The changes upon methanol (MeOH) and ethanol (EtOH) addition in the structural arrangement of the hydrophobic eutectic solvent formed by butylated hydroxytoluene (BHT) and L-menthol (MEN) in 1:3 M ratio have been studied using molecular dynamics (MD) simulations integrated by small- and wide-angle X-ray scattering (SWAXS) measurements. Different mixtures containing the eutectic solvent and a variable amount of MeOH and EtOH have been investigated and the cosolvent introduction at any concentration has been found to break the hydrogen-bonds (H-bonds) among the MEN molecules, that are the most relevant interactions in the pristine eutectic, while the BHT component remains substantially non-interacting through all the explored composition range. This H-bond network is replaced by interactions between the MEN component and the cosolvent molecules, where the MEN species acts preferentially as H-bond donor towards the MeOH and EtOH molecules that behave mostly as H-bond acceptors. An increasing interplay between the excess cosolvent molecules is also observed upon increasing their concentration. SWAXS data show a contraction of the electron-dense regions corresponding to the hydroxyl groups upon cosolvent addition. This evidence is compatible with the intercalation of the MeOH and EtOH molecules in the MEN-MEN H-bond network to promote MEN-cosolvent and cosolvent cosolvent interactions, in agreement with the MD results.

Structural evolution of the butylated hydroxytoluene/menthol hydrophobic eutectic solvent upon methanol and ethanol cosolvent addition / Mannucci, G.; Busato, M.; Tofoni, A.; D'Angelo, P.. - In: JOURNAL OF MOLECULAR LIQUIDS. - ISSN 0167-7322. - 375:0167-7322(2023), pp. 121302-121307. [10.1016/j.molliq.2023.121302]

Structural evolution of the butylated hydroxytoluene/menthol hydrophobic eutectic solvent upon methanol and ethanol cosolvent addition

Mannucci G.;Busato M.
;
Tofoni A.;D'Angelo P.
2023

Abstract

The changes upon methanol (MeOH) and ethanol (EtOH) addition in the structural arrangement of the hydrophobic eutectic solvent formed by butylated hydroxytoluene (BHT) and L-menthol (MEN) in 1:3 M ratio have been studied using molecular dynamics (MD) simulations integrated by small- and wide-angle X-ray scattering (SWAXS) measurements. Different mixtures containing the eutectic solvent and a variable amount of MeOH and EtOH have been investigated and the cosolvent introduction at any concentration has been found to break the hydrogen-bonds (H-bonds) among the MEN molecules, that are the most relevant interactions in the pristine eutectic, while the BHT component remains substantially non-interacting through all the explored composition range. This H-bond network is replaced by interactions between the MEN component and the cosolvent molecules, where the MEN species acts preferentially as H-bond donor towards the MeOH and EtOH molecules that behave mostly as H-bond acceptors. An increasing interplay between the excess cosolvent molecules is also observed upon increasing their concentration. SWAXS data show a contraction of the electron-dense regions corresponding to the hydroxyl groups upon cosolvent addition. This evidence is compatible with the intercalation of the MeOH and EtOH molecules in the MEN-MEN H-bond network to promote MEN-cosolvent and cosolvent cosolvent interactions, in agreement with the MD results.
2023
Hydrophobic eutectic solvents; Menthol; Butylated hydroxytoluene; Ethanol; Methanol; Molecular dynamics; X-ray scattering
01 Pubblicazione su rivista::01a Articolo in rivista
Structural evolution of the butylated hydroxytoluene/menthol hydrophobic eutectic solvent upon methanol and ethanol cosolvent addition / Mannucci, G.; Busato, M.; Tofoni, A.; D'Angelo, P.. - In: JOURNAL OF MOLECULAR LIQUIDS. - ISSN 0167-7322. - 375:0167-7322(2023), pp. 121302-121307. [10.1016/j.molliq.2023.121302]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1670635
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