Bulletin of the Chemical Society of Japan · 2008 · 12 citations · 59 references
Natural SciencesChemistryMaterials ScienceOrganic ChemistryPolymer ChemistryPolymer MaterialsFluorescence SpectroscopyOptical PolymersPhotophysics Of Fluorescent ProbesPolymer FunctionalizationPolymer StructurePolymerization ChemistryChiral Optical PolymersConjugated Polymer ArchitectureConjugated Polymer StructuresFluorescence LifetimeFluorescence QuenchingFluorescent LabelsFluorescent PolymersSonogashira Coupling
Abstract Linear conjugated polymer was obtained by the polymerization of 2,3-dibutoxy-1,4-diethynylnaphthalene (M-1) and (S)-5,5′-dibromo-6,6′-dibutyl-2,2′-binaphtho-20-crown-6 (S-M-2) via Pd-catalyzed Sonogashira reaction. The conjugated polymer shows strong green-blue fluorescence due to the extended π-electronic structure between the chiral repeating unit (S)-6,6′-dibutyl-2,2′-binaphtho-20-crown-6 and the conjugated linker 2,3-dibutoxynaphthyl group via acetylene bridge. The responsive properties of the chiral polymer on K+, Pb2+, Hg2+, and AsIII were investigated by fluorescent spectra. The results show that Hg2+ and AsIII can cause effective fluorescent quenching of the polymer, whereas, K+ and Pb2+ do not produce obvious changes in the polymer fluorescence. The obvious fluorescent influence shows that the 2,2′-binaphtho-20-crown-6 moiety plays an important role in fluorescent recognition for Hg2+ and AsIII due to the effective photoinduced electron transfer (PET) and charge transfer (PCT) between the conjugated polymer backbone and receptor species.
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