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化学进展 2011, Vol. 23 Issue (6): 1148-1164 前一篇   后一篇

• 综述与评论 •

富勒烯的全氟烷基化

李祥子1,2, 余锐1, 魏先文1*   

  1. 1. 安徽师范大学化学与材料科学学院 安徽省功能性分子固体重点实验室 芜湖 241000;
    2. 皖南医学院化学教研室 芜湖 241000
  • 收稿日期:2010-10-01 修回日期:2011-01-01 出版日期:2011-06-24 发布日期:2011-05-29
  • 作者简介:e-mail: xwwei@mail.ahnu.edu.cn
  • 基金资助:

    国家自然科学基金项目(No. 21071005, 20671002, 20490217),教育部高等学校博士学科点专项科研基金项目(No. 20070370001),安徽省优秀青年科技基金项目(No. 08040106906),安徽省高校省级自然科学基金项目(No. KJ2010B250)和安徽师范大学科研培育基金项目(2010rcpy040)资助

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Perfluoroalkylation of Fullerenes

Li Xiangzi1,2, Yu Rui1, Wei Xianwen1*   

  1. 1. College of Chemistry and Materials Science, Anhui Key Laboratory of Functional Molecular Solids, Anhui Normal University, Wuhu 241000, China;
    2. Department of Chemistry, Wannan Medical College, Wuhu 241000, China
  • Received:2010-10-01 Revised:2011-01-01 Online:2011-06-24 Published:2011-05-29

全氟烷基富勒烯具有较高的稳定性和溶解性,已成为富勒烯研究领域中逐步兴起的一类重要衍生物,有望用于合成具有特殊性能的新型富勒烯基功能材料,进而为富勒烯的衍生化和功能化研究指出了一个新方向。本文综述了近年来全氟烷基富勒烯的合成、结构及性能研究等方面取得的最新进展,重点介绍了富勒烯的三氟甲基化研究,并展望了该领域的发展趋势。

关键词： 富勒烯, 三氟甲基化, 全氟烷基化, 衍生物

Perfluoroalkyl fullerenes have been became a kind of important derivatives in the field of fullerenes due to their high stabilities, high solubilities, increased electron-withdrawing property and decreased susceptibility to nucleophilic substitution. They can be used to synthesize more promising functional materials with unique optic, electronic and magnetic properties, and to explore some unknown fullerenes structures, especially for high fullerenes with poor solubility. Moreover, the research on perfluoroalkyl fullerenes also open a new direction for the derivatizations and functionalizitions of fullerenes. In this paper the progress on the synthesis, structures and properties of perfluoroalkyl fullerenes in recent years, including perfluoroalkylation of C60, C70, and high fullerenes is reviewed. Trifluoromethylation of all kinds of fullerenes is discussed in detailed. Firstly, some synthetic methods, separation strategies and research results are summed up. Secondly, the characteristic information such as infrared spectra data, ultraviolet spectra data, nuclear magnetic resonance spectra (19F NMR) data, high performance liquid chromatography (HPLC) parameters and electrochemistry data etc. for perfluoroalkyl fullerenes are presented. Thirdly, some possible structures of perfluoroalkyl fullerenes computed by density functional theory (DFT) are enumerated, and single crystal structures of all the known perfluoroalkyl fullerenes determined by X-ray crystallography are also given via Schlegel diagrams. In the end, some research and development trends in the field are proposed.

Key words: fullerenes, trifluoromethylation, perfluoroalkylation, derivatives

中图分类号: 

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摘要

富勒烯的全氟烷基化