We explore the structure of two ionic liquids based on the choline cation and the monoanion of the maleic acid. We consider two isomers of the anion (H-maleate, the cis-isomer and H-fumarate, the trans-isomer) having different physical chemical properties. H-maleate assumes a closed structure and forms a strong intramolecular hydrogen bond whereas H-fumarate has an open structure. X-ray diffraction, infrared and Raman spectroscopy and molecular dynamics have been used to provide a reliable picture of the interactions which characterize the structure of the fluids. All calculations indicate that the choline cation prefers to connect mainly to the carboxylate group through OHMIDLINE HORIZONTAL ELLIPSISO interactions in both the compounds and orient the charged head N(CH3)(3)(+) toward the negative portion of the anion. However, the different structure of the two anions affects the distribution of the ionic components in the fluid. The trans conformation of H-fumarate allows further interactions between anions through COOH and CO2- groups whereas intramolecular hydrogen bonding in H-maleate prevents this association. Our theoretical findings have been validated by comparing them with experimental X-ray data and infrared and Raman spectra.

Di Muzio, S., Ramondo, F., Gontrani, L., Ferella, F., Nardone, M., Benassi, P. (2020). Choline hydrogen dicarboxylate ionic liquids by X-ray scattering, vibrational spectroscopy and molecular dynamics: H-fumarate and H-maleate and their conformations. MOLECULES, 25(21) [10.3390/molecules25214990].

Choline hydrogen dicarboxylate ionic liquids by X-ray scattering, vibrational spectroscopy and molecular dynamics: H-fumarate and H-maleate and their conformations

Gontrani, Lorenzo
Membro del Collaboration Group
;
2020-01-01

Abstract

We explore the structure of two ionic liquids based on the choline cation and the monoanion of the maleic acid. We consider two isomers of the anion (H-maleate, the cis-isomer and H-fumarate, the trans-isomer) having different physical chemical properties. H-maleate assumes a closed structure and forms a strong intramolecular hydrogen bond whereas H-fumarate has an open structure. X-ray diffraction, infrared and Raman spectroscopy and molecular dynamics have been used to provide a reliable picture of the interactions which characterize the structure of the fluids. All calculations indicate that the choline cation prefers to connect mainly to the carboxylate group through OHMIDLINE HORIZONTAL ELLIPSISO interactions in both the compounds and orient the charged head N(CH3)(3)(+) toward the negative portion of the anion. However, the different structure of the two anions affects the distribution of the ionic components in the fluid. The trans conformation of H-fumarate allows further interactions between anions through COOH and CO2- groups whereas intramolecular hydrogen bonding in H-maleate prevents this association. Our theoretical findings have been validated by comparing them with experimental X-ray data and infrared and Raman spectra.
2020
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/02 - CHIMICA FISICA
English
Con Impact Factor ISI
ionic liquids
structure
molecular dynamics
X-ray diffraction
vibrational spectroscopy
Di Muzio, S., Ramondo, F., Gontrani, L., Ferella, F., Nardone, M., Benassi, P. (2020). Choline hydrogen dicarboxylate ionic liquids by X-ray scattering, vibrational spectroscopy and molecular dynamics: H-fumarate and H-maleate and their conformations. MOLECULES, 25(21) [10.3390/molecules25214990].
Di Muzio, S; Ramondo, F; Gontrani, L; Ferella, F; Nardone, M; Benassi, P
Articolo su rivista
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/293711
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