有机化学 ›› 2012, Vol. 32 ›› Issue (04): 719-726.DOI: 10.6023/cjoc1104172 上一篇    下一篇

研究论文

卟啉-二芳基乙烯分子及其金属配合物的合成与光致变色特性

郑春梅, 王婷婷, 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 510640
  • 收稿日期:2011-04-17 修回日期:2011-11-07 出版日期:2012-04-25 发布日期:2012-04-24
  • 通讯作者: 曾和平 E-mail:zenghp@scnu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 21071054)、广东省科技计划(Nos. 2008B010800030, 2009B091300045) 、广东省自然科学基金博士启动基金(No.9451064101003131)和中央高校基本科研业务费专项资金(No. 2009ZM0179)资助项目.

Synthesis and Photochromic Properties of Diarylethene-Based Porphyrin Derivative and Its Metal Complexes

Zheng Chunmei, Wang Tingting, Zeng Heping   

  1. Institute of Functional Molecules, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641
  • Received:2011-04-17 Revised:2011-11-07 Online:2012-04-25 Published:2012-04-24
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21071054), the Science and Technology Planning Project of Guangdong Province (Nos. 2008B010800030, 2009B091300045), the Natural Science Foundation for the Doctoral Program of Guangdong Province (No. 9451064101003131) and the Fundamental Research Funds for the Central Universities (No 2009ZM0179).

以苯甲醛和吡咯为初始原料, 经多步反应合成了5-[2,3-双(2,4,5-三甲基-3-噻吩基)马来酰亚胺-N-苯基]-10,15,20-三苯基卟啉(TPPMA)及其金属锌配合物(ZnTPPMA)与铜配合物(CuTPPMA), 通过IR, MS, 1H NMR 和13C NMR 确认了化合物的结构, 并利用UV-Vis 光谱探讨了化合物的光致变色性能. 实验结果表明, 无论在聚乙烯醇缩丁醛(PVB)膜还是在溶液中, TPPMA 在254 nm 紫外光照射下, 没有光致变色现象, 而在254 和650 nm 的光照下其金属配合物CuTPPMA 和ZnTPPMA 在溶液及PVB 膜中皆可以发生可逆的光致变色反应.

关键词: 光致变色, 卟啉-二芳基乙烯, 金属配合物

5-[2,3-Bis(2,4,5-trimethyl-3-thienyl)maleimide-N-phenyl]-10,15,20-triphenylorphyrin (TPPMA) and its Zn/Cu complexes have been synthesized using benzaldehyde and pyrrole as starting materials. Their structures were confirmed by 1H NMR and 13C NMR, IR, MS techniques. The photochromic properties were determined by UV-Vis spectra. The results indicated that TPPMA was non-photochromic under 254 nm light either in solid or liquid phase, while ZnTPPMA and CuTPPMA underwent reversible photochromic reactions under 254 and 650 nm light both in solution and in PVB amorphous film.

Key words: photochromic, porphyrin-diarylethene, metal complexes