Deep eutectic solvents formed by quaternary ammonium salts and aprotic organic compound succinonitrile

Yang, Dezhong; Zhang, Shaoze; Sun, Xiao-Guang; Jiang, De-en; Dai, Sheng

doi:10.1016/j.molliq.2018.10.150

Deep eutectic solvents formed by quaternary ammonium salts and aprotic organic compound succinonitrile

Journal Article · Tue Oct 30 00:00:00 EDT 2018 · Journal of Molecular Liquids

DOI:https://doi.org/10.1016/j.molliq.2018.10.150· OSTI ID:1760153

^[1]; Zhang, Shaoze ^[2]; ^[3]; Jiang, De-en ^[2]; ^[4]

China Univ. of Geosciences, Beijing (China)
Univ. of California, Riverside, CA (United States)
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Univ. of Tennessee, Knoxville, TN (United States)

Deep eutectic solvents (DESs) are conventionally prepared by mixing quaternary ammonium salts and protic organic compounds such as alcohol, amide or carboxylic acid. In this work, we report that the DESs can also be obtained by using an aprotic organic compound such as succinonitrile (SN). The eutectic temperature was found to be 12 °C for the mixture of tetrabutylammonium trifluoromethanesulfonate (N₄₄₄₄Tfo) and SN at a molar ratio of 1:6, but no melting point could be observed for several DESs formed by tetrabutylammonium chloride (N₄₄₄₄Cl) and SN, even down to -90 °C. Fourier transform infrared spectroscopy (FTIR), Nuclear Magnetic Resonance (NMR) and theoretical calculations indicated the formation of hydrogen bonds between the anions of the ammonium salts and the methylene group of the SN, which greatly impact the melting behavior of the DESs.

View Accepted Manuscript (DOE)

Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 1760153

Alternate ID(s):: OSTI ID: 1636787

Journal Information:: Journal of Molecular Liquids, Journal Name: Journal of Molecular Liquids Journal Issue: n/a Vol. 274; ISSN 0167-7322

Publisher:: ElsevierCopyright Statement

Country of Publication:: United States

Language:: English

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