New family of highly conductive and low viscous ionic liquids with asymmetric 2,2,2-trifluoromethylsulfonyl-N-cyanoamide anion

Shaplov, Alexander S.; Lozinskaya, Elena I.; Vlasov, Petr S.; Morozova, Sofia M.; Antonov, Dmitrii Yu.; Aubert, Pierre-Henri; Armand, Michel; Vygodskii, Yakov S.

doi:10.1016/j.electacta.2015.02.228

Cited by 28 publications

(35 citation statements)

References 32 publications

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“…Iodomethane (>99%, Aldrich), lithium bis(trifluoromethylsulfonyl)imide (LiTFSI, 99.95%, Aldrich), lithium bis(pentafluoroethylsulfonyl)imide (LiBETI, 98%, Iolitec), potassium bis(fluorosulfonyl)imide (KFSI, 99.7%, Solvionic), and all the solvents in their purest grade were used as received. Poly(1,2,3‐triazole) 8 , poly(3‐methyl‐1,2,3‐triazolium iodide) 9 , poly[3‐methyl‐1,2,3‐triazolium bis(trifluoromethylsulfonyl)imide] 12 , silver dicyanamide (AgDCA), potassium 2,2,2‐trifluoromethylsulfonyl‐ N ‐cyanoamide (KTFSAM), and sodium 4,5‐dicyano‐1,2,3‐triazolate (NaDCT), were synthesized as previously described.…”

Section: Methodsmentioning

confidence: 99%

“…The purpose of this study is to compare a series of tailor‐made polyaddition‐derived TPILs with identical macromolecular characteristics ( DP n and Ð ), obtained through ion exchange reactions and bearing both classical counter anions (TFSI, DCA) and more exotic anionic species in the field of PILs such as bis(fluorosulfonyl)imide (FSI), bis(pentafluoroethylsulfonyl)imide (BETI), asymmetrical 2,2,2‐trifluoromethylsulfonyl‐ N ‐cyanoamide (TFSAM) and heterocyclic 4,5‐dicyano‐1,2,3‐triazolate (DCT) . As a general quest for the improvement of polymer solid electrolytes properties, the effect of anion structure on properties such as solubility, T g , σ DC , and thermal stability has been investigated in details.…”

Section: Introductionmentioning

confidence: 99%

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Probing the effect of anion structure on the physical properties of cationic 1,2,3‐triazolium‐based poly(ionic liquid)s

Obadia

Fagour

Vygodskii

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

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To extensively explore the influence of anion structure on the physical properties of poly(ionic liquid)s (PILs) a series of PILs having main-chain 1,2,3-triazolium cations was synthesized via copper(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC) followed by N-alkylation with iodomethane and anion metathesis with different metal salts, that is, Li(CF 3 SO 2 ) 2 N, Li(CF 3 CF 2 SO 2 ) 2 N, K(FSO 2 ) 2 N, K(CF 3 SO 2 )N(CN), Ag(CN) 2 N, and sodium 4,5-dicyano-1,2,3-triazolate. To isolate the effect of anion on physical properties of PILs, a common iodide precursor was used to maintain constant the average degree of polymerization (DP n ) and chain dispersity. Detailed structure/properties relationship analyses demonstrated a lack of correlation between anion chemical structure, ionic conduc-tivity, and glass transition temperatures. Among synthesized series, the PIL derivative having bis(trifluoromethylsulfonyl)imide counter anion showed the best compromise in performance: low glass transition temperature (T g 5 268 8C), high thermal stability (T onset 5 340 8C) and superior ionic conductivity (r DC 5 8.5 3 10 2 6 S/cm at 30 8C), which makes it an interesting candidate for various key modern electrochemical applications.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Probing the effect of anion structure on the physical properties of cationic 1,2,3‐triazolium‐based poly(ionic liquid)s

Obadia

Fagour

Vygodskii

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

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“…1b). The second route resulted in the preparation of 2,2,2-trifluoro-N-(trifluoromethylsulfonyl) acetamide (TSAC) 11 anion and very recently, the 2,2,2-(trifluoromethyl)sulfonyl-N-cyanoamide (TFSAM) 12,13 anion (Fig. 1c).…”

Section: Introductionmentioning

confidence: 99%

Ionic liquids with anions based on fluorosulfonyl derivatives: from asymmetrical substitutions to a consistent force field model

Gouveia

Bernardes

Tomé

et al. 2017

Phys. Chem. Chem. Phys.

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“…Reviewing the electrochemical stabilities is less straightforward, not only for the reasons given earlier, but because of inconsistencies and lack of clarity in the description by Hoffknecht et al . Considering the voltammogram presented, it appears that the ESW of [C 4 mpyr][TFSAM] is no wider than 2.6 V whereas Shaplov et al report 4.1 V for [C 3 mpyr][TFSAM]. Further, in their conclusion Hoffknecht et al.…”

Section: Anion Types and Their Propertiesmentioning

confidence: 93%

“…Salts derived from the asymmetric hybrid anion [TFSAM] − , first synthesized and studied in detail by Shaplov et al . and later by Hoffknecht et al .…”

Section: Anion Types and Their Propertiesmentioning

confidence: 99%

Electrolytes for Lithium (Sodium) Batteries Based on Ionic Liquids: Highlighting the Key Role Played by the Anion

Rüther

Bhatt

Best

et al. 2020

Batteries & Supercaps

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Research since 2000 has clearly shown that ionic liquids (ILs) and their metal salt containing mixtures have good potential to be considered as electrolytes (ILELs) in lithium and other electropositive metal (ion) batteries. This outcome is particularly relevant for the operation of such devices in elevated temperature regimes where ILELs would have a significant advantage over the conventional organic carbonate solvent/LiPF6 electrolytes that, due to their limited thermal stability and flammability, cause concerns about the safety of current LIB technology. There is evidence from a number of review articles that physicochemical properties can be tailored such that ILELs could meet requirements for operating in batteries at lower temperature regimes. By drawing on a broad range of cation/anion combinations, there is further evidence from these papers that within a particular family of cations, the physicochemical properties of ILs and ILELs are largely defined by the anion component. Despite the key role of the anion there are few reviews that have sections dedicated to this aspect. This review surveys the physicochemical, transport and structural properties of ILs (mainly pyrrolidinium salts) and ILELs employing prominent and representative anion classes.

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New family of highly conductive and low viscous ionic liquids with asymmetric 2,2,2-trifluoromethylsulfonyl-N-cyanoamide anion

Cited by 28 publications

References 32 publications

Probing the effect of anion structure on the physical properties of cationic 1,2,3‐triazolium‐based poly(ionic liquid)s

Probing the effect of anion structure on the physical properties of cationic 1,2,3‐triazolium‐based poly(ionic liquid)s

Ionic liquids with anions based on fluorosulfonyl derivatives: from asymmetrical substitutions to a consistent force field model

Electrolytes for Lithium (Sodium) Batteries Based on Ionic Liquids: Highlighting the Key Role Played by the Anion

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