Synthesis And Properties Of Novel Porphyrin Derivatives

As a new kind of functional organic materials, porphyrin and its derivatives are getting a large amount of attention due to their excellent optical and electrical properties. Porphyrin and its derivatives have been used as photosensitizer in dye-sensitized cells for many years. In order to expand new application of porphyrins, it is importance subject for developing novel porphyrin derivatives. In this thesis, three novel new porphyrin deriveateives 5,10,15,20-tetra-(4-carbomethoxyphenyl)porphyrin(TCMPP), 5,10,15,20-tetra-(4-octylamidophenyl)porphyrin(TO8APP), 5,10,15,20-tetra-(4-octadecylamidophenyl)porphyrin(TO18APP) were designed and synthesized. These porphyrin derivatives were charactered by MS, 1HNMR and IR. Their optical and electrical properties were analyzed. N NH N HN CONHC8H17 N NH N HN CONHC18H37 N NH N HN COOCH3 TCMPP TO8APP TO18 APP COOCH3COOCH3CH3OOC CONHC8H17CONHC8H17C8H17 HNOC CONHC18H37CONHC18H37C18H37HNOCThe photophysical and electrochemical properties of these porphyrin derivatives were studied by UV-vis absorption spectra, fluorescence spectra and cyclic voltammetry. It was found that the maximum absorption wavelength, band gap and fluorescence quantum efficiency of TO18 APP is supreme in the three novel new porphyrin deriveateives.The photovoltaic properties of TCMPP,TO8 APP and TO18 APP were also studied. The organic photovoltaic device structures were as follows: ITO /Porphyrins:PTCDA / Al and ITO /Porphyrins / PTCDA / Al. We found that the power conversion efficiency of bulk heterojunction solar cells were higher than p-n heterojunction solar cells because of lower content of dust and the guest molecules.In addition, it was found that the anneal could increase the photovoltaic performance of devices. After the annealing process, the power conversion efficiency of p-n heterojunction photovoltaic cells based on TO8 APP and TO18 APP increased by 41.6% and 81.0%.