Phase separation and affinity between a fluorinated perylene diimide dye and an alkyl-substituted hexa-peri-hexabenzocoronene (Articolo in rivista)

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  • Phase separation and affinity between a fluorinated perylene diimide dye and an alkyl-substituted hexa-peri-hexabenzocoronene (Articolo in rivista) (literal)
Anno
  • 2010-01-01T00:00:00+01:00 (literal)
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  • 10.1039/B915484A (literal)
Alternative label
  • Giovanna De Luca; Andrea Liscio; Manuela Melucci; Tobias Schnitzler; Wojciech Pisula; Christopher G. Jr. Clark; Luigi Monsù Scolaro; Vincenzo Palermo; Klaus Mullen; Paolo Samorì (2010)
    Phase separation and affinity between a fluorinated perylene diimide dye and an alkyl-substituted hexa-peri-hexabenzocoronene
    in Journal of materials chemistry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Giovanna De Luca; Andrea Liscio; Manuela Melucci; Tobias Schnitzler; Wojciech Pisula; Christopher G. Jr. Clark; Luigi Monsù Scolaro; Vincenzo Palermo; Klaus Mullen; Paolo Samorì (literal)
Pagina inizio
  • 71 (literal)
Pagina fine
  • 82 (literal)
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  • Copertina interna. Uno dei \"Top ten downloaded article\" nel Dicembre 2009. (literal)
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  • http://pubs.rsc.org/en/Content/ArticleLanding/2010/JM/b915484a (literal)
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  • 20 (literal)
Rivista
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  • DOI: 10.1039/b915484a (literal)
Note
  • ISI Web of Science (WOS) (literal)
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  • De Luca, Giovanna; Liscio, Andrea; Melucci, Manuela; Palermo, Vincenzo; Samori, Paolo] CNR, Ist Sintesi Organ & Fotoreatt, I-40129 Bologna, Italy; [De Luca, Giovanna; Scolaro, Luigi Monsu] Univ Messina, Dipartimento Chim Inorgan Chim Analit & Chim Fis, I-98166 Messina, Italy; [Schnitzler, Tobias; Pisula, Wojciech; Clark, Christopher G., Jr.; Muellen, Klaus] Max Planck Inst Polymer Res, D-55128 Mainz, Germany; [Samori, Paolo] Univ Strasbourg, ISIS CNRS 7006, Nanochem Lab, F-67000 Strasbourg, France (literal)
Titolo
  • Phase separation and affinity between a fluorinated perylene diimide dye and an alkyl-substituted hexa-peri-hexabenzocoronene (literal)
Abstract
  • Fluorination of alkyl groups is a known strategy for hindering miscibility, thus promoting phase separation, when blends are prepared with a hydrocarbon compound. A new perylene bis(dicarboximide) derivative functionalized with branched N-perfluoroalkyl moieties (BPF-PDI) has been synthesized as electron acceptor to be potentially used in conjunction with the electron donor hexakis(dodecyl) hexabenzocoronene (HBC-C-12) in bulk heterojunction solar cells. Aiming at controlling self-assembly between the two components at the supramolecular level, stoichiometric blends in CHCl3 have been prepared either by spin-or drop-casting onto silicon surfaces, and further subjected to solvent vapour annealing (SVA) treatment in a CHCl3-saturated atmosphere. Spectroscopic investigation in solution shows the formation of supramolecular BPF-PDI-HBC-C-12 dimers, with an association constant K-ass = (2.1 +/- 0.3) x 10(4) M-1, pointing to a strong and unexpected affinity between the two species within the mixture. Characterization through optical and atomic force microscopies of the deposited samples revealed that the self-assembly behaviour of the blends on SiOx is remarkably different from mono-component films, thus confirming the absence of a macroscopic phase-separation between the two components featuring isolated domains of the neat acceptor or donor compound. In addition, X-ray studies provided evidence for the existence of a local-scale phase separation. These findings are of importance for organic photovoltaics, since they offer a new strategy to control the phase separation at different scales in electron acceptor-donor blends. (literal)
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