Synthesis, structure, and air-stable N-type field-effect transistor behaviors of functionalized octaazanonacene-8,19-dione

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-octaazanonac...

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Main Authors: Wang, Chengyuan, Zhang, Jing, Long, Guankui, Aratani, Naoki, Yamada, Hiroko, Zhao, Yang, Zhang, Qichun
Other Authors: School of Materials Science & Engineering
Format: Journal Article
Language:English
Published: 2015
Subjects:
Online Access:https://hdl.handle.net/10356/107250
http://hdl.handle.net/10220/25422
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author Wang, Chengyuan
Zhang, Jing
Long, Guankui
Aratani, Naoki
Yamada, Hiroko
Zhao, Yang
Zhang, Qichun
author2 School of Materials Science & Engineering
author_facet School of Materials Science & Engineering
Wang, Chengyuan
Zhang, Jing
Long, Guankui
Aratani, Naoki
Yamada, Hiroko
Zhao, Yang
Zhang, Qichun
author_sort Wang, Chengyuan
collection NTU
description 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.
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spelling ntu-10356/1072502020-06-01T10:26:39Z Synthesis, structure, and air-stable N-type field-effect transistor behaviors of functionalized octaazanonacene-8,19-dione Wang, Chengyuan Zhang, Jing Long, Guankui Aratani, Naoki Yamada, Hiroko Zhao, Yang Zhang, Qichun School of Materials Science & Engineering School of Physical and Mathematical Sciences DRNTU::Engineering::Materials::Composite materials 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. 2015-04-17T03:20:42Z 2019-12-06T22:27:22Z 2015-04-17T03:20:42Z 2019-12-06T22:27:22Z 2015 2015 Journal Article Wang, C., Zhang, J., Long, G., Aratani, N., Yamada, H., Zhao, Y., et al. (2015). Synthesis, structure, and air-stable N-type field-effect transistor behaviors of functionalized octaazanonacene-8,19-dione. Angewandte chemie-International edition, 54(21), 6292-6296. 1433-7851 https://hdl.handle.net/10356/107250 http://hdl.handle.net/10220/25422 10.1002/anie.201500972 en Angewandte chemie-International edition © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
spellingShingle DRNTU::Engineering::Materials::Composite materials
Wang, Chengyuan
Zhang, Jing
Long, Guankui
Aratani, Naoki
Yamada, Hiroko
Zhao, Yang
Zhang, Qichun
Synthesis, structure, and air-stable N-type field-effect transistor behaviors of functionalized octaazanonacene-8,19-dione
title Synthesis, structure, and air-stable N-type field-effect transistor behaviors of functionalized octaazanonacene-8,19-dione
title_full Synthesis, structure, and air-stable N-type field-effect transistor behaviors of functionalized octaazanonacene-8,19-dione
title_fullStr Synthesis, structure, and air-stable N-type field-effect transistor behaviors of functionalized octaazanonacene-8,19-dione
title_full_unstemmed Synthesis, structure, and air-stable N-type field-effect transistor behaviors of functionalized octaazanonacene-8,19-dione
title_short Synthesis, structure, and air-stable N-type field-effect transistor behaviors of functionalized octaazanonacene-8,19-dione
title_sort synthesis structure and air stable n type field effect transistor behaviors of functionalized octaazanonacene 8 19 dione
topic DRNTU::Engineering::Materials::Composite materials
url https://hdl.handle.net/10356/107250
http://hdl.handle.net/10220/25422
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