Chinese Journal of Organic Chemistry >
Benzodithiophene-Cored Small Optoelectronic Molecules: Influence of Extension Direction of Conjugated Segments
Received date: 2016-03-24
Revised date: 2016-04-23
Online 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.
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
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