First Evidence of Cyclodextrin Inclusion Complexes in a Deep Eutectic Solvent

Tarek Moufawad, Leila Moura, Michel Ferreira, Hervé Bricout, Sébastien Tilloy, Eric Monflier, Margarida Costa Gomes, David Landy, Sophie Fourmentin*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

Supramolecular host-guest inclusion complexes based on cyclodextrins (CDs) are generally studied in aqueous solutions or more rarely in the presence of a cosolvent. In this study, we investigate for the first time the ability of CDs to retain their host-guest properties in deep eutectic solvents (DESs). Five cyclodextrins were solubilized in mixtures of choline chloride:urea (ChCl:U), and these new solutions were characterized by measuring their viscosity and density as a function of temperature. The heat of dissolution of β-CD in ChCl:U was measured by calorimetry. The dissolution process is exothermic meaning that the interaction between ChCl:U and CD is favorable (enthalpy of dissolution of -23.3 J/g). The ability of CDs to form inclusion complexes with various guests in ChCl:U was demonstrated using two different methods: UV-visible spectroscopy and static headspace gas chromatography. On one hand, the experimental data obtained from the complexation between methyl orange and CDs follows the theoretical fitted curved for a 1:1 inclusion complex. On the other hand, the observed volatility reductions of four volatile organic compounds in different mixtures of ChCl:U:CD were correlated to the CD/guest formation constant values determined in water. These results will certainly contribute to enlarging the applications of CDs in the DES field.

Original languageEnglish
Pages (from-to)6345-6351
Number of pages7
JournalACS Sustainable Chemistry and Engineering
Volume7
Issue number6
Early online date21 Feb 2019
DOIs
Publication statusPublished - 18 Mar 2019

Keywords

  • Cyclodextrin
  • Densities
  • Eutectic solvents
  • Inclusion complexes
  • Supramolecular chemistry
  • Viscosities

ASJC Scopus subject areas

  • Chemistry(all)
  • Environmental Chemistry
  • Chemical Engineering(all)
  • Renewable Energy, Sustainability and the Environment

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