A closer look into deep eutectic solvents: exploring intermolecular interactions using solvatochromic probes.

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Title: A closer look into deep eutectic solvents: exploring intermolecular interactions using solvatochromic probes.
Author(s): Florindo, C
McIntosh, AJS
Welton, T
Branco, LC
Marrucho, IM
Item Type: Journal Article
Abstract: Deep eutectic solvents (DESs) constitute a new class of ionic solvents that has been developing at a fast pace in recent years. Since these solvents are commonly suggested as green alternatives to organic solvents, it is important to understand their physical properties. In particular, polarity plays an important role in solvation phenomena. In this work, the polarity of different families of DESs was studied through solvatochromic responses of UV-vis absorption probes. Kamlet-Taft α, β, π* and ETN parameters were evaluated using different solvatochromic probes, as 2,6-dichloro-4-(2,4,6-triphenyl-N-pyridino)-phenolate (Reichardt's betaine dye 33), 4-nitroaniline, and N,N-diethyl-4-nitroaniline for several families of DESs based on cholinium chloride, dl-menthol and a quaternary ammonium salt ([N4444]Cl). In addition, a study to understand the difference in polarity properties between DESs and the corresponding ILs, namely ILs based on cholinium cation and carboxylic acids as anions ([Ch][Lev], [Ch][Gly] and [Ch][Mal]), was carried out. The chemical structure of the hydrogen bond acceptor (HBA) in a DES clearly controls the dipolarity/polarizability afforded by the DES. Moreover, Kamlet-Taft parameters do not vary much within the family, but they differ among families based on different HBA, either for DESs containing salts ([Ch]Cl or [N4444]Cl) or neutral compounds (dl-menthol). A substitution of the HBD was also found to play an important role in solvatochromic probe behaviour for all the studied systems.
Publication Date: 4-Dec-2017
Date of Acceptance: 27-Nov-2017
URI: http://hdl.handle.net/10044/1/56425
DOI: https://dx.doi.org/10.1039/c7cp06471c
ISSN: 1463-9076
Publisher: Royal Society of Chemistry
Start Page: 206
End Page: 213
Journal / Book Title: Physical Chemistry Chemical Physics
Volume: 20
Copyright Statement: © The Royal Society of Chemistry 2017
Keywords: Science & Technology
Physical Sciences
Chemistry, Physical
Physics, Atomic, Molecular & Chemical
Chemistry
Physics
IONIC LIQUIDS
CHOLINE CHLORIDE
CARBOXYLIC-ACIDS
MIXTURES
POLARITY
TEMPERATURE
PARAMETERS
DIFFUSION
SCALE
SALTS
02 Physical Sciences
03 Chemical Sciences
Chemical Physics
Publication Status: Published
Embargo Date: 2018-11-27
Appears in Collections:Chemistry
Catalysis and Advanced Materials
Faculty of Natural Sciences



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