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The Proton Dissociation of Bio-Protic Ionic Liquids: [AAE]X Amino Acid Ionic Liquids by He, Ting ;Hong, Cheng-Bin ;Jiao, Peng-Chong ;Xiang, Heng ;Zhang, Yan ;Cai, Hua-Qiang ;Wang, Shuang-Long ;Tao, Guo-Hong is a Chemistry article available to read on EtoBox.

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[AAE]X composed of amino acid ester cations is a sort of typically “bio-based” protic ionic liquids (PILs). They possess potential Brønsted acidity due to the active hydrogens on their cations. The Brønsted acidity of [AAE]X PILs in green solvents (water and ethanol) at room temperature was systematically studied. Various frameworks of amino acid ester cations and four anions were investigated in this work from the viewpoint of structure–property relationship. Four different ways were used to study the acidity. Acid dissociation constants (pKa) of [AAE]X determined by the OIM (overlapping indicator method) were from 7.10 to 7.73 in water and from 8.54 to 9.05 in ethanol. The pKa values determined by the PTM (potential titration method) were from 7.12 to 7.82 in water. Their Hammett acidity function (H0) values (0.05 mol·L−1) were about 4.6 in water. In addition, the pKa values obtained by the DFT (proton-transfer reactions) were from 7.11 to 7.83 in water and from 8.54 to 9.34 in ethanol, respectively. The data revealed that the cationic structures of [AAE]X had little effect and the anions had no effect on the acidity of [AAE]X. At the same time, the OIM, PTM, Hammett method and D

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Author

He, Ting ;Hong, Cheng-Bin ;Jiao, Peng-Chong ;Xiang, Heng ;Zhang, Yan ;Cai, Hua-Qiang ;Wang, Shuang-Long ;Tao, Guo-Hong

Publisher

MDPI AG

Published

2020

Language

EN

Field

Chemistry (Life Sciences)