Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (7): 1586-1595.DOI: 10.6023/cjoc201603039 Previous Articles     Next Articles



侯方展a,b, 梅崇余b, 梁龙b, 王洪宇a, 谢光辉c, 鲁郑全c, 李靖靖c, 李维实b,c   

  1. a. 上海大学化学系 上海 200444;
    b. 中国科学院上海有机化学研究所 有机功能分子合成与组装重点实验室 上海 200032;
    c. 中州大学化工食品学院 郑州高性能有机材料工程研究中心 郑州 200032
  • 收稿日期:2016-03-24 修回日期:2016-04-23 发布日期:2016-05-06
  • 通讯作者: 梅崇余, 王洪宇, 李维实;;
  • 基金资助:


Benzodithiophene-Cored Small Optoelectronic Molecules: Influence of Extension Direction of Conjugated Segments

Hou Fangzhana,b, Mei Chong-Yub, Liang Longb, Wang Hongyua, Xie Guanghuic, Lu Zhengquanc, Li Jingjingc, Li Wei-Shib,c   

  1. a. Department of Chemistry, Shanghai University, Shanghai 200444;
    b. Key Laboratory of Synthetic and Self-assembly Chemistry for Organic Functional Molecules, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032;
    c. Engineering Research Centre of Zhengzhou for High Performance Organic Functional Materials, College of Food and Chemical Engineering, Zhongzhou University, Zhengzhou 450044
  • Received:2016-03-24 Revised:2016-04-23 Published:2016-05-06
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21474129), the International Science and Technology Cooperation Program of China (No. 2015DFG62680), the Science and Technology Commission of Shanghai Municipality (No. 13JC1407000), and Zhongzhou University.

Conjugated extension of an organic optoelectronic moiety along different directions is of significance for exploring its usage in material design and understanding its structure-property relationships. In this work, three benzo[1,2-b:4,5-b']di- thiophene-cored molecules were designed and synthesized by attaching donor-acceptor conjugated arms composed of thiophene and benzothiadiazole via the direction of its 2,6-position (horizontal), 4,8-position (vertical), and the both (cross), respectively. Compared with vertical linkage, the horizontal modification benefits the achievement of a red-shifted and wider absorption spectrum, a narrow bandgap and a more regular crystalline property, but a higher highest occupied molecular orbital (HOMO) energy level. Cross-shaped compound exhibits both a wide absorption spectrum and large absorption coefficients, and thus gave the largest short-circuit current density for its solar cell among three so-prepared devices.

Key words: organic optoelectronic material, benzodithiophene, multi-dimensional conjugated system, structure-property relationship