Counterion effects on the mesomorphic and electrochemical properties of guanidinium salts.

Autor: Ebert M; Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, Stuttgart 70569, Germany. sabine.laschat@oc.uni-stuttgart.de., Lange A; Institut für Chemie, Universität Potsdam, Institut für Chemie, Karl-Liebknecht-Str. 24-25, Golm 14476, Germany. ataubert@uni-potsdam.de., Müller M; Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, Stuttgart 70569, Germany. sabine.laschat@oc.uni-stuttgart.de., Wuckert E; Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, Stuttgart 70569, Germany. sabine.laschat@oc.uni-stuttgart.de., Gießelmann F; Institut für Physikalische Chemie, Universität Stuttgart, Pfaffenwaldring 55, Stuttgart 70569, Germany. f.giesselmann@ipc.uni-stuttgart.de., Klamroth T; Institut für Chemie, Universität Potsdam, Institut für Chemie, Karl-Liebknecht-Str. 24-25, Golm 14476, Germany. ataubert@uni-potsdam.de., Zens A; Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, Stuttgart 70569, Germany. sabine.laschat@oc.uni-stuttgart.de., Taubert A; Institut für Chemie, Universität Potsdam, Institut für Chemie, Karl-Liebknecht-Str. 24-25, Golm 14476, Germany. ataubert@uni-potsdam.de., Laschat S; Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, Stuttgart 70569, Germany. sabine.laschat@oc.uni-stuttgart.de.
Jazyk: angličtina
Zdroj: Physical chemistry chemical physics : PCCP [Phys Chem Chem Phys] 2024 Apr 17; Vol. 26 (15), pp. 11988-12002. Date of Electronic Publication: 2024 Apr 17.
DOI: 10.1039/d4cp00356j
Abstrakt: Ionic liquid crystals (ILCs) combine the ion mobility of ionic liquids with the order and self-assembly of thermotropic mesophases. To understand the role of the anion in ILCs, wedge-shaped arylguanidinium salts with tetradecyloxy side chains were chosen as benchmark systems and their liquid crystalline self-assembly in the bulk phase as well as their electrochemical behavior in solution were studied depending on the anion. Differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and X-ray diffraction (WAXS, SAXS) experiments revealed that for spherical anions, the phase width of the hexagonal columnar mesophase increased with the anion size, while for non-spherical anions, the trends were less clear cut. Depending on the anion, the ILCs showed different stability towards electrochemical oxidation and reduction with the most stable being the PF 6 based compound. Cyclic voltammetry (CV) and density functional theory (DFT) calculations suggest a possible contribution of the guanidinium cation to the oxidation processes.
Databáze: MEDLINE