C60-吡咯烷衍生物的合成及非线性光学性质的研究

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.

Synthesis and Nonlinear Optical Properties of Fulleropyrrolidine Derivatives

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.