Hexa-peri-hexabenzocoronene with Different Acceptor Units for Tuning Optoelectronic Properties

Ashok Keerthi, Ian Cheng Yi Hou, Tomasz Marszalek, Wojciech Pisula, Martin Baumgarten, Akimitsu Narita

    Research output: Contribution to journalArticlepeer-review

    Abstract

    Hexa-peri-hexabenzocoronene (HBC)-based donor–acceptor dyads were synthesized with three different acceptor units, through two pathways: 1) “pre-functionalization” of monobromo-substituted hexaphenylbenzene prior to the cyclodehydrogenation; and 2) “post-functionalization” of monobromo-substituted HBC after the cyclodehydrogenation. The HBC–acceptor dyads demonstrated varying degrees of intramolecular charge-transfer interactions, depending on the attached acceptor units, which allowed tuning of their photophysical and optoelectronic properties, including the energy gaps. The two synthetic pathways described here can be complementary and potentially be applied for the synthesis of nanographene–acceptor dyads with larger aromatic cores, including one-dimensionally extended graphene nanoribbons.

    Original languageEnglish
    Pages (from-to)2710-2714
    Number of pages5
    JournalChemistry: An Asian Journal
    Volume11
    Issue number19
    DOIs
    Publication statusPublished - 6 Oct 2016

    Keywords

    • charge transfer
    • dehydrogenation
    • donor–acceptor systems
    • graphene
    • polycycles

    Research Beacons, Institutes and Platforms

    • National Graphene Institute

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