Preparation of fluorohalomethylmagnesium halides using highly active magnesium metal and their reactions

Kvı́čala, Jaroslav; Štambaský, Jan; Skalický, Martin; Paleta, O.

doi:10.1016/j.jfluchem.2005.07.016

Cited by 11 publications

(2 citation statements)

References 25 publications

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“…Besides, the dissociation of the reduction‐sensitive CF bond could also occur with excessive amounts of reducing agents, resulting in the formation of LiF and difluorocarbene (:CF 2 ). [ 7,37 ] The extremely reactive :CF 2 intermediate not only induces undesired decompositions of electrolyte components, but also causes continuous dissolution and breakdown of SEI layer. Overall, the reductive decompositions of the TFSI − anions are unlikely to provide mechanically and chemically stable species on the surface of Li° anode, which causes continuous consumption of active lithium ions and increased cell resistances after extensive cycles, and eventually premature the failure of the LiTFSI‐based LMPBs.…”

Section: Resultsmentioning

confidence: 99%

Design of a Teflon‐Like Anion for Unprecedently Enhanced Lithium Metal Polymer Batteries

Tong

Song

Feng

et al. 2023

Advanced Energy Materials

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Rechargeable lithium metal polymer batteries (LMPBs) utilizing solid polymer electrolytes (SPEs) have gained increasing attention during the past five decades, owing to the superior flexibility, good process‐ability, and no‐leakage of SPEs versus traditional non‐aqueous liquid and inorganic solid electrolytes. Undoubtedly, among all of the SPE components, salt anions have a significant impact on the overall performances of LMPBs. Yet, lithium bis(trifluoromethanesulfonyl)imide, being commonly applied in the prevailing SPEs shows relatively poor interphasial stability toward lithium metal (Li°) anode, which greatly impedes the long‐term cycling stability of LMPBs. Herein, a Teflon‐like sulfonimide salt, lithium bis(n‐nonafluorobutanesulfonyl)imide (LiNFSI), is ingeniously selected for modulating the properties of solid–electrolyte‐interphases on the anode side, in view of the peculiar film‐forming ability of n‐nonafluorobutanesulfonyl group. In‐depth physical, chemical, and electrochemical characterizations demonstrate that the incorporation of the Teflon‐like anion, NFSI−, results in a remarkably enhanced electrochemical stability between Li° anode and SPEs, with a negligible expense of ionic conductivities. The Teflon‐like sulfonimide anion suggested in this work provides an elegant path toward the wider application of LMPBs in energy storage and electric vehicles in the near future.

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Section: Resultsmentioning

confidence: 99%

Design of a Teflon‐Like Anion for Unprecedently Enhanced Lithium Metal Polymer Batteries

Tong

Song

Feng

et al. 2023

Advanced Energy Materials

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“…[24][25][26][27] It should be noted that the procedure cannot be extended to the use of CF 3 MgBr, due to the known instability of this reagent above −78°C. [28][29][30] We also studied the reaction of perfluoroalkyl Grignard reagents with phenylphosphonic dichloride, to examine whether perfluoroalkyl(phenyl)phosphonic halides or bis(perfluoroalkyl)-phenyl phosphine oxides would be produced. We observed exclusive disubstitution.…”

Section: Resultsmentioning

confidence: 99%

A study of the reaction of perfluoroalkyl Grignard reagents with phosphoryl chloride and phenylphosphonic dichloride

Hosein

Caffyn

2012

Dalton Trans.

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Perfluoroalkyl Grignard reagents react with phosphoryl halides at -78 °C to room temperature to selectively produce bis(perfluoroalkyl)phosphonyl halides, which after aqueous work up, give bis(perfluoroalkyl)phosphinic acids in high overall yields. Reaction of perfluoroalkyl Grignards with phenylphosphonic dichloride gives high yields of bis(perfluoroalkyl)phenyl phosphine oxides which are readily hydrolysed to perfluoroalkyl(phenyl)phosphinic acids.

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Magnesium

Takacs¹,

Högermeier²,

Banwell³

2009

Encyclopedia of Reagents for Organic Synthesis

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Preparation of fluorohalomethylmagnesium halides using highly active magnesium metal and their reactions

Cited by 11 publications

References 25 publications

Design of a Teflon‐Like Anion for Unprecedently Enhanced Lithium Metal Polymer Batteries

Design of a Teflon‐Like Anion for Unprecedently Enhanced Lithium Metal Polymer Batteries

A study of the reaction of perfluoroalkyl Grignard reagents with phosphoryl chloride and phenylphosphonic dichloride

Magnesium

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