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Atomically precise edge chlorination of nanographenes and its application in graphene nanoribbons

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  • Yuan-Zhi Tan

    (Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128 Mainz, Germany)

  • Bo Yang

    (Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128 Mainz, Germany)

  • Khaled Parvez

    (Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128 Mainz, Germany)

  • Akimitsu Narita

    (Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128 Mainz, Germany)

  • Silvio Osella

    (Laboratory for Chemistry of Novel Materials, University of Mons, Place du Parc 20, B-7000 Mons, Belgium)

  • David Beljonne

    (Laboratory for Chemistry of Novel Materials, University of Mons, Place du Parc 20, B-7000 Mons, Belgium)

  • Xinliang Feng

    (Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128 Mainz, Germany)

  • Klaus Müllen

    (Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128 Mainz, Germany)

Abstract

Chemical functionalization is one of the most powerful and widely used strategies to control the properties of nanomaterials, particularly in the field of graphene. However, the ill-defined structure of the present functionalized graphene inhibits atomically precise structural characterization and structure-correlated property modulation. Here we present a general edge chlorination protocol for atomically precise functionalization of nanographenes at different scales from 1.2 to 3.4 nm and its application in graphene nanoribbons. The well-defined edge chlorination is unambiguously confirmed by X-ray single-crystal analysis, which also discloses the characteristic non-planar molecular shape and detailed bond lengths of chlorinated nanographenes. Chlorinated nanographenes and graphene nanoribbons manifest enhanced solution processability associated with decreases in the optical band gap and frontier molecular orbital energy levels, exemplifying the structure-correlated property modulation by precise edge chlorination.

Suggested Citation

  • Yuan-Zhi Tan & Bo Yang & Khaled Parvez & Akimitsu Narita & Silvio Osella & David Beljonne & Xinliang Feng & Klaus Müllen, 2013. "Atomically precise edge chlorination of nanographenes and its application in graphene nanoribbons," Nature Communications, Nature, vol. 4(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:4:y:2013:i:1:d:10.1038_ncomms3646
    DOI: 10.1038/ncomms3646
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    Cited by:

    1. Daniel Medina-Lopez & Thomas Liu & Silvio Osella & Hugo Levy-Falk & Nicolas Rolland & Christine Elias & Gaspard Huber & Pranav Ticku & Loïc Rondin & Bruno Jousselme & David Beljonne & Jean-Sébastien L, 2023. "Interplay of structure and photophysics of individualized rod-shaped graphene quantum dots with up to 132 sp² carbon atoms," Nature Communications, Nature, vol. 14(1), pages 1-11, December.

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