Amin ve Fenollerin Tespiti ve Farklandırılmasını Sağlayan Kemosensörlerin Geliştirilmesi
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Fen Bilimleri Enstitüsü
Abstract
BODIPY compounds stand out among fluorophores used in fluorescent sensor design due to their high fluorescence quantum yields, photostability, narrow emission bands, and chemically functionalizable structures. The BODIPY core enables the development of effective sensor systems for critical areas such as environmental and food safety through selective interactions with specific analytes via appropriately attached functional groups. The detection of amine and phenol compounds is of great importance in terms of environmental
sustainability and public health. Identifying organic contamination in wastewater and microbial spoilage in food products relies on the accurate and reliable detection of such compounds. Therefore, chemosensor systems developed for the determination of amines and phenolic compounds have gained significance. Within the scope of this thesis, a new fluorescence-based chemosensor was designed for the detection of amine and phenol compounds by utilizing the superior properties of BODIPY. For this targeted system, a new fluorophore structure was obtained by bromination at the α- and β-positions of meso-trimethoxyphenyl BODIPY to be used in sensor studies. With this structure, in line with the aim of the study, observable photophysical changes (turn-on type response) were achieved upon chemical reactions with the target analytes, amines and phenols. The developed system reacts directly with amines, whereas it reacts with phenols in the presence of K₂CO₃. In both cases, the fluorescence intensity increases, enabling the system to distinguish between amines and phenols depending on the medium used. The
system showed systematic fluorescence changes in response to increasing amine concentrations, allowing quantification of amines with low detection limits (LOD). This study demonstrates that BODIPY derivatives can serve as effective and innovative tools in the design of sensors aimed at monitoring significant environmental and foodderived contaminants.