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Issue 3, 2015
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Dianthraceno[a,e]pentalenes: synthesis, crystallographic structures and applications in organic field-effect transistors

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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 cm2 V−1 s−1. Under similar conditions, DAP1 showed an average field effect hole mobility of 0.001 cm2 V−1 s−1.

Graphical abstract: Dianthraceno[a,e]pentalenes: synthesis, crystallographic structures and applications in organic field-effect transistors

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Publication details

The article was received on 27 Sep 2014, accepted on 10 Nov 2014 and first published on 10 Nov 2014


Article type: Communication
DOI: 10.1039/C4CC07630C
Author version available: Download Author version (PDF)
Citation: Chem. Commun., 2015,51, 503-506
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    Dianthraceno[a,e]pentalenes: synthesis, crystallographic structures and applications in organic field-effect transistors

    G. Dai, J. Chang, W. Zhang, S. Bai, K. Huang, J. Xu and C. Chi, Chem. Commun., 2015, 51, 503
    DOI: 10.1039/C4CC07630C

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