Functionalization of Graphene Oxide by Tetrazine Derivatives: A Versatile Approach toward Covalent Bridges between Graphene Sheets

Yuan Li, Valérie Alain-Rizzo, Laurent Galmiche, Pierre Audebert, Fabien Miomandre, Guy Louarn, Michael Bozlar, Michael A. Pope, Daniel M. Dabbs, Ilhan A. Aksay

Research output: Contribution to journalArticle

27 Scopus citations

Abstract

We have covalently grafted tetrazine derivatives to graphene oxide through nucleophilic substitution. Since the tetrazine unit is electroactive and nitrogen-rich, with a reduction potential sensitive to the type of substituent and degree of substitution, we used electrochemistry and X-ray photoelectron spectroscopy to demonstrate clear evidence for grafting through covalent bonding. Chemical modification was supported by Fourier transform infrared spectroscopy and thermal analysis. Tetrazines grafted onto graphene oxide displayed different mass losses compared to unmodified graphene and were more stable than the molecular precursors. Finally, a bridging tetrazine derivative was grafted between sheets of graphene oxide to demonstrate that the separation distance between sheets can be maintained while designing new graphene-based materials, including chemically bound, redox structures.

Original languageEnglish (US)
Pages (from-to)4298-4310
Number of pages13
JournalChemistry of Materials
Volume27
Issue number12
DOIs
StatePublished - Jun 23 2015

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Chemistry

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