A kind of method of olefin epoxidation

An epoxidation and epoxidation reaction technology, applied in chemical instruments and methods, catalytic reactions, organic chemistry, etc., can solve the problems of low reaction efficiency, corroded equipment, low selectivity, etc., and achieve high catalytic efficiency and improved selection. The effect of improving the reaction efficiency

Active Publication Date: 2017-01-04
LIAONING UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In view of this, the purpose of the present invention is to provide a simple, non-polluting, highly efficient and highly selective method for olefin epoxidation, to at least solve the low selectivity, corrosion equipment, long cycle, and reaction problems that existed in the previous olefin epoxidation method. Low efficiency and other issues

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  • A kind of method of olefin epoxidation
  • A kind of method of olefin epoxidation
  • A kind of method of olefin epoxidation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Embodiment 1: styrene epoxidation reaction

[0048] In a round bottom flask with magnetic stirring, add 1 mmol of styrene, 0.015 mmol of methyl rhenium trioxide, 0.6 mL of 1-butyl-3-methyl-imidazole perrhenate ([BMIM][ReO 4 ] ionic) liquid, after adding 1.5mmol oxidizing agent carbamide peroxide, the reaction was started. Stir magnetically for 8 hours at room temperature. After the reaction, the solubility of styrene and 1,2 styrene oxide in ether is higher than that in [BMIM][ReO 4 ]Characteristics of ionic liquids, injection after multiple extractions with ether.

[0049] Detected by gas chromatography, the results are as follows Figure 3-5 As shown in the figure, the peak at 6.490min in retention time is the peak of raw material styrene, and the peak at 9.418min in retention time is the peak of 1,2 styrene oxide. It can be seen from the figure that the reaction generates a single product, and the yield was 94.7%.

Embodiment 2

[0050] Embodiment 2: styrene epoxidation reaction

[0051] In a round bottom flask with magnetic stirring, add 1 mmol of styrene, 0.01 mmol of methyl rhenium trioxide, 0.7 mL of [BMIM][ReO 4 ] ionic liquid, after adding 2.5mmol oxidizing agent carbamide peroxide, the reaction was started. Stir magnetically for 8 hours at room temperature. After the reaction, the solubility of styrene and 1,2 styrene oxide in ether is higher than that in [BMIM][ReO 4 ]Characteristics of ionic liquids, injection after multiple extractions with ether.

[0052] Detected by gas chromatography, the peak whose retention time is located at 6.490min is the peak of raw material styrene, and the peak whose retention time is located at 9.418min is the peak of 1,2 styrene oxide. It can be seen from the figure that the reaction generates a single product, and the yield is 90.6%.

Embodiment 3

[0053] Embodiment 3: styrene epoxidation reaction

[0054] In a round bottom flask with magnetic stirring, add 1 mmol of styrene, 0.05 mmol of methyl rhenium trioxide, 0.7 mL of 1-pentyl-3-methyl-imidazole perrhenate ([PMIM][ReO 4 ] ionic) liquid, after adding 2.5mmol oxidizing agent carbamide peroxide, the reaction was started. Stir magnetically for 8 hours at room temperature. After the reaction, the solubility of styrene and 1,2 styrene oxide in ether is higher than that of [PMIM][ReO 4 ]Characteristics of ionic liquids, injection after multiple extractions with ether.

[0055] Detected by gas chromatography, the peak whose retention time is located at 6.490min is the peak of raw material styrene, and the peak whose retention time is located at 9.418min is the peak of 1,2 styrene oxide. It can be seen from the figure that the reaction generates a single product, and the yield is 98.0%.

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Abstract

The invention provides a method for epoxidizing olefin, which comprises the following step: under olefin epoxidization conditions, carrying out epoxidization on the olefin and an oxidizer under the synergic catalytic action of rhenium methyl trioxide and a rhenium ionic liquid. The catalytic system composed of the rhenium methyl trioxide and rhenium ionic liquid is utilized to synergically catalyze the olefin epoxidization, thereby effectively enhancing the selectivity of the epoxide product and enhancing the reaction efficiency. The catalytic process has the advantages of simple technique and high catalytic efficiency of the catalyst, and greatly enhances the selectivity of the epoxide on the premise of ensuring the catalytic effect.

Description

technical field [0001] The invention relates to the field of chemical industry, and in particular provides a method for epoxidation of olefins, that is, a method for preparing important intermediate epoxides by catalyzing the epoxidation of olefins through the synergistic effect of methyl rhenium trioxide and rhenium ionic liquid. Background technique [0002] The epoxidation reaction of olefins is an important way to synthesize epoxides. Epoxy compounds such as propylene oxide and styrene oxide are important intermediates in organic synthesis and organic chemical raw materials. It is widely used in chemical industry, organic synthesis and pharmaceutical fields. [0003] The methods of olefin epoxidation that were earlier applied in industry are as follows, 1, peroxyacid method: mainly use peroxyformic acid, peroxyacetic acid and peroxybenzoic acid, etc., this method is easy to obtain because of its simple structure 1. It can epoxidize multiple double bonds and is widely us...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D303/04C07D301/19C07D493/04
CPCB01J31/0284B01J31/122B01J35/0006B01J2231/72C07D301/19C07D303/04
Inventor 岳爽臧树良李俊张婷婷叶乔林郝秀佳张卫东
Owner LIAONING UNIVERSITY
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