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Racemoselective synthesis of ansa-metallocene compounds, ansa-metallocene compounds, catalysts comprising them, process for producing an olefin polymer by use of the catalysts, and olefin homo- and copolymers

A metallocene compound, catalyst technology, applied in racemic selective synthesis of ansa metallocene compounds, ansa metallocene compounds, catalysts containing the compounds, preparation of olefin polymers and olefin homopolymers by using the catalysts and the field of copolymers, which can solve problems such as increasing synthesis steps

Inactive Publication Date: 2010-12-08
RUMSNOVOLENTECHNIK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These intermediates must be converted to the corresponding dichlorides in order to use them as catalyst components, thus adding an extra step to the synthesis

Method used

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  • Racemoselective synthesis of ansa-metallocene compounds, ansa-metallocene compounds, catalysts comprising them, process for producing an olefin polymer by use of the catalysts, and olefin homo- and copolymers
  • Racemoselective synthesis of ansa-metallocene compounds, ansa-metallocene compounds, catalysts comprising them, process for producing an olefin polymer by use of the catalysts, and olefin homo- and copolymers
  • Racemoselective synthesis of ansa-metallocene compounds, ansa-metallocene compounds, catalysts comprising them, process for producing an olefin polymer by use of the catalysts, and olefin homo- and copolymers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0440] Dimethylsilanediylbis(2-methyl-4,7-bis-(4-tert-butyl-phenyl)-indenyl)zirconium dichloride

[0441] 4,7-Dibromo-2-methyl-indan-1-one

[0442]

[0443] In a 1000 ml round bottom flask equipped with a mechanical stirrer, 94.37 g (0.40 mol) of 1,4-dibromobenzene and 106.7 g (0.80 mol) of anhydrous aluminum trichloride were placed. 62.72 (0.60 mol) of 2-methyl-acryloyl chloride were added exothermicly (50-55° C.). The mixture was heated and strong gas evolution was observed starting from 105°C and the temperature rose to 135°C. Heating of the now solid material was continued at 110 °C for 3 h. After cooling to room temperature, 200 g of ice were heated very carefully, followed by careful addition of 200 ml of concentrated hydrochloric acid. The mixture was extracted 3 times with 250 ml of dichloromethane each time. The combined organic layers were washed with 250 ml of water and 250 ml of saturated sodium bicarbonate solution, dried over magnesium sulfate, and the s...

Embodiment 2

[0457] Dimethylsilanediylbis(2-methyl-4,7-bis-(1-naphthyl)-indenyl)zirconium dichloride

[0458] 4,7-bis-(1-naphthyl)-2-methyl-1H-indene

[0459]

[0460] Place 17.6g (61.1mmol) 4,7-dibromo-2-methyl-1H-indene in 500ml round bottom flask, 26.3g (2.5 equivalents) 1-naphthyl boronic acid, 274mg (2mol%) palladium acetate, 42.23 g (2.5 equivalents) of potassium carbonate, 39.4 g (2 equivalents) of tetrabutylammonium bromide, 169 ml of degassed water and 169 ml of degassed toluene. The mixture was stirred at reflux for 20h. After cooling to room temperature, 100 ml of toluene and 100 ml were added. The aqueous phase was extracted 3 times with 100 ml toluene. The combined organic layers were washed once with 100 ml of 2M sodium hydroxide solution and three times with 50 ml of water each time and dried over magnesium sulfate. The solvent was removed in vacuo and purification by flash chromatography on silica using heptane / dichloromethane (10:1) afforded 15.3 g (40 mmol, 65%) ...

Embodiment 5

[0477] To a stirred suspension of 293 g of silica (Grace XPO2107, dried at 180° C. and 1 mbar for 16 hours, LOD < 0.5% by weight and LOI = 2.6% by weight) in 1500 mL of toluene was added slowly at room temperature 300 mL of 30 wt. % of methylalumoxane in toluene (Albemarle Corporation). During the addition, the temperature must not exceed 30°C. After the addition was complete, the mixture was stirred at room temperature for 2 hours and separated by filtration. The residue was washed with 2 parts of 1500 mL of toluene and with 3 parts of 1500 mL of isohexane and dried in vacuo to constant weight. The methylaluminoxane-treated silica was obtained in the form of a free-flowing powder in a yield of 408 g.

[0478] Preparation of Supported Metallocene Catalysts:

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Abstract

A metallocene compound with the 4- and 7-positions on the indenyl moiety possessing large aromatic substituents is prepared in accordance with a method which produces substantially 100 percent racemic isomer. Advantageously, polymerisation catalysts including the metallocene of the invention provide superior olefin polymerisation results.

Description

[0001] background 1. Field of invention [0002] The present invention relates to the racem-selective synthesis of novel ansa-metallocene compounds useful as components in polymerization catalysts, processes for the polymerization of olefins, especially propylene and by Olefin homopolymers, random and impact copolymers prepared using metallocene catalysts. 2. Technical Background [0003] Chiral ansa-metallocenes of transition metals of Groups 3 to 6 of the Periodic Table of the Elements are increasingly used as components for the stereoregular polymerization of olefins. For example, bridged substituted bis(indenyl)zirconium dichlorides are one of the most important class of catalyst components for the preparation of isotactic polypropylene [Brintzinger, H.H.; Fischer, D.; Mühlhaupt, R. ; Rieger, B.; Waymouth, R.M. Angew. Chem., Int. Ed. Engl. 1995, 34, 1143. / Resconi, L.; Cavallo, L.; Fait, A.; Piemontesi, F. Chem. Rev. 2000, 100, 1253 / Pasquini, N. (ed.), Polypropylene...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F10/06C08F4/6592
CPCY10S526/943C07F17/00C08F4/65912C08F10/06C08F210/06C08F4/65916C08F4/65927C08F210/16C08F2500/12C08F2500/03
Inventor 乔格·舒尔特托尔斯滕·塞尔马修·格兰特·索恩安德烈斯·温特阿尼塔·迪梅斯卡
Owner RUMSNOVOLENTECHNIK
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