Removing aromatic organic pollutants by cloud point extraction using biodegradable nonionic surfactants: equilibrium constants and diffusion kinetics

Abstract

ABSTRACT The impacts of inadequate disposal of industrial wastewater cause environmental, economic, social and human health damage. The search for innovative and viable methodologies from a technical and economic standpoint aims to promote suitable management of effluents produced by different industrial activities. The objective of this paper was to study phenol, aromatic alcohol and aromatic amine removal using cloud point extraction based on analysis of extraction capacity, miscibility curves, equilibrium lines, distribution coefficients and mass transfer solubilisation diffusion. The oxo-C10E3P4E2 surfactant produced the best results, exhibiting smaller coacervate volume fractions, low concentration in the diluted phase and efficient extraction (E%) of phenol (81.79%), 1-phenylethanol (67.88%), 2-phenylethanol (65.41%), benzyl alcohol (57.01%), aniline (56.91%), p-toluidine (73.96%) and 2,4-dimethylaniline (84.87%). The ternary phase diagrams revealed a large miscibility area favourable to extraction, with equilibrium lines showing a pronounced slope in favour of the coacervate, indicating high compound concentration factors. Equilibrium isotherms were used to obtain the distribution and solubilisation constants (Log KC/D KS), in the following order: aniline (1.05; 9.15) < p-toluidine (1.35; 20.40) < 2,4-dimethylaniline (1.76; 45.10) and benzyl alcohol (1.07; 8.19) < 2-phenylethanol (1.22; 14.04) < 1-phenylethanol (1.28; 15.23) < phenol (1.59; 36.72). These parameters show a linear correlation with Log KO/W, revealing that micellar solubilisation is governed by the hydrophobic nature of aromatic organic compounds. The evolution of pH demonstrated that the ionised forms of phenol and 2,4-dimethylaniline do not establish interactions (electrostatic, van der Waals, hydrogen bonds) with surfactants. Mass transfer diffusion is governed by hydrophobic compounds, slightly compromising phenol due to its high solubility in water.