1. Board‐like Fused‐Thiophene Liquid Crystals and their Benzene Analogs: Facile Synthesis, Self‐Assembly, p‐Type Semiconductivity, and Photoluminescence
- Author
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Ke-Qing Zhao, Jun-Qi Du, Ping Hu, Hai-Feng Wang, Kai-Chun Zhao, Hirosato Monobe, Bertrand Donnio, Benoît Heinrich, Bi-Qin Wang, Institut de Physique et Chimie des Matériaux de Strasbourg (IPCMS), Université de Strasbourg (UNISTRA)-Matériaux et nanosciences d'Alsace (FMNGE), Institut de Chimie du CNRS (INC)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)-Réseau nanophotonique et optique, and Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA)
- Subjects
Photoluminescence ,010405 organic chemistry ,Chemistry ,[CHIM.ORGA]Chemical Sciences/Organic chemistry ,Discotic liquid crystal ,Organic Chemistry ,Mesophase ,General Chemistry ,[CHIM.INOR]Chemical Sciences/Inorganic chemistry ,010402 general chemistry ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,Crystallography ,chemistry.chemical_compound ,Suzuki reaction ,Liquid crystal ,Thiophene ,[CHIM.CRIS]Chemical Sciences/Cristallography ,[CHIM.COOR]Chemical Sciences/Coordination chemistry ,Self-assembly ,Luminescence ,ComputingMilieux_MISCELLANEOUS - Abstract
Fused-thiophene discotic liquid crystals were designed and easily synthesized by Suzuki coupling and FeCl3 oxidized tandem cyclodehydrogenation reactions, including homo- and cross-coupling reactions. The resulting hexagonal and rectangular columnar mesomorphic supramolecular structures formed were characterized by polarizing optical microscopy, differential scanning calorimetry, and small-angle X-ray scattering. The charge carrier transport properties in the mesophases of two of the synthesized fused-thiophene discogens were measured by transient photocurrent time-of-flight (TOF) technique, revealing fast hole transport values in the range of 10-3 to 10-2 cm2 V-1 s-1 , thus demonstrating potential applications in electronic devices. The luminescent sanidic mesogens, with different extended π-conjugated systems, also emit blue, green, or red light, with absolute photoluminescent quantum yields as high as 18 %.
- Published
- 2019
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