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Supported ionic liquid catalyst, as well as preparation and application thereof

A technology of ionic liquid and imidazole ionic liquid, which is applied in the field of supported ionic liquid catalyst and its preparation and application, can solve the problems of difficult purification and separation of product and catalyst, harsh reaction conditions, inconvenient recycling, etc., and achieve thermal stability and chemical stability. Good stability, simple preparation, and adjustable pore structure

Inactive Publication Date: 2014-01-08
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, reports on catalysts for the cycloaddition reaction of carbon dioxide and epoxy compounds have made great progress (Chem. Rev. 2007, 107, 2365-2387). Disadvantages such as difficult purification and separation of product and catalyst, inconvenient catalyst recovery and recycling
Heterogeneous catalysts solve the problems of catalyst separation and recovery, but generally have low activity, poor stability, harsh reaction conditions, and many of them need to add organic solvents and additives

Method used

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  • Supported ionic liquid catalyst, as well as preparation and application thereof
  • Supported ionic liquid catalyst, as well as preparation and application thereof
  • Supported ionic liquid catalyst, as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] (1) Chloromethylation of organic mesoporous materials

[0024] Under the protection of argon at a temperature of -5°C, mix 5g of FDU mesoporous phenolic resin with 60ml of chloromethyl ether, then weigh 21g of anhydrous aluminum trichloride and add it to the above mixed solution three times, at intervals between each addition The time is 0.5 hours. Stir at room temperature for 12 hours to carry out the chloromethylation reaction. After the reaction is complete, add an appropriate amount of pure water to completely hydrolyze the aluminum trichloride and then cool to 0°C and filter. Use 500ml pure water and 200ml acetone for the filtrate Alternate washing to obtain a brown solid, and vacuum drying to obtain a chloromethylated FDU organic mesoporous material.

[0025] (2) Imidazolation of organic mesoporous materials

[0026] After mixing 5g of chloromethylated FDU mesoporous phenolic resin with 60ml of acetonitrile solution, adding 4g of imidazole for 12 hours of imidazole reac...

Embodiment 2

[0030] (1) Chloromethylation of organic mesoporous materials

[0031] Under the protection of argon at a temperature of -5°C, mix 5g of FDU-type mesoporous phenolic resin with 60ml of chloromethyl ether, then weigh 21g of anhydrous aluminum trichloride and add it to the above mixture three times, with intervals between each addition The time is 0.5 hours. Stir at room temperature for 12 hours to carry out the chloromethylation reaction. After the reaction is complete, add an appropriate amount of pure water to completely hydrolyze the aluminum trichloride and then cool to 0°C and filter. Use 500ml pure water and 200ml acetone for the filtrate Alternate washing to obtain a brown solid, and vacuum drying to obtain a chloromethylated FDU organic mesoporous material.

[0032] (2) Imidazolation of organic mesoporous materials

[0033] After mixing 5g of chloromethylated FDU mesoporous phenolic resin with 60ml of acetonitrile solution, adding 4g of imidazole for 12 hours of imidazolation ...

Embodiment 3

[0037] 1.75g ​​(30mmol) of propylene oxide (1a) and 0.28g of mesoporous phenolic resin supported 3-hydroxyethyl imidazole bromide ionic liquid catalyst (R 1 =(CH 2 ) 2 , R 2 =OH) Fill the autoclave with CO 2 , And then heated to 120°C for the cycloaddition reaction of the following structural formula,

[0038]

[0039] The reaction pressure is 1MPa, and CO during the reaction 2 The pressure remains unchanged, and the reaction time is 4 hours. After the reaction, the reactor is cooled to 0°C, the excess carbon dioxide gas is slowly released, and the reaction solution is filtered. The filtrate is qualitatively analyzed by GC-MS, and 0.2g biphenyl is added as the content. The standard substance was quantitatively analyzed by gas chromatography, and the product obtained was propylene carbonate (2a) with a yield of 99.0% and a selectivity of 99.8%. The filtered catalyst can be recycled after washing and drying with acetone.

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Abstract

The invention discloses a supported ionic liquid catalyst. The supported ionic liquid catalyst is characterized in that imidazole is immobilized onto chloromethylated FDU mesoporous phenolic resin by nucleophilic reaction and reacts with halides containing different functional groups to prepare a mesoporous material supported functional imidazole type ionic liquid catalyst. The preparation of the catalyst comprises the following steps: chloromethylation of a mesoporous material, imidazolation and supporting of ionic liquid. The catalyst is used for synthesizing a cyclic carbonate by cyclic addition reaction of carbon dioxide and an epoxy compound, and the using quantity of the catalyst is 0.1-2mol% of the liquid content of the epoxy compound. Compared with the prior art, a large number of hydroxyl groups exist in the mesoporous material, and the supported ionic liquid catalyst has the double advantages of an inorganic mesoporous material and an organic polymer, as well as large specific surface area, adjustable pore structure, good hydrophobicity and chemical stability, high catalytic activity, good chemical selectivity, easiness in separation and recovery, mild reaction conditions, environmental friendliness and easiness in industrial implementation.

Description

Technical field [0001] The invention relates to the technical field of chemical catalytic materials and synthesis, in particular to a supported ionic liquid catalyst and its preparation and application. Background technique [0002] As the main greenhouse gas, carbon dioxide is also the most abundant C on earth 1 Resources, due to the dual needs of environmental protection and energy utilization, the fixed conversion of carbon dioxide has become the focus of global attention. CO 2 Cycloaddition reaction with epoxy compounds is currently one of the most effective ways to fix carbon dioxide. This reaction is environmentally friendly and has 100% atom economy. The obtained cyclic carbonate is an important industrial raw material and has a wide range of uses in organic carbonate synthesis, pharmaceutical intermediates, battery electrolytes and organic solvents. [0003] At present, reports on the catalyst for the cycloaddition reaction of carbon dioxide and epoxy compounds have made g...

Claims

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Application Information

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IPC IPC(8): B01J31/06C07D317/36C07D317/38C07D317/46
CPCY02P20/141
Inventor 吴海虹张伟吴鹏
Owner EAST CHINA NORMAL UNIV
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