Polymerizable Ionic Liquids for Solid-State Polymer Electrolytes

Abstract

Eight new polymerizable ammonium-TFSI ionic liquids were synthesized and characterized with respect to an application in energy storage devices. The ionic liquids feature methacrylate or acrylate termination as polymerizable groups. The preparation was optimized to obtain the precursors and ionic liquids in high yield. All products were characterized by NMR and IR spectroscopy. Phase transition temperatures were obtained by DSC analysis. Density, viscosity and ionic conductivity of the ionic liquids were compared and discussed. The results reveal that the length of attached alkyl groups as well as the methyl group at the polymerizable function have significant influences on the ionic liquids physicochemical properties. Ionic conductivity values vary between 0.264 mS cm−1 for [C2NA,22]TFSI and 0.080 mS cm−1 for [C8NMA,22]TFSI at 25 °C. Viscosity values are within a range of 0.762 Pa s for [C2NA,22]TFSI and 1.522 Pa s for [C6NMA,22]TFSI at 25 °C.

Structure–Property Relationship of Polymerized Ionic Liquids for Solid-State Electrolyte Membranes

“…The polymerizable ionic liquids [C 2 N MA,22 ]TFSI, [C 4 N MA,22 ]TFSI, [C 6 N MA,22 ]TFSI, [C 8 N MA,22 ]TFSI, [C 2 N A,22 ]TFSI, [C 4 N A,22 ]TFSI, [C 6 N A,22 ]TFSI and [C 8 N A,22 ]TFSI were synthesized as described in our previous publication [ 10 ]. Bis(trifluoromethane)sulfonimide lithium salt (99.95% on metal basis) and the initiator Irgacure651 were purchased from Sigma-Aldrich (Munich, Germany) and Ciba Chemicals (Basel, Switzerland) and used as received.…”

“…In order to get an impression of how the monomers structure influences the polymers properties, we synthesized eight new ammonium-based ionic liquid monomers, which were presented in a previous publication [ 10 ]. Figure 1 shows the corresponding chemical structures which are labelled as [C n N (M)A,22 ]TFSI.…”

“…Acrylate functionalities and short side chains at the ammonium group lead to higher ionic conductivities than methacrylates and longer side chains. This observation can be explained with the higher steric demand of bulkier groups and resulting phenomena like entanglements that lead to increased internal friction, causing decreased ionic mobility [ 10 ].…”

Pyrrolidinium Containing Ionic Liquid Electrolytes for Li-Based Batteries

“…Examples of ILs that have been identified as suitable electrolytes include: ammonium [ 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 ], pyridinium [ 47 , 48 , 49 , 50 ], piperidinium [ 51 , 52 , 53 , 54 , 55 , 56 , 57 , 58 , 59 , 60 , 61 , 62 , 63 , 64 , 65 , 66 , 67 , 68 , 69 , 70 , 71 , 72 , 73 ,…”

Facilitated Chromium(VI) Transport across an Ionic Liquid Membrane Impregnated with Cyphos IL102

“…Having some specific features, such as versatile solubility, non-volatility, physical and chemical stabilities, etc., make them a real alternative to hazardous volatile organic chemicals, especially solvents, though there are also serious concerns about the hazardousness of ionic liquids. Their applications do not end as substitutes of such solvents because, due to another important feature of these chemicals, i.e., the ability of their molecular structure to be tailored (task-specific ionic liquids) according to application requirements; they expand to catalysis, coordination chemistry, analytical chemistry, polymer materials, nanotechnologies, lithium-based batteries, etc., and also in separation processes of metals and other solutes [1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16].…”