Alternative probe for the determination of the hydrogen-bond acidity of ionic liquids and their aqueous solutions

abstract

Although highly relevant to a priori select adequate solvents for a given application, the determination of the hydrogen-bond acidity or proton donor ability of aqueous solutions of ionic liquids is a difficult task due to the poor solubility of the commonly used probes in aqueous media. In this work, we demonstrate the applicability of the pyridine-N-oxide probe to determine the hydrogen-bond acidity of both neat ionic liquids and their aqueous solutions, based on C-13 NMR chemical shifts, and the suitability of these values to appraise the ability of ionic liquids to form aqueous two-phase systems.

keywords

SOLVATOCHROMIC COMPARISON METHOD; PYRIDINE-N-OXIDE; BIPHASIC SYSTEMS; EXTENDED SCALE; PI-STAR; SOLVENTS; EXTRACTION; PARAMETERS; BEHAVIOR; POLARITY

subject category

Chemistry; Physics

authors

Madeira, PP; Passos, H; Gomes, J; Coutinho, JAP; Freire, MG

our authors

acknowledgements

This work was developed within the scope of the project CICECO-Aveiro Institute of Materials, POCI-01-0145-FEDER-007679 (FCT Ref. UID/CTM/50011/2013), financed by national funds through the FCT/MEC and when appropriate co-financed by FEDER under the PT2020 Partnership Agreement. The authors also acknowledge FCT for the doctoral grant SFRH/BD/85248/2012 of H. Passos, and post-doctoral fellowship SFRH/BPD/111113/2015 of P. P. Madeira. M. G. Freire acknowledges the European Research Council under the European Union's Seventh Framework Programme (FP7/2007-2013)/ERC grant agreement no. 337753.

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