Isomeric Dibenzoheptazethrenes for Air-Stable Organic Field-Effect Transistors

被引：0

作者：

Zong, Chaoyang ^{[1
]}

Zhu, Xiaoting ^{[2
,3
,4
]}

Xu, Zhanqiang ^{[1
]}

Zhang, Lifeng ^{[1
]}

Xu, Jun ^{[5
]}

Guo, Jing ^{[6
]}

Xiang, Qin ^{[1
]}

Zeng, Zebing ^{[6
]}

Hu, Wenping ^{[2
,3
]}

Wu, Jishan ^{[2
,4
]}

Li, Rongjin ^{[3
]}

Sun, Zhe ^{[1
]}

机构：

[1] Institute of Molecular Plus, Tianjin Key Laboratory of Molecular Optoelectronic Sciences, Tianjin university, 92 Weijin Road, Tianjin,300072, China

[2] Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Binhai New City, Fuzhou,350207, China

[3] Tianjin Key Laboratory of Molecular Optoelectronic Sciences, Department of Chemistry, School of Science, Tianjin University, 92 Weijin Road, Tianjin,300072, China

[4] Department of Chemistry, National University of Singapore, Singapore,117543, Singapore

[5] Health Science Platform, Tianjin University, 92 Weijin Road, Tianjin,300072, China

[6] State Key Laboratory of Chemo/Biosensing and Chemometrics, Center for Aggregation-Induced Emission, College of Chemistry and Chemical Engineering, Hunan University, Changsha,410082, China

来源：

Angewandte Chemie - International Edition | 2021年 / 60卷 / 29期

关键词：

Polycyclic aromatic hydrocarbons - Aromatization - Paramagnetic resonance - Single crystals - Organic field effect transistors - Hole mobility;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

Singlet diradicaloids hold great potential as semiconductors for organic field-effect transistors (OFETs). However, their relative low material and device stabilities impede the practical applications. Here, to achieve balanced stability and performance, two isomeric dibenzoheptazethrene derivatives with singlet diradical character were synthesized in a concise manner. Benefitting from the aromatic stabilization, both compounds display a small diradical character and large singlet–triplet gap, as corroborated by variable-temperature electron paramagnetic resonance spectra, single-crystal analysis, and theoretical calculations. OFET devices based on single crystals showed a high hole mobility of 0.15 cm2 V−1 s−1, which is the highest for zethrene-based semiconductors. Both isomers exhibited remarkable material stability in air-saturated solutions as well as excellent bias-stress and storage stability in device under ambient air. © 2021 Wiley-VCH GmbH

引用

页码：16230 / 16236

共 50 条

[41] Naphthodithiophenediimide (NDTI)-based triads for high-performance air-stable, solution-processed ambipolar organic field-effect transistors
Hu, Jian-Yong
Nakano, Masahiro
Osaka, Itaru
Takimiya, Kazuo
[J]. JOURNAL OF MATERIALS CHEMISTRY C, 2015, 3 (17) : 4244 - 4249
[42] Contact resistance and electrode material dependence of air-stable n-channel organic field-effect transistors using dimethyldicyanoquinonediimine (DMDCNQI)
Wada, Hiroshi
Shibata, Koji
Bando, Yoshimasa
Mori, Takehiko
[J]. JOURNAL OF MATERIALS CHEMISTRY, 2008, 18 (35) : 4165 - 4171
[43] Flexible air-stable three-dimensional polymer field-effect transistors with high output current density
Nakayama, K.
Ou-Yang, W.
Uno, M.
Osaka, I.
Takimiya, K.
Takeya, J.
[J]. ORGANIC ELECTRONICS, 2013, 14 (11) : 2908 - 2915
[44] Cyanonaphthalene diimide semiconductors for air-stable, flexible, and optically transparent n-channel field-effect transistors
Jones, Brooks A.
Facchetti, Antonio
Marks, Tobin J.
Wasielewski, Michael R.
[J]. CHEMISTRY OF MATERIALS, 2007, 19 (11) : 2703 - 2705
[45] Encapsulated graphene field-effect transistors for air stable operation
Alexandrou, Konstantinos
Petrone, Nicholas
Hone, James
Kymissis, Ioannis
[J]. APPLIED PHYSICS LETTERS, 2015, 106 (11)
[46] High-performance solution-processable poly(p-phenylene vinylene)s for air-stable organic field-effect transistors
van Breemen, AJJM
Herwig, PT
Chlon, CHT
Sweelssen, J
Schoo, HFM
Benito, EM
de Leeuw, DM
Tanase, C
Wildeman, J
Blom, PWM
[J]. ADVANCED FUNCTIONAL MATERIALS, 2005, 15 (05) : 872 - 876
[47] Air-Stable n-Channel Organic Single Crystal Field-Effect Transistors Based on Microribbons of Core-Chlorinated Naphthalene Diimide
He, Tao
Stolte, Matthias
Wuerthner, Frank
[J]. ADVANCED MATERIALS, 2013, 25 (48) : 6951 - 6955
[48] Air-stable n-channel organic field-effect transistors based on charge-transfer complexes including dimethoxybenzothienobenzothiophene and tetracyanoquinodimethane derivatives
Higashino, Toshiki
Dogishi, Masaki
Kadoya, Tomofumi
Sato, Ryonosuke
Kawamoto, Tadashi
Mori, Takehiko
[J]. JOURNAL OF MATERIALS CHEMISTRY C, 2016, 4 (25) : 5981 - 5987
[49] Air-stable and high-performance organic field-effect transistors based on ordered, large-domain phthalocyanine copper thin film
Qian, Chuan
Sun, Jia
Zhang, Lei
Xie, Haipeng
Huang, Han
Yang, Junliang
Gao, Yongli
[J]. SYNTHETIC METALS, 2015, 210 : 336 - 341
[50] Solution-processable quinoidal compounds containing heterocycle for air-stable n-type organic field-effect transistors and gas sensors
Huo, Xinwei
Shan, Xiaoyue
Pan, Qinghua
Cao, Zhanbo
Cong, Zichun
Song, Jian
Jiang, Jingyan
Ma, Qingfang
Jia, Linyan
Gao, Jianhua
[J]. SENSORS AND ACTUATORS B-CHEMICAL, 2024, 403

← 1 2 3 4 5 →