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Title: Wavy graphene sheets from electrochemical sewing of corannulene

Abstract

The presence of non-hexagonal rings in the honeycomb carbon arrangement of graphene produces rippled graphene layers with valuable chemical and physical properties. In principle, a bottom-up approach to introducing distortion from planarity of a graphene sheet can be achieved by careful insertion of curved polyaromatic hydrocarbons during the growth of the lattice. Corannulene, the archetype of such non-planar polyaromatic hydrocarbons, can act as an ideal wrinkling motif in 2D carbon nanostructures. Herein we report an electrochemical bottom-up method to obtain egg-box shaped nanographene structures through a polycondensation of corannulene that produces a new conducting layered material. Characterization of this new polymeric material by electrochemistry, spectroscopy, electron microscopy (SEM and TEM), scanning probe microscopy, and laser desorptionionization time of flight mass spectrometry provides strong evidence that the anodic polymerization of corannulene, combined with electrochemically induced oxidative cyclodehydrogenations (Scholl reactions), leads to polycorannulene with a wavy graphene-like structure.

Authors:
 [1];  [1]; ORCiD logo [2];  [3]; ORCiD logo [1];  [4];  [5]; ORCiD logo [6]; ORCiD logo [1]; ORCiD logo [7]; ORCiD logo [6]; ORCiD logo [8]; ORCiD logo [9];  [1]; ORCiD logo [1]
  1. Dipartimento di Chimica “G. Ciamician”, Università di Bologna, 40126 Bologna, Italy
  2. Dipartimento di Scienze e Ingegneria della Materia, Ambiente ed Urbanistica, Università Politecnica delle Marche, 60131 Ancona, Italy
  3. Dipartimento di Chimica, Università di Modena e Reggio Emilia, 41100 Modena, Italy
  4. Merkert Chemistry Center, Boston College, USA
  5. Sincrotrone Trieste S.C.p.A., 34012 Trieste, Italy
  6. Dipartimento di Chimica, Università di Padova, 35131 Padova, Italy
  7. Dipartimento di Ingegneria ‘E. Ferrari’, Università di Modena e Reggio Emilia, 41125 Modena, Italy, Sincrotrone Trieste S.C.p.A.
  8. Dipartimento di Ingegneria ‘E. Ferrari’, Università di Modena e Reggio Emilia, 41125 Modena, Italy
  9. Merkert Chemistry Center, Boston College, USA, Chemistry Department, University of Nevada
Publication Date:
Research Org.:
Boston College, Chestnut Hill, MA (United States)
Sponsoring Org.:
USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division
OSTI Identifier:
1779355
Alternate Identifier(s):
OSTI ID: 1816697
Grant/Contract Number:  
FG02-93ER14359
Resource Type:
Published Article
Journal Name:
Chemical Science
Additional Journal Information:
Journal Name: Chemical Science Journal Volume: 12 Journal Issue: 23; Journal ID: ISSN 2041-6520
Publisher:
Royal Society of Chemistry (RSC)
Country of Publication:
United Kingdom
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Bruno, Carlo, Ussano, Eleonora, Barucca, Gianni, Vanossi, Davide, Valenti, Giovanni, Jackson, Edward A., Goldoni, Andrea, Litti, Lucio, Fermani, Simona, Pasquali, Luca, Meneghetti, Moreno, Fontanesi, Claudio, Scott, Lawrence T., Paolucci, Francesco, and Marcaccio, Massimo. Wavy graphene sheets from electrochemical sewing of corannulene. United Kingdom: N. p., 2021. Web. doi:10.1039/D1SC00898F.
Bruno, Carlo, Ussano, Eleonora, Barucca, Gianni, Vanossi, Davide, Valenti, Giovanni, Jackson, Edward A., Goldoni, Andrea, Litti, Lucio, Fermani, Simona, Pasquali, Luca, Meneghetti, Moreno, Fontanesi, Claudio, Scott, Lawrence T., Paolucci, Francesco, & Marcaccio, Massimo. Wavy graphene sheets from electrochemical sewing of corannulene. United Kingdom. https://doi.org/10.1039/D1SC00898F
Bruno, Carlo, Ussano, Eleonora, Barucca, Gianni, Vanossi, Davide, Valenti, Giovanni, Jackson, Edward A., Goldoni, Andrea, Litti, Lucio, Fermani, Simona, Pasquali, Luca, Meneghetti, Moreno, Fontanesi, Claudio, Scott, Lawrence T., Paolucci, Francesco, and Marcaccio, Massimo. Wed . "Wavy graphene sheets from electrochemical sewing of corannulene". United Kingdom. https://doi.org/10.1039/D1SC00898F.
@article{osti_1779355,
title = {Wavy graphene sheets from electrochemical sewing of corannulene},
author = {Bruno, Carlo and Ussano, Eleonora and Barucca, Gianni and Vanossi, Davide and Valenti, Giovanni and Jackson, Edward A. and Goldoni, Andrea and Litti, Lucio and Fermani, Simona and Pasquali, Luca and Meneghetti, Moreno and Fontanesi, Claudio and Scott, Lawrence T. and Paolucci, Francesco and Marcaccio, Massimo},
abstractNote = {The presence of non-hexagonal rings in the honeycomb carbon arrangement of graphene produces rippled graphene layers with valuable chemical and physical properties. In principle, a bottom-up approach to introducing distortion from planarity of a graphene sheet can be achieved by careful insertion of curved polyaromatic hydrocarbons during the growth of the lattice. Corannulene, the archetype of such non-planar polyaromatic hydrocarbons, can act as an ideal wrinkling motif in 2D carbon nanostructures. Herein we report an electrochemical bottom-up method to obtain egg-box shaped nanographene structures through a polycondensation of corannulene that produces a new conducting layered material. Characterization of this new polymeric material by electrochemistry, spectroscopy, electron microscopy (SEM and TEM), scanning probe microscopy, and laser desorptionionization time of flight mass spectrometry provides strong evidence that the anodic polymerization of corannulene, combined with electrochemically induced oxidative cyclodehydrogenations (Scholl reactions), leads to polycorannulene with a wavy graphene-like structure.},
doi = {10.1039/D1SC00898F},
journal = {Chemical Science},
number = 23,
volume = 12,
place = {United Kingdom},
year = {Wed Jun 16 00:00:00 EDT 2021},
month = {Wed Jun 16 00:00:00 EDT 2021}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
https://doi.org/10.1039/D1SC00898F

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