Binding characterization of sulfonamide antibiotics and polycyclic aromatic hydrocarbons to micelles using semi-equilibrium dialysis (SED) and 1H NMR spectroscopy
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Authors
Sarker, Ashish
Date
2016-03-30
Type
thesis
Language
eng
Keyword
Semi-equilibrium dialysis , Binding constant
Alternative Title
Abstract
Micellar enhanced ultrafiltration (MEUF) has been shown to be an effective removal technique for a variety of trace contaminants in wastewater, especially for low molecular weight organic contaminants. In MEUF, contaminants first partition into surfactant micelles prior to removal by ultrafiltration, where the contaminants are below the molecular weight cut-off of the ultrafiltration membrane but the micelles are above the cut-off. To predict the removal efficiency of MEUF, it is important to measure of extent to which a species will bind to a micelle as well as to develop an understanding of the dynamics of the binding interactions. Herein, we report micellar binding constants for a series of sulfonamide antibiotics (sulfadoxine, sulfathiazole, sulfamethoxazole, sulfamerazine, sulfadiazine, sulfamethazine, sulfacetamide, sulfaguanidine, and sulfanilamide) with CTABr micelles, as determined using semi-equilibrium dialysis and 1H NMR methods. We also report the binding constant measurements for polycyclic aromatic hydrocarbons (PAHs), including phenanthrene, naphthalene, pyrene and fluorene, to several micelle types. Unlike the antibiotics, where charge-charge interactions determined binding to CTABr micelles, the neutral PAHs show strong binding with micelles because of hydrophobic interactions. Our results enabled us to develop a relationship between binding constant (Log KB) and Log KOW for both charged and neutral compounds, which will be useful for predicting MEUF performance for removal of organic micro contaminants from wastewater.
Description
Thesis (Ph.D, Chemistry) -- Queen's University, 2016-03-29 17:53:46.735
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ProQuest PhD and Master's Theses International Dissemination Agreement
Intellectual Property Guidelines at Queen's University
Copying and Preserving Your Thesis
This publication is made available by the authority of the copyright owner solely for the purpose of private study and research and may not be copied or reproduced except as permitted by the copyright laws without written authority from the copyright owner.