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Asymmetric diether compound and its uses

A compound and diether technology, applied in the field of Ziegler-Natta olefin polymerization catalyst preparation, can solve problems not related to compounds

Active Publication Date: 2007-01-31
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] There is no known compound in the literature that can have the advantages of the above patents at the same time

Method used

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  • Asymmetric diether compound and its uses
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  • Asymmetric diether compound and its uses

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0133] Example 1 Synthesis of 1-(2-methoxyphenyl) butyl methyl ether

[0134] 1) Synthesis of 1-(2-methoxyphenyl) butanol

[0135]Slowly add the anhydrous ether (20ml) solution of 9.1ml of bromopropane dropwise into the anhydrous ether containing 2.0g of magnesium chips, then drop into the anhydrous ether solution of 9.5g o-methoxybenzaldehyde, heat and keep the reflux reaction for 2.5 h. Cool in an ice-water bath, slowly add 30ml of 5% hydrochloric acid aqueous solution, and separate the organic layer. The organic phase was washed with saturated aqueous sodium bicarbonate, dried over anhydrous potassium carbonate, and desolventized to obtain a light yellow liquid.

[0136] 2) Synthesis of 1-(2-methoxyphenyl) butyl methyl ether

[0137] The light yellow liquid obtained in 1) was added dropwise to 2.2 g of sodium hydride in tetrahydrofuran (45 ml), then 12.8 g of methyl iodide was added dropwise, and stirred at room temperature for 3 h. Concentrate, add 30ml of water, and e...

Embodiment 2

[0139] Example 2 Synthesis of 1-(2-methoxyphenyl) isopentyl methyl ether

[0140] 1) Synthesis of 1-(2-methoxyphenyl) isoamyl alcohol

[0141] Slowly add 10.0ml of isobutyl bromide in anhydrous ether (20ml) dropwise into anhydrous ether containing 2.0g of magnesium chips, then drop into 9.5g of o-methoxybenzaldehyde in anhydrous ether, heat and keep reflux Reaction 1h. Cool in an ice-water bath, slowly add 30ml of 5% hydrochloric acid aqueous solution, and separate the organic layer. The organic phase was washed with saturated aqueous sodium bicarbonate, dried over anhydrous potassium carbonate, and desolventized to obtain 11.8 g of white crystals.

[0142] 2) Synthesis of 1-(2-methoxyphenyl) isopentyl methyl ether

[0143] The white crystals obtained in 1) were dissolved in 15ml of tetrahydrofuran, and added dropwise to 2.3g of sodium hydride in tetrahydrofuran (45ml), then 13.8g of methyl iodide was added dropwise, and stirred at room temperature for 3h. Concentrate, add...

Embodiment 3

[0145] Example 3 Synthesis of 1-(2-methoxyphenyl)benzyl methyl ether

[0146] 1) Synthesis of 1-(2-methoxyphenyl)benzyl alcohol

[0147] Slowly add 9.9ml of bromobenzene in anhydrous ether (20ml) solution dropwise into anhydrous ether containing 2.0g of magnesium chips, then drop in 9.5g of o-methoxybenzaldehyde in anhydrous ether, heat and keep under reflux for 1h . Cool in an ice-water bath, slowly add 30ml of 5% hydrochloric acid aqueous solution, and separate the organic layer. The organic phase was sequentially treated with a saturated aqueous solution of sodium bicarbonate and aqueous sodium bisulfite, dried over anhydrous sodium sulfate, and desolventized to obtain 12.26 g of a yellow liquid.

[0148] 2) Synthesis of 1-(2-methoxyphenyl)benzyl methyl ether

[0149] The yellow liquid obtained in 1) was added dropwise to 2.5 g of sodium hydride in tetrahydrofuran (45 ml), then 14.9 g of methyl iodide was added dropwise, and stirred at room temperature for 3 h. Concentr...

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Abstract

The invention provides a new asymmetrical diether compounds. The said compounds are 1,3- diether compounds which possess the construction unit of 3-alkoxy, pi-allyl and alkyl ether, one alkoxy connecting with unsaturated carbon atom and the other alkoxy connecting with saturated carbon atom. Using the said asymmetrical diether compounds as electron donor to prepare the Ziegler-Natta alkene polymerization catalysator, it is marked to improve the polymerization activity of catalysator and ameliorate the property of adjusting hydrogen and stereospecificity selective.

Description

technical field [0001] The invention relates to a class of novel asymmetric diether compounds and their application in the preparation of Ziegler-Natta olefin polymerization catalysts. More precisely, the present invention relates to a class of 1,3-diether compounds with "3-alkoxy allyl alkyl ether" structural unit, and its preparation as electron donor in Ziegler-Natta olefin polymerization catalyst in the application. Background technique [0002] It is well known that some small organic molecules with special structures have become one of the important components of olefin polymerization catalytic systems as electron donors of Ziegler-Natta olefin polymerization catalysts or ligands of metallocene and late transition metal catalysts. Especially for modern Ziegler-Natta olefin polymerization catalysts, small organic molecules as electron donors can significantly affect the catalyst's activity, stereoselectivity, hydrogen tuning performance and relative molecular weight di...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/15C07C43/164C07C43/235C08F4/00
Inventor 王文军李勇王大文
Owner CHINA PETROLEUM & CHEM CORP
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