Ionic Liquids: Predictions of Physicochemical Properties with Experimental and/or DFT-Calculated LFER Parameters To Understand Molecular Interactions in Solution

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• 作者：Chul-Woong Cho ; Ulrich Preiss ; Christian Jungnickel ; Stefan Stolte ; Ju虉rgen Arning ; Johannes Ranke ; Andreas Klamt ; Ingo Krossing ; Jorg Tho虉ming
• 刊名：Journal of Physical Chemistry B
• 出版年：2011
• 出版时间：May 19, 2011
• 年：2011
• 卷：115
• 期：19
• 页码：6040-6050
• 全文大小：936K
• 年卷期：v.115,no.19(May 19, 2011)
• ISSN：1520-5207

文摘

In this article, we present evolutionary models to predict the octanol鈥搘ater partition coefficients (log P), water solubilities, and critical micelle concentrations (CMCs) of ionic liquids (ILs), as well as the anionic activity coefficients and hydrophobicities in pure water and octanol鈥搘ater. They are based on a polyparameter linear free energy relationship (LFER) using measured and/or DFT-calculated LFER parameters: hydrogen-bonding acidity (A), hydrogen-bonding basicity (B), polarizability/dipolarity (S), excess molar refraction (E), and McGowan volume (V) of IL ions. With both calculated or experimental LFER descriptors of IL ions, the physicochemical parameters were predicted with an errors of 0.182鈥?.217 for the octanol鈥搘ater partition coefficient and 0.131鈥?.166 logarithmic units for the water solubility. Because experimentally determined solute parameters of anions are not currently available, the CMC, anionic activity coefficient, and hydrophobicity were predicted with quantum-chemical methods with R² values of at least 0.99, as well as errors below 0.168 logarithmic units. These new approaches will facilitate the assessment of the technical applicability and environmental fate of ionic compounds even before their synthesis.