Emissions and the application of a series of twisted fluorophores with intramolecular weak hydrogen bonds

Abstract

A series of twisted fluorophores of CEOCH (((2,5-dimethoxy-1,4-phenylene)bis(ethene-2,1,1-triyl))-tetra-benzene) derivatives with intramolecular weak hydrogen bonds (IMWHBs) were synthesized to investigate how different substituents on outer benzenes influence their emissive properties. Because of the twisted structure and weak intermolecular interactions, the emissions of the CEOCH derivatives were intense in the aggregated state but as the flexibility and electronic effect of the substituents changed, their quantum yields (QYs) changed from over 40% to 1% in solution. Based on the adjustable QYs of CEOCHs with different substituents in solutions, a fluorescent sensor for hydrazine with an extremely strong light and dark contrast was obtained via the conversion of dicyanovinyl groups to hydrazone groups.