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Supramolecular P-n-heterojunctions By Co-self-organization Of Oligo(p-phenylene Vinylene) And Perylene Bisimide Dyes.

F. Würthner, Z. Chen, F. Hoeben, P. Osswald, Chang-Cheng You, P. Jonkheijm, J. V. Herrikhuyzen, A. P. Schenning, P. van der Schoot, E. W. Meijer, E. H. Beckers, S. C. Meskers, R. Janßen
Published 2004 · Medicine, Chemistry

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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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