Synthesis and properties of triethanolamine-based salts with mineral and organic acids as protic ionic liquids

Aqueous Co‐Solvent in Zwitterionic‐based Protic Ionic Liquids as Electrolytes in 2.0 V Supercapacitors

“…In our case, the p K a aq values of MSAH, PTSAH, and EOA were −1.9, −2.8, and 9.8, respectively, thus fulfilling the Δp K a aq >6 required to form PILs with primary amines. PILs formation was actually confirmed by 13 C NMR spectroscopy as revealed the shielded chemical shift of methylene groups of [EOAH] + and the deshielded chemical shift of the methyl group of [MSA] − resulting from, respectively, amine protonation and sulfonic acid deprotonation of the original EOA and MSAH (Figures S2 and S3 and Table S3 in the Supporting Information) [25] . All these shielded and deshielded chemical shifts were also observed in the 13 C NMR spectrum of [EOAH] + [PTSA] − (see the methylene groups of [EOAH] + and the C1 of [PTSA] − in Figures S2 and S3 and Table S3 in the Supporting Information).…”

“…PILs formation was actually confirmed by 13 C NMR spectroscopy as revealed the shielded chemical shift of methylene groups of [EOAH] + and the deshielded chemical shift of the methyl group of [MSA] À resulting from, respectively, amine protonation and sulfonic acid deprotonation of the original EOA and MSAH (Figures S2 and S3 and Table S3 in the Supporting Information). [25] All these shielded and deshielded chemical shifts were also observed in the 13 (Figure 1).…”

Quantum Chemical Modeling of the Structure and H Bonding in Triethanolammonium-Based Protic Ionic Liquids with Sulfonic Acids

“…The structure−property relationships were investigated in a series of primary alkanolammonium-based PILs. 6 Although some aspects related to the physicochemical and electrochemical properties of PILs composed of TEOA cation with anions of sulfonic, 24,25 carboxylic, and inorganic 26 acids have been already considered, a deeper understanding of the microstructure of these compounds and interactions between the ions that constitute them is urgently needed. In this work, the influence of the anionic nature on the structure and ion−ion interactions (especially via H bonding) in the ion pairs of triethanolammonium class of PILs with anions of different sulfonic acids has been examined using quantum chemical density functional theory (DFT) calculations.…”

“…From these studies, we are trying to find relationships between ionic structure and thermal properties (melting and decomposition temperatures) of TEOA-based PILs. 24,26 ■ THEORETICAL METHODS Geometry optimization calculations were performed using Gaussian 09 suite of programs. 28 These calculations employed the hybrid B3LYP density functional 29,30 corrected for dispersion interactions using the Grimme GD3 empirical term.…”

“…For some purposes, the results from our previous theoretical DFT studies of triethanolammonium class of PILs with inorganic anions were included. From these studies, we are trying to find relationships between ionic structure and thermal properties (melting and decomposition temperatures) of TEOA-based PILs. , …”