RESUMEN
In this paper we report the self-assembling nature of fluorescent hexaazatriphenylenes (HATs) 6a-d with six alkyl/alkoxy-chain-containing biphenyl groups and their application to light-harvesting antennae. In a nonpolar solvent and the film state, the HAT derivatives form one-dimensional aggregates with an H-type parallel stacking mode, which were analyzed by 1H NMR, UV-vis, and steady-state and time-resolved fluorescence spectroscopy. When HAT derivative 7 with six perylenediimide moieties is incorporated into the one-dimensional aggregates, an efficient energy transfer takes place from the self-assembled HAT moiety as a light-harvesting antenna to the perylenediimide moiety as an energy acceptor. Further, when HAT derivative 8 with six triphenylamino moieties is newly added to the light-harvesting system, an intermolecular electron transfer occurs subsequently between the electron-accepting perylenediimide molecule and the electron-donating triphenylamino molecule.
Asunto(s)
Compuestos Aza/química , Compuestos Aza/síntesis química , Colorantes Fluorescentes/síntesis química , Complejos de Proteína Captadores de Luz/química , Luz , Fenoles/química , Transferencia de Energía , Colorantes Fluorescentes/química , Espectroscopía de Resonancia Magnética , Espectrometría de Masa por Láser de Matriz Asistida de Ionización DesorciónRESUMEN
[reaction: see text]. Six perylene diimide-appended hexaazatriphenylene, HAT-PDI(6), was self-assembled in both solution and film state to form a highly stabilized dimer aggregate, in which an efficient energy transfer occurs from the hexaazatriphenylene core to the perylene-diimide moiety.