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Synthesis Of Porphyrin-Fullerenes Derivatives With π Delocalization Sysyem

Posted on:2016-07-30Degree:MasterType:Thesis
Country:ChinaCandidate:R L C K HuFull Text:PDF
GTID:2191330461480149Subject:Chemistry
Abstract/Summary:PDF Full Text Request
With the rapid development of economy, energy plays an essential role in our society. So far, fossil fuels are still the most widely used energy around the world. However, fossil fuels are non-renewable energy and must be used up sooner or later Bsides, fossil fuels have caused terrible destruction of natural environment.In order to solve these problems, renewable green power resources catch the attention from scientists in field of chemistry and material, especially the solar energy. As a result the research on Organic photovoltaic materials is becoming more and more popular which is regarded as a new challenging field. Recently, many researchers try to synthesis some covalengly linked materials to simulate the energy transfer process in the natural of photosynthesis. It is of great importance to find out the photophysical property of the conjugated molecular systems.Nowadays, functionalized fullerenes have involved in the design of optoelectronic device. Fullerenes have the symmetrical structure and n electron system.Normally, it can accelerate electron transfer and make charge recombinantion slow down, thanks to its strong ability to accept electron and a small reorganization energy. So, we could use the fullerene to synthesis the long-lived electron separatin states. As an excellent electron acceptor, C60 is often used as a part of a solar cell or D-A state.In this dissertation, with porphyrin as the donator, Fullerene is chose as the acceptor. A novel C60-porphyrin dyad is synthesized in 8 steps, which has an asymmetric structure. And then the structure is confirmed by NMR,IR,UV-Vis-NIR and MS. And the property of dyad is tested by UV-Vis-NIR and Fluorescence.Firstly, a porphyrin derivative (compound 3) is synthesizedin Lindsey’s promoted way. The structure is also confirmed by NMR, IR, UV-Vis-NIR and MS. And the property of compound 3 is tested by UV-Vis-NIR and Fluorescence. According to the data, such porphyrin derivative has excellent emission and absorption property with light.Secondly, the compound 6 is synthesized in three steps. Then, the product’s structure is also confirmed by NMR, IR, UV-Vis-NIR and MS. And the property of compound 6 was tested by UV-Vis-NIR and Fluorescence. The property of compound 6 is similar with the compound 3.Finally, the C60-porphyrin Dyad is got through the Disel-Alder reaction. Then, NMR, IR, UV-Vis-NIR and MS give the confirmation that the porphyrin had been attached to C6o, and the property of Dyad is tested by UV-Vis-NIR and Fluorescence.According to UV-Vis-NIR data, we may find that soret zone and Q zones of porphyrin absorption appeared. At the same time, a new zone corresponded to fulleropyrrolidine, indicating that the reaction is successful. The fluorescence spectra indicate that the emission of porphyrin is quenched in dyad. Because, intermolecular electron transfer reaction has happened.
Keywords/Search Tags:C60, porphyrin, D-A state, electron transfer
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