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Board‐like Fused‐Thiophene Liquid Crystals and their Benzene Analogs: Facile Synthesis, Self‐Assembly, p‐Type Semiconductivity, and Photoluminescence
Author(s) -
Zhao KaiChun,
Du JunQi,
Wang HaiFeng,
Zhao KeQing,
Hu Ping,
Wang BiQin,
Monobe Hirosato,
Heinrich Benoît,
Donnio Bertrand
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201801483
Subject(s) - thiophene , benzene , photoluminescence , materials science , self assembly , nanotechnology , optoelectronics , crystallography , chemistry , organic chemistry
Fused‐thiophene discotic liquid crystals were designed and easily synthesized by Suzuki coupling and FeCl 3 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 cm 2 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 %.