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

Abstract

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.

Expanding the chemistry of single‐ion conducting poly(ionic liquid)s with polyhedral boron anions

“…It is worth mentioning that organic salts bearing TFSI or BF 4 anions usually demonstrate highest thermal stability among ILs . The same principle was also found in the case of PILs . However, in this work, for the first time, the thermal stability of TFSI‐based copolymer 7 was bettered by coPIL1 bearing closo ‐dodecaborate anion and having the same composition.…”

“…61 The same principle was also found in the case of PILs. 62,63 However, in this work, for the first time, the thermal stability of TFSI-based copolymer 7 was bettered by coPIL1 bearing closo-dodecaborate anion and having the same composition. Such a result represents particular interest for application in lithium batteries as the thermal stability of conventional liquid electrolytes based on organic solvents usually does not exceed 140 ∘ C under inert atmosphere.…”

Supramolecular assembly of poly(ionic liquid) nanogel driven by host‐stabilized charge transfer interaction

“…From the point of view of structure, poly(ionic liquid)s (PILs), comprising ionic liquid units in their side chains or backbones, falls into the category of polyelectrolyte . However, PILs inherit some excellent performances deriving from ILs and polymers, such as wide electrochemical window, high ion conductivity, good processability, tunable structure, and polarity . Therefore, PILs have been rapidly developed since they were first reported by Ohno and Ito .…”

Scalable synthesis of an architectural library of well‐defined poly(acrylic acid) derivatives: Role of structure on dispersant performance

“…The general industrial relevance of ionic polymers and branched macromolecular architectures supports these design rules for a wide range of other applications and materials, including as additives for personal care products and in water treatment.The development of controlled polymerization techniques has facilitated the synthesis of complex polymer architectures. 13,14 Synthetic strategies have been developed for the preparation of architectures ranging from linear polymers to high-molecular-weight dendritic structures. 3 Recent studies illustrate the promise of discrete macromolecules in a range of applications (Ð = 1).…”

“…The development of controlled polymerization techniques has facilitated the synthesis of complex polymer architectures. 13,14 Synthetic strategies have been developed for the preparation of architectures ranging from linear polymers to high-molecular-weight dendritic structures. 3 Recent studies illustrate the promise of discrete macromolecules in a range of applications (Ð = 1).…”