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Method for catalyzing olefin epoxidation by molybdenum polyoxometallate

A technology for oxo-acid salts to catalyze olefins and polyoxometalates, which can be used in chemical instruments and methods, physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, etc. Use and other problems to achieve the effect of solving the problem of recycling and reuse, ensuring the catalytic effect, and reducing the cost of the reaction

Active Publication Date: 2014-05-28
LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method uses a homogeneous catalysis method, and the catalyst cannot be recycled and reused.

Method used

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  • Method for catalyzing olefin epoxidation by molybdenum polyoxometallate
  • Method for catalyzing olefin epoxidation by molybdenum polyoxometallate
  • Method for catalyzing olefin epoxidation by molybdenum polyoxometallate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment 1: Cyclooctene epoxidation method catalyzed by molybdenum polyoxometalate

[0020] (1) Catalyst 1-butylpyridine molybdate ([C 4 py] 4 Mo 8 o 26 ) preparation

[0021] The structure of 1-butylpyridine molybdate is shown in the following formula:

[0022]

[0023] Its synthesis method is as follows:

[0024] (1) Add a certain amount of pyridine and n-butane bromide in a molar ratio of about 1:1.2 into a round-bottomed flask at room temperature. 2 Stir and react at 40°C for 1 hour in an oil bath under protection, then heat to 70°C and reflux for 12 hours to obtain the reaction intermediate product [C 4 py]Br, adding a mixture of acetonitrile and ethyl acetate (volume ratio: 1:2) for recrystallization, and then washing with n-hexane for 2 to 3 times, then distilling and drying with a rotary evaporator to obtain pure [C 4 py] Br intermediate;

[0025] (2) A certain amount of diluted [C 4 py]Br aqueous solution was exchanged through a cation exchange re...

Embodiment 2

[0032] Embodiment 2: Cyclooctene epoxidation method catalyzed by molybdenum polyoxometalate

[0033] (1) Catalyst 1-hexyl-3-methylimidazolium molybdate ([C 6 mim] 4 Mo 8 o 26 ) preparation

[0034] The structure of 1-hexyl-3-methylimidazolium molybdate is shown in the following formula:

[0035]

[0036] Its synthesis method is as follows:

[0037] (1) Add a certain amount of N-methylimidazole and n-hexane bromide in a molar ratio of about 1:1.2 into a round-bottomed flask at room temperature. 2 Stir and react at 40°C for 1 hour in an oil bath under protection, then heat to 70°C and reflux for 12 hours to obtain the reaction intermediate product [C 6 mim]Br, to which a mixture of acetonitrile and ethyl acetate (1:2 by volume) was added for recrystallization, the obtained crystals were washed 2 to 3 times with n-hexane, and dried in vacuum to obtain pure [C 6 mim]Br intermediate;

[0038] (2) A certain amount of diluted [C 6mim] Br aqueous solution is exchanged by a...

Embodiment 3

[0044] Example 3: Cyclooctene epoxidation catalyzed by molybdenum polyoxometalates

[0045] (1) Catalyst 1,2-dimethyl-3-ethylimidazolium molybdate ([C 2 dmim] 4 Mo 8 o 26 ) preparation

[0046]

[0047] Its preparation method is as follows:

[0048] (1) Add a certain amount of 1,2-dimethylimidazole to ethyl bromide in a molar ratio of about 1:1.2 into a round-bottomed flask at room temperature. 2 Stir and react at 40°C for 1 hour in an oil bath under protection, then heat to 70°C and reflux for 12 hours to obtain the reaction intermediate product [C 2 dmim]Br, recrystallized from a mixture of acetonitrile and ethyl acetate (volume ratio 1:2), washed 2 to 3 times with an appropriate amount of n-hexane, and distilled and dried by a rotary evaporator to obtain pure [C 2 dmim]Br;

[0049] (2) A certain amount of diluted [C 2 dmim]Br aqueous solution was exchanged through a cation exchange resin column, and the effluent solution was collected in batches and treated with ...

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Abstract

The invention relates to a method for catalyzing cyclooctene epoxidation by molybdenum polyoxometallate. The adopted technical scheme is as follows: with the molybdenum polyoxometallate based on Mo8O26 anions as catalyst, and butyl imidazole tetrafluoroborate ionic liquid as solvent, cyclooctene is added; the reaction temperature is 40-70 DEG C; the pressure is normal; the reaction time is 1.5-3 hours; epoxide can be generated with high selectivity; the ionic liquid and the catalyst can be recycled through simple treatment or no treatment; the reaction is recycled more than 5 times; the total conversion rates are all high above 95%. The technology in the catalytic process is simple; the catalyst can be recycled; at the same time of guaranteeing the catalytic effect, the cost of the catalyst is largely reduced.

Description

technical field [0001] The invention belongs to the field of chemical catalysis, and in particular relates to a molybdenum polyoxometalate catalyzed olefin epoxidation method. Background technique [0002] Olefin epoxidation is an important organic reaction process, which can be used to generate a variety of bulk organic chemical raw materials (such as ethylene oxide, propylene oxide, epichlorohydrin), and is also widely used in the preparation of various fine chemical Products, used in fine chemicals, organic synthesis, pharmaceuticals, spices and electronics industries, etc. The industrial production of ethylene oxide is based on ethylene as a raw material, using silver as a catalyst, and air or oxygen as an oxidant, and is completed in the next step under gas phase reaction conditions, but this method is not suitable for other olefins such as propylene, styrene, etc. Catalytic epoxidation. A commonly used epoxidation method for many olefins is the chlorohydrin method. ...

Claims

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Application Information

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IPC IPC(8): C07D303/04C07D301/12B01J31/34
CPCB01J31/34C07D301/12C07D303/04Y02P20/584
Inventor 臧树良周明东李蕊颜文超周波
Owner LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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