有机化学 ›› 2018, Vol. 38 ›› Issue (12): 3219-3226.DOI: 10.6023/cjoc201805007 上一篇    下一篇

研究论文

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).

以含氮刚性杂环取代的香豆素为电子给体,联苯基或苯基噻吩为π桥,氰基丙酸为电子受体,设计合成了两个新型含氮刚性杂环取代香豆素类染料敏化剂,并从光谱性能、电荷重组几率以及光伏性能方面与相应二乙氨基取代香豆素类染料敏化剂进行了比较.结果表明,与相应二乙氨基取代香豆素类染料敏化剂相比,含氮刚性杂环的引入,使得吸收光谱响应范围加宽,光捕获率提高.当以苯基噻吩为π桥时,含氮刚性杂环的存在,明显削弱了染料分子的平面性,降低了电荷重组几率,提高了开路电压.因此在四种香豆素染料中,以苯基噻吩为π桥的含氮刚性杂环取代的香豆素染料敏化剂具有较高的短路电流密度、最优的开路电压和填充因子从而表现出最佳的光电转换效率3.89%.

关键词: 香豆素, 染料敏化剂, 含氮刚性杂环, 合成, 光电转换效率

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