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Glycol ester compound for preparing catalyst for olefinic polymerization

A technology of compounds and glycol esters, which is applied in the field of preparation of olefin polymerization catalysts, can solve the problems of unfavorable polymer development, low catalytic activity of catalysts, low isotacticity of polymers, etc.

Active Publication Date: 2005-02-16
CHINA PETROLEUM & CHEM CORP +1
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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 using 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 There are certain defects in practical applications, such as the catalytic activity of catalysts using dibasic aromatic carboxylic acid ester compounds is low, and the molecular weight distribution of the obtained polymer is also narrow; the catalysts using 1,3-diether compounds Although the activity is high, and the sensitivity of the catalyst to hydrogen adjustment is also good, the molecular weight distribution of the obtained polymer is narrow, which is not conducive to the development of different grades of polymer; The activity is still low, and the resulting polymer is less isotactic without the use of an external electron donor component

Method used

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  • Glycol ester compound for preparing catalyst for olefinic polymerization
  • Glycol ester compound for preparing catalyst for olefinic polymerization
  • Glycol ester compound for preparing catalyst for olefinic polymerization

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Preparation of 2,4-pentanediol di(m-chlorobenzoate) ester

[0037] Add 30ml tetrahydrofuran and 0.09mol pyridine to 0.03mol 2,4-pentanediol, add 0.075mol m-chlorobenzoyl chloride under stirring, and heat to reflux for 4h. After cooling, add 20ml of saturated brine, extract with ethyl acetate, anhydrous Na 2 SO 4 Dry and remove solvent. Column chromatography gave 2,4-pentanediol di(m-chlorobenzoate) as a colorless viscous liquid with a yield of 95%.

[0038] 2,4-pentanediol bis(m-chlorobenzoate) ester 1 H NMR (TMS, CDCl 3 , ppm): δ1.3~1.4 (6H, d, methyl H), δ1.9~2.3 (2H, m, methylene H), δ5.2~5.3 (2H, m, methine of ester group group H), δ7.3~8.1 (8H, m, benzene ring H).

Embodiment 2

[0040] Preparation of 2,4-pentanediol di(o-bromobenzoate) ester

[0041] Add 30ml tetrahydrofuran and 0.09mol pyridine to 0.03mol 2,4-pentanediol, add 0.075mol o-bromobenzoyl chloride under stirring, and heat to reflux for 4h. After cooling, add 20ml of saturated brine, extract with ethyl acetate, anhydrous Na 2 SO 4 Dry and remove solvent. Column chromatography gave 2,4-pentanediol di(o-bromobenzoic acid) ester as a colorless liquid with a yield of 90%.

[0042] 2,4-pentanediol bis(o-bromobenzoate) ester 1 H NMR (TMS, CDCl 3 , ppm): δ1.3~1.4 (6H, m, methyl H), δ2.06~2.09 (2H, d, methylene H), δ5.2~5.3 (2H, m, methine of ester group group H), δ7.3~7.9 (8H, m, benzene ring H).

Embodiment 3

[0044] Preparation of 2,4-pentanediol di(p-toluate) ester

[0045] Add 30ml tetrahydrofuran and 0.09mol pyridine to 0.03mol 2,4-pentanediol, add 0.075mol p-toluyl chloride under stirring, and heat to reflux for 4h. After cooling, add 20ml of saturated brine, extract with ethyl acetate, anhydrous Na 2 SO 4 Dry and remove solvent. Column chromatography gave 2,4-pentanediol di(p-toluate) as a colorless liquid with a yield of 90%.

[0046] 2,4-pentanediol di(p-toluate) ester 1 H NMR (TMS, CDCl 3 , ppm): 1.3~1.4 (6H, d, methyl H), 2.0~2.1 (2H, t, methylene H), 2.3~2.4 (6H, m, methylene H), 5.2~5.3 (2H , m, methine H of the ester group, 7.1 to 8.0 (8H, m, benzene ring H).

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Abstract

The invention refers to a kind of new diatomic alcohol ester, whose general equation is as the figure (1), its preparation method and its application to producing the catalyzer in the olefinic polymerization. The R1 and R2 chosen from the straight chain or branched chain alkyl, cycloalkyl, aryl, alkaryl, aralkyl, olefin or condensed nucleus aryl of C1 to C20 don't matter, whether they are same or different. So do the R3 to R6 and R1 to R4 and they are one of the hydrogen, halogen, the straight chain or branched chain alkyl, cycloalkyl, aryl, alkaryl, aralkyl, olefin or condensed nucleus aryl of C1 to C20. The R1 and R2 are selected from the hydrogen, halogen, the straight chain or branched chain alkyl, cycloalkyl, aryl, alkaryl, aralkyl, olefin or condensed nucleus aryl of C1 to C20, but the R1, R2, R3,R4, R5 and R6 can't be hydrogen or halogen at the same time and can form cycles between them.

Description

technical field [0001] The present invention relates to a new glycol ester compound, the preparation method of the compound and the application of the compound in the preparation of olefin polymerization catalyst. technical background [0002] It is well known that solid titanium catalyst components based on magnesium, titanium, halogen and electron donors can be used for CH 2 = CHR Olefin polymerization, especially in the polymerization of α-olefins with 3 or more carbon atoms, polymers with higher yield and higher stereoregularity can be obtained, wherein the electron donor compound is in the catalyst component One of the essential ingredients, and with the development of internal electron donor compounds, polyolefin catalysts are constantly updated. At present, a large number of electron donor compounds have been disclosed, such as polycarboxylic acid, monocarboxylic acid ester or polycarboxylic acid ester, acid anhydride, ketone, monoether or polyether, alcohol, amine, ...

Claims

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Application Information

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IPC IPC(8): C07C69/616C08F4/00C08F10/00
Inventor 李昌秀高明智王军李现忠李天益杨菊秀李季禹刘昆玉
Owner CHINA PETROLEUM & CHEM CORP
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