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Imidazolyl bionic ionic liquid preparation method

A biomimetic ionic liquid and imidazole-based technology, applied in the direction of organic chemistry, can solve the problems of unfavorable ionic liquid storage, customization, and low purity, and achieve the effects of expanding application range, high biocompatibility, and high product purity

Inactive Publication Date: 2015-09-09
HENAN NORMAL UNIV
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Problems solved by technology

However, ionic liquids containing double bonds are easily oxidized, which is not conducive to the storage of ionic liquids
At the same time, in the research, the biomimetic ionic liquid is synthesized by the two-step method of iodoalkane. The iodoalkane reagent required by this method is expensive and needs to be customized, which is not suitable for large-scale preparation, and the ionic liquid obtained by sodium salt exchange is easy to obtain. Coated sodium salt, relatively low purity

Method used

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Embodiment

[0019] (1) Synthesis of p-toluenesulfonate compounds

[0020] Add 0.1mol p-toluenesulfonyl chloride into the round bottom flask, install a constant pressure dropping funnel and an exhaust piston, first evacuate through a double-row tube, and then fill it with nitrogen. After repeating the operation three times, under the protection of nitrogen, pass the constant pressure Add 0.1mol of different kinds of natural alcohol flavors (the R group in its structure corresponds to the group in Table 1) and 30ml of dichloroethane into the flask through the dropping funnel, and control the temperature of the reaction system below 10°C in an ice-salt bath After the solids in the flask are dissolved, add dropwise a mixture of 0.6g dimethylaminopyridine, 20ml triethylamine and 30ml dichloromethane through a constant pressure dropping funnel, and after the dropwise addition, the closed system continues to stir and react for 4 hours. After the reaction, the reaction solution was washed with ic...

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Abstract

The present invention discloses an imidazolyl bionic ionic liquid preparation method, which comprises that: (1) a natural alcohol perfume and p-toluene sulfonyl chloride are adopted as raw materials, dichloromethane is adopted as a solvent, triethylamine is adopted as an acid binding agent, and a reaction is performed at a temperature of less than or equal to 10 DEG C under the catalysis effect of dimethyl amino pyridine to prepare a p-toluene sulfonic acid ester compound; (2) an imidazole compound and the p-toluene sulfonic acid ester compound are subjected to a nucleophilic substitution reaction at a room temperature to prepare an imidazole p-toluene sulfonate intermediate; and (3) the p-toluene sulfonate ions in the imidazole p-toluene sulfonate intermediate are substituted into the hydroxy radical ions by using an anion exchange resin, and the obtained material and an acid are subjected to a neutralization reaction to change the anion of the ionic liquid so as to prepare the target product imidazolyl bionic ionic liquid. According to the present invention, the preparation method has characteristics of low raw material price and high product purity, the high biocompatibility of the bionic ionic liquid is utilized, the method can be used for preparation of biosensors, and the application range of the class of the ionic liquids in the biological field is expanded.

Description

technical field [0001] The invention belongs to the technical field of synthesis of imidazole-based ionic liquids, and in particular relates to a preparation method of imidazole-based biomimetic ionic liquids. Background technique [0002] As a new type of green medium, ionic liquids have unique physical properties (such as low volatility, good thermal stability, and wide liquid range, etc.), chemical properties (such as anti-degradation, antistatic, chirality, and high energy density, etc.) ), biological activity (such as antibacterial, insecticidal, etc.) research boom. From the rise in the 1990s to the present, ionic liquids have gradually moved from exploration to application. However, due to the wide variety of anions and cations that constitute ionic liquids, the properties of the synthesized ionic liquids vary widely, and there is no systematic scientific theory and method to guide how to synthesize ionic liquids with specific functions according to needs, which als...

Claims

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Application Information

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IPC IPC(8): C07D233/58
CPCC07D233/58
Inventor 卓克垒王之俊陈玉娟孙东付颖懿张洪浩王春风李奡麒
Owner HENAN NORMAL UNIV
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