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Supramolecular p−n-Heterojunctions by Co-Self-Organization of Oligo(p-phenylene Vinylene) and Perylene Bisimide Dyes
Abstract
Comparative studies on hydrogen-bonded versus covalently linked donor-acceptor-donor dye arrays obtained from oligo(p-phenylene vinylene)s (OPVs) as donor and bay-substituted perylene bisimides (PERYs) as acceptor dyes are presented. Both systems form well-ordered J-type aggregates in methylcyclohexane, but only hydrogen-bonded arrays afford hierarchically assembled chiral OPV-PERY dye superstructures consisting of left-handed helical pi-pi co-aggregates (CD spectroscopy) of the two dyes that further assemble into right-handed nanometer-scale supercoils in the solid state (AFM study). In the case of hydrogen-bonded arrays, the stability of the aggregates in solution increases with increasing conjugation length of the OPV unit. The well-defined co-aggregated dyes presented here exhibit photoinduced electron transfer on subpicosecond time scale, and thus, these supramolecular entities might serve as valuable nanoscopic functional units.
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Metadata
- Authors
- Würthner, F., Chen, Z., Hoeben, F. J. M., Osswald, P., You, C.-C., Jonkheijm, P., Herrikhuyzen, J. V., Schenning, A. P. H. J., van der Schoot, P. P. A. M., Meijer, E. W., Beckers, E. H. A., Meskers, S. C. J., & Janssen, R. A. J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2004-08-07
- Volume
- 126
- Issue
- 34
- Pages
- 10611-10618
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2102995410
- Cited by
- 411
- References
- 20
- FWCI
- 11.55
- Type
- journal article
- Language
- en
- Open access
- closed
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