Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for synthesizing perfluor alkyl sulfonyl imine metal salt

A technology of alkali metal salts and sodium salts, applied in the preparation of sulfonamides, organic chemistry, etc., can solve the problems of rare ionic liquids, meet the requirements of high-current charging and discharging, speed up the reaction speed, and increase the yield.

Inactive Publication Date: 2012-11-21
HUAZHONG UNIV OF SCI & TECH
View PDF6 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Regarding the application of M[PFSI] ionic liquids in electrolyte materials and organic chemical reactions, although there have been a large number of literature reports, the cations in the current ionic liquids are mainly common imidazoles or quaternary ammonium salts. Cations (see recent representative literature: S.Maehama, H.Yoshimura, JP 2005200359, 2005; M.Kikuta, H.Uchimura, A. Hatakeyama, JP2007182410, 2007; A.Kawada, A.Tashiro, T.Kumagai, WO 2008108221, 2008; J. Rymarczyk, M. Carewska, G.B. Appetecchi, F. Alessandrini, S. Passerini, Eur. Polymer J., 2008, 44, 2153-2161; S. Seki, Y. Ohno, H. Miyashiro, Y.Kobayashi, A.Usami, Y.Mita, N.Terada, K.Hayamizu, S.Tsuzuki, M.Watanabe, J.Electrochem.Soc., 2008, 155, A421-A427.), and multifunctional Ionic liquids with branched cations are rare

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for synthesizing perfluor alkyl sulfonyl imine metal salt
  • Method for synthesizing perfluor alkyl sulfonyl imine metal salt
  • Method for synthesizing perfluor alkyl sulfonyl imine metal salt

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-12

[0057] Embodiment 1-12 relates to the preparation of M[PFSI]

Embodiment 1

[0058] Example 1: Preparation of potassium bis(trifluoromethylsulfonyl)imide (K[TFSI]).

[0059] The synthesis reaction scheme is as follows:

[0060]

[0061] 26.4 grams (0.14mol) trifluoromethanesulfonamide potassium salt, 13.4 grams (0.097mol) anhydrous potassium carbonate are placed in the three-necked flask of 250 milliliters, add 150 milliliters of acetonitriles as solvent, then add 24.0 grams (0.14mol) trifluoromethanesulfonyl chloride, stirred at room temperature for 8 hours.

[0062] The solvent was distilled off under reduced pressure to obtain a white solid, which was added with 150 ml of tetrahydrofuran, stirred at room temperature for 0.5 hour, and the insoluble matter was removed by filtration. The filtrate was distilled under reduced pressure, and the remaining solid was recrystallized with n-butanol. After filtration and drying, 39.2 g (0.12 mol) of K[TFSI] solid was obtained, with a yield of 88%. 19 F NMR (acetonitrile-d 3 , CCl 3 F, 376.5MHz): δ=-78.6p...

Embodiment 2

[0063] Example 2: Preparation of lithium bis(trifluoromethylsulfonyl)imide (Li[TFSI]).

[0064] The synthesis reaction scheme is as follows:

[0065] K[N(SO 2 CF 3 ) 2 ]+LiClO 4 →Li[N(SO 2 CF 3 ) 2 ]+KClO 4

[0066] In a vacuum glove box, 31.9 g (0.1 mol) of K[TSFI] was dissolved in 50 ml of acetonitrile solvent, and then equimolar lithium perchlorate was added in portions. After stirring the reaction at room temperature for 20 hours, insoluble potassium perchlorate was removed by filtration. Concentrate the filtrate to about 20 mL, add an equal volume of CH 2 Cl 2Perform recrystallization. Filtration, CH 2 Cl 2 After washing and vacuum drying, 27.3 g (0.095 mol) of white solid powder Li[TFSI] was obtained. 19 F NMR (acetonitrile-d 3 , CCl 3 F, 376.5MHz): δ=-78.8ppm(s).

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for synthesizing a perfluor alkyl sulfonyl imine metal salt (M[Rf<1>SO2NSO2Rf<2>], or M [PFSI] for short, wherein Rf<1> and Rf<2> represent CmF(2m+1), m is 1 to 8, and M represents Li, Na, K, Rb or Cs). According to the method, a perfluor alkyl sulfonamide potassium (rubidium or cesium) salt and perfluor alkyl sulfonyl fluorine react with the existence of potassium (rubidium or cesium) carbonate, so that a perfluor alkyl sulfonyl imine potassium (rubidium or cesium) salt can be prepared conveniently at the high yield of 70-90%; and the perfluor alkyl sulfonyl imine potassium (rubidium or cesium) salt, lithium (or sodium) perchlorate and the like are subjected to double decomposition exchange reaction in an aprotic polar solvent (such as acetonitrile, dimethyl carbonate and nitromethane), so as to obtain the corresponding high-purity lithium (or sodium) salt (M [PFSI], wherein M represents Li or Na). The prepared alkali metal salt reacts with a sulfonium, ammonium or phosphonium salt with side chains containing functional radicals so as to obtain hydrophobic functional ionic liquid composed of sulfonium, ammonium or phosphonium positive ions and [PFSI]<->.

Description

technical field [0001] The invention belongs to organic fluorine chemical synthesis technology, in particular to a perfluoroalkylsulfonimide (H[R f 1 SO 2 NSO 2 R f 2 ],R f 1 , R f 2 =C m f 2m+1 , m=1-8) alkali metal salt (M[R f 1 SO 2 NSO 2 R f 2 ], M=Li, Na, K, Rb, the preparation method of Cs), and the ionic liquid synthesized by this type of salt. Background technique [0002] Perfluoroalkylsulfonylimide (H[R f 1 SO 2 NSO 2 R f 2 ], hereinafter referred to as H[PFSI]; R f 1 , R f 2 =C m f 2m +1 , m=1-8) alkali metal salt (M[R f 1 SO 2 NSO 2 R f 2 ], M=Li, Na, K, Rb, Cs; hereinafter referred to as M[PFSI]) is an important class of fluorine-containing organic compounds, which have important application value in the development of high-performance electrolyte materials and new catalysts. [0003] The general structural formula of perfluoroalkylsulfonylimide alkali metal salt is as shown in formula (I): [0004] [0005] Among them: M ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C311/48C07C303/40
Inventor 聂进周志彬周宜轩徐冰刘凯郭鹏
Owner HUAZHONG UNIV OF SCI & TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com