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1,3-bisulfonate compound for preparing olefin polymerization catalyst

A binary sulfonate and olefin polymerization technology, applied in sulfonate ester preparation, organic chemistry, etc., can solve problems such as unfavorable polymer development, low catalyst activity, narrow polymer molecular weight distribution, etc.

Inactive Publication Date: 2016-06-29
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the catalysts for olefin polymerization prepared from the above-mentioned dibasic aromatic carboxylic acid ester compounds, 1,3-diether compounds containing two ether groups and dibasic aliphatic carboxylic acid ester compounds are not practical There are certain defects in the application, such as the use of dibasic aromatic carboxylic acid ester compounds with low catalyst activity, and the molecular weight distribution of the obtained polymer is also narrow; High, and the hydrogen adjustment sensitivity of the catalyst is also good, but the molecular weight distribution of the obtained polymer is narrow, which is not conducive to the development of different grades of polymer; and the activity of the catalyst using the recently disclosed dibasic aliphatic carboxylate is still low , and when no external electron donor component is used, the resulting polymer has a lower isotacticity

Method used

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  • 1,3-bisulfonate compound for preparing olefin polymerization catalyst
  • 1,3-bisulfonate compound for preparing olefin polymerization catalyst
  • 1,3-bisulfonate compound for preparing olefin polymerization catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Preparation of 1,3-Butanediol Ditosylate

[0041] Add 1,3-butanediol (2.50g), pyridine (8.80g) and tetrahydrofuran (70mL) to the reactor and mix, add p-toluenesulfonyl chloride (10.60g) in four times, and react at 0°C for 4 Hour. Then rise to room temperature and continue the reaction for 6 hours, and add water to the reaction system until the inorganic phase is transparent. The organic phase was separated, and the inorganic phase was extracted with ether and combined with the organic phase. After washing the organic phase with water, drying the organic phase with anhydrous sodium sulfate, and concentrating, 4.28 g of the product were obtained. 1 H-NMR (TMS, CDCl3, ppm): δ1.0-1.1 (6H), 2.3-2.6 (6H), 4.4-4.6 (2H), 7.2-8.0 (8H).

Embodiment 2

[0043] Preparation of 2,4-pentanediol di-p-toluenesulfonate

[0044] In reactor, add 2,4-pentanediol (2.92g), pyridine (8.80g) and tetrahydrofuran (70mL) are mixed, add p-toluenesulfonyl chloride (10.60g) in four times under stirring condition, and in React at 0°C for 4 hours. Then rise to room temperature and continue the reaction for 6 hours, and add water to the reaction system until the inorganic phase is transparent. The organic phase was separated, and the inorganic phase was extracted with ether and combined with the organic phase. After the organic phase was washed with water, the organic phase was dried with anhydrous sodium sulfate, and after concentration, the product was separated to obtain 4.79 g of the product. 1 H-NMR (TMS, CDCl3, ppm): δ1.1-1.3 (6H), 1.6-2.1 (2H), 2.4-2.5 (6H), 4.5-4.7 (2H), 7.2-8.0 (8H).

Embodiment 3

[0046] Preparation of 2,4-pentanediol dibenzenesulfonate

[0047] Add 2,4-pentanediol (2.92g), pyridine (8.80g) and tetrahydrofuran (70mL) into the reactor and mix, add benzenesulfonyl chloride (10.60g) in four times under stirring conditions, and react at 0°C 4 hours. Then rise to room temperature and continue the reaction for 6 hours, and add water to the reaction system until the inorganic phase is transparent. The organic phase was separated, and the inorganic phase was extracted with ether and combined with the organic phase. After the organic phase was washed with water, the organic phase was dried with anhydrous sodium sulfate, and after concentration, the product was separated to obtain 4.79 g of the product. 1 H-NMR (TMS, CDCl3, ppm): δ1.1-1.3 (6H), 1.6-2.1 (2H), 4.5-4.7 (2H), 7.5-8.0 (10H).

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Abstract

The present invention relates to a dibasic sulfonyl ester having the following general formula (I) for preparing olefin polymerization catalysts. where R 1 and R 2 The same or different, each independently selected from linear or branched C 1 -C 20 Alkyl, C 3 -C 20 Cycloalkyl, C 6 -C 20 Aryl, C 7 -C 20 Aralkyl or alkaryl, C 2 -C 20 Alkenyl or C 6 -C 20 A condensed ring aryl group, the hydrogen on the benzene ring in the aryl, alkaryl or aralkyl group can be optionally replaced by a halogen atom; R 3 -R 8 The same or different, each independently hydrogen, halogen, linear or branched C 1 -C 20 Alkyl, C 3 -C 20 Cycloalkyl, C 6 -C 20 Aryl, C 7 -C 20 Aralkyl or alkaryl, C 2 -C 20 Alkenyl or C 6 -C 20 fused ring aryl.

Description

technical field [0001] The present invention relates to a new 1,3 dibasic sulfonate compound for preparing olefin polymerization catalyst Background technique [0002] It is well known that solid titanium catalyst components based on titanium, magnesium, halogen and electron donors can be used in the polymerization of CH2=CHR olefins, especially in the polymerization of α-olefins with 3 carbon atoms or more Polymers with higher yield and higher stereoregularity can be obtained, in which the electron donor compound is one of the essential components in the catalyst component, and the development of the electron donor compound has led to the continuous development of polyolefin catalysts Replacement. Most of the electron donor compounds that have been disclosed in large quantities are polycarboxylic acids, monocarboxylic acid esters or polycarboxylic acid esters, acid anhydrides, ketones, monoethers or polyethers, alcohols, amines, etc. and their derivatives. Elementary arom...

Claims

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Application Information

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IPC IPC(8): C07C309/73C07C303/28C08F10/06C08F4/649
Inventor 尹宝作义建军李荣波张庆国李志飞崔亮王科峰崔伟松王莉祖凤华邢赵中许云波竺栋荣
Owner PETROCHINA CO LTD