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Synthesis method of high-purity crown ether functional ionic liquid

A technology of ionic liquid and synthesis method, which is applied in the direction of organic chemistry, can solve the problems that metal ions and small organic molecules cannot be recovered, the synthesis process is complicated, and the product purity is low, so as to reduce the loss of crown ether small molecules and optimize the synthesis process , the effect of improving the purity

Pending Publication Date: 2019-10-25
SHANXI UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The present invention aims at the problems of complex synthesis process, low product purity and inability to recover metal ions and small organic molecules in the aqueous phase existing in the synthesis of crown ether functionalized ionic liquids, and provides a hydrophobic, high-purity crown Synthetic method of ether functionalized ionic liquid

Method used

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  • Synthesis method of high-purity crown ether functional ionic liquid
  • Synthesis method of high-purity crown ether functional ionic liquid
  • Synthesis method of high-purity crown ether functional ionic liquid

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Embodiment Construction

[0027] (1) Friedel-Crafts acylation reaction:

[0028] PPA (100 g) was added to a 250 mL three-neck flask, oil bathed, mechanically stirred at 60°C for 10 min, benzo12-crown-4 ether (0.68 g, 3 mmol), 6-bromohexanoic acid (0.58 g, 3 mmol) were added in sequence mmol), heated to 75°C, and reacted for 10 h. After the reaction is complete, place in an ice bath, slowly add distilled water (100-200 mL) dropwise and keep stirring until the PPA is completely dissolved. Using chloroform (30 mL) as the extractant, extract the aqueous layer 3-5 times, combine the extracts, wash with saturated sodium carbonate solution to remove 6-bromohexanoic acid, and then wash with saturated sodium chloride solution to remove inorganic salt, adding anhydrous sodium sulfate to the extract to dry, vacuum filtration, rotary evaporation to recover chloroform to obtain bromohexanoylbenzo 12-crown-4 ether.

[0029] (2) Quaternization reaction:

[0030] Dissolve bromohexanoylbenzo12-crown-4 ether (3 mmol)...

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Abstract

The invention discloses a synthesis method of high-purity crown ether functional ionic liquid, and belongs to the technical field of organic synthesis. The problems that in synthesis of exiting crownether functional ionic liquid, the synthesis process is complex, the product purity is low, and the exiting crown ether functional ionic liquid cannot be used for recovery of metal ions and organic small molecules in a water phase can be solved. The synthesis method comprises the steps that firstly, benzo-crown ether and bromoalkyl acid are subjected to benzene ring carbon acylation reaction underthe catalysis effect of polyphosphoric acid, and an intermediate product I is produced; the intermediate product I and 1-methylimidazole are subjected to quaternization reaction, and an intermediateproduct II is produced; the intermediate product II is purified; and the intermediate product II and lithium / sodium / potassium bis(trifluoromethanesulphonyl)imide (lithium / sodium / potassium hexafluorophosphate) are dissolved in water for anion exchange, and through washing and vacuum drying, a product is obtained. The synthesis method is adopted to prepare the crown ether functional ionic liquid, operation is easy, and the synthesized ionic liquid is high in purity and good in hydrophobicity, and can be used for selective extraction and separation of the metal ions and the organic matter molecules from the water phase.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a method for synthesizing a high-purity crown ether functionalized ionic liquid. Background technique [0002] Crown ether is a macromolecular cyclic compound. Crown ether and its derivatives are important research objects of host-guest chemistry. It has a wide range of applications in ion recognition, phase transfer catalysis, and isotope separation. In addition, crown ethers, as host molecules, can form non-covalent complexes with guest molecules such as amino acids and phenols through hydrogen bonds, and can be used as protein structural probes for molecular recognition, and can also be used for selective recovery of polar small molecules . [0003] Ionic liquids are new separation media and soft functional materials developed under the framework of green chemistry. They have the advantages of low vapor pressure, non-volatile, non-flammable, good stabil...

Claims

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Application Information

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IPC IPC(8): C07D405/06
CPCC07D405/06
Inventor 崔莉樊宇亨康锦阴彩霞程芳琴
Owner SHANXI UNIV
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