Thiol-yne click reactions on alkynyl-dopamine-modified reduced graphene oxide

Chemistry. 2013 Jun 24;19(26):8673-8. doi: 10.1002/chem.201300225. Epub 2013 May 6.

Abstract

The large-scale preparation of graphene is of great importance due to its potential applications in various fields. We report herein a simple method for the simultaneous exfoliation and reduction of graphene oxide (GO) to reduced GO (rGO) by using alkynyl-terminated dopamine as the reducing agent. The reaction was performed under mild conditions to yield rGO functionalized with the dopamine derivative. The chemical reactivity of the alkynyl function was demonstrated by post-functionalization with two thiolated precursors, namely 6-(ferrocenyl)hexanethiol and 1H,1H,2H,2H-perfluorodecanethiol. X-ray photoelectron spectroscopy, UV/Vis spectrophotometry, Raman spectroscopy, conductivity measurements, and cyclic voltammetry were used to characterize the resulting surfaces.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Click Chemistry
  • Dopamine / chemistry*
  • Graphite / chemistry*
  • Nanocomposites / chemistry
  • Oxidation-Reduction
  • Oxides / chemistry
  • Sonication
  • Sulfhydryl Compounds / chemistry*
  • Temperature

Substances

  • Alkynes
  • Oxides
  • Sulfhydryl Compounds
  • Graphite
  • Dopamine