Ordered and Oriented Supramolecular n/p-Heterojunction Surface Architectures: Completion of the Primary Color Collection

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Kishore, Ravuri S. K. and Kel, Oksana and Banerji, Natalie and Emery, Daniel and Bollot, Guillaume and Mareda, Jiri and Gomez-Casado, Alberto and Jonkheijm, Pascal and Huskens, Jurriaan and Maroni, Plinio and Borkovec, Michal and Eric, Vauthey and Sakai, Naomi and Matile, Stefan (2009) Ordered and Oriented Supramolecular n/p-Heterojunction Surface Architectures: Completion of the Primary Color Collection. Journal of the American Chemical Society, 131 (31). pp. 11106-11116. ISSN 0002-7863

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Abstract:In this study, we describe synthesis, characterization, and zipper assembly of yellow p-oligophenyl naphthalenediimide (POP-NDI) donor−acceptor hybrids. Moreover, we disclose, for the first time, results from the functional comparison of zipper and layer-by-layer (LBL) assembly as well as quartz crystal microbalance (QCM), atomic force microscopy (AFM), and molecular modeling data on zipper assembly. Compared to the previously reported blue and red NDIs, yellow NDIs are more π-acidic, easier to reduce, and harder to oxidize. The optoelectronic matching achieved in yellow POP-NDIs is reflected in quantitative and long-lived photoinduced charge separation, comparable to their red and much better than their blue counterparts. The direct comparison of zipper and LBL assemblies reveals that yellow zippers generate more photocurrent than blue zippers as well as LBL photosystems. Continuing linear growth found in QCM measurements demonstrates that photocurrent saturation at the critical assembly thickness occurs because more charges start to recombine before reaching the electrodes and not because of discontinued assembly. The found characteristics, such as significant critical thickness, strong photocurrents, large fill factors, and, according to AFM images, smooth surfaces, are important for optoelectronic performance and support the existence of highly ordered architectures.
Item Type:Article
Copyright:© 2009 American Chemical Society
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Science and Technology (TNW)
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Link to this item:http://purl.utwente.nl/publications/76906
Official URL:http://dx.doi.org/10.1021/ja9030648
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