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Published on: November 7, 2016
Dianthraceno[a,e]pentalenes: synthesis, crystallographic structures and applications in organic field-effect
Gaole Dai1, Jingjing Chang, Wenhua Zhang
1Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore. chmcc@nus.edu.sg.
Abstract:
Two soluble and stable dianthraceno[a,e]pentalenes with two (DAP1) and six (DAP2) phenyl substituents were synthesized. Both compounds possess a small energy band gap and show amphoteric redox behaviour due to intramolecular donor-accepter interactions. X-ray crystallographic analysis revealed that DAP2 has a closely packed structure with multi-dimensional [C-H···π] interactions although there are no π-π interactions between the dianthraceno[a,e]pentalene cores. As a result, solution-processed field effect transistors based on DAP2 exhibited an average hole mobility of 0.65 cm(2) V(-1) s(-1). Under similar conditions, DAP1 showed an average field effect hole mobility of 0.001 cm(2) V(-1) s(-1).
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