Fluorine containing sulfonylimine spiro quaternary ammonium salt electrolyte and preparation method and application thereof

A fluorosulfonimide spiro and sulfonimide spiro technology, applied in the field of supercapacitors, can solve the problems of strong corrosiveness of hydrogen fluoride reagent, low product yield and high energy consumption, achieve high electrochemical stability, reduce halogen Content, low corrosive effect

Active Publication Date: 2018-12-18
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Patent CN104230722A uses hydrogen fluoride as a fluorination reagent and reaction solvent to react with bisfluorosulfonimide and onium ion halide to prepare bisfluorosulfonimide onium salt; this method has the following disadvantages: the hydrogen fluoride reagent used is extremely corrosive and Highly toxic, there is great danger in the reaction process and gas recovery process; and the energy consumption required for the reaction is high
At present, the method of removing halide ions in electrolyte salt is mainly recrystallization method, but the disadvantage of recrystallization method is that the yield of product is low

Method used

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  • Fluorine containing sulfonylimine spiro quaternary ammonium salt electrolyte and preparation method and application thereof
  • Fluorine containing sulfonylimine spiro quaternary ammonium salt electrolyte and preparation method and application thereof
  • Fluorine containing sulfonylimine spiro quaternary ammonium salt electrolyte and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Example 1: Preparation of bisfluorosulfonimide spiro 1,1'-bispyrrole quaternary ammonium salt (SBP-FSI)

[0038] Under constant temperature stirring at 20°C, 1000 mL of distilled water, 215.91 g (1 mol) of 1,4-dibromobutane, 48 g (1.2 mol) of sodium hydroxide, 263.06 g (1.2 mol) of difluorobutane were sequentially added to a dry three-necked flask Sulfonimide potassium salt was mixed evenly to form a mixed solution, and then slowly added dropwise 71.12g (1mol) of tetrahydropyrrole into the mixed solution for 1 hour, and the dropping temperature was controlled at 20°C, and heated to Stirring was continued at 60°C for 6 h; then the solid was collected by filtration to obtain the crude product of bisfluorosulfonimide spiro 1,1'-bispyrrole quaternary ammonium salt. The obtained difluorosulfonimide spiro 1,1'-bispyrrole quaternary ammonium salt crude product was extracted 3 times with a mixture of dichloromethane (200ml) and water (100ml) at a volume ratio of 2:1, and the or...

Embodiment 2

[0040] Example 2: Preparation of two trifluoromethylsulfonylimide spiro 1,1'-bispyrrole quaternary ammonium salt (SBP-TFSI)

[0041] Under stirring, add 1000mL distilled water, 127.01g (1mol) 1,4-dichlorobutane, 48g (1.2mol) sodium hydroxide, 383.06g (1.2mol) bistrifluoromethylsulfonyl Amine potassium salts were mixed to form a mixed solution, and then 71.12 g (1 mol) tetrahydropyrrole was slowly added dropwise into the mixed solution for 1 hour, and the dropping temperature was controlled at 10°C. After the dropwise addition, the mixture was heated to 60°C and continued to stir for 6 hours, and then the solid was collected by filtration to obtain the crude bistrifluoromethylsulfonimide spiro 1,1'-bispyrrole quaternary ammonium salt. The obtained bistrifluoromethylsulfonylimide spiro 1,1'-bispyrrole quaternary ammonium salt crude product was extracted 3 times with a mixed solution of dichloromethane (200ml) and water (100ml) at a volume ratio of 2:1, Collect the organic phase...

Embodiment 3

[0042] Example 3: Preparation of bisfluorosulfonimide spiropyrrole-1,1'-piperidine quaternary ammonium salt (ASD-FSI)

[0043] Add 1000mL of distilled water, 141.04g (1mol) of 1,5-dichloropentane, 48g (1.2mol) of sodium hydroxide, and 263.06g (1.2mol) of difluorosulfonimide potassium salt into a dry three-necked flask in succession under stirring Mix to form a mixed solution, then slowly dropwise add 71.12g (1mol) tetrahydropyrrole to the mixed solution, dropwise for 1h, dropwise temperature is controlled at 10°C, after the dropwise addition is completed, heat to 60°C and stir for 6h, then The solid was collected by filtration to obtain the crude product of the quaternary ammonium salt of spiropyrrole-1,1'-piperidine of difluorosulfonimide. The obtained bisfluorosulfonimide spiropyrrole-1,1'-piperidine quaternary ammonium salt crude product was extracted 3 times with a mixture of dichloromethane (200ml) and water (100ml) at a volume ratio of 2:1, and collected Organic phase; ...

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Abstract

The invention discloses a fluorine containing sulfonylimine spiro quaternary ammonium salt electrolyte. The structural formula of the electrolyte is represented in the description, in the structural formula, n is 1 or 2; and Y<-> represents one of N(SO2F)2<->, N(SO2CF3)2<->, N(SO2C2F5)2<->, N(SO2F)(SO2CF3) <->, and N(SO2OCH2CF3)2<->. The invention also discloses a preparation method of the electrolyte and an application of the electrolyte in a super capacitor. The provided electrolyte has an excellent performance, and has an excellent electrochemical performance at an extremely low temperature(-40 DEG C) when being taken as the electrolyte of a super capacitor. The preparation method is green and environmentally friendly.

Description

technical field [0001] The invention belongs to the technical field of supercapacitors, and in particular relates to a fluorine-containing sulfonimide spirocyclic ammonium salt electrolyte, its preparation method and application. Background technique [0002] Supercapacitors, also known as electrochemical capacitors, are a new type of energy storage device between traditional capacitors and rechargeable batteries, with a capacity of hundreds to thousands of farads. Compared with traditional capacitors, it has larger capacity, higher energy, wider operating temperature range and extremely long service life; compared with batteries, it has higher specific power and has no pollution to the environment . Therefore, it can be said that a supercapacitor is an efficient, practical and environmentally friendly energy storage device, and has broad market prospects in power applications in the fields of electric vehicles, communications, consumer and entertainment electronics, and si...

Claims

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Application Information

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IPC IPC(8): C07D471/10C07D487/10H01G11/62
CPCC07D471/10C07D487/10H01G11/62Y02E60/13
Inventor 时志强章伟立王静吴宝军张桂芳
Owner TIANJIN POLYTECHNIC UNIV
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