Syntheses and properties of 11-ring-fused linear thienoacenes

Syntheses and properties of 11-ring-fused linear thienoacenes Full article

Journal

Journal of Materials Chemistry C
ISSN: 2050-7526 , E-ISSN: 2050-7534

Output data

Year: 2023, Volume: 11, Number: 18, Pages: 6089-6094 Pages count : 6 DOI: 10.1039/d3tc00408b

Authors

Liu Shihui ¹ , Xia Debin ¹ , Wang Jinghao ¹ , Ge Cong-Wu ² , Hao Sue ¹ , Zhang Jian ¹ , Wang Ping ¹ , Lin Kaifeng ¹ , Dong Shaoqiang ³ , Tretyakov Evgeny V. ⁴ , Yang Yulin ¹ , Gao Xike ²

Affiliations

1	MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, P. R. China
2	Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
3	Institute of Molecular Aggregation Science, Tianjin University, Tianjin 300072, China
4	N. D. Zelinsky Institute of Organic Chemistry, Leninsky Prospect 47, Moscow 119991, Russia

A novel class of π-extended 11-ring-fused linear thienoacenes (BBDTB-H, BBDTB-TIPS, and BBDTB-Br) with four thieno[3,2-b;4,5-b′]dithiophenes and three benzene rings were synthesized and fully characterized. The photophysical, electrochemical, and thermal properties of thienoacenes with different fused lengths and substituent groups were systematically investigated. These conjugated aromatic thienoacenes exhibit good stability compared to acenes. A single crystal of BBDTB-TIPS is obtained and the molecular length is calculated to be 22.42 Å, which is the longest reported single crystal of a linear thienoacene. The aromaticity of every ring in BBDTB-H is calculated by the nucleus-independent chemical shift (NICS) and anisotropy of the induced current density (ACID). Finally, preliminary investigations on thienoacene based organic field effect transistors (OFETs) are reported.

Liu S. , Xia D. , Wang J. , Ge C-W. , Hao S. , Zhang J. , Wang P. , Lin K. , Dong S. , Tretyakov E.V. , Yang Y. , Gao X.
Syntheses and properties of 11-ring-fused linear thienoacenes
Journal of Materials Chemistry C. 2023. V.11. N18. P.6089-6094. DOI: 10.1039/d3tc00408b WOS Scopus OpenAlex

Web of science:	WOS:000977022400001
Scopus:	2-s2.0-85153943772
OpenAlex:	W4362727143

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