Synthesis and Structure/Properties Correlations of Fluorinated Poly(1,2,3-triazolium)s
- PDF / 988,428 Bytes
- 10 Pages / 595.276 x 790.866 pts Page_size
- 62 Downloads / 142 Views
ORIGINAL ARTICLE
Synthesis and Structure/Properties Correlations of Fluorinated Poly(1,2,3‑triazolium)s Omaima Anaya1,2 · Amira Kallel Elloumi1,2 · Hajeeth Thankappan1 · Imen Abdelhedi Miladi2 · Anatoli Serghei1 · Hatem Ben Romdhane2 · Eric Drockenmuller1 Received: 31 March 2020 / Accepted: 3 July 2020 © The Tunisian Chemical Society and Springer Nature Switzerland AG 2020
Abstract In this work, two fluorinated poly(1,2,3-triazolium ionic liquid)s (PTILs) are accessed in two steps by copper(I)-catalyzed azide–alkyne cycloaddition AA + BB polyaddition between an α,ω-dialkyne-perfluoroether and either 1,12-dodecyl-diazide or α,ω-diazido-tetra(ethylene glycol), followed by N-alkylation of the resulting poly(1,2,3-triazole)s (PTs) by N-methyl bis(trifluoromethylsulfonyl)imide. The structure/properties correlations of PTILs and their PT intermediates are discussed based on solubility, 1H, 13C and 19F NMR spectroscopy, differential scanning calorimetry, thermogravimetric analysis, and broadband dielectric spectroscopy. Dodecyl- and tetra(ethylene glycol)-based PTILs exhibit glass transition temperatures of − 38 and − 29 °C, temperatures at 10% weight loss of ca. 340 °C and anhydrous ionic conductivities at 30 °C of 1.2 × 10−5 and 8.4 × 10−6 S c m−1, respectively. The impact of different lithium salts (i.e. L iSO3CF3, LiTFSI, and L iClO4,) on ionic conductivity of the tetra(ethylene glycol)-based PTIL was also investigated. A ca. twofold increase in ionic conductivity could be obtained by the addition of 5 wt% of LiClO4. Graphic Abstract
Keywords Click chemistry · Poly(ionic liquid)s · Poly(1,2,3-triazolium)s · Step growth polymerization · Solid polyelectrolytes · Ion conducting materials Electronic supplementary material The online version of this article (https://doi.org/10.1007/s42250-020-00164-1) contains supplementary material, which is available to authorized users. * Eric Drockenmuller eric.drockenmuller@univ‑lyon1.fr 1
Univ Lyon, Université Lyon 1, CNRS, Ingénierie des Matériaux Polymères, UMR 5223, 69003 Lyon, France
Faculté des Sciences de Tunis, Laboratoire de Chimie (Bio) Organique, Structurale et de Polymères‑Synthèse et Étude Physico‑Chimique (LR99ES14), Université de Tunis El Manar, 2092 El Manar, Tunisia
2
1 Introduction Over the past 2 decades, there has been a steadily growing interest in poly(ionic liquid)s (PILs) as they interestingly gather the unique properties of ionic liquids (e.g. enhanced thermal, chemical, electrochemical and ion conducting properties as well as switchable solubility) with those of polymer materials (e.g. tunable mechanical, viscoelastic, film-forming properties through extensive macromolecular
13
Vol.:(0123456789)
design possibilities) [1–5]. PILs can be assembled from wide libraries of cationic moieties (e.g. ammonium, pyridinium, pyrrolidinium, imidazolium, phosphonium, thiazolium, and more recently 1,2,3-triazolium and 1,2,4-triazolium…) and complementary anionic moieties (e.g. halides, carboxylates, sulfonates, phosphates, inorganic fluorides
Data Loading...
