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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Veröffentlicht in:Chemistry, an Asian journal an Asian journal, 2012-03, Vol.7 (3), p.561-564
Hauptverfasser: Xiao, Jinchong, Liu, Shuwei, Liu, Yi, Ji, Li, Liu, Xuewei, Zhang, Hua, Sun, Xiaowei, Zhang, Qichun
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Sprache:eng
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Zusammenfassung: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. There is a twist: A novel compound, 5,7,14,16‐tetraphenyl‐8:9,12:13‐bisbenzo‐hexatwistacene (TBH), has been successfully synthesized. Single‐crystal structure analysis indicated that TBH has a twisted configuration with a torsion angle of 27.34°. The electrochemical characteristics of TBH and data of fabricated organic light‐emitting devices using TBH as emitter suggest that TBH is a promising red light‐emitting candidate for applications in organic light‐emitting diodes.
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.201100733