标题: 三级膦催化烯炔化合物与碳六十的环加成反应与其衍生物应用于有机太阳能电池元件n型材料之效率探讨
Phosphine-Catalyzed Cycloaddition of Enynes with [60]Fullerene and Efficiency Study of Photovoltaic Devices with Obtained Fullerene Derivatives as n-Type Materials
作者: 曾柏谚
Tseng, Po-Yen
庄士卿
Chuang, Shih-Ching
应用化学系硕博士班
关键字: 碳六十;三级膦;烯炔;太阳能电池材料;fullerene;phosphine;enyne;n-Type material
公开日期: 2013
摘要: 本篇论文主要以探讨三级膦与烯炔 (enyne)化合物的反应为主,为使用特定三级膦与烯炔化合物和碳六十反应。在其条件最佳化后,使用催化剂量的三级膦便能获得不错的产率。接着经由光谱分析、X光单晶绕射验证,得知碳六十衍生物立体结构后,便可推断可能反应机制。之后延长取代基碳链长度,增加其溶解度,将其应用到光伏打有机太阳能电池 (Organic Photovoltaic Cells, OPVs)上,进行效率量测,发现其中一个衍生物具有取代市面常用n型材料—PCBM的潜力。
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.
URI: http://140.113.39.130/cdrfb3/record/nctu/#GT070052553
http://hdl.handle.net/11536/72721
显示于类别:Thesis