Synthesis and Self-Assembly of Liquid Crystalline Triphenylenedicarboxythioimides
Autor: | Katie M. Psutka, S. Holger Eichhorn, Hi Taing, Joshua LeDrew, Kenneth E. Maly |
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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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