Time‐Dependent Hydrogen Bond Network Formation in Glycerol‐Based Deep Eutectic Solvents

Over the last few years, Deep Eutectic Solvents have gained popularity as a novel class of green solvents, due to their feasible synthesis and overall low production costs. The properties of glycerol (Gly)‐based Deep Eutectic Solvents are frequently associated with the formation of an extended hydro...

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Bibliographic Details
Published in:Chemphyschem 2022-05, Vol.23 (10), p.e202100806-n/a
Main Authors: Dziubinska‐Kühn, Katarzyna, Pupier, Marion, Matysik, Jörg, Viger‐Gravel, Jasmine, Karg, Beatrice, Kowalska, Magdalena
Format: Article
Language:English
Subjects:
Choline
deep eutectic solvents
Eutectics
Glycerol
Hydrogen bonds
kinetics
Network formation
NMR
NMR spectroscopy
Nuclear magnetic resonance
Production costs
solute structure
Solvents
structural analysis
Time dependence
Water chemistry
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Summary:Over the last few years, Deep Eutectic Solvents have gained popularity as a novel class of green solvents, due to their feasible synthesis and overall low production costs. The properties of glycerol (Gly)‐based Deep Eutectic Solvents are frequently associated with the formation of an extended hydrogen bond network. In this study, two‐dimensional Nuclear Magnetic Resonance (NMR) spectroscopy is employed to analyse the effect of glycerol oversaturation of the hydrogen bond acceptor, choline chloride (ChCl) on the structural arrangement of glyceline (molar ratio 1 : 2 ChCl:Gly), selected to represent Gly‐based Deep Eutectic Solvents. The rearrangement of glycerol molecules, additionally trapping water molecules inside of isolated clusters, is revealed during a time‐resolved analysis, performed in the presence of various fractions of water added to solvent. 200 % oversaturated Deep Eutectic Solvent (1 : 4 ChCl:Gly) is found to be a suitable cryoprotectant candidate, based on the revealed glycerol‐water interactions. The hydrogen bonding pattern within Deep Eutectic Solvents of choline chloride (ChCl) and varying ratios of glycerol (Gly) are analysed by Nuclear Magnetic Resonance spectroscopy. Through the addition of water to glyceline (mixture of 1 : 2 ChCl:Gly molecular ratio) and glycholine (1 : 4 ChCl:Gly) an oversaturation of ChCl was revealed, leading to the formation of isolated glycerol‐water aggregates. These aggregates exhibit the same characteristics as the glycerol‐water species in neat glycerol, and are indicative for cryoprotective properties of a solvent.
ISSN:1439-4235
1439-7641
DOI:10.1002/cphc.202100806