounds and bridged bis 2,4-disubstituted indenyl transiti...

Claims

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Application Information

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IPC IPC(8): C08F4/6592C08F10/00
CPCC08F4/65908C07F17/00C08F4/65912C08F2420/09C08F10/00C08F4/65927C08F210/06C08F110/06
Inventor J·A·M·卡尼奇I·S·波里索夫A·K·格里尼施契夫G·P·戈于诺夫D·V·乌博斯基P·S·库尔雅宾D·S·克诺诺维奇V·V·伊兹迈尔A·Z·沃斯科博尼克弗
Owner EXXONMOBIL CHEM PAT INC
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