标题: | 三级膦1,3-加成于烯炔类化合物与碳六十进行环加成反应与其衍生物应用于有机太阳能电池材料之效率探讨 Phosphine-Catalyzed Cycloaddition of Enynoates with [60]Fullerene via Initial Phosphines 1,3-Addition to Enynoates, and Efficiency Study of Photovoltaic Devices with Obtained Fullerene Derivatives as n-Type Materials |
作者: | 吴安茹 Wu, An-Ju 庄士卿 Chuang, Shih-Ching 应用化学系硕博士班 |
关键字: | 三级膦;碳六十;Phosphine;Fullerene |
公开日期: | 2013 |
摘要: | 本篇论文主要探讨三级膦与烯炔类化合物的反应机制,并讨论在三级膦的催化下,化合物3与碳六十进行反应时的情况。在设立最佳反应条件后,使用一系列烯炔类化合物与碳六十反应,并经由光谱分析与X-ray单晶绕射鉴定出碳六十衍生物的结构并推测其反应机构。将获得的产物应用于有机太阳能电池n型材料,并量测光电转换效率,其表现与PCBM相当,具有成为新一代n型材料的潜力。 In this thesis, we revealed a phosphine-catalyzed [3+2] cycloaddition of compound 3 with [60]fullerene in a good yield. The reaction proceed through initial nucleophilic 1,3-addition of phosphine to alpha-carbon of 3 that forms reactive 1,3-dipoles followed by cycloaddition with [60]fullerene. The condition optimization, reaction scope, characterization and mechanism related to the formation of the proposed [60]fullerene products are also provided. The structures of these substrates are characterized spectrometrically and supported by single crystal X-ray diffraction analysis. These derivatives possess a general trend of LUMO energy levels as the typical n-type material, PCBM. The selected fullerene derivatives were used as n-type materials in efficiency study of organic photovoltaic devices, and they show great potentials to be alternative n-type materials in the near feature. |
URI: | http://140.113.39.130/cdrfb3/record/nctu/#GT070152534 http://hdl.handle.net/11536/75933 |
显示于类别: | Thesis |