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

doi:10.6023/cjoc201603039

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

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苯并二噻吩为核的小分子光电化合物:共轭链段拓展方向的影响

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

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 E-mail:meichongyu@sina.com;wanghy@shu.edu.cn;liws@mail.sioc.ac.cn
基金资助:
国家自然科学基金（No.21474129）、科技部国际合作项目（No.2015DFG62680）、上海市科学技术委员会项目（No.13JC1407000）和中州大学资助项目.

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

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.

1. Benzodithiophene-Cored Small Optoelectronic Molecules: Influence of Extension Direction of Conjugated Segments.PDF(3966KB)

Abstract

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

Cite this article

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]. Chin. J. Org. Chem., 2016, 36(7): 1586-1595.

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苯并二噻吩为核的小分子光电化合物:共轭链段拓展方向的影响

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

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