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Hauptverfasser: 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, Feng, Xinliang
Format: Preprint
Veröffentlicht: 2024
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Online-Zugang:https://arxiv.org/abs/2410.07726
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author 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
Feng, Xinliang
author_facet 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
Feng, Xinliang
contents 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.
format Preprint
id arxiv_https___arxiv_org_abs_2410_07726
institution arXiv
publishDate 2024
record_format arxiv
spellingShingle Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization
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
Feng, Xinliang
Applied Physics
Mesoscale and Nanoscale Physics
Materials Science
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.
title Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization
topic Applied Physics
Mesoscale and Nanoscale Physics
Materials Science
url https://arxiv.org/abs/2410.07726