Issue 37, 2010

Synthesis, structure, and optoelectronic properties of a new twistacene 1,2,3,4,6,13-hexaphenyl-7 : 8,11 : 12-bisbenzo-pentacene

Abstract

We report the synthesis, optical and electrochemical properties, as well as the fabrication of light-emitting devices for a new twistacene 1,2,3,4,6,13-hexaphenyl-7 : 8,11 : 12-bisbenzo-pentacene (HBP 1). Its structure, determined by X-ray crystallography, confirmed that this material has a twisted topology with the torsion angle as high as 23.0°. HBP 1 showed bright green emission both in solution and solid state. The HOMO–LUMO gap of HBP 1 calculated from the difference between the half-wave redox potentials (E1/2ox = +0.74 eV and E1/2red = −1.93 eV) is 2.67 eV, which is in good agreement with the band gap, 2.64 eV, derived from the UV-Vis absorption data. Organic light emitting devices using HBP 1 as the emitters have been fabricated. The results revealed that twistacenes are promising materials to enhance the efficiency of OLEDs.

Graphical abstract: Synthesis, structure, and optoelectronic properties of a new twistacene 1,2,3,4,6,13-hexaphenyl-7 : 8,11 : 12-bisbenzo-pentacene

Supplementary files

Article information

Article type
Paper
Submitted
15 May 2010
Accepted
02 Jul 2010
First published
16 Aug 2010

J. Mater. Chem., 2010,20, 8167-8170

Synthesis, structure, and optoelectronic properties of a new twistacene 1,2,3,4,6,13-hexaphenyl-7 : 8,11 : 12-bisbenzo-pentacene

J. Xiao, Y. Divayana, Q. Zhang, H. M. Doung, H. Zhang, F. Boey, X. W. Sun and F. Wudl, J. Mater. Chem., 2010, 20, 8167 DOI: 10.1039/C0JM01460E

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