| Summary: | 碩士 === 國立交通大學 === 應用化學系碩博士班 === 102 === In this thesis,we provided a catalytic way to synthesis fullerene derivatives. By using triclohexyl phosphine cycloaddition of enynes with [60]fullerene to give cyclopentenofullerenes in good to excellent yields, through initial chemo- and regioselective 1,4-Michael nucleophilic conjugate addition of phosphines at the carbon of enyne substrates. The resulting cyclopentenofullerenes , characterized with spectrometric methods and single crystal X-ray diffraction analysis, exhibit higher LUMO energy levels than a typical n-type material, [6,6]-phenyl-C61 butyric acid methyl ester (PCBM).
We next evaluated the power conversion efficiency (PCE) through enhanced solubility of cyclopentenofullerenes with long carbon chain. One of the fullerene derivatives gave 4.62% of PCE and 0.69V to Voc, which meant it had the possibility to substitute PCBM as n-type material in the future.
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