Graphene Nanoribbons Derived from Zigzag Edge-Encased Poly( para-2,9-dibenzo[ bc, kl]coronenylene) Polymer Chains.
- Beyer D Center for Advancing Electronics Dresden (cfaed) and Faculty of Chemistry and Food Chemistry, Chair for Molecular Functional Materials , Dresden University of Technology , 01062 Dresden , Germany.
- Wang S Empa, Swiss Federal Laboratories for Material Science and Technology, 8600 Dübendorf , Switzerland.
- Pignedoli CA Empa, Swiss Federal Laboratories for Material Science and Technology, 8600 Dübendorf , Switzerland.
- Melidonie J Center for Advancing Electronics Dresden (cfaed) and Faculty of Chemistry and Food Chemistry, Chair for Molecular Functional Materials , Dresden University of Technology , 01062 Dresden , Germany.
- Yuan B Department of Physics and Astronomy , Shanghai Jiao Tong University , 200240 Shanghai , China.
- Li C Department of Physics and Astronomy , Shanghai Jiao Tong University , 200240 Shanghai , China.
- Wilhelm J Department of Chemistry , University of Zürich , 8057 Zürich , Switzerland.
- Ruffieux P Empa, Swiss Federal Laboratories for Material Science and Technology, 8600 Dübendorf , Switzerland.
- Berger R Center for Advancing Electronics Dresden (cfaed) and Faculty of Chemistry and Food Chemistry, Chair for Molecular Functional Materials , Dresden University of Technology , 01062 Dresden , Germany.
- Müllen K Max Planck Institute for Polymer Research, Ackermannweg 10 , 55128 Mainz , Germany.
- Fasel R Empa, Swiss Federal Laboratories for Material Science and Technology, 8600 Dübendorf , Switzerland.
- Feng X Center for Advancing Electronics Dresden (cfaed) and Faculty of Chemistry and Food Chemistry, Chair for Molecular Functional Materials , Dresden University of Technology , 01062 Dresden , Germany.
- 2019-02-08
Published in:
- Journal of the American Chemical Society. - 2019
English
In this work, we demonstrate the bottom-up on-surface synthesis of poly( para-dibenzo[ bc, kl]-coronenylene) (PPDBC), a zigzag edge-encased analog of poly( para-phenylene) (PPP), and its lateral fusion into zigzag edge-extended graphene nanoribbons (zeeGNRs). Toward this end, we designed a dihalogenated di( meta-xylyl)anthracene monomer displaying strategic methyl groups at the substituted phenyl ring and investigated its applicability as precursor in the thermally induced surface-assisted polymerization and cyclodehydrogenation. The structure of the resulting zigzag edge-rich (70%) polymer PPDBC was unambiguously confirmed by scanning tunneling microscopy (STM) and non-contact atomic force microscopy (nc-AFM). Remarkably, by further thermal treatment at 450 °C two and three aligned PPDBC chains can be laterally fused into expanded zeeGNRs, with a ribbon width of nine ( N = 9) up to 17 ( N = 17) carbon atoms. Moreover, the resulting zeeGNRs exhibit a high ratio of zigzag (67%) vs armchair (25%) edge segments and feature electronic band gaps as low as 0.9 eV according to gaps quasiparticle calculations.
- Language
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- English
- Open access status
- green
- Identifiers
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- DOI 10.1021/jacs.8b10407
- PMID 30731042
- Persistent URL
- https://sonar.ch/global/documents/132159
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