Study On The Synthesis And Properties Of Organic Fluorescent Probe Based On Pyrene

In this thesis, four fluorescent probes containing pyrene were designed, synthesized and characterized followed by the study on the recognition for zinc, iron ions, chlorinated benzene and nitrobenzene. The main research work is as follows:(1) The probe, TP3 (tris(2-pyrenlymethylaminoethyl)amine) that contains three pyrene moiety, was designed, synthesized and characterized followed by the study on recognition for zinc ion. It was found that TP3 can specifically recognize Zn2+in 50% ethanol-water solution. The color of TP3 changed from green to blue after adding Zn2+to the solution of TP3. Therefore the change can be recognized by naked eye. Among the range of Zn2+from 0 to 1.5 μM, there is a good linear relationship between the concentration of Zn2+ and the ratio of the fluorescence intensity of monomer and dimmer. The limit of detection of Zn2+ is 3.736 nM.(2) The probe, Al (2-(l-pyrenyl)benzimidazole), was designed, synthesized and characterized followed by the study on recognition for iron ion. It was indicated that Al can recognize Fe3+ in ethanol-water solution. The fluorescence intensity of A1 quenched responsing to the addition of Fe3+. It was showed that there is a certain relationship between the fluorescence intensity and the concentration of Fe3+. At the same time, the emission peak of A1 at 421 nm red-shifted with the addition of Fe3+. The limit of detection of Fe3+ is 13.3 nM.(3) The probes, P1(1,5-bis(l-pyrenylcarboxy)pentane) and P2 (N,N’-dipyrenlmeth-yl-propane-1,3-diamine) that contain pyrenes linked by alkyl diester or alkyl diamine, were designed, synthesized and characterized followed by the investigation of recognition for chlorinated benzene and nitrobenzene. It was found that P1 has no obvious response to chlorinated benzene in various solvents while P2 can respond to chlorinated benzene in cyclohexane. The intensity of P2 monomer increased while the intensity of P2 dimmer decreased after adding the same amount of analyte. The ratio of the intensity of excimer and monomer decreased with increasing number of chlorine atoms in the benzene ring of P2. In addition, P1 and P2 can both respond to nitrobenzene and the fluorescence of the monomer and dimmer quenched simultaneously by nitrobenzene.