Open AccessTetrahydrothiophene‐Based Ionic Liquids: Synthesis and Thermodynamic Characterizations
Author(s) -
Schmitz Alexa,
Bülow Mark,
Schmidt Dana,
Zaitsau Dzmitry H.,
Junglas Fabian,
Knedel TimOliver,
Verevkin Sergey P.,
Held Christoph,
Janiak Christoph
Publication year - 2021
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.202000228
Subject(s) - ionic liquid , chemistry , thermogravimetric analysis , solubility , tetraphenylborate , tetrafluoroborate , tetrahydrothiophene , alkyl , enthalpy , titration , thermodynamics , analytical chemistry (journal) , organic chemistry , ion , physics , catalysis
S‐alkyltetrahydrothiophenium, [C n THT] + bis(trifluorosulfonyl)imide, [NTf 2 ] − room temperature ionic liquids (ILs) and tetraphenylborate, [BPh 4 ] − salts with alkyl chain lengths from C 4 to C 10 have been prepared. The ILs and salts were characterized and their purity verified by 1 H‐ and 13 C‐nuclear magnetic resonance, elemental analysis, ion chromatography, Karl‐Fischer titration, single crystal X‐ray diffraction as well as thermogravimetric analysis. The experimentally determined density and viscosity decrease with increasing temperature. The experimental solubility of the [C n THT][NTf 2 ]‐ILs in water (75 to 2.2 mg/L for C 4 to C 10 ) was modelled with very good agreement by Perturbed Chain Statistical Associating Fluid Theory (PC‐SAFT), based on the extremely low vapor pressures for the [C n THT][NTf 2 ]‐ILs measured in this work (4.15 to 0.037 ⋅ 10 −7 × p sat for C 4 to C 10 ). PC‐SAFT is able to predict and correlate different thermodynamic properties by estimating the Helmholtz residual energy.