The Synthesis And Properties Of New Fluorescent Probes Based On Rohdamine B Spirolactam

In the detection of many ions and molecular methods, the method of fluorescentmolecular probe has attracted much attention due to its advantages of rapidlyperformed, nondestructive, highly sensitive and selective,“off-on” switch ability, etc.Rhodamine B derivatives with high fluorescence quantum yield, structure of rigidplane large, good water solubility, low toxicity, long emission wavelength, etc.Therefore, fluorescent probes based on rhodamine B dyes have been widelyconcerned. This dissertation described the design and synthesis of a series ofrhodamine amide derivatives, the recognition performance, response mechanism andactual application in aqueous solution were investigated.1. We designed and synthesized a series of new rhodamine B derivatives whichwere characterized by NMR and MS.2. The rhodamine B-based fluorescent probe1was used to detect Fe3+in watersolution. Probe1is colorless and exhibits weak fluorescence. Binding Fe3+to probe1induced ring-opening of rhodamine, which resulted in color change from colorless topink and red strong emission. In particular, probe1provides excellent selectivitytoward Fe3+over other metal ions. Quantitative results showed that the fluorescenceintensity is linearly dependent on the Fe3+concentration in the range between4.0×107and1.0×105M and the detection limit is1.8×10-7M. Furthermore, probe1has been applied to intracellular imaging of Fe3+with satisfying results.3. The rhodamine B-based fluorescent probe2and3were used to detect ATP inwater solution. Fluorescent probe2and3are colorless and exhibit weak fluorescence.Binding ATP to probe2and3induced ring-opening of rhodamine, which resulted incolor change from colorless to pink and red strong emission. The probe2showedhigher sensitive for ATP than the probe3. Therefore, compound2was choosed as anATP fluorescent chemosensor for further investigation. In particular, probe2providesexcellent selectivity toward ATP over other anions. The probe can be applied to thequantification of ATP with a linear range covering from1.0×107to2.0×104M anda detection limit of2.5×108M.