Connors, Robert E.
Singlet oxygen can decompose toxic substances by oxidation, but its direct generation from atmospheric oxygen by a photosensitizer requires a light source. In this project, six derivatives of 2-pyridone that can reversibly trap singlet oxygen under irradiation and release it in the dark were studied. The rates of thermolysis of their endoperoxides were measured by UV-Vis spectroscopy. Theoretical modeling was also carried out with Gaussian 09. Overall, N-isoamyl-2-pyridone has the best release performance. This study also evaluates the effects of sterics and electronics on this trend, and discusses the possibility of theoretical modeling to evaluate N-substituted 2-pyridones. Pyridone samples investigated in this study were provided by Ventana Research Corporation.
Worcester Polytechnic Institute
Major Qualifying Project
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Chemistry and Biochemistry