Carbazole-based small molecule electron donors: Syntheses, characterization, and material properties

Roosa J. Sippola, Afshin Hadipour, Tuuva Kastinen, Paola Vivo, Terttu I. Hukka, Tom Aernouts, Juha P. Heiskanen

    Research output: Contribution to journalArticleScientificpeer-review

    5 Citations (Scopus)
    10 Downloads (Pure)

    Abstract

    Efficient synthetic methods for carbazole-based small molecule electron donors with donor–acceptor (D–A) and A–D–A type structures were developed. In order to study the relation between chemical structures and material properties, the prepared compounds were characterized in detail using absorption spectroscopy, differential pulse voltammetry, and computational methods. In addition, symmetrical A–D–A type compounds were tested as an active layer component in bulk heterojunction based organic solar cell (OSC) devices with conventional structure. The results show that the two compound types have many similar properties. However, the extended molecular structure of A–D–A type compounds offer better film forming properties and higher molar absorption coefficients compared with the D–A type materials. Furthermore, the attachment of fluoro substituents in the A units has a positive effect on all solar cell device parameters. Moreover, the computational studies revealed that the molecular structures are twisted between the central carbazole D unit and π-bridge which may result in inefficient intramolecular charge transfer and, also, relatively limited short-circuit currents in OSC devices.
    Original languageEnglish
    Article numberj.dyepig.2017.11.014
    Pages (from-to)79-88
    Number of pages10
    JournalDyes and Pigments
    Volume150
    Early online date8 Nov 2017
    DOIs
    Publication statusPublished - 8 Nov 2017
    Publication typeA1 Journal article-refereed

    Keywords

    • Absorption
    • DFT
    • Electron donor
    • Organic solar cell
    • Suzuki-Miyaura
    • Synthesis

    Publication forum classification

    • Publication forum level 2

    ASJC Scopus subject areas

    • Chemistry(all)
    • Energy(all)

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