Solution Synthesis and Characterization of a Long and Curved Graphene Nanoribbon with Hybrid Cove–Armchair–Gulf Edge Structures

Yang L, Ma J, Zheng W, Osella S, Droste J, Komber H, Liu K, Boeckmann S, Beljonne D, Hansen MR, Bonn M, Wang H, Liu J, Feng X (2022)

Publication Type: Journal article

Publication year: 2022

Journal

Advanced Science Wiley Open Access

Book Volume: 9

Article Number: 2200708

Journal Issue: 19

DOI: 10.1002/advs.202200708

Abstract

Curved graphene nanoribbons (GNRs) with hybrid edge structures have recently attracted increasing attention due to their unique band structures and electronic properties as a result of their nonplanar conformation. This work reports the solution synthesis of a long and curved multi-edged GNR (cMGNR) with unprecedented cove–armchair–gulf edge structures. The synthesis involves an efficient A2B2-type Diels–Alder polymerization between a diethynyl-substituted prefused bichrysene monomer (3b) and a dicyclopenta[e,l]pyrene-5,11-dione derivative (6) followed by FeCl3-mediated Scholl oxidative cyclodehydrogenation of the obtained polyarylenes (P1). Model compounds 1a and 1b are first synthesized to examine the suitability and efficiency of the corresponding polymers for the Scholl reaction. The successful formation of cMGNR from polymer P1 bearing prefused bichrysene units is confirmed by FTIR, Raman, and solid-state NMR analyses. The cove-edge structure of the cMGNR imparts the ribbon with a unique nonplanar conformation as revealed by density functional theory (DFT) simulation, which effectively enhances its dispersibility in solution. The cMGNR has a narrow optical bandgap of 1.61 eV, as estimated from the UV–vis absorption spectrum, which is among the family of low-bandgap solution-synthesized GNRs. Moreover, the cMGNR exhibits a carrier mobility of ≈2 cm2 V−1 s−1 inferred from contact-free terahertz spectroscopy.

Involved external institutions

Technische Universität Dresden DE Germany (DE) Westfälische Wilhelms-Universität (WWU) Münster DE Germany (DE) Max-Planck-Institut für Polymerforschung (MPI-P) / Max Planck Institute for Polymer Research DE Germany (DE) University of Warsaw / Uniwersytet Warszawski PL Poland (PL) Leibniz-Institut für Polymerforschung Dresden e. V. DE Germany (DE) University of Mons / Université de Mons BE Belgium (BE) University of Hong Kong (HKU) / 香港大學 HK Hong Kong (HK)

How to cite

APA:

Yang, L., Ma, J., Zheng, W., Osella, S., Droste, J., Komber, H.,... Feng, X. (2022). Solution Synthesis and Characterization of a Long and Curved Graphene Nanoribbon with Hybrid Cove–Armchair–Gulf Edge Structures. Advanced Science, 9(19). https://doi.org/10.1002/advs.202200708

MLA:

Yang, Lin, et al. "Solution Synthesis and Characterization of a Long and Curved Graphene Nanoribbon with Hybrid Cove–Armchair–Gulf Edge Structures." Advanced Science 9.19 (2022).

BibTeX: Download