Fast and efficient extraction of phenol from aqueous phase using deep eutectic solvents: Experimental and density functional theory investigation for interactions studies

Phenol is carcinogenic and toxic to human beings and therefore it is necessary to remove this toxic pollutant from water. Hydrophobic deep eutectic solvents (DESs) were prepared using trioctylamine (TOA) as hydrogen bond acceptor (HBA) and 2-hydroxybenzoic acid and 4-dodecylbenzenesulfonic acid as hydrogen bond donors (HBDs) for extraction of phenol from aqueous media. Fourier transformer infrared (FTIR) spectroscopy and thermogravimetric analysis (TGA) were performed for functional group and thermal stability determination, respectively. Phenol extraction efficiency of DESs was studied under different experimental parameters, such as initial pH of phenol solution (2–10), contact time (1–15 min), mixing ratio of volume of DESs to aqueous media (VDES:Vaq.) (1:10–1:50 mL), initial concentration of phenol (1000–5000 ppm) and temperature (25 °C–55 °C). More than 97 % extraction efficiency of DES for phenol was achieved using contact time of 5 min, initial phenol concentration of 2500 ppm, VDES:Vaq in a ratio of 1:10 mL, and temperature of 25 °C. The values of ΔG° calculated for phenol extraction at various temperatures have negative values, confirming that the phenol movement from water phase to DESs phase is spontaneous in nature. Density functional theory (DFT) simulations were conducted to study the interaction of DESs with water and phenol. In addition, DFT was used to determine the interaction energy of DESs with water and phenol. The considerably higher interaction energies (−20.4 and 18.2 kcal/mol) obtained with both DESs for phenol over water emphasize the selective separation efficiency of DESs for phenol. The experimental results confirmed that these synthesised DESs can effectively extract phenol from the aqueous phase to the organic phase.