A polyionic liquid-based heteropolyacid catalyst for olefin epoxidation, preparation method and application thereof

A technology of polyionic liquid and epoxidation reaction, which is applied in the direction of physical/chemical process catalyst, catalytic reaction, organic compound/hydride/coordination complex catalyst, etc. It can solve the problems of low utilization rate and difficulty in catalytic recovery, etc. Achieve high utilization rate, mild reaction conditions, and realize the effect of industrial application

Active Publication Date: 2020-12-04
SOUTHEAST UNIV CHENGXIAN COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent CN106975522A discloses the preparation of a phosphomolybdenum tungsten heteropolyacid and its application in catalyzing the epoxidation of olefins. In this invention, the yield of epoxides obtained by catalyzing the catalyst can reach 99%, but the catalytic recovery of the catalyst is over. Difficult, low utilization

Method used

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  • A polyionic liquid-based heteropolyacid catalyst for olefin epoxidation, preparation method and application thereof
  • A polyionic liquid-based heteropolyacid catalyst for olefin epoxidation, preparation method and application thereof
  • A polyionic liquid-based heteropolyacid catalyst for olefin epoxidation, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] 1. Preparation of polyionic liquid-based heteropolyacid catalysts

[0033] (1) Preparation of piperidine functionalized ionic liquid

[0034] Weigh 9.89g of 1-vinylimidazole and 18.40g of N-(2-chloroethyl)piperidine hydrochloride respectively, add them to a 150ml flask, add 40ml of absolute ethanol, mix well, reflux under nitrogen and stir for 48h, After the reaction, it was cooled to room temperature to precipitate a white solid, which was filtered off with suction, washed with dichloromethane for 2-3 times, and dried at 80° C. for 2 hours to obtain white powdery solid particles of IMPD.

[0035] (2) Preparation of dodecane functionalized ionic liquid

[0036] Weigh 4.7592g (0.05mol) of 1-vinylimidazole and 12.5529g (0.05mol) of bromododecane, respectively, and add them to a 100ml round-bottomed flask, add 40ml of absolute ethanol, mix well, and reflux and stir under nitrogen protection. After 24 h, the solvent was evaporated by rotary evaporation to obtain a light y...

Embodiment 2

[0044] According to the application of the polyionic liquid-based heteropolyacid catalyst in Example 1, the reactants were changed, and the concrete method was as follows:

[0045] Weigh 1.08g of 10mmol of cyclooctene, 10ml of acetonitrile, and 0.1g of catalyst IMPD-IMDO-PW into a 25ml round-bottomed flask, place it in a 75°C water bath with a temperature controller, stir with a magnetic stirrer, and add it to the reaction system. Slowly add 8 mmol of hydrogen peroxide dropwise, and the dropwise addition ends the reaction for 5 h. After the reaction is completed, the mixture is centrifuged, the upper layer solution is taken to analyze its composition by gas chromatography, and the lower layer solid can be used for the next reaction after recovery. The catalyst recovery rate was 86%, the cyclohexene conversion rate was 100%, and the selectivity was 97.4%.

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Abstract

The invention relates to a polyionic liquid-based heteropolyacid catalyst for olefin epoxidation reaction, a preparation method thereof and application thereof, and belongs to the field of chemical catalysis. The preparation method of the catalyst provided by the invention comprises the steps of: adding H3PW12O40 heteropolyacid to a piperidine-functionalized polyionic liquid solution to obtain a white solid particle by ion exchange reaction, and the polyionic liquid-based heteropolyacid catalyst is obtained by filtration, washing and drying of the white solid particle. The obtained catalyst isused in the olefin epoxidation reaction, reaction results are detected by GC, the conversion rate is up to 100%, and the selectivity is up to 97%. The catalyst has the advantages that piperidine-functionalized ionic liquid cations are combined with heteropolyanions, charge transfer in catalyst molecules can be effectively increased, the reaction is accelerated, the yield of an epoxy compound is improved, the catalyst is insoluble in the system in the reaction, and can be reused by simple filtration, and the catalyst has high catalytic activity and long life.

Description

technical field [0001] The invention belongs to the field of chemical catalysis, in particular to a polyionic liquid-based heteropolyacid catalyst for olefin epoxidation reaction; the invention also relates to a preparation method and application of the catalyst. Background technique [0002] Epoxy compounds are an important class of organic intermediates, used in the preparation of epoxy coatings, pesticides, rubber accelerators, medicines, fuels, etc., and are also used in the preparation of surfactants and polymer modulators. Olefin epoxidation is the most direct way to prepare epoxides, which has been highly valued and extensively studied by academia and industry. Hydrogen peroxide is an ideal environmentally friendly oxygen source due to its active oxygen and the formation of environmentally harmless water after the reaction. In recent years, the development of catalytic olefin epoxidation systems using hydrogen peroxide as the oxygen source has become the leading fiel...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/18B01J27/188C07D303/04C07D301/12C08F126/06
CPCB01J27/188B01J31/08B01J2231/72C07D301/12C07D303/04C08F126/06
Inventor 张明珏潘炳弋戈李冰玉张也
Owner SOUTHEAST UNIV CHENGXIAN COLLEGE
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