Thermoswitchable fluorescence organogels based on hydrogen bond-assisted chiral gelators



To clarify the individual effect of secondary forces on the self-assembly of molecules, a chiral cholesteryl N-(2-anthryl) carbamate (CAC) consisting of anthryl, carbamate, and cholesteryl groups was synthesized. From the results of the temperature-dependent 1H NMR, the hydrogen bond-assisted π–π interaction was found to maintain the growth of the axis of the self-assembled structure, and the three-dimensional effect from the cholesteryl group induces the rotational structure. Fluorescence behavior of the CAC molecules with and without assistance of secondary forces was investigated. Thermoswitchable fluorescence of gelators was observed. Supramolecular organogels reveal significant enhanced fluorescence strength due to the aggregation-induced enhanced emission of the CAC molecules. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013