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Piperidine type ionic liquid and preparation method and application thereof

An ionic liquid and piperidine-type technology, which is applied in the field of piperidine-type ionic liquid and its preparation, can solve problems such as large impedance, harsh test conditions, and restrictions on industrial production, and achieve battery impedance reduction, impedance reduction, good and stable battery The effect of chemical properties

Active Publication Date: 2019-04-16
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in mass ratio PI 13 Under the condition of TFSI:PC=1:1, the combustion test will burn in 2s; this research belongs to the stage of small laboratory test, and the impedance of the lithium-ion secondary battery assembled by the product is relatively large, above 50 ohms; in addition, the reaction yield is low , The product has low purity, harsh test conditions, and the use of toxic and harmful substances such as acetonitrile, which limits its industrial production

Method used

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  • Piperidine type ionic liquid and preparation method and application thereof
  • Piperidine type ionic liquid and preparation method and application thereof
  • Piperidine type ionic liquid and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Step 1: Add 1.1 mol of bromopropane to 200 mL of ethyl acetate, stir at 20°C, slowly add 1 mol of N-methylpiperidine dropwise at a rate of 5.5 g / min, stir for 12 hours, filter with suction, and separate the obtained solid phase for use Rinse with acetone, and after rinsing, vacuumize and rotate at 80°C for 6.5h to obtain the intermediate product; the conditions for acetone rinsing are: rinse 3 times, and the amount of acetone each time is 0.8mL / g based on the mass of the solid phase. The wash time is 0.55s / mL based on the amount of acetone used.

[0046] Step 2: Weigh 100 g of the intermediate product and add it to 200 mL of water to dissolve, then add 130 g of lithium trifluoromethanesulfonyl imide, stir for 1 hour, extract with 400 mL of organic solvent, and wash the organic phase with water for 5 times after liquid separation until it is free of halogen ions , after cleaning, the final organic phase obtained was vacuumized at 80°C for 6h and dried to obtain the produ...

Embodiment 2

[0053] Step 1: Add 1.1 mol of bromopropane to 200 mL of ethyl acetate, stir at 20°C, slowly add 1 mol of N-methylpiperidine dropwise at a rate of 5.5 g / min, stir for 8 hours, and use ultrasonic waves with a frequency of 45KHZ during the reaction , suction filtration, the separated solid phase was rinsed with acetone, and after the rinse, vacuumized and rotated at 80°C for 6.5h to obtain the intermediate product; the conditions for the acetone rinse were: rinse 3 times, and the amount of acetone each time was based on the amount of the solid phase The mass of the solution is 0.8mL / g, and the washing time is 0.55s / mL based on the amount of acetone used.

[0054] Step 2: Weigh 100 g of the intermediate product and add it to 200 mL of water to dissolve, then add 130 g of lithium trifluoromethanesulfonimide, stir for 1 h, use microwave intensification during the stirring reaction, extract with 400 mL of organic solvent, and separate the organic phase Wash with water for 5 times unt...

Embodiment 3

[0060] Step 1: Add 0.22mol bromopropane to 200mL ethyl acetate, stir at 20°C, slowly add 0.218mol N-methylpiperidine dropwise at a rate of 1.1g / min, stir for 8 hours, and use ultrasonic waves with a frequency of 30KHz during the reaction Intensification, suction filtration, the separated solid phase was rinsed with acetone, and after the rinse, the intermediate product was obtained by vacuuming and rotary steaming at 80°C for 5 hours; the conditions for acetone rinse were: rinse once, and the amount of acetone each time was based on the amount of the solid phase The mass of the solution is 0.3mL / g, and the washing time is 0.1s / mL based on the amount of acetone used.

[0061] Step 2: Weigh 20 g of the intermediate product and add it to 200 mL of water to dissolve, then add 22 g of lithium trifluoromethanesulfonyl imide, stir for 1 h, use microwave intensification during the stirring reaction, extract with 400 mL of organic solvent, and separate the organic phase Wash with water...

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Abstract

The invention discloses a method for preparing piperidine type ionic liquid. The preparation method comprises the following steps of adding bromopropane into ethyl acetate, then adding N-methyl piperidine for a reaction for 8-48 h, eluting a solid phase with acetone, and performing rotary evaporation to obtain an intermediate product; dissolving the intermediate product in water, adding lithium trifluoromethanesulfonimide, washing an organic phase with water after extraction and liquid separation, and conducting rotary steaming and drying to obtain a final product. Meanwhile, the invention also discloses the piperidine type ionic liquid prepared by the method and application of the piperidine type ionic liquid as an electrolyte component of a lithium ion battery. The preparation method isimplemented at the normal temperature and has the advantages of being high in yield, economical and simple in operation. The piperidine type ionic liquid has the advantages of high purity, low water content, low viscosity, high conductivity and wide electrochemical window. The piperidine type ionic liquid prepared by the method is used as the electrolyte component to be applied to an electrolyte of the lithium ion battery and shows better inflammability and chemical stability and lower electrochemical impedance.

Description

technical field [0001] The invention relates to the technical field of ionic liquids, in particular to a piperidine-type ionic liquid and its preparation method and application. Background technique [0002] Ionic liquids have a wide electrochemical window, high thermal and chemical stability, almost non-volatile properties, and less environmental pollution. Ionic liquids are used as electrolyte components in lithium-ion batteries, especially lithium cobalt oxide batteries. Not only can the safety performance of the battery be improved, but also the pollution to the environment can be reduced. [0003] N-methyl-N-propyl-piperidine-bistrifluoromethylsulfonimide (referred to as PI 13 TFSI, the same below) is a common ionic liquid and belongs to the piperidine-type ionic liquid. Zhao Jianan from Liaoning Normal University in his master's degree thesis "Ionic Liquid PI 13 The Application of TFSI in Lithium Secondary Batteries and Its Conductivity Measurement of Binary System"...

Claims

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Application Information

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IPC IPC(8): C07D295/037C07C303/40C07C311/48
CPCC07D295/037
Inventor 刘建超朱英红李国华
Owner ZHEJIANG UNIV OF TECH
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