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Production process of imidazole ionic liquid

A technology of ionic liquid and production process, which is applied in the field of preparation, can solve the problems of inconvenient transfer and use, unsuitable for large-scale production, and reduction of reactant substances, etc., and achieves short reaction time, convenient washing and separation operation, and small solid product particles Effect

Inactive Publication Date: 2012-02-15
LINZHOU KENENG MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, traditional heating methods are mostly used to prepare ionic liquids. Chinese patent application number 200910218249.9 discloses a method and process for preparing imidazole-based ionic liquids under microwave conditions, which reduces the ratio of reactants to substances and significantly shortens the reaction time. time, but this preparation method is not suitable for large-scale production
At present, there are few reports on the large-scale production process of ionic liquids. The application number is 200910065927.2, which discloses a production process of imidazole-based ionic liquids. The equipment is simple and easy to operate. However, for ionic liquids that are solid at room temperature, everything from reaction to purification and drying It needs to be operated at a higher temperature, and the energy consumption is high, and the crystalline solid obtained after cooling down becomes a block, which is inconvenient to transfer and use

Method used

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  • Production process of imidazole ionic liquid
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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Synthesis of Ionic Liquid: 1-Ethyl-3-Methylimidazole Bromide

[0016] Mix 7 kg of N-methylimidazole and 37.22 kg of ethyl bromide (ratio of the two substances is 1:4) in a reaction kettle, stir and react at 30°C for 6 hours, and stand to separate the excess reactants in the upper layer. The solid product was washed three times with ethyl acetate, each time it was placed in a centrifuge to separate the detergent, and finally dried in vacuum. The yield was 91%. The melting point of the solid product measured by a melting point instrument is 72-76° C., the purity of the product by liquid chromatography analysis is greater than 99%, and the water content of the product is less than 0.2% as measured by a Karl Fischer instrument.

[0017] The NMR spectrum of 1-ethyl-3-methylimidazole bromide is: 1 H NMR (DMSO-D 6 ): 9.41 (s, 1H, CH), 7.78 (t, 1H, CH), 7.69 (t, 1H, CH), 4.18-4.15 (q, 2H, CH 2 ), 3.28(s, 3H, CH 3 ), 1.37-1.35 (t, 3H, CH 3 ). It is proved that the obtained...

Embodiment 2

[0019] Synthesis of Ionic Liquid: 1-Ethyl-3-Methylimidazole Bromide

[0020] Mix 6 kg of N-methylimidazole and 39.88 kg of bromoethane (ratio of the two substances is 1:5) in a reaction kettle, stir and react at 20°C for 12 hours, and stand to separate the excess reactant in the upper layer. The solid product was washed three times with ethyl acetate, each time it was placed in a centrifuge to separate the detergent, and finally vacuum-dried, the yield was 89%. The melting point of the solid product measured by a melting point instrument is 72-76° C., the purity of the product by liquid chromatography analysis is greater than 99%, and the water content of the product is less than 0.2% as measured by a Karl Fischer instrument.

[0021] Nuclear magnetic spectrum is as embodiment 1.

Embodiment 3

[0023] Synthesis of Ionic Liquid: 1-Butyl-3-methylimidazole Bromide

[0024] Mix 8 kg of N-methylimidazole and 40.10 kg of bromobutane (ratio of the two substances is 1:3) in a reaction kettle, stir and react at 50°C for 36 hours, stand still to separate the excess reactant in the upper layer, and put The solid product was washed three times with ethyl acetate, each time it was placed in a centrifuge to separate the detergent, and finally vacuum-dried, the yield was 89%. The melting point of the solid product was 70-75°C as measured by the melting point instrument, and the product was analyzed by liquid chromatography The purity is greater than 98.5%, and the water content of the product measured by the Karl Fischer instrument is less than 0.2%.

[0025] The NMR spectrum of 1-butyl-3-methylimidazole bromide is: 1 H NMR (DMSO-D 6 ): 9.44 (s, 1H, CH), 7.89 (t, 1H, CH), 7.80 (t, 1H, CH), 4.19-4.15 (t, 2H, CH 2 ), 3.86(s, 3H, CH 3 ), 1.72-1.69 (m, 2H, CH 2 ), 1.18-1.69 (m, 2H...

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Abstract

The invention discloses a production process of imidazole ionic liquid and aims to provide an industrialized method for preparing imidazole ionic liquid. The technical scheme of the method comprises the following steps: adding an imidazole compound and halogenated hydrocarbon in a reaction kettle, wherein the molar ratio of the imidazole compound to halogenated hydrocarbon is 1:(2-5), refluxing and stirring, heating with a water bath, reacting at 20-60 DEG C for 6-48 hours, standing, recycling the excess raw material to obtaining a solid product, washing the solid product to purify, separating in a centrifugal machine and performing vacuum drying. The reaction process in the invention does not use the solvent; as the reactant halogenated hydrocarbon is excess, the product is dispersed to tiny particles, the subsequent washing purification operation is easy to perform and the product is convenient to extract and use; the excess reactant halogenated hydrocarbon can be recycled and distilled for recycling; the production process has low reaction temperature, short reaction time and less energy consumption; and the solid product of the reaction has small particles and is convenient to wash and separate.

Description

technical field [0001] The invention relates to a preparation method of an imidazole ionic liquid. Background technique [0002] Ionic liquids, also known as room temperature molten salts, are salts composed of organic cations and organic or inorganic anions, and are liquid at room temperature and nearby temperatures. As early as 1914, the first ionic liquid-nitroethylamine was discovered; in 1992, the research team led by Wikes synthesized 1-ethyl-3-methylimidazole with low melting point, hydrolysis resistance and strong stability Tetrafluoroborate ionic liquids, and the research on ionic liquids developed rapidly afterwards. Because ionic liquids have many special physical and chemical properties different from molecular solvents, they show many advantages: (1) ionic liquids are odorless, non-flammable, have extremely low vapor pressure, and have good thermal and chemical stability; (2) ) The ionic liquid has high conductivity and good electrochemical stability; (3) The ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/58
Inventor 陈辉谢三星赵立冬方金法
Owner LINZHOU KENENG MATERIAL TECH
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