1. Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization
- Author
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Obermann, Sebastian, Zheng, Wenhao, Melidonie, Jason, Böckmann, Steffen, Osella, Silvio, León, Lenin Andrés Guerrero, Hennersdorf, Felix, Beljonne, David, Weigand, Jan J., Bonn, Mischa, Hansen, Michael Ryan, Wang, Hai I., Ma, Ji, and Feng, Xinliang
- Subjects
Physics - Applied Physics ,Condensed Matter - Mesoscale and Nanoscale Physics ,Condensed Matter - Materials Science - Abstract
Precise synthesis of graphene nanoribbons (GNRs) is of great interest to chemists and materials scientists because of their unique opto-electronic properties and potential applications in carbon-based nanoelectronics and spintronics. In addition to the tunable edge structure and width, introducing curvature in GNRs is a powerful structural feature for their chemi-physical property modification. Here, we report an efficient solution synthesis of the first pyrene-based GNR (PyGNR) with curved geometry via one-pot K-region oxidation and Scholl cyclization of its corresponding well-soluble tetrahydropyrene-based polyphenylene precursor. The efficient A2B2-type Suzuki polymerization and subsequent Scholl reaction furnishes up to 35 nm long curved GNRs bearing cove- and armchair-edges. The construction of model compound, as a cutout of PyGNR, from a tetrahydropyrene-based oligophenylene precursor proves the concept and efficiency of the one-pot K-region oxidation and Scholl cyclization, which is clearly revealed by single crystal X-ray diffraction analysis. The structure and optical properties of PyGNR are investigated by Raman, FT-IR, solid-state NMR and UV-Vis analysis with the support of DFT calculations. PyGNR shows the absorption maximum at 680 nm, exhibiting a narrow optical bandgap of 1.4 eV, qualifying as a low-bandgap GNR. Moreover, THz spectroscopy on PyGNR estimates its macroscopic charge mobility of 3.6 cm2/Vs, outperforming other curved GNRs reported via conventional Scholl reaction.
- Published
- 2024