Mixed Oxime-Functionalized IL/16-s-16 Gemini Surfactants System: Physicochemical Study and Structural Transitions in the Presence of Promethazine as a Potential Chiral Pollutant

Abstract

The increasing concern about chiral pharmaceutical pollutants is connected to environmental contamination causing both chronic and acute harmful effects on living organisms. The design and application of sustainable surfactants in the remediation of polluted sites require knowledge of partitioning between surfactants and potential pollutants. The interfacial and thermodynamic properties of two gemini surfactants, namely, alkanediyi-α,ω-bis(dimethylhexadecyl ammonium bromide) (16-s-16, where s = 10, 12), were studied in the presence of the inherently biodegradable oximefunctionalized ionic liquid (IL) 4-((hydroxyimino)methyl)-1-(2-(octylamino)-2-oxoethyl)pyridin-1ium bromide (4-PyC8) in an aqueous solution using surface tension, conductivity, fluorescence, FTIR and1H NMR spectroscopic techniques. The conductivity, surface tension and fluorescence measurements indicated that the presence of the IL 4-PyC8 resulted in decreasing CMC and facilitated the aggregation process. The various thermodynamic parameters, interfacial properties, aggregation number and Stern–Volmer constant were also evaluated. The IL 4-PyC8-gemini interactions were studied using DLS, FTIR and NMR spectroscopic techniques. The hydrodynamic diameter of the gemini aggregates in the presence of promethazine (PMZ) as a potential chiral pollutant and the IL 4-PyC8 underwent a transition when the drug was added, from large aggregates (270 nm) to small micelles, which supported the gemini:IL 4-PyC8:promethazine interaction. The structural transitions in the presence of promethazine may be used for designing systems that are responsive to changes in size and shape of the aggregates as an analytical signal for selective detection and binding pollutants.