Imidazole ionic liquid, polyionic liquid and preparation methods and applications of the imidazole ionic liquid and the polyionic liquid

A technology of polyionic liquid and ionic liquid, which is applied in the field of designing ionic liquids, can solve problems such as the difficulty in separating catalysts and products, and achieve excellent catalytic effects, increased reaction rates, and mild reaction conditions

Pending Publication Date: 2019-11-22
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Ionic liquids are used as catalysts or solvents in some important organic catalytic reactions due to their green and design properties, showing good catalytic performance, but there are problems such as difficulty in separating catalysts from products

Method used

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  • Imidazole ionic liquid, polyionic liquid and preparation methods and applications of the imidazole ionic liquid and the polyionic liquid
  • Imidazole ionic liquid, polyionic liquid and preparation methods and applications of the imidazole ionic liquid and the polyionic liquid
  • Imidazole ionic liquid, polyionic liquid and preparation methods and applications of the imidazole ionic liquid and the polyionic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] The preparation method of described ionic liquid comprises the steps:

[0046]Add 1g of 1-vinylimidazole to 40ml of methanol solvent, pour it into a 100ml three-necked flask, then add 1g of (S)-1-amino-3-chloro-2-propanol hydrochloride, under a protective gas atmosphere, React at 70°C for 20h, after the reaction, cool to 25°C. The reactant was poured into a rotary evaporator for vacuum rotary evaporation to obtain 0.7 g of a crude product. 0.2ml of deionized water was added dropwise, and then solid sodium hydroxide was added to adjust the pH of the solution to 8; the upper layer solution was taken out, washed once with anhydrous acetonitrile, vacuum rotary evaporated, washed with tetrahydrofuran, and vacuum rotary evaporated. The obtained product is put into a drying box, kept at 60° C., and dried for 1 to 10 hours. This gives 1-vinyl-3-(1-amino-2-propanol)imidazole chloride.

[0047] Put magneton, 50ml methanol, 0.05g azobisisobutyronitrile, 3g 1-vinyl-3-(1-amino-2-...

Embodiment 2

[0052] Add 2g of 1-vinylimidazole to 50ml of methanol solvent, pour it into a 100ml three-necked flask, then add 2.5g of (S)-1-amino-3-chloro-2-propanol hydrochloride, under a protective gas atmosphere , React at 75°C for 20h, after the reaction, cool to 25°C. This gives 1-vinyl-3-(1-amino-2-propanol)imidazole chloride. The product was taken out and poured into a rotary evaporator for vacuum rotary evaporation to obtain a crude product. Deionized water was added dropwise, and then titrated with sodium hydroxide to pH = 8. The upper layer solution was taken out, washed once with absolute ethanol, and after vacuum rotary evaporation, washed with tetrahydrofuran, and vacuum rotary evaporation. The obtained product was put into a drying oven, kept at 60° C., and dried for 7 hours. Obtain 1-vinyl-3-(1-amino-2-propanol)imidazole chloride

[0053] Put magneton, 50ml methanol, 0.05g azobisisobutyronitrile, 3g 1-vinyl-3-(1-amino-2-propanol) imidazole chloride and 3g divinylbenzene i...

Embodiment 3

[0055] The polyionic liquid obtained in Example 1 is used as a catalyst to catalyze propylene oxide and carbon dioxide to synthesize propylene carbonate in a high-temperature and high-pressure stainless steel reactor. In reaction conditions: catalyst 100mg, propylene oxide 2g, carbon dioxide initial pressure at 1.2MPa, When the temperature is 100°C, after 5 hours of reaction, the conversion efficiency of propylene oxide is 75%. After the reaction, the product and the catalyst were taken out, and the system was filtered under reduced pressure, and a white solid polyionic liquid was obtained on the filter paper, which was the catalyst.

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Abstract

The invention relates to an imidazole ionic liquid, a polyionic liquid, and preparation methods and applications of the imidazole ionic liquid and the polyionic liquid. The structural formula of the polyionic liquid is shown in the specification, wherein a is equal to 100-1000, b is equal to 100-1000, and the number-average molecular weight of the polymer ranges from 10,000 to 700,000. According to the preparation method which is a two-step synthesis method, (S)-1-amino-3-chloro-2-propanol hydrochloride is bonded to 1-vinylimidazole through a halogenation reaction by virtue of a two-step synthesis method; and in the second step, radical polymerization is performed on the chlorinated 1-vinyl-3-(1-amino-2-propanol) imidazole to generate a new substance that is the polyionic liquid. The imidazole ionic liquid and the polyionic liquid can be used as catalysts for preparing propylene carbonate, and the conversion rate and the selectivity can be improved.

Description

technical field [0001] The invention relates to the technical field of designing ionic liquids, in particular to designing imidazole ionic liquids, ionic liquid catalysts and their application in the preparation of propylene carbonate. Background technique [0002] CO 2 is one of the main gases that cause the greenhouse effect, and CO 2 As a carbon source into useful compounds is a necessary and challenging subject, one of which is produced by CO 2 Synthesize five-membered cyclic carbonates with cyclic oxides. Cyclic carbonates can be used as dispersants, extractants, absorbents, electrolytes for high-energy batteries and excellent media for capacitors. The traditional catalysts used in this route include ionic liquids, quaternary ammonium salts, metal halides, transition metal complexes, and the like. Ionic liquids are used as catalysts or solvents in some important organic catalytic reactions due to their green and design properties, showing good catalytic performance, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/61B01J31/02B01J31/06C07D317/36C08F226/06C08F212/36
CPCC07D233/61B01J31/0284B01J31/06C07D317/36C08F226/06C08F212/36
Inventor 张文林和佳明罗金平王雨昕赵勇琪李春利
Owner HEBEI UNIV OF TECH
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