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Issue 16, 2018
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Molecular design of benzothienobenzothiophene-cored columnar mesogens: facile synthesis, mesomorphism, and charge carrier mobility

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Abstract

Benzothienobenzothiophene (BTBT) liquid-crystalline semiconductors are arousing a lot of interest due to their long-range ordered, self-organizational abilities and high-charge carrier transport properties. In this work, we report the design and the straightforward synthesis of a homologous series of compounds containing the BTBT substructure by the successive Suzuki cross-coupling and FeCl3 oxidative Scholl cyclodehydrogenation reaction. Target π-conjugated aromatic, H-shaped sanidic mesogens self-organize into a classical hexagonal columnar mesophase over wide temperature ranges as deduced from polarized optical microscopy (POM), differential scanning calorimetry (DSC), and small-angle X-ray scattering (SAXS) investigations. UV/Vis absorption and photoluminescence spectra, measured in both solution and films, revealed strong photoluminescence with high quantum yields. The charge carrier mobility measured by the time-of-flight (TOF) technique showed a balanced ambipolar hole and electron mobility in the range of 10−3 cm2 V−1 s−1 between 100 and 230 °C in the mesophase. These BTBT-based columnar liquid crystals may represent attractive candidates to be incorporated within one-dimensional organic optoelectronic devices.

Graphical abstract: Molecular design of benzothienobenzothiophene-cored columnar mesogens: facile synthesis, mesomorphism, and charge carrier mobility

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Publication details

The article was received on 20 Nov 2017, accepted on 21 Mar 2018 and first published on 22 Mar 2018


Article type: Paper
DOI: 10.1039/C7TC05315K
Citation: J. Mater. Chem. C, 2018,6, 4471-4478
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    Molecular design of benzothienobenzothiophene-cored columnar mesogens: facile synthesis, mesomorphism, and charge carrier mobility

    C. Liu, H. Wang, J. Du, K. Zhao, P. Hu, B. Wang, H. Monobe, B. Heinrich and B. Donnio, J. Mater. Chem. C, 2018, 6, 4471
    DOI: 10.1039/C7TC05315K

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