Chiral Solvent Discovery: Exploring Chiral Eutectic Mixtures and Deep Eutectic Solvents

27 May 2022, Version 2
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Deep eutectic solvents (DES) are mixtures that have a melting point much lower than either component. Because the properties of a DES, such as chiral discrimination, can be controlled through choice of components, DES have potential as solvents in many chemical and industrial applications. However, the large number of potential components makes high throughput methods of DES discovery critical for their development. In this study, mixtures of small quantities of HBAs and chiral HBDs were mixed at 55 C and cooled to 20 C to screen for potential liquid formation. Variable molar ratios of 10 HBAs were mixed with 93 chiral HBDs to measure a total of 1250 mixtures, and 356 mixtures were liquid at 20 C. All of the results are provided in a publicly available database. Several of the mixtures were prepared in larger quantities to characterize their physical properties, including melting points, densities, and viscosities. The results of this study can be used to guide the discovery and development of new chiral DES.

Keywords

Deep eutectic solvents
chirality
chiral DES database
tetrabutylammonium chloride
thymol

Supplementary materials

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Description
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Title
Supporting information for Chiral Solvent Discovery: Exploring Chiral Eutectic Mixtures and Deep Eutectic Solvents
Description
This file contains a table of hydrogen bond donor compounds and their purity when used for chiral DES discovery. There is also a table of mixtures with water content as percent mass and mole fraction. There are differential scanning calorimetry thermograms of 1:1 TBACl: (R)-(-)-1-Phenyl-1,2-ethanediol and 2:1 TBACl: Methyl-(2R)-2-hydroxy-3-phenylpropanoate.
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Supplementary weblinks

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