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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (12): 1657-1662. 上一篇    下一篇

研究论文

C60-吡咯烷衍生物的合成及非线性光学性质的研究

霍延平a,b,c，曾和平*,b，江焕峰a,b，刘军辉d，毛艳丽d   

  1. (a中国科学院广州化学研究所 广州 510650)
    (b华南理工大学化学科学学院功能分子研究所 广州 510641)
    (c中国科学院研究生院 北京 100039)
    (d河南大学物理与信息光电子学院 开封 475001)
  • 收稿日期:2006-03-21 修回日期:2006-05-29 发布日期:2006-11-21
  • 通讯作者: 曾和平

Synthesis and Nonlinear Optical Properties of Fulleropyrrolidine Derivatives

HUO Yan-Pinga,b,c,ZENG He-Ping*,b,JIANG Huan-Fenga,b
LIU Jun-Huid,MAO Yan-Lid   

  1. (a Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650)
    (b Institute of Functional Molecule, South China University of Technology, Guangzhou 510641)
    (c Graduate University of Chinese Academy of Sciences, Beijing 100039)
    (d Institute of Physics and Information Photoelectron, Henan University, Kaifeng 475001)
  • Received:2006-03-21 Revised:2006-05-29 Published:2006-11-21
  • Contact: ZENG He-Ping

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通过富勒烯C60与肌氨酸和有机醛化合物的1,3-偶极环加成反应, 获得了九种含不同有机功能基团的C60吡咯烷衍生物1～9, 用1H NMR, 13C NMR, FTIR, UV-vis和FAB-MS进行了结构表征; 利用皮秒激光光源, 采用z扫描技术测定了分子的三阶非线性超极化率γ(3), 结果显示: 化合物3 (γ(3)＝4.14×10－33 esu)具有最大的三阶非线性光学系数, 说明增加噻吩共轭链的长度, 使三阶非线性活性增加; 对具有相同共轭链的C60-噻吩吡咯烷衍生物(2, 5, 1和4), 吸电子取代基减小了三阶光学非线性活性, 给电子基增大了三阶光学非线性活性; 同时发现喹啉环2-位键联(7)比4-位(8)有更好的三阶光学非线性活性.

关键词: 三阶非线性光学系数, C60-吡咯烷衍生物, z 扫描

A series of azomethine ylides were prepared through the reaction between the different substituted conjugated aldehydes and sarcosine. Further 1,3-dipolar cycloaddition of these azomethine ylides to C60 gave a series of new fulleropyrrolidine derivatives 1～9. The molecular structures were identified and characterized by 1H NMR, 13C NMR, FTIR, UV-vis and FAB-MS spcctra. The third-order nonlinear optical hyperpolarizabilities γ(3) were obtained under picosecond laser by z-scan technique. It was found that the γ(3) value of 3 (4.14×10－33 esu) is the largest which indicates that the γ(3) values become larger with the increasing length of nT. We also found that different substituents at the α position of the thiophene rings (2, 5, 1 and 4), different position of N atom of quinoline (7 and 8) and different kinds of conjugate chain have different effects on the nonlinear optical properties of fulleropyrrolidine dyads.

Key words: z-scan, third-order nonlinear optical hyperpolarizability, fulleropyrrolidine