2-Phenylbenzothiophene-based liquid crystalline semiconductors
2-Phenylbenzothiophene-based liquid crystalline semiconductors
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2-苯基苯并噻吩类液晶半导体
DOI:
10.1016/j.dyepig.2019.107964
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发表时间:
2020-02
影响因子:
4.5
通讯作者:
Donnio Bertr
中科院分区:
文献类型:
--
作者:
Zhong Yu-Jie;Zhao Ke-Qing;Wang Bi-Qin;Hu Ping;Monobe Hirosato;Heinrich Benoit;Donnio Bertr
We report herein the design and synthesis of some novel liquid crystalline semiconductors constructed from a biologically and pharmacologically active building block molecule, namely 6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene, presenting efficient luminescence and medium charge mobility rate. A first series of mesogenic 2-phenylbenzothiophene derivatives (nPBT) was simply and rapidly obtained in good yields by successive demethylation/alkylation reactions of the available methoxy precursor. The further stepwise oxidations moreover resulted in two new sets of the corresponding sulfoxide (nPBTO) and sulfone (nPBTO2) derivatives, respectively, that were also mesomorphic. The liquid crystalline behaviour was comprehensively characterized by DSC, POM and SAXS: all compounds exhibit smectic-like behaviour in agreement with their calamitic shape. More specifically, mesogensnPBT showed a SmA phase, with in addition, a higher ordered smectic phase at lower temperature. As for the oxidized mesogens, they displayed a SmA phase only, and over particularly large temperature ranges for thenPBTO with longer chain lengths (n≥ 8). The photo-physical properties have also been studied both in solution and thin films, and the molecules were found to display strong absorption in the UV/vis domain and intense luminescence in the range of 400–650 nm (yellowish green light) in high quantum yields (up to 62%). Both absorption and luminescence were also found to be affected by the oxidation of the benzothiophene moiety. Finally, the semi-conducting behaviour of three PBT compounds in the various mesophases was investigated by photocurrent TOF technique. Hole mobility rates of ca. 4 × 10−3cm2V−1s−1were measured in the lower temperature ordered mesophase for all of them, with the best performances (temperature range and mobility values) however obtained for the shortest homolog (n= 6). With such highly reasonable mesomorphic, light-emitting and semiconducting functional features, as well as being cheap and easy to synthesize and to process, these materials become very attractive and may be incorporated into various kinds of electronic devices (OFET and OLED).
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影响因子:
4.6
作者:
Li, Jun;Zhao, Yan;Tan, Huei Shuan;Guo, Yunlong;Di, Chong-An;Yu, Gui;Liu, Yunqi;Lin, Ming;Lim, Suo Hon;Zhou, Yuhua;Su, Haibin;Ong, Beng S.
通讯作者:
Ong, Beng S.
影响因子:
3.8
作者:
Yang Yao;Wang Hu;Wang Hai-Feng;Liu Chun-Xia;Zhao Ke-Qin;Wang Bi-Qin;Hu Ping;Monobe Hirosato;Heinrich Benoit;Donnio Bertr
通讯作者:
Donnio Bertr
影响因子:
3.2
作者:
Joachim Vollbrecht;P. Oechsle;Arne Stepen;F. Hoffmann;J. Paradies;T. Meyers;U. Hilleringmann;J. Schmidtke;H. Kitzerow
通讯作者:
Joachim Vollbrecht;P. Oechsle;Arne Stepen;F. Hoffmann;J. Paradies;T. Meyers;U. Hilleringmann;J. Schmidtke;H. Kitzerow
影响因子:
8.6
作者:
W. Mitchell;A. Ferguson;M. Köse;B. L. Rupert;D. Ginley;G. Rumbles;S. Shaheen;N. Kopidakis
通讯作者:
W. Mitchell;A. Ferguson;M. Köse;B. L. Rupert;D. Ginley;G. Rumbles;S. Shaheen;N. Kopidakis
影响因子:
3.1
作者:
Chang, Young Soo;Jeong, Jae Min;Lee, Myung Chul
通讯作者:
Lee, Myung Chul