Cyanobuta-1,3-dienes as electron acceptors for photoinduced charge separation systems (Contributo in atti di convegno)

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  • Cyanobuta-1,3-dienes as electron acceptors for photoinduced charge separation systems (Contributo in atti di convegno) (literal)
Anno
  • 2014-01-01T00:00:00+01:00 (literal)
Alternative label
  • Filippo Monti, Francesca Tancini, Claudio Chiorboli, Alessandro Venturini, Francois Diederich, Nicola Armaroli (2014)
    Cyanobuta-1,3-dienes as electron acceptors for photoinduced charge separation systems
    in Italian Photochemistry Meeting 2014, Cascina Caremma - Abbazia di Morimondo, 27-29/11/2014
    (literal)
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  • Filippo Monti, Francesca Tancini, Claudio Chiorboli, Alessandro Venturini, Francois Diederich, Nicola Armaroli (literal)
Pagina inizio
  • 46 (literal)
Pagina fine
  • 46 (literal)
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  • Italian Photochemistry Meeting 2014 - Program & Abstracts (literal)
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  • 96 (literal)
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  • Istituto per la Sintesi Organica e la Fotoreattività (literal)
Titolo
  • Cyanobuta-1,3-dienes as electron acceptors for photoinduced charge separation systems (literal)
Abstract
  • The electrochemical and photophysical properties of three multicomponent systems (1-3) featuring a Zn(II) porphyrin linked to aniline-substituted pentacyano- (PCBD) or tetra-cyanobuta-1,3-dienes (TCBD), with and without a spacer, are presented. [1] By means of steady-state and time-resolved spectroscopy, photoinduced intramolecular energy and electron transfer processes are evidenced, upon excitation of the porphyrin unit. These results indicate that the strongly electron-accepting cyanobuta-1,3-dienes might become promising alternatives to quinone-, perylenediimide-, and fullerene-derived acceptors in multicomponent systems featuring photoinduced electron transfer. Unfortunately, these electron acceptors are not luminescent and their lowest singlet excited state (S1) decays to S0 within few picoseconds, preventing a simple and straightforward photophysical characterization of any system featuring cyanobuta-1,3-dienes as electron acceptors. This is also a significant drawback if cyanobuta-1,3-dienes are to be considered as active materials in photovoltaic devices where generation of charge-separated states must compete with internal deactivation processes. By means of CASSCF calculations we were able to locate an accessible S1/S0 conical intersection for these acceptor molecules, which is responsible for their observed fast non-radiative deactivations. [2] Further studies are currently ongoing to determine viable strategies to chemically modify these acceptors and avoid fast non-radiative deactivations, so as to grant photophysical and electrochemical properties that can make these strong electron donors attractive for optoelectonic applications. [1] F. Tancini, F. Monti et al., Chem. Eur. J. 2014, 20, 202-216. [2] CISSAS, ISCRA project (class C2) at CINECA: http://www.hpc.cineca.it/services/iscra (literal)
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