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Issue 104, 2015
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Branched and linear A2–D–A1–D–A2 isoindigo-based solution-processable small molecules for organic field-effect transistors and solar cells

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Abstract

To establish a correlation between the molecular structure, physicochemical properties, thin film morphology, charge carrier mobility and photovoltaic performance of isoindigo-based electron donor type molecular semiconductors, a series of branched and linear A2–D–A1–D–A2 small molecules (A = acceptor, D = donor) are synthesized. The extended π-conjugated molecular chromophores have an electron-accepting isoindigo core, a bridging oligothiophene electron donor part and terminal octyl cyanoacrylate acceptor moieties. Their photophysical, thermal and electrochemical properties are analysed and the materials are applied in organic field-effect transistors and bulk heterojunction organic solar cells. Compared to an analogous benzothiadiazole-based small molecule, the isoindigo core deepens the HOMO energy level, enabling higher open-circuit voltages in organic solar cells. The linear isoindigo-based small molecule shows an enhanced hole mobility compared to the branched derivatives. The best power conversion efficiency of the investigated set is also obtained for the solar cell based on the linear (CA-3T-IID-3T-CA-l) donor molecule in combination with PC71BM.

Graphical abstract: Branched and linear A2–D–A1–D–A2 isoindigo-based solution-processable small molecules for organic field-effect transistors and solar cells

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Publication details

The article was received on 31 Aug 2015, accepted on 01 Oct 2015 and first published on 02 Oct 2015


Article type: Paper
DOI: 10.1039/C5RA17660C
Citation: RSC Adv., 2015,5, 85460-85469
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    Branched and linear A2–D–A1–D–A2 isoindigo-based solution-processable small molecules for organic field-effect transistors and solar cells

    M. Tomassetti, F. Ouhib, I. Cardinaletti, P. Verstappen, A. Salleo, C. Jérôme, J. Manca, W. Maes and C. Detrembleur, RSC Adv., 2015, 5, 85460
    DOI: 10.1039/C5RA17660C

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