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

Authors

  • Claudia Aurisicchio,

    1. Department of Chemistry and Namur Advanced, Research College (NARC), University of Namur, Rue de Bruxelles 61, Namur B-5000, Belgium
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  • Riccardo Marega,

    1. Department of Chemistry and Namur Advanced, Research College (NARC), University of Namur, Rue de Bruxelles 61, Namur B-5000, Belgium
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  • Valentina Corvaglia,

    1. Department of Pharmaceutical and Chemical Sciences, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy
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  • John Mohanraj,

    1. Molecular Photoscience Group, Istituto per la Sintesi Organica e la Fotoreattività del CNR, Via P. Gobetti 101, 40129 Bologna, Italy
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  • Romain Delamare,

    1. Université catholique de Louvain, ICTM Institute, Louvain La Neuve B-1348, Belgium
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  • Dana Alina Vlad,

    1. Université catholique de Louvain, ICTM Institute, Louvain La Neuve B-1348, Belgium
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  • Cristian Kusko,

    1. IMT-Bucharest Institute, Str. Erou Iancu Nicolae 126A, 077190 Bucharest, Romania
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  • Constantin Augustin Dutu,

    1. Université catholique de Louvain, ICTM Institute, Louvain La Neuve B-1348, Belgium
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  • Andrea Minoia,

    1. Laboratory for Chemistry of Novel Materials, Center of Innovation and Research in Materials & Polymers (CIRMAP), University of Mons-UMONS/Materia Nova, 20 Place du Parc, Mons B-7000, Belgium
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  • Gaëlle Deshayes,

    1. Laboratory of Polymeric and Composite Materials, Center of Innovation and Research in Materials & Polymers (CIRMAP), University of Mons-UMONS, Place du Parc 20, Mons B-7000, Belgium
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  • Olivier Coulembier,

    1. Laboratory of Polymeric and Composite Materials, Center of Innovation and Research in Materials & Polymers (CIRMAP), University of Mons-UMONS, Place du Parc 20, Mons B-7000, Belgium
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  • Sorin Melinte,

    Corresponding author
    1. Université catholique de Louvain, ICTM Institute, Louvain La Neuve B-1348, Belgium
    • Université catholique de Louvain, ICTM Institute, Louvain La Neuve B-1348, Belgium
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  • Philippe Dubois,

    Corresponding author
    1. Laboratory of Polymeric and Composite Materials, Center of Innovation and Research in Materials & Polymers (CIRMAP), University of Mons-UMONS, Place du Parc 20, Mons B-7000, Belgium
    • Laboratory of Polymeric and Composite Materials, Center of Innovation and Research in Materials & Polymers (CIRMAP), University of Mons-UMONS, Place du Parc 20, Mons B-7000, Belgium
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  • Roberto Lazzaroni,

    Corresponding author
    1. Laboratory for Chemistry of Novel Materials, Center of Innovation and Research in Materials & Polymers (CIRMAP), University of Mons-UMONS/Materia Nova, 20 Place du Parc, Mons B-7000, Belgium
    • Laboratory for Chemistry of Novel Materials, Center of Innovation and Research in Materials & Polymers (CIRMAP), University of Mons-UMONS/Materia Nova, 20 Place du Parc, Mons B-7000, Belgium
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  • Nicola Armaroli,

    Corresponding author
    1. Molecular Photoscience Group, Istituto per la Sintesi Organica e la Fotoreattività del CNR, Via P. Gobetti 101, 40129 Bologna, Italy
    • Molecular Photoscience Group, Istituto per la Sintesi Organica e la Fotoreattività del CNR, Via P. Gobetti 101, 40129 Bologna, Italy
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  • Davide Bonifazi

    Corresponding author
    1. Department of Chemistry and Namur Advanced, Research College (NARC), University of Namur, Rue de Bruxelles 61, Namur B-5000, Belgium
    2. Department of Pharmaceutical and Chemical Sciences, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy
    • Department of Chemistry and Namur Advanced, Research College (NARC), University of Namur, Rue de Bruxelles 61, Namur B-5000, Belgium.
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Abstract

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, multilayered-type 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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