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

The study on fluorescenct chemosensors has become a hotspot research in recent years. Because fluorescence measurements are highly selective, are easily and rapidly performed and are very sensitive. So this method has been widely used in the area of chemistry analysis, medicinal sciences and environmental sciences. Especially for the samples in real-time detection and fluorescence imaging of cells. Rhodamine B derivatives with high fluorescence quantum yield, structure of rigid plane large, relatively long emission wavelength, good water solubility, low cost, etc. Therefore, In this thesis, a series of novel fluorescent chemosensors were synthesized to determine Al3+ and ATP, repectively. Our studies are carried out as follows:Firstly, we designed and synthesized a series of novel rhodamine B derivatives which were characterized by MS and NMR.Secondly, the rhodamine B-based fluorescent chemosensor TR was used to detect Al3+ in real samples. chemosensor TR is colorless and exhibits weak fluorescence. Binding Al3+ to chemosensor TR induced ring-opening of rhodamine, which resulted in color change from colorless to pink and red strong emission. Quantitative results showed that the intensity is linearly rely on the trivalent aluminum ions concentration in the range between 5.0 × 10-7 and 2.0 × 10-5 M and the detection limit is 4.0 × 10-8 M. The chemosensor TR exhibits excellent selectivity over other common metal ions,and pH independent in medium condition(pH = 6.0-8.0). Most important, the chemosensor TR has been used to detect and quantify trivalent aluminum ions in the the running water samples and to image Al3+ in HeLa cells with encouraging results.Finally, Naphthalimide–rhodamine compound is developed as a ratiometric fluorescent chemosensor for ATP detection in biological samples. The naphthalene diimide act as the energy donor besides the rhodamine B act as the energy receptor. and fluorescence resonance energy transfer(FRET) can occur between of them. The chemosensor NR can be applied to the quanti?cation of ATP with a linear range covering from 1.0 × 10-7 to 1.0 × 10-5 M and a detection limit of the chemosensor is 1.0×10-7M. In particular, The ratiometric fluorescent chemosensor NR exhibits excellent selectivity over other anions, especially organic phosphate anions, and pH independent in medium condition(pH 6.0-8.0). Furthermore, chemosensor NR had been applied to detect ATP in biological samples s with satisfying results.