期刊
CHEMISTRY OF MATERIALS
卷 17, 期 25, 页码 6295-6303出版社
AMER CHEMICAL SOC
DOI: 10.1021/cm051461s
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A perylene-3,4:9, 10-bis(dicarboximide)-based electron donor-acceptor monomer was designed to self-assemble using the synergistic effects of pi-pi stacking, microsegregation, and hydrogen bonding. The resulting aggregates were characterized in solution by small-angle X-ray scattering (SAXS), while the solid-state structure was probed by X-ray diffraction, transmission electron microscopy, and scanning electron microscopy. The solution-phase assemblies were found to consist of 12 monomers arranged in either a face-to-face stacked pair of hydrogen-bonded hexagonal arrays or a two-turn helix. The SAXS data do not allow a clear distinction between these two cyclic motifs. These cyclic arrays grow to lengths of about I urn and form bundles of cylindrical structures in the solid phase. Aggregation is solvent dependent, with methylcyclohexane inducing aggregation and tetrahydrofuran disrupting it. The solution-phase photophysics of the dodecamer were probed by UV-vis, time-resolved fluorescence, and fenitosecond transient absorption spectroscopies, revealing that formation of the dodecamer introduces an ultrafast electron-transfer pathway that is not present in the monomer.
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