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Issue 126, 2015
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Formation and chemistry of carboxylic anhydrides at the graphene edge

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Abstract

Using graphene for a wide range of applications often requires delicate chemical processing and functionalisation. Here we first report the synthesis of graphene nanoflakes with carboxylic acid groups at the graphene edges from multi-wall carbon nanotube materials. Using this material we then show that highly reactive carboxylic anhydride groups exist in dynamic equilibrium with the carboxylic acids in aqueous dispersion. Heating in vacuum shifts the equilibrium as about 80% of the carboxylic acid groups transform to the anhydrides. These new insights into graphene chemistry enable us to develop a simple, straight-forward chemical functionalisation protocol for graphene making use of the anhydrides. The graphene nanoflakes were found to react readily with amine nucleophiles in aqueous dispersion to yield the corresponding amides. The new protocol allows us to alter the zetapotential of the graphene nanoflakes and to decorate the graphene edges with gold nanoparticles. Due to its simplicity, we expect this procedure to find wide-spread use in the chemical functionalisation of graphene and to enable new graphene-based applications.

Graphical abstract: Formation and chemistry of carboxylic anhydrides at the graphene edge

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Supplementary files

Article information


Submitted
04 Nov 2015
Accepted
01 Dec 2015
First published
07 Dec 2015

RSC Adv., 2015,5, 104198-104202
Article type
Communication
Author version available

Formation and chemistry of carboxylic anhydrides at the graphene edge

M. Rosillo-Lopez, T. J. Lee, M. Bella, M. Hart and C. G. Salzmann, RSC Adv., 2015, 5, 104198
DOI: 10.1039/C5RA23209K

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