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Issue 97, 2016
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Molecular phase engineering of organic semiconductors based on a [1]benzothieno[3,2-b][1]benzothiophene core

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Abstract

Two environmentally and thermally stable [1]benzothieno[3,2-b][1]benzothiophene (BTBT) derivatives, 2-phenyl[1]benzothieno[3,2-b][1]benzothiophene (Ph-BTBT) and 2-(4-hexylphenyl)[1]benzothieno[3,2-b][1]benzothiophene (C6-Ph-BTBT), are prepared by Suzuki coupling. Organic thin-film transistors with a top-contact and bottom-gate based on BTBT, Ph-BTBT and C6-Ph-BTBT are fabricated by vacuum-deposition on octyltrichlorosilane treated Si/SiO2 substrates. Experimental results show that the thin-film based on BTBT sublimes instantly after the deposition of electrodes, and no semiconductor signal is detected. Ph-BTBT shows a mobility of 0.034 cm2 V−1 s−1. Furthermore, C6-Ph-BTBT exhibits three liquid crystal phases (Sm A, Sm E and Sm K or H) and achieves the highest hole mobility of 4.6 cm2 V−1 s−1 with an on/off ratio of 2.2 × 107 for polycrystalline organic thin-film transistors in ambient air. The present study exemplifies that the introduction of mesoscopic order in molecular design provides a general approach for the high electronic performance of organic semiconductors.

Graphical abstract: Molecular phase engineering of organic semiconductors based on a [1]benzothieno[3,2-b][1]benzothiophene core

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Publication details

The article was received on 14 Sep 2016, accepted on 21 Sep 2016 and first published on 22 Sep 2016


Article type: Paper
DOI: 10.1039/C6RA22999A
Citation: RSC Adv., 2016,6, 95149-95155
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    Molecular phase engineering of organic semiconductors based on a [1]benzothieno[3,2-b][1]benzothiophene core

    Y. He, W. Xu, I. Murtaza, D. Zhang, C. He, Y. Zhu and H. Meng, RSC Adv., 2016, 6, 95149
    DOI: 10.1039/C6RA22999A

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