Carbon Nanostructures-Perylenediimide Complexes in Organic Photovoltaics
Fernando Fernandez-Lázaro a, Luis Martín-Gomis a, Ángela Sastre-Santos a, Sara Pla a
a Universidad Miguel Hernández de Elche, Avda. Universidad s/n, Elche, 3202, Spain
International Conference on Hybrid and Organic Photovoltaics
Proceedings of 6th International Conference on Hybrid and Organic Photovoltaics (HOPV14)
Ecublens, Switzerland, 2014 May 11th - 14th
Organizers: Michael Graetzel and Mohammad Nazeeruddin
Poster, Ángela Sastre-Santos, 048
Publication date: 1st March 2014

Carbon nanostructures ([60]fullerene, carbon nanotubes, graphene) can undergo chemical functionalization with different electro-active systems in a covalent or non-covalent way to enhance solubility in various solvents and to produce novel hybrid materials potentially suitable for applications. These architectures composed of arrays of photoactive moieties ordered in a suitable disposition are of interest because upon selective light excitation of a given chromophore they can undergo directional multi-step electron and/or energy transfer processes similar to the photosynthetic process. On the other hand, the synthesis of novel electron acceptors with controlled molecular electronic structures and solid-state supramolecular structures is urgently required for generating high photovoltaic performances. Commonly, a derivative of fullerene such as 6,6-phenyl-C61-butyric acid methylester (PCBM) is used as an electron acceptor material, along with an electron donor material to form the active layer in bulk heterojunction devices.[1] However, PCBM suffers disadvantages that include high material production cost and poor absorption in the visible spectrum. Therefore, there is a need for an electron acceptor material that absorbs photons in the visible region.

Perylenediimides (PDIs) have demonstrated exceptional photochemical stability, strong absorption of visible light, and high fluorescence quantum yields. [2] Due to these features, and also to their capability to form crystalline domains with high electron mobilities, PDI derivatives are good candidates to link with carbon nanostructures, as artificial photosynthetic systems and components for organic photovoltaics. Herein, I will report our more recent results related with the synthesis of different perylenediimides [3] and carbon nanostructure-perylenediimide arrays (Figure 1) [4] focussing mainly in the photoinduced electron transfer properties and in their application as PCBM replacements in organic photovoltaics.


Figure 1. Structures of the PDI and PDI-carbon nanostructures synthetized
[1] Kim, J.Y.; Lee, K.; Coates, N.E.; Moses, D.; Nguyen, T.; Dante, M.; Heeger, A.J. Science 2007, 317, 222-225. [2] Zhan, X.; Facchetti, A.; Barlow, S.; Marks, T. J.; Ratner, M. A.; Wasielewski, M. R.; Marder, S. R. Adv. Mater. 2011, 23, 268-284. [3] (a) Ramírez M.G.; Pla, S.; Boj P.G.; Villalvilla, J.M.; Quintana, J.A.; Díaz-García, M. A.; Fernández-Lázaro, F.; Sastre-Santos Á. Adv. Opt. Mater. 2013, 1, 933–938. (b) Guide, M.; Pla, S.; Sharenko, A.; Zalar, P.; Fernández-Lázaro, F.; Sastre-Santos, Á.; Nguyen, T.-Q. Phys. Chem. Chem. Phys. 2013, 15, 18894-18899. [4](a) Martín, R.; Céspedes-Guirao, F. J.; de Miguel, M.; Fernández-Lázaro, F.; García H.; Sastre-Santos, A. Chem. Sci. 2012, 3, 470. (b) Pla, S.; Martín-Gomis, L.; Ohkubo, K.; Fukuzumi, S.; Fernández-Lázaro, F; Sastre-Santos, Á. Asian J. Org. Chem. 2014, DOI: 10.1002/ajoc.201300235.
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