title: Synthesis, Structure, and Air-stable N-type Field-Effect Transistor Behaviors of Functionalized Octaazanonacene-8,19-dione.
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 cm(2) 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.
authors.affiliation: School of Materials Science and Engineering, Nanyang Technological University Singapore, 639798 Singapore (Singapore).
authors.forename: Chengyuan
authors.initials: C
authors.lastname: Wang
authors.affiliation: School of Materials Science and Engineering, Nanyang Technological University Singapore, 639798 Singapore (Singapore).
authors.forename: Jing
authors.initials: J
authors.lastname: Zhang
authors.affiliation: School of Materials Science and Engineering, Nanyang Technological University Singapore, 639798 Singapore (Singapore).
authors.forename: Guankui
authors.initials: G
authors.lastname: Long
authors.affiliation: Graduate School of Materials Science, Nara Institute of Science and Technology, Ikoma, 630-0192 (Japan).
authors.forename: Naoki
authors.initials: N
authors.lastname: Aratani
authors.affiliation: Graduate School of Materials Science, Nara Institute of Science and Technology, Ikoma, 630-0192 (Japan).
authors.forename: Hiroko
authors.initials: H
authors.lastname: Yamada
authors.affiliation: School of Materials Science and Engineering, Nanyang Technological University Singapore, 639798 Singapore (Singapore).
authors.forename: Yang
authors.initials: Y
authors.lastname: Zhao
authors.affiliation: School of Materials Science and Engineering, Nanyang Technological University Singapore, 639798 Singapore (Singapore). qczhang@ntu.edu.sg.|Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore). qczhang@ntu.edu.sg.
authors.forename: Qichun
authors.initials: Q
authors.lastname: Zhang
keywords: X-ray diffraction; conjugation; density functional calculations; electron transport; heterocycles