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Journal of the American Chemical Society, Vol.119, No.18, 4097-4102, 1997
Discotic Liquid-Crystals Through Molecular Self-Assembly
We have created self-assembled disk-like aggregates of predictable stoichiometry which form discotic liquid crystalline phases. Attempts to assemble multiple molecules of one compound radially about a second acting as a template failed, presumably owing to the existence of a stable crystalline phase of the template. This difficulty was obviated by the choice of tetrakis(n-alkoxy)-6(SH)-phenanthridinon (1a-c), which were expected to form disk-like dimers by analogy with pyridones. All three of these compounds form columnar hexagonal liquid crystalline phases as shown by DSC, POM, and X-ray diffraction experiments. Infrared measurements show that la-e exist as hydrogen-bonded aggregates to temperatures well above their clearing points. Intercolumnar spacing and density considerations require the discotic entities to be dimers.
Keywords:TAPER-SHAPED MONOESTERS;HYDROGEN-BONDS;COLUMNAR MESOPHASE;AGGREGATION;POLYMETHACRYLATES;ORGANIZATION;DERIVATIVES;ASSOCIATION;DIPYRIDONES;MESOGENS