Synthesis, structure, and physical properties of 5,7,14,16-Tetraphenyl-8:9,12:13-bisbenzo-hexatwistacene

A novel compound, 5,7,14,16-tetraphenyl-8:9,12:13-bisbenzo-hexatwistacene (TBH), has been successfully synthesized through a retro-Diels–Alder reaction. Single-crystal structure analysis indicated that TBH has a twisted configuration with a torsion angle of 27.34°. The HOMO–LUMO gap of TBH calculate...

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Bibliographic Details
Main Authors: Xiao, Jinchong, Liu, Shuwei, Liu, Yi, Ji, Li, Liu, Xue-Wei, Zhang, Hua, Sun, Xiaowei, Zhang, Qichun
Other Authors: School of Electrical and Electronic Engineering
Format: Journal Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/96336
http://hdl.handle.net/10220/12954
Description
Summary:A novel compound, 5,7,14,16-tetraphenyl-8:9,12:13-bisbenzo-hexatwistacene (TBH), has been successfully synthesized through a retro-Diels–Alder reaction. Single-crystal structure analysis indicated that TBH has a twisted configuration with a torsion angle of 27.34°. The HOMO–LUMO gap of TBH calculated from the difference between the half-wave redox potentials (E1/2ox=+0.40 eV and E1/2red=−1.78 eV) is 2.18 eV, which is in good agreement with the band gap (2.19 eV) derived from the UV/Vis absorption data. In addition, organic light-emitting devices using TBH as emitter have been fabricated. The results revealed that TBH is a promising red light-emitting candidate for applications in organic light-emitting diodes.