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Thienoacene‐Fused Pentalenes: Syntheses,Structures, Physical Properties and Applications for Organic Field‐Effect Transistors
Authors:Gaole Dai  Jingjing Chang  Xueliang Shi  Dr. Wenhua Zhang  Dr. Bin Zheng  Prof. Kuo‐Wei Huang  Prof. Chunyan Chi
Affiliation:1. Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543 (Singapore);2. Institute of Materials Research and Engineering, A*STAR, 3 Research Link, 117602 (Singapore);3. Division of Physical Sciences and Engineering and KAUST Catalysis Center, King Abdullah University of Science and Technology (KAUST), Thuwal 23955‐6900 (Saudi Arabia)
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.
Keywords:field‐effect transistors  pentalene  pi‐conjugated systems  semiconductors  thienoacene
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