Side-Chain Degradation of Ultrapure π-Conjugated Oligomers: Implications for Organic Electronics

Authors

  • Robert Abbel,

    1. Laboratory of Macromolecular and Organic Chemistry Eindhoven University of Technology P. O. Box 513, 5600 MB Eindhoven (The Netherlands)
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  • Martin Wolffs,

    1. Laboratory of Macromolecular and Organic Chemistry Eindhoven University of Technology P. O. Box 513, 5600 MB Eindhoven (The Netherlands)
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  • Ralf A. A. Bovee,

    1. Laboratory of Macromolecular and Organic Chemistry Eindhoven University of Technology P. O. Box 513, 5600 MB Eindhoven (The Netherlands)
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  • Joost L. J. van Dongen,

    1. Laboratory of Macromolecular and Organic Chemistry Eindhoven University of Technology P. O. Box 513, 5600 MB Eindhoven (The Netherlands)
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  • Xianwen Lou,

    1. Laboratory of Macromolecular and Organic Chemistry Eindhoven University of Technology P. O. Box 513, 5600 MB Eindhoven (The Netherlands)
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  • Oliver Henze,

    1. The Chemistry Department, University of Durham South Road Durham DH1 3LE (UK)
    2. Current address: Elastogran GmbH, Landwehrweg, 49448 Lemförde, Germany
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  • W. James Feast,

    1. The Chemistry Department, University of Durham South Road Durham DH1 3LE (UK)
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  • E. W. Meijer,

    Corresponding author
    1. Laboratory of Macromolecular and Organic Chemistry Eindhoven University of Technology P. O. Box 513, 5600 MB Eindhoven (The Netherlands)
    • Laboratory of Macromolecular and Organic Chemistry Eindhoven University of Technology P. O. Box 513, 5600 MB Eindhoven (The Netherlands).
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  • Albertus P. H. J. Schenning

    Corresponding author
    1. Laboratory of Macromolecular and Organic Chemistry Eindhoven University of Technology P. O. Box 513, 5600 MB Eindhoven (The Netherlands)
    • Laboratory of Macromolecular and Organic Chemistry Eindhoven University of Technology P. O. Box 513, 5600 MB Eindhoven (The Netherlands).
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Abstract

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The degradation of two defect-freeπ-conjugated oligomers, and the participation of their solubilizing side chains in the process are studied in unprecedented detail. The detected intermediate products reveal a mechanism of successive shortening of alkyl and oligo(ethylene glycol) substituents. Eventually, these processes cause chemical modifications in the conjugated backbone, which strongly influence the electronic properties of the materials.

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