Study On The Structure And Luminescent Properties Of Porphyrin / Perylene Metal Complexes

Porphyrin compounds have the stable macrocyclic conjugated structure, stereochemistry of diversity and self-assembling properties, and they also exhibit unique physicochemical property and optical performance, so they are widely used for the organic electroluminescent, light-emitting diode, fluorescent molecular probes, molecular switches and solar batteries. Perylene compounds have good rigid conjugated structure and they also have energy transfer or charge transfer in or between the molecules, the perylene derivatives are applied to the solar cells, and the addition of metal ion leads the perylene derivatives occur fluorescence quenching, which are used to detect the presence of certain substances in the environment.In this paper, our research is how to synthesize the porphyrin, porphyrin zinc, 3,4,9,10-perylenetetracarboxylic acid and its metalcomplexes of zinc, europium. We optimized the synthesis process of compounds in the research. We also study the influence of metal ions on the fluorescence intensity of porphyrin and 3,4,9,10-perylenetetracarboxylic acid and discuss the mechanism. The products are characterized by FT-IR, UV, fluorescence microscope,1HNMR, SEM and other testing methods.The research shows that we have improve on the preparation of porphyrin based on Alder method. We find the optimal synthesis conditions: adding nitrobenzene, the reaction time is 4h, the reactant mixture ratio is in the range of 1.1:1,the yield of porphyrin is up to 38%. We find that the addition of metal ions affect the molecular symmetry of porphyrin in the UV-Vis absorption, which lead to the red shift of the Soret band,the number of Q bands is reduced to two. The blue shift of fluorescence absorption of porphyrin has happened. We synthesis the metal complexes of 3,4,9,10-perylenetetracarboxylic acid with Zn2+, Eu3+ by substitution reaction. Due to the metal ions, the fluorescence intensity of the complexation decrease, which has strong application values on fluorescence molecular switch by perylene derivatives.