4.5 Article

Columnar Liquid Crystalline Corannulenes: Synthesis, Assembly and Charge-Carrier Transport Properties

Journal

CHINESE JOURNAL OF CHEMISTRY
Volume 39, Issue 9, Pages 2354-2358

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.202100183

Keywords

Corannulene; Azo compounds; Self-assembly; Liquid crystals; Organic electronics

Funding

  1. National Natural Science Foundation of China [51973153, 21875157]

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The research developed two discotic liquid crystalline molecules with a bowl-shaped corannulene core and photoactive azobenzene branches, and studied their self-assembly, photo-responsive behavior, and charge-carrier transport properties. It was found that utilizing longer and furcal flexible side chain substitutions can achieve a wider mesophase temperature range and higher hole charge carrier mobility. The pi-packed corannulene-centered molecule exhibited a helical columnar liquid crystalline phase with enhanced charge carrier mobility compared to the counterpart with linear side chain substitutions.
Main observation and conclusion Two discotic liquid crystalline (LC) molecules consisting of a bowl-shaped corannulene core and five-fold photoactive azobenzene branches with different paraffinic side chains were developed. Their self-assembly, photo-responsive behavior and charge-carrier transport properties were investigated in detail. A wider mesophase temperature range was achieved when utilizing longer and furcal flexible side chain substitution. 2D XRD measurements revealed the pi-packed corannulene-centered 1b (i.e., with furcal side alkoxyl chains) exhibited helical columnar LC phase. This packing structure also led to a higher hole charge carrier mobility of 7.07 x 10(-2) cm(2)center dot V-1 center dot s(-1) compared to that of the counterpart 1a with linear side chain substitutions.

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