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Evolution from Lyotropic Liquid Crystal to Helical Fibrous Organogel of an Achiral Fluorescent Twin‐Tapered Bi‐1,3,4‐oxadiazole Derivative
Author(s) -
Qu Songnan,
Wang Lijun,
Liu Xingyuan,
Li Min
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201003156
Subject(s) - fluorescence , oxadiazole , intermolecular force , liquid crystal , crystallography , lyotropic liquid crystal , materials science , derivative (finance) , molecule , solvent , lyotropic , layer (electronics) , liquid crystalline , chemistry , nanotechnology , organic chemistry , optics , physics , optoelectronics , financial economics , economics
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 π–π 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.