Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (12): 3219-3226.DOI: 10.6023/cjoc201805007 Previous Articles     Next Articles

Articles

含氮刚性杂环取代香豆素类染料敏化剂的合成及光电性能

蒋绍亮a, 刘杰b, 崔艳红b, 吴华彪b, 韩亮b   

  1. a 浙江工业大学药学院 杭州 310017;
    b 浙江工业大学化工学院 杭州 310017
  • 收稿日期:2018-05-02 修回日期:2018-07-20 发布日期:2018-08-23
  • 通讯作者: 韩亮 E-mail:hanliang814@163.com
  • 基金资助:

    国家自然科学基金(No.21406202)资助项目.

Syntheses and Photovoltaic Performance of Nitrogen-Containing Rigid Heterocycle Substituted Coumarin Sensitizing Dyes

Jiang Shaolianga, Liu Jieb, Cui Yanhongb, Wu Huabiaob, Han Liangb   

  1. a College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310017;
    b College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310017
  • Received:2018-05-02 Revised:2018-07-20 Published:2018-08-23
  • Contact: 10.6023/cjoc201805007 E-mail:hanliang814@163.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21406202).

Two novel nitrogen-containing rigid heterocycle substituted coumarin sensitizing dyes were designed and synthesized with nitrogen-containing rigid heterocycle substituted coumarin as the electron donor, biphenyl or phenylthiophene as π bridge and cyanoacrylic acid as the electron acceptor. Their spectral properties, charge recombination rate and photovoltaic performance were compared with those of the corresponding diethylaminocoumarin sensitizing dyes. The results show that the incorporation of nitrogen-containing rigid heterocycle leads to the broadening of the absorption spectrum and the improvement of light-harvesting ability. In the dye with phenylthiophene as π bridge, the presence of nitrogen-containing rigid heterocycle distinctly weakens the molecular planarity, decreases the charge recombination rate and improves VOC. Therefore, among four coumarin sensitizing dyes, nitrogen-containing rigid heterocycle coumarin sensitizing dye with phenylthiophene π bridge exhibits the optimal photoelectric conversion efficiency 3.89% due to its better JSC, highest VOC and fill factor (ff).

Key words: coumarin, dye sensitizer, nitrogen-containing rigid heterocylce, synthesis, photoelectric conversion efficiency