Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems

• Published in: Fluid phase equilibria Vol. 503; p. 112319
• Main Authors: Farias, Fabiane Oliveira, Pereira, Jorge F.B., Coutinho, João A.P., Igarashi-Mafra, Luciana, Mafra, Marcos R.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.01.2020
• Subjects: Cholinium chloride; Deep eutectic solvents; Hydrogen bond acceptor; Hydrogen bond donor; Logarithm of octanol-water partition coefficient; Hydrogen bond donor; Deep eutectic solvents; Cholinium chloride; Logarithm of octanol-water partition coefficient; Hydrogen bond acceptor
• ISSN: 0378-3812; 1879-0224
• DOI: 10.1016/j.fluid.2019.112319

Deep eutectic solvents (DES) have been proposed as phase-forming compounds of aqueous biphasic systems (ABS). However, due to DES nature and the high water content of the ABS, their nature and behavior remains controversial. To foster the understanding of DES-based ABS, the present work uses the relative hydrophilicity of the hydrogen bond donor (HBD) as a descriptor to clarify its role on ABS formation and phase properties. Dipotassium phosphate (K2HPO4)-based ABS phase diagrams composed of cholinium chloride ([N111(2OH)]Cl), as hydrogen bond acceptor (HBA), and several HBD (alcohols and sugars) were compared in molality units and the saturation solubility point for each binodal curve determined. The results here reported establish the HBD role as function of its relative hydrophilicity: very hydrophilic HBD act only as an adjuvant in the formation of ABS; HBD of intermediate hydrophilicity influence the ABS formation; while the most hydrophobic HBD tend to form organic-aqueous two-phase systems, where the HBA acts as an adjuvant to the system. [Display omitted]