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Issue 4, 2011
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Tuning and optimizing the intrinsic interactions between phthalocyanine-based PPV oligomers and single-wall carbon nanotubes toward n-type/p-type

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Abstract

In this work we have developed a strategy to immobilize functional groups such as ZnPc onto the surface of SWNT without, however, the needs of covalent functionalization, using substituted PPV-oligomers (1–4) with different electronic character. The complementary use of a series of microscopies and spectroscopies is central, especially to gather a comprehensive picture of the mutual interactions. Importantly, only 1, bearing electron-withdrawing CN substituents, interacts tightly with SWNT affording stable and finely dispersed SWNT suspensions. 2–4, on the other hand, fail to disperse SWNT in THF following our newly developed protocol. A likely rationale is the p-type character of PPV-oligomers 2–4, which imposes repelling forces relative to p-type SWNT, while placing CN groups yields n-type PPV-oligomer 1 and, in turn, strengthens the π–π interactions with SWNT. Photoexcitation of SWNT/1 hybrids generates a metastable radical ion pair state, namely oxidized ZnPc and reduced SWNT. Quite remarkable is the ratio of charge separation to charge recombination, namely nearly 3 orders of magnitude, which is encouraging to fabricate photovoltaic cells that are based, for example, on different nanocarbons.

Graphical abstract: Tuning and optimizing the intrinsic interactions between phthalocyanine-based PPV oligomers and single-wall carbon nanotubes toward n-type/p-type

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Publication details

The article was received on 08 Jul 2010, accepted on 22 Nov 2010 and first published on 23 Dec 2010


Article type: Edge Article
DOI: 10.1039/C0SC00364F
Citation: Chem. Sci., 2011,2, 652-660
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    Tuning and optimizing the intrinsic interactions between phthalocyanine-based PPV oligomers and single-wall carbon nanotubes toward n-type/p-type

    J. Bartelmess, C. Ehli, J. Cid, M. García-Iglesias, P. Vázquez, T. Torres and D. M. Guldi, Chem. Sci., 2011, 2, 652
    DOI: 10.1039/C0SC00364F

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