有机化学 ›› 2009, Vol. 29 ›› Issue (05): 742-747. 上一篇    下一篇

研究论文

N-甲基-2-{N-乙基-6-[2-(8-甲氧基喹啉基)乙烯基]咔唑基}富勒烯 吡咯烷的合成、电化学性质与双光子吸收特性

肖 玲 ; 曾和平*   

  1. (华南理工大学化学与化工学院功能分子研究所 广州 510641)
  • 收稿日期:2008-09-11 修回日期:2008-11-07 发布日期:2009-05-20
  • 通讯作者: 曾和平

Synthesis, Electrochemical and Two-Photon Absorption Properties of N-Methyl-2-{N-ethyl-6-[2-(8-methoxylquinol-2-yl)vinyl]carbazol-3-yl}- fulleropyrrolidine

Xiao, Ling ; Zeng, Heping*   

  1. (Institute of Functional Molecules, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641)
  • Received:2008-09-11 Revised:2008-11-07 Published:2009-05-20
  • Contact: Zeng, Heping

设计合成了N-甲基-2-{N-乙基-6-[2-(8-甲氧基喹啉基)乙烯基]咔唑基}富勒烯吡咯烷(6). 产物通过FT-IR, UV, 1H NMR, 13C NMR, MS等对其结构进行表征; 用循环伏安法测定了化合物6的电化学性质. 结果表明, 与参比化合物C60相比还原电位发生负移; 通过Z-扫描方法研究了化合物6的双光子吸收特性, 测得双光子吸收截面积可达62.58 GM. 运用Gaussian 03 量子化学程序包, 采用B3LYP密度泛函(DFT)的方法, 在3-21G(d)水平上对分子的几何构型进行了优化, 预测了化合物6的电化学性质, 与实验结果基本一致.

关键词: 电化学性质, 双光子吸收, 富勒烯吡咯烷

N-Methyl-2-{N-ethyl-6-[2-(8-methoxylquinol-2-yl)vinyl]carbazol-3-yl}fulleropyrrolidine was synthesized and characterized by FT-IR, UV-Vis, 1H NMR, 13C NMR and MS techniques. The electrochemical property has been studied by cyclic voltammetry, showing that the reduction potentials shifted to more negative values than that of C60. The two-photon absorption (TPA) property has been studied by a Z-scan method. TPA cross-section value obtained for compound 6 is 62.58 GM. The geometry structure was optimized by the density functional theory calculations with the B3LYP functional on the level at 3-21G(d) basis set, and the electrochemical property predicted was agreeable to the observed value.

Key words: electrochemical property, two-photon absorpt, fulleropyrrolidine