Summary: | 博士 === 靜宜大學 === 應用化學系 === 99 === Part I :
Three new chromogenic receptors (5-7) were synthesized and characterized. Upon addition of maleate to receptor 5 in DMSO, the appearance of the solution of receptor 5 showed a color change from dark-blue to dark-red, which can be detected by the naked eye at parts per million.. Similar experiments were repeated using 6, the solution showed a distinct color change from blue to green when 6 is formed as a complex with maleate. Whereas, the addition of the same anions to receptor 7, did not induce any color change. On the other hand, when fumarate was added to receptors 5-7, the color of solution changed from dark-blue to bright yellow for receptor 5 and did not induce any color change for receptor 6 and 7. Thus, for unique color change, both receptors 5 and 6 can act as optical chemosensors for recognition of maleate versus fumarate. Especially, receptor 5 has a unique color change for the recognition of fumarate, accordingly it can be used for detection of the fumarate anion.
Part II:
Two chiral colorimetric sensors (1 and 2) were synthesized and characterized by spectroscopic techniques and their enantioselective recognition for chiral dicarboxylic anions (D/L aspartate and D/L malate) were examined by UV-vis spectra and 1H NMR spectroscopy. Interaction of the receptors 1 and 2 with the enantiomers of aspartate or malate made different color changes and act as optical chemosensors for the recognition of D-aspartate vs. L-aspartate and D-malate vs. L-malate. Receptor 1 exhibits high enantioselective binding for aspartate anions [KA (D) / KA (L) = 12.15].
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