Abstract

The binding of o-nitroaniline (o-NA) to the micellar interface of n-heptane/1,4-bis(2-ethylhexyl) sulfosuccinate (AOT)/nonaqueous polar solvent reverse micelles was determined by UV-visible spectroscopy. As polar solvents: ethylene glycol (EG), formamide (FA), glycerol (GY), dimethylacetamide (DMA) and dimethylformamide (DMF) were used. The binding constant, Kb, obtained follow the order: DMF ~ DMA > FA ~ WS = 0 > EG > water > GY. It is demonstrated that the o-NA – AOT hydrogen bond interaction is with the AOT sulfonate moiety. Thus, the more accessible that this group is for hydrogen bond interaction the larger is the Kb value.

Highlights

  • Molecular interactions play an important role in molecular recognition and they are the main nucleus in supramolecular and combinatory chemistry.[1]

  • It was shown that the ratio between the coefficients s and b which measure the relative susceptibilities of ν to the indicated solvent property scale, π* and β, respectively, are almost equal to 1.17 In n-hexane/AOT/water reverse micelles it was found that o-NA binds to the polar heads of AOT through the NH groups in a hydrogen bond interaction and, the water addition decreases the binding constant Kb up to W0 = 10 showing the competition of water for the polar heads of the surfactant.[17]

  • We have determined the binding of o-NA to the micellar interface of n-heptane/AOT/polar solvent reverse micelles using the water, ethylene glycol (EG), FA, GY, DMA and DMF

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Summary

Introduction

Molecular interactions play an important role in molecular recognition and they are the main nucleus in supramolecular and combinatory chemistry.[1] When surfactants assemble in non polar solvents they form supramolecular structures in which their polar or charged groups are located in the interior, or core, of the aggregate, while their hydrocarbon tails extend into the bulk solvent.[2,3] water is readily solubilized in the polar core forming a water pool, which is characterized by W0 (W0=[H2O]/[Surfactant]). Among the surfactants capable of forming these aggregates, sodium 1,4-bis(2-ethylhexyl)sulfosuccinate (AOT, Scheme 1) is one of the most used.[10] Solutions of AOT in nonpolar solvents have the remarkable ability to solubilize a large amount of water with values of W0 as large as 40 to 60,11,12 depending on the surrounding nonpolar medium, the solute and the temperature

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