Synthesis and Electroluminescence of Thieno-[3,4-b]-pyrazine-cored Molecule with Fluorinated Shell
Di Liu A C , Qing Li A B and Renjie Wang AA State Key Laboratory of Fine Chemicals, School of Chemistry, Dalian University of Technology, 2 Linggong Road, Dalian 116024, China.
B Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China.
C Corresponding author. Email: liudi@dlut.edu.cn
Australian Journal of Chemistry 66(5) 594-599 https://doi.org/10.1071/CH12561
Submitted: 20 December 2012 Accepted: 30 January 2013 Published: 27 March 2013
Abstract
A thieno-[3,4-b]-pyrazine-based molecule, F-DTP, was designed and synthesized for application as a red emitter in non-doped organic light-emitting diodes. F-DTP was designed with thieno-[3,4-b]-pyrazine as the luminescent core and pentaphenylphenylene (i.e. polyphenyl) groups as side arms. The peripheral phenyls on the polyphenyl arms were replaced by pentafluorophenyl rings to lower the lowest unoccupied molecular orbital level and thus enhance the electron-injecting feature of F-DTP. The photophysical, thermal, and electrochemical properties were investigated. F-DTP is characterized by a large Stokes shift of 113 nm. The bulky polyphenyl groups provide a site-isolating effect on the planar emissive core and thus effectively suppress unwanted intermolecular interactions. F-DTP was used as a non-doped emitter to fabricate an organic light-emitting diode by a vacuum evaporation technique. Red electroluminescence was obtained with a brightness of 1282 cd m–2 and a luminance efficiency of 0.7 cd A–1.
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