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A kind of monodentate bifunctional imidazole type ionic liquid and preparation method thereof

An ionic liquid and imidazole-type technology, which is applied in the field of compound preparation, achieves the effects of low cost, good coordination ability, and simple preparation method

Inactive Publication Date: 2018-04-27
SHANDONG XINGQIANG CHEM IND TECH RES INST CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In addition, ligands containing P=O groups have good coordination ability with lanthanides and actinides. At present, the research on functionalized ionic liquids containing P=O groups mainly focuses on anion functionalized ionic liquids. There are few reports on cationic functionalization of ionic liquids containing P=O groups

Method used

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  • A kind of monodentate bifunctional imidazole type ionic liquid and preparation method thereof
  • A kind of monodentate bifunctional imidazole type ionic liquid and preparation method thereof
  • A kind of monodentate bifunctional imidazole type ionic liquid and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Take a 100mL two-necked flask, add N-propylimidazole (2.10g, 18.0mmol), 35mL toluene; add 3-bromopropyldiethoxyphosphine oxide (5.18g, 20.0mmol) dropwise under heating and stirring, and in React at 85°C for 6h and cool to room temperature. Pour out the upper layer of toluene, add 100mL deionized water to dissolve the product to obtain the water phase one, wash the water phase one with EtOAc:PE=3:1 organic phase (30mL×4), separate the water phase two; two (2-ethylhexyl ) Phosphate (P204) (5.80g, 18.0mmol) was refluxed for 24h under the action of sodium, and the obtained sodium salt was dissolved in dichloromethane and stirred at room temperature for 3h with the previously separated water phase two, and 50mLCH was added 2 Cl 2 Stir and separate the organic phase one. Wash the organic phase 1 with deionized water (20mL×5), and obtain the organic phase 2 after liquid separation, add anhydrous Na 2 SO 4 Dry the organic phase 2, filter, and rotary evaporate under reduced ...

Embodiment 2

[0054] Take a 100mL two-necked flask, add N-butylimidazole (2.24g, 18.0mmol), 40mL toluene, and add 3-bromopropyldiethoxyphosphine oxide (5.18g, 20.0mmol) dropwise under heating and stirring; ℃ for 6h, cooled to room temperature. Pour out the upper layer of toluene, add 100mL deionized water to dissolve the product to obtain the water phase one, wash the water phase one with EtOAc:PE=3:1 organic phase (30mL×4), separate the water phase two; two (2-ethylhexyl ) Phosphate (P204) (5.80g, 18.0mmol)) was refluxed under the action of sodium for 24h, and the obtained sodium salt was dissolved in dichloromethane and stirred at room temperature for 3h with the previously separated aqueous phase two, and 50mL CH 2 Cl 2 Stir and separate the organic phase one. Wash the organic phase 1 with deionized water (20mL×5), separate the layers, and add anhydrous Na 2 SO 4 Dry to obtain the organic phase 2, filter, and rotary evaporate under reduced pressure to remove most of the CH 2 Cl 2 ,...

Embodiment 3

[0063] Take a 100mL two-necked flask, add N-pentylimidazole (3.30g, 18.0mmol), 35mL of toluene, add 3-bromopropyldiethoxyphosphine oxide (6.10g, 0.022mol) dropwise under heating and stirring, at 85 ℃ for 6h, cooled to room temperature. Pour out the toluene in the upper layer, add 100mL deionized water to dissolve the product to obtain the water phase 1, wash the water phase 1 with EtOAc:PE=3:1 organic phase (30mL×4), and separate the liquids to obtain the water phase 2; Hexyl) phosphate (P204) (5.80g, 18mmol) was refluxed for 24h under the action of sodium, and the obtained sodium salt was dissolved in dichloromethane and stirred at room temperature for 4h with the previously separated aqueous phase two, and 50mL CH 2 Cl 2 Stir and separate the organic phase one. Wash the organic phase 1 with deionized water (20mL×5), separate the liquid to obtain the organic phase 2, add anhydrous Na 2 SO 4 Dry the organic phase 2, filter, and rotary evaporate under reduced pressure to re...

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Abstract

A monodentate bifunctional imidazole-type ionic liquid, the ionic liquid has the following structural formula: wherein, R1 is taken from one of C3H7, C4H9, C5H11, and C6H13; R2 is taken from one of Ph and OEt. The present invention also provides a preparation method of the above-mentioned ionic liquid. The monodentate bifunctional imidazole-type ionic liquid of the present invention has P=O groups that can participate in coordination on both the anion and cation, has good coordination ability, and has a simple preparation method and low cost.

Description

technical field [0001] The invention belongs to the field of compound preparation, and in particular relates to a monodentate bifunctional imidazole-type ionic liquid; the invention also relates to a preparation method of the above-mentioned ionic liquid. Background technique [0002] Ionic liquids are composed of organic cations and inorganic or organic anions, and are salts in a liquid state at room temperature or near room temperature. Compared with traditional organic solvents, ionic liquids have the characteristics of low vapor pressure, non-flammability, and wide liquid temperature range. . In addition, the structure of ionic liquids can be designed, that is, the physical and chemical properties of ionic liquids can be adjusted by modifying or modulating the structure or type of anions and cations, which is called "designer solvent". The designed functionalized ionic liquid refers to the introduction of functional groups into the cation or anion of the ionic liquid, s...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6506
Inventor 王君平梁洪泽冯达赵洁莹康鑫淳张小珍沈菲黄飞隆
Owner SHANDONG XINGQIANG CHEM IND TECH RES INST CO LTD
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