Hydrogen-Bond and Supramolecular-Contact Mediated Fluorescence Enhancement of Electrochromic Azomethines.

摘要: An electronic push–pull fluorophore consisting of an intrinsically fluorescent central fluorene capped with two diaminophenyl groups was prepared. aminothiophene conjugated to the flanking diphenylamines through a quenching azomethine bond. X-ray crystallographic analysis confirmed that formed multiple intermolecular supramolecular bonds. It hydrogen bonds involving terminal amine, resulting in antiparallel dimer. Hydrogen bonding also by FTIR and NMR spectroscopic analyses, further validated theoretically DFT calculations. Intrinsic fluorescence modes could be reduced contacts. These contacts engaged at high concentrations thin films, enhancement. The restored intensity similar its azomethine-free counterpart addition water >50 % v/v tetrahydrofuran (THF), dimethyl sulfoxide (DMSO), acetonitrile. exhibited reversible oxidation color switched between yellow blue when oxidized. Reversible electrochemically mediated turn-off on turn-on possible.