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Updated: Oct 23, 2025

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
Halogen Bonding in Dithiane/Iodofluorobenzene Mixtures: A New Class of Hydrophobic Deep Eutectic Solvents
Andrew J Peloquin1, Jena M McCollum2, Colin D McMillen1
1Department of Chemistry, Clemson University, 219 Hunter Laboratories, Clemson, SC, 29634-0973, USA.
Abstract:
While research into deep eutectic solvents (DESs) has expanded over the previous two decades, the focus has remained on the utilization of hydrogen bond donors in these systems. Additionally, the majority of the known DESs rely on at least one ionic component. Through the combination of 1,3-dithiane and 1,2-diiodo-3,4,5,6-tetrafluorobenzene (1,2-F4 DIB), we report the first known DES based on halogen bonding. This mixture remains a liquid, with a eutectic melting temperature of 13.7 °C over a range of 1,3-dithiane mole fraction (0.35 to 0.75). Additionally, cocrystals of 1,3- and 1,4-dithiane with 1,2-, 1,3-, and 1,4-F4 DIB, as well as 1,3,5-trifluoro-2,4,6-triiodobenzene were studied via single-crystal X-ray diffraction. These data reveal a wide range of halogen bonding strengths (0.85
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