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Z‐Shaped Pentaleno‐Acene Dimers with High Stability and Small Band Gap
Authors:Dr Gaole Dai  Dr Jingjing Chang  Dr Jie Luo  Dr Shaoqiang Dong  Prof Naoki Aratani  Dr Bin Zheng  Prof Kuo‐Wei Huang  Prof Hiroko Yamada  Prof Chunyan Chi
Institution:1. Department of Chemistry, National University of Singapore, Singapore;2. Institute of Materials Research and Engineering, A*STAR, Singapore;3. Graduate School of Materials Science, Nara Institute of Science and Technology (NAIST), Ikoma, Japan;4. KAUST Catalysis Center and Division of Physical Sciences & Engineering, King Abdullah University of Science and Technology (KAUST), Thuwal, Saudi Arabia
Abstract:Acene‐based materials have promising applications for organic electronics but the major constrain comes from their poor stability. Herein a new strategy to stabilize reactive acenes, by fusion of an anti‐aromatic pentalene unit onto the zigzag edges of two acene units to form a Z‐shaped acene dimer, is introduced. The Z‐shaped acene dimers are extremely stable and show a small energy gap resulting from intramolecular donor–acceptor interactions. X‐ray crystallographic analysis revealed their unique geometry and one‐dimensional slip‐stack columnar structure. Besides optical and electrochemical characterizations, solution‐processed field‐effect transistors were also fabricated.
Keywords:acenes  dimerization  materials science  polycycles  structure elucidation
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