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

Advanced Science

Kun Liu¹  Lin Yang¹  Ji Ma¹  Xinliang Feng¹  Silvio Osella²  Junzhi Liu³  Michael Ryan Hansen⁴  Jörn Droste⁴  Steffen Böckmann⁴  David Beljonne⁵  Hartmut Komber⁶  Hai I. Wang⁷  Mischa Bonn⁷  Wenhao Zheng⁷ 

[1] Centre for Advancing Electronics Dresden (cfaed) Department of Chemistry and Food Chemistry Technische Universität Dresden Dresden 01062 Germany;Chemical and Biological Systems Simulation Lab Centre of New Technologies University of Warsaw Banacha 2C Warsaw 02–097 Poland;Department of Chemistry and State Key Laboratory of Synthetic Chemistry The University of Hong Kong Pokfulam Road Hong Kong 999077 China;Institute of Physical Chemistry Westfal̈ische Wilhelms‐Universitaẗ (WWU) Münster Corrensstraße 28/30 Münster D‐48149 Germany;Laboratory for Chemistry of Novel Materials Université de Mons Mons B‐7000 Belgium;Leibniz‐Institut für Polymerforschung Dresden e.V. Hohe Straße 6 Dresden 01069 Germany;Max Planck Institute for Polymer Research Ackermannweg 10 Mainz 55128 Germany;

关键词: curved;    Diels–Alder polymerization;    graphene nanoribbon;    low bandgap;    multi‐edge structure;   

DOI  :  10.1002/advs.202200708

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown