TY - JOUR
T1 - Self-assembly of photofunctional cylindrical nanostructures based on perylene-3,4:9,10-bis(dicarboximide)
AU - Sinks, Louise E.
AU - Rybtchinski, Boris
AU - Iimura, Masanori
AU - Jones, Brooks A.
AU - Goshe, Andrew J.
AU - Zuo, Xiaobing
AU - Tiede, David M.
AU - Li, Xiyou
AU - Wasielewski, Michael R.
PY - 2005/12/13
Y1 - 2005/12/13
N2 - A perylene-3,4:9,10-bis(dicarboximide)-based electron donor-acceptor monomer was designed to self-assemble using the synergistic effects of π-π 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 1 μm 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 femtosecond transient absorption spectroscopies, revealing that formation of the dodecamer introduces an ultrafast electron-transfer pathway that is not present in the monomer.
AB - A perylene-3,4:9,10-bis(dicarboximide)-based electron donor-acceptor monomer was designed to self-assemble using the synergistic effects of π-π 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 1 μm 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 femtosecond 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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U2 - 10.1021/cm051461s
DO - 10.1021/cm051461s
M3 - Article
AN - SCOPUS:29444452027
VL - 17
SP - 6295
EP - 6303
JO - Chemistry of Materials
JF - Chemistry of Materials
SN - 0897-4756
IS - 25
ER -