Citation: Hou Fangzhan, Mei Chong-Yu, Liang Long, Wang Hongyu, Xie Guanghui, Lu Zhengquan, Li Jingjing, Li Wei-Shi. Benzodithiophene-Cored Small Optoelectronic Molecules: Influence of Extension Direction of Conjugated Segments[J]. Chinese Journal of Organic Chemistry, ;2016, 36(7): 1586-1595. doi: 10.6023/cjoc201603039 shu

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

Hou Fangzhan ^a,b ,
Mei Chong-Yu ^b,*,, ,
Liang Long ^b ,
Wang Hongyu ^a,*,, ,
Xie Guanghui ^c ,
Lu Zhengquan ^c ,
Li Jingjing ^c ,
Li Wei-Shi ^b,c,*,,

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

Corresponding author: Mei Chong-Yu, meichongyu@sina.com Wang Hongyu, wanghy@shu.edu.cn Li Wei-Shi, liws@mail.sioc.ac.cn
Received Date: 24 March 2016
Revised Date: 23 April 2016

Fund Project: the National Natural Science Foundation of China No. 21474129the International Science and Technology Cooperation Program of China No. 2015DFG62680the Science and Technology Commission of Shanghai Municipality No. 13JC1407000

Figures(6)

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.
- organic optoelectronic material,
- benzodithiophene,
- multi-dimensional conjugated system,
- structure-property relationship
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