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Synthesis,Structure, and Air‐stable N‐type Field‐Effect Transistor Behaviors of Functionalized Octaazanonacene‐8,19‐dione
Authors:Chengyuan Wang  Dr. Jing Zhang  Dr. Guankui Long  Prof. Dr. Naoki Aratani  Prof. Dr. Hiroko Yamada  Prof. Dr. Yang Zhao  Prof. Dr. Qichun Zhang
Affiliation:1. School of Materials Science and Engineering, Nanyang Technological University Singapore, 639798 Singapore (Singapore);2. Graduate School of Materials Science, Nara Institute of Science and Technology, Ikoma, 630‐0192 (Japan);3. Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore)
Abstract:Increasing the length of N‐heteroacenes or their analogues is highly desirable because such materials could have great potential applications in organic electronics. In this report, the large π‐conjugated N‐heteroquinone 6,10,17,21‐tetra‐((triisopropylsilyl)ethynyl)‐5,7,9,11,16,18,20,22‐octaazanonacene‐8,19‐dione (OANQ) has been synthesized and characterized. The as‐prepared OANQ shows high stability under ambient conditions and has a particularly low LUMO level, which leads to it being a promising candidate for air‐stable n‐type field‐effect transistors (FETs). In fact, FET devices based on OANQ single crystals have been fabricated and an electron mobility of up to 0.2 cm2 V?1 s?1 under ambient conditions is reported. More importantly, no obvious degradation was observed even after one month. Theoretical calculations based on the single crystal are consistent with the measured mobility.
Keywords:conjugation  density functional calculations  electron transport  heterocycles  X‐ray diffraction
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