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Organic phosphine-functionalized pyridine-based ionic liquid and preparation method thereof

An ionic liquid and pyridine technology, applied in the field of organic phosphine functionalized pyridine ionic liquids and their preparation, can solve the problems of unreported synthesis of pyridine ionic liquids, shorten the reaction time, be easier to purify, and improve the reaction effect of speed

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 pyridine-based ionic liquids.

Method used

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  • Organic phosphine-functionalized pyridine-based ionic liquid and preparation method thereof
  • Organic phosphine-functionalized pyridine-based ionic liquid and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0019] Take 2-picoline (9.3g, 0.1mol) and 2-bromoethyldiphenylphosphine oxide (34.0g, 0.11mol) respectively, add them to a two-neck round bottom flask in turn, add 180mL of toluene, and put them in the microwave In the reactor, magnetic stirring, the temperature is set at 80°C, the power is 350W, and the microwave is continuously irradiated for 60 minutes. During the reaction, it is condensed and refluxed. After the reaction, the product is washed with toluene four to five times to remove unreacted raw materials, and then 80°C After vacuum drying for 3 hours, 23.3 g of light yellow viscous liquid 1-(2-diphenylphosphine oxide) ethyl-2-methylpyridinium bromide salt was obtained, with a yield of 58%.

Embodiment 2

[0021] Take 3-picoline (9.3g, 0.1mol) and ethyl 2-bromoethylphenylphosphonate (30.5g, 0.11mol) respectively, and add them to a two-necked round-bottomed flask in turn, add 180mL of toluene, and put In the microwave reactor, magnetically stirred, the temperature is set at 90°C, the power is 400W, and the microwave is continuously irradiated for 80 minutes. During the reaction, it is condensed and refluxed. After the reaction, the product is washed with toluene four to five times to remove unreacted raw materials, and then 80 After vacuum drying at ℃ for 3 h, 24.8 g of light yellow viscous liquid 1-(2-phenylphosphonic acid ethyl) ethyl-3-methylpyridinium bromide salt was obtained, with a yield of 67%.

Embodiment 3

[0023] Take 4-methylpyridine (9.3g, 0.1mol) and 2-bromoethyldiphenylphosphine oxide (34.0g, 0.11mol) respectively, add them to a two-neck round bottom flask in turn, add 180mL of toluene, and put them in the microwave In the reactor, magnetic stirring, the temperature is set at 100°C, the power is 480W, and the microwave is irradiated continuously for 120min. During the reaction, it is condensed and refluxed. After the reaction, the product is washed with toluene four to five times to remove unreacted raw materials, and then 80°C After vacuum drying for 3 hours, 31.4 g of light yellow viscous liquid 1-(2-diphenylphosphine oxide) ethyl-4-methylpyridinium bromide salt was obtained, with a yield of 78%.

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Abstract

The invention relates to organic phosphine-functionalized pyridine-based ionic liquid and a preparation method thereof. The preparation method is characterized by comprising the following steps of: mixing pyridine 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), adding organic solvents, putting the mixture into a microwave reacting device, carrying out stirring for reaction for 60-150 minutes at the microwave power of 350-500 W and the reaction temperature of 80-110 DEG C to obtain crude products, and removing unreacted raw materials, so as to obtain the organic phosphine-functionalized pyridine-based ionic liquid. According to the method, the novel organic phosphine-functionalized pyridine-based ionic liquid is provided and simultaneously is synthesized by utilizing microwave heating, the reaction time is greatly shortened, and the reaction rate is improved; the raw material utilization ratio is relatively high, no by-product is produced, and the synthesized ionic liquid is easy to purify and has the characteristics of high efficiency, speediness and low cost.

Description

technical field [0001] The invention relates to a pyridine ionic liquid and a preparation method thereof, in particular to an organic phosphine functionalized pyridine ionic liquid and a preparation method thereof. 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 me...

Claims

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Application Information

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IPC IPC(8): C07F9/58
Inventor 朱涛峰梁洪泽金海晓胡可威黄记有黄飞隆朱海峰
Owner NINGBO UNIV
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