CNTs in Optoelectronic Devices: New Structural and Photophysical Insights on Porphyrin-DWCNTs Hybrid Materials

C. Aurisicchio, R. Marega, V. Corvaglia, J. Mohanraj, R. Delamare, D. A. Vlad, C. Kusko, C. A. Dutu, A. Minoia, G. Deshayes, O. Coulembier, S. Melinte, P. Dubois, R. Lazzaroni, N. Armaroli, D. Bonifazi,
Adv. Funct. Mater. 2012, 22, 3315
DOI: 10.1002/adfm.201290092


The preparation and physical characterization of diverse porphyrin-derived double-walled carbon nanotubes (DWCNTs) conjugates are described. A porphyrin molecule is covalently linked and physically adsorbed to COOH-derived DWCNTs. The photophysical properties of all porphyrin-CNTs derivatives are studied in solution and in polymeric matrices. Definitive experimental evidence for photoinduced electron and/or energy transfer processes involving the porphyrin chromophores and the CNT wall is not obtained, but solid-state UV-vis absorption profiles display electronic transitions fingerprinting J– and H– type aggregates, where porphyrin molecules intermolecularly interact “head-to-tail” and “face-to-face”, respectively. In parallel, molecular modeling based on force-field simulations is performed to understand the structure of the porphyrin-CNTs interface and the nature of the interactions between the porphyrins and the DWCNTs. Finally, multilayeredtype devices are fabricated with the aim of investigating the interaction of the porphyrin-derived DWCNTs with poly(3-hexylthiophene)-pyrene matrices containing small amounts of 1-[3-(methoxycarbonyl)propyl]-1-phenyl-[6.6]C61.

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