Method for microwave synthesis of organic phosphine-functionalized imidazolium-based ionic liquid

A technology for functionalizing imidazoles and ionic liquids, which is applied in organic chemistry, chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, etc., can solve the problems of unreported synthesis of imidazole ionic liquids, and achieve good application Prospect, short reaction time, and high raw material utilization

Inactive Publication Date: 2013-10-30
NINGBO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there is no report on the synthesis of organophosphine-functionalized imidazole ionic liquids.

Method used

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  • Method for microwave synthesis of organic phosphine-functionalized imidazolium-based ionic liquid
  • Method for microwave synthesis of organic phosphine-functionalized imidazolium-based ionic liquid

Examples

Experimental program
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Embodiment 1

[0022] Take 1-methylimidazole (8.2g, 0.1mol) and 2-bromoethyldiphenylphosphine oxide (34.0g, 0.11mol) respectively, put them into a two-neck round bottom flask in sequence, and put them into a microwave reactor. Magnetic stirring, the temperature is set at 100°C, the power is 400W, and the microwave is continuously irradiated for 100 minutes. During the reaction, it is condensed and refluxed. After the reaction, the product is washed with ethyl acetate four to five times to remove unreacted raw materials, and then vacuum-dried at 80°C. After 3 hours, 34.8 g of 1-methyl-3-(2-diphenylphosphine oxide) ethyl imidazolium bromide salt was obtained as a light yellow viscous liquid with a yield of 89%.

Embodiment 2

[0024] Take 1-ethyl-2-methylimidazole (11.0g, 0.1mol) and ethyl 2-bromoethylphenylphosphonate (30.5g, 0.11mol) respectively, and put them into two-necked round bottom flasks successively, and put Put it into a microwave reactor, stir it with magnetic force, set the temperature at 100°C, power at 400W, react with microwave continuous radiation for 100min, condense and reflux during the reaction, wash the product with ethyl acetate four to five times after the reaction to remove unreacted raw materials , and then vacuum-dried at 80°C for 3h to obtain 34.1g of light yellow viscous liquid 1-n-ethyl-2-methyl-3-(2-ethoxyphenylphosphine oxide) ethyl imidazolium bromide salt, yield 88 %.

Embodiment 3

[0026] Take 1-n-butyl-2-ethylimidazole (15.2g, 0.1mol) and 2-bromoethyldiphenylphosphine oxide (34.0g, 0.11mol) respectively, and put them into two-necked round bottom flasks successively, and put Put it into a microwave reactor, stir it with magnetic force, set the temperature at 100°C, power at 400W, react with microwave continuous radiation for 100min, condense and reflux during the reaction, wash the product with ethyl acetate four to five times after the reaction to remove unreacted raw materials , and then vacuum-dried at 80° C. for 3 h to obtain 39.2 g of light yellow viscous liquid 1-n-butyl-2-ethyl-3-(2-diphenylphosphine oxide) ethyl imidazolium bromide, with a yield of 85%.

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Abstract

The invention relates to a method for microwave synthesis of organic phosphine-functionalized imidazolium-based ionic liquid. The method is characterized by comprising the following steps of: mixing imidazole compounds with bromo-alkyl diphenyl phosphine oxide, bromo-alkyl phenyl ethyl phosphonate or bromo-alkyl diethyl phosphonate at a molar ratio of 1:(1-1.2) during preparation, putting the mixture into a microwave reacting device, reacting for 60-150 minutes at the microwave power of 280-500 W and the reaction temperature of 80-120 DEG C to obtain crude products, and removing unreacted raw materials, so as to obtain the organic phosphine-functionalized imidazolium-based ionic liquid. According to the method, a novel organic phosphine-functionalized imidazolium-based ionic liquid is provided and is simultaneously synthesized by utilizing microwave radiation and heating in an efficient, quick and low-cost manner, the reaction time is greatly shortened, the reaction rate is improved, and the yields of all the prepared ionic liquids are relatively high; the raw material utilization ratio is relatively high, no by-product is produced, and the synthesized ionic liquid is easy to purify.

Description

technical field [0001] The invention relates to a preparation method of imidazole ionic liquid, in particular to a preparation method of organic phosphine functionalized imidazole ionic liquid. Background technique [0002] Ionic liquids are salts that are liquid at low temperatures (<100°C). This kind of salt that can maintain a liquid state at low temperature is different from traditional organic solvents. It has many excellent properties: low vapor pressure, non-volatile, non-toxic, non-flammable and explosive, difficult to oxidize, and has high thermal stability. Compatible with organic solvents, etc. In the past ten years, ionic liquids have been widely used in the research and development of organic synthesis, electrochemistry, chemical separation and preparation of polymer materials. [0003] The study of ionic liquids is a relatively new field of research. At present, the preparation of ionic liquids mostly adopts the traditional heating method. The synthesis ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6506
Inventor 朱涛峰梁洪泽郭苗顾群陈鹏黄飞隆朱海峰
Owner NINGBO UNIV
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