Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 17, Issue 12, Pages 3512-3518Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201003156
Keywords
helical structures; liquid crystals; organogels; oxadiazoles; self-assembly
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Funding
- CAS
- Jilin Province Science and Technology Research Project [20050108, 20090346, 20100570]
- National Science Foundation Committee of China [50873044]
- Key Laboratory of Automobile Materials (Jilin University)
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We report an unprecedented hierarchical self-assembly of an achiral twin-tapered bi-1,3,4-oxadiazole derivative (2,2-bis(3,4,5-trioctanoxyphenyl)-bi-1,3,4-oxadiazole, BOXD-T8). This molecule can form a layer-structured lyotropic liquid crystal and further forms a helical fibrous organogel in DMF at concentrations above 0.6 wt%. The self-assembly process of BOXD-T8 in DMF is accompanied by a change in its fluorescence. The pitches of the helical fibers are non-uniform, and both left-and right-handed helical fibers are observed in equal quantities. Intermolecular pi-pi interactions between aromatic segments have been demonstrated to be the driving force for aggregate formation. This helical structure of BOXD-T8 is dependent on the solvent, concentration, and the layer-structured intermediate liquid-crystalline state.
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