Novel BODIPY-based Fluorescence Probe:Design, Synthesis And Application

Small organic fluorescent probes are becoming popular because of their ease of applicationin solution as well as their high sensitivity to and selectivity for trace analytes with spatial andtemporal resolution. Therefore, It was huge implications for the design and synthesis of newvaluable fluorescent probes.Boron-dipyrromethene (BODIPY) and naphthalene as excellent fluorescent chromophores,are widely used in the design and synthesis of fluorescent probes. BODIPY has been widelystudied and used for its high tolerance to environment, small stokes shift, big molar extinctioncoefficient, and high fluorescence quantum yield. Naphthalene has simple structure and easy tomodified to the fluorescence probe molecules. Here, we are designed and synthesized BODIPYand naphthalene based fluorescent probes for hypochlorite ions, nitric oxide and zinc ions.In chapter2, BODIPY-baesd fluorescent probe for oxime group by redox reaction has beendesigned and synthesized. The oxime group could be easy reduced by the addition of a strongoxidizing hypochlorous acid ion to change the excited fluorescence wavelength of BODIPYfrom orange to bright green. Most of ROS (reactive oxygen species) ions are almost nointerference to the detection. The probe also shows a good tolerance to pH changes. Therefore, anovel high sensitivity and selectivity of ratiometric fluorescence probe for oxime group has beenobtained.In chapter3, BODIPY-baesd fluorescent probe for the o-phenylendiamine receptor wasdesigned and synthesized. Quenching was caused by high electron cloud density ofo-phenylendiamine group and recovered by the form of triazole by o-phenylendiamine and NO.Probe for NO gas has specific selectivity and the response time to reach maximum fluorescentintensity just20min.In chapter4, an excellent zinc ion fluorescent probe based on naphthalene fluorophore wasdesigned and synthesized. The probe has simple structure, excellent performance and easy tosynthesis. The fluorescent probe can be chelated with Zn2+in the ratio2:1, with binding constantof Ka=7.88×106M-1. It can identify zinc ions with high sensitivity and specific selectivityunder the condition of weak acid, weak base and neutral solution.