Liquefying Compounds by Forming Deep Eutectic Solvents: A Case Study for Organic Acids and Alcohols
authors Abranches, DO; Martins, RO; Silva, LP; Martins, MAR; Pinho, SP; Coutinho, JAP
nationality International
journal JOURNAL OF PHYSICAL CHEMISTRY B
keywords CHOLINE CHLORIDE; LIQUID EQUILIBRIUM; IONIC LIQUIDS; EXTRACTION; SEPARATION; MIXTURES; TERPENES
abstract The criterion to distinguish a simple eutectic mixture from a deep eutectic solvent (DES) lies in the deviations to thermodynamic ideality presented by the components in the system. In this work, the current knowledge of the molecular interactions in types III and V DES is explored to liquefy a set of three fatty acids and three fatty alcohols, here used as model compounds for carboxyl and hydroxyl containing solid compounds. This work shows that thymol, a stronger than usual hydrogen bond donor, is able to form deep eutectic solvents of type V with the fatty alcohols studied. This is particularly interesting, since these DES formed are hydrophobic. Regarding type III DES, the results suggest that the prototypical DES hydrogen bond acceptor, cholinium chloride, is unable to induce negative deviations to ideality in the model molecules studied. By substituting choline with tetramethylammonium chloride, it is shown that the difficulty in forming choline-based deep eutectic solvents and that its absence choline hydroxyl group is responsible for the induces strong negative deviations to ideality in the alkylammonium side. Finally, it is demonstrated that tetrabutylammonium chloride acts as a chloride donning agent, causing significant negative deviations to ideality in both fatty acids and alcohols and leading to the formation of deep eutectic solvents of type III.
publisher AMER CHEMICAL SOC
issn 1520-6106
isbn 1520-5207
year published 2020
volume 124
issue 20
beginning page 4174
ending page 4184
digital object identifier (doi) 10.1021/acs.jpcb.0c02386
web of science category Chemistry, Physical
subject category Chemistry
unique article identifier WOS:000537425700016
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journal analysis (jcr 2019):
journal impact factor 2.857
5 year journal impact factor 2.88
category normalized journal impact factor percentile 50.629
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