Method for preparing vinylimidazole ionic liquid

A vinylimidazole, ionic liquid technology, applied in the direction of organic chemistry and the like, can solve the problems of limited application and high price, and achieve the effects of novel method, low price and simple preparation process

Active Publication Date: 2010-03-10
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, because the synthesis of traditional vinylimidazole-based ionic liquids is based on vinylimidazole, it is expensive, which limits its application in industry.

Method used

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  • Method for preparing vinylimidazole ionic liquid
  • Method for preparing vinylimidazole ionic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Synthesis of 1-methyl-3-vinyl imidazolium chloride ionic liquid:

[0016] (1) Weigh 20 g (0.2021 mol) of 1,2-dichloroethane in a three-necked flask, and drop a mixture of 13.6942 g (0.1668 mol) of N-methylimidazole and 20 ml of acetone into the mixture through a constant pressure dropping funnel. In the three-necked flask, under vigorous stirring, the temperature was controlled at 50°C. After 20 hours of reaction, a large amount of white powder was produced, which was filtered, and the filter cake was washed several times with acetone and dried to obtain the product 1-methyl-3-(2 -Chloroethyl) imidazolium chloride 29g.

[0017] (2) Weigh 4g (0.0221mol) of 1-methyl-3-(2-chloroethyl)imidazolium chloride, 15g ethanol, 3.0308g (0.0300mol) of triethylamine, place in a single-necked flask, and stir vigorously , the temperature was controlled at 60°C, and after 12 hours of reaction, the solution turned into a light yellow transparent solution. After cooling at a low temperatu...

Embodiment 2

[0019] Synthesis of 1-ethyl-3-vinyl imidazolium chloride ionic liquid:

[0020] (1) Weigh 19.7940g (0.2mol) of 1,2-dichloroethane in a three-necked flask, and drop the mixture of 15.9526g (0.1660mol) of N-ethylimidazole and 20ml of acetone through a constant pressure dropping funnel. Put it into a three-necked flask, stir vigorously, and control the temperature at 50°C. After 20 hours of reaction, a large amount of white powder is produced, which is filtered, and the filter cake is washed several times with acetone, and dried to obtain the product 1-ethyl-3-(2 -Chloroethyl) imidazolium chloride 29.8976g.

[0021] (2) Weigh 4g (0.0205mol) of 1-ethyl-3-(2-chloroethyl) imidazolium chloride, 15g ethanol, 3.0534g (0.0302mol) of triethylamine, place in a single-necked flask, and stir vigorously , kept at 60°C, after 12 hours of reaction, it was a light yellow transparent solution, after standing for 5 hours, a large number of white needle-like crystals precipitated, filtered, and t...

Embodiment 3

[0023] Synthesis of 1-methyl-3-vinyl imidazolium bromide ionic liquid:

[0024] (1) Weigh 37.5761g (0.2mol) of 1,2-dibromoethane in a three-necked flask, and drop the mixture of N-methylimidazole 13.6987g (0.1669mol) and 20ml of acetone through a constant pressure dropping funnel Put it into a three-necked flask, under vigorous stirring, the temperature is controlled at 50 ° C, after 20 hours of reaction, a large amount of white powder is produced, which is filtered, the filter cake is washed several times with acetone, and dried to obtain the existing product 1-methyl-3-(2 -Chloroethyl) imidazolium bromide 42.5695g.

[0025] (2) Weigh 4 g (0.0148 mol) of 1-methyl-3-(2-chloroethyl) imidazolium bromide, 15 g ethanol, and 1.6165 g (0.0167 mol) of triethylamine, and place them in a single-necked flask under vigorous stirring , kept at 60°C, after 12 hours of reaction, it turned into a light yellow transparent solution, after standing for 5 hours, a large number of white needle-l...

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Abstract

The invention relates to a method for preparing vinylimidazole ionic liquid, which is characterized by taking N-alkyl imidazole, 1,2-halogenated ethane and triethylamine (or diethylamine, amine compounds) as raw materials, and adopting a two-step method to synthesize the vinylimidazole ionic liquid. Compared with a traditional method, the method avoids using the vinylimidazole and the halogenatedhydrocarbon with higher price as the raw materials, adopts the common N-alkyl imidazole, 1,2-halogenated ethane and triethylamine (or diethylamine, amine compounds) with relative inexpensive price asthe raw materials to synthesize the vinylimidazole ionic liquid, has higher economical efficiency and is feasible for industrial production and application.

Description

Technical field: [0001] The invention relates to a preparation method of vinylimidazole ionic liquid. The preparation method greatly reduces the production cost of vinylimidazole ionic liquid and is easy for industrial production and application. Background technique: [0002] Room temperature ionic liquids are salts composed of organic cations and inorganic or organic anions that are liquid at or near room temperature. [0003] Recently, research on the use of ionic liquids to dissolve cellulose is active. Among them, Swatloski et al. found that 1-butyl-3-methylimidazolium chloride ([BMIM]Cl) ionic liquid can dissolve cellulose; Ren Qiang et al. found that ionic liquid 1 -Allyl-3-methylimidazolium chloride ([AMIM]Cl) has better solubility to cellulose. From the structural analysis, the introduction of unsaturated bonds has better solubility to cellulose. [0004] Vinylimidazole ionic liquid is also a kind of ionic liquid containing unsaturated bond, and the ionic liquid ha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/58
Inventor 张锁江杨富明李小华周清张香平
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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