Ultralong 20 Milliseconds Charge Separation Lifetime for Photoilluminated Oligophenylenevinylene–Azafullerene Systems

Georgios Rotas, Kati Stranius, Nikolai Tkachenko, Nikos Tagmatarchis

    Research output: Contribution to journalArticleScientificpeer-review

    6 Citations (Scopus)


    The synthesis and characterization of oligophenylenevinylene (OPV)–azafullerene (C59N) systems in the form of OPV–C59N donor–acceptor dyad 1 and C59N–OPV–C59N acceptor–donor–acceptor triad 2 is accomplished. Photoinduced electronic interactions between OPV and C59N within 1 and 2 are assessed by UV–vis and photoluminescence. The redox properties of 1 and 2 are investigated, revealing a set of one-electron oxidation and three one-electron reduction processes owed to OPV and C59N, respectively. The electrochemical bandgap for 1 and 2 is calculated as 1.44 and 1.53 eV, respectively, and the free energy for the formation of the charge-separated state for 1 and 2 via the singlet-excited state of OPV is found negative, proving a thermodynamically favorable the process. Photoexcitation assays are performed in toluene and o-dichlorobenzene (oDCB) and the reactions are monitored with time-resolved absorption and emission spectroscopies. Competitive photoinduced energy and electron transfer are identified to occur in both systems, with the former being dominant in 2. Markedly, the charge-separated state in oDCB exhibits a much longer lifetime compared to that in toluene, reaching 20 ms for 1, the highest ever reported value for fullerene-based materials. These unprecedented results are rationalized by considering conformational phenomena affecting the charge-separated state.
    Original languageEnglish
    Article number1702278
    JournalAdvanced Functional Materials
    Issue number7
    Early online date18 Dec 2017
    Publication statusPublished - Feb 2018
    Publication typeA1 Journal article-refereed


    • azafullerenes, charge separation, oligophenylenevinylenes

    Publication forum classification

    • Publication forum level 3


    Dive into the research topics of 'Ultralong 20 Milliseconds Charge Separation Lifetime for Photoilluminated Oligophenylenevinylene–Azafullerene Systems'. Together they form a unique fingerprint.

    Cite this