Synthesis, structure, and optoelectronic properties of a new twistacene 1,2,3,4,6,13-hexaphenyl-7 : 8,11 : 12-bisbenzo-pentacene
Doung, Hieu M.
Boey, Freddy Yin Chiang
Date of Issue2010
School of Materials Science and Engineering
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 ᵒ. 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 (E1/2 ox = +0.74 eV and E1/2 red = -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.
Journal of materials chemistry
© 2010 The Royal Society of Chemistry. This is the author created version of a work that has been peer reviewed and accepted for publication by Journal of Materials Chemistry, The Royal Society of Chemistry. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: http://dx.doi.org/10.1039/c0jm01460e.