Synthesis and Self-Assembly of Liquid Crystalline Triphenylenedicarboxythioimides

Autor: Katie M. Psutka, S. Holger Eichhorn, Hi Taing, Joshua LeDrew, Kenneth E. Maly
Rok vydání: 2019
Předmět:
Zdroj: The Journal of Organic Chemistry. 84:10796-10804
ISSN: 1520-6904
0022-3263
DOI: 10.1021/acs.joc.9b01330
Popis: We report the synthesis and properties of a series of novel triphenylenedicarboxyimides and thioimides (4-6) to probe the effect of thionation on the formation of columnar mesophases. These materials display broad columnar mesophases and high clearing points and self-associate in solution to form dimers. Overall, thionation improved the self-assembly in solution and led to a stabilization of the columnar mesophase. Furthermore, increasing the thionation of these materials led to a lowering of the lowest unoccupied molecular orbital (LUMO) energy level and a narrowing of the highest occupied molecular orbital-LUMO gap.
Databáze: OpenAIRE
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