Thienoacene-fused pentalenes: Syntheses, structures, physical properties and applications for organic field-effect transistors

Gaole Dai, Jingjing Chang, Xueliang Shi, Wenhua Zhang, Bin Zheng, Kuo-Wei Huang, Chunyan Chi

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

Three soluble and stable thienoacene-fused pentalene derivatives (1-3) with different π-conjugation lengths were synthesized. X-ray crystallographic analysis and density functional theory (DFT) calculations revealed their unique geometric and electronic structures due to the interaction between the aromatic thienoacene units and antiaromatic pentalene moiety. As a result, they all possess a small energy gap and show amphoteric redox behaviour. Time dependent (TD) DFT calculations were used to explain their unique electronic absorption spectra. These new compounds exhibited good thermal stability and ordered packing in solid state and thus their applications in organic field-effect transistors (OFETs) were also investigated. The highest field-effect hole mobility of 0.016, 0.036 and 0.001 cm2 V-1 s-1 was achieved for solution-processed thin films of 1-3, respectively.
Original languageEnglish (US)
Pages (from-to)2019-2028
Number of pages10
JournalChemistry - A European Journal
Volume21
Issue number5
DOIs
StatePublished - Nov 27 2014

ASJC Scopus subject areas

  • Chemistry(all)

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