Abstract

In the last decades, organic azides haven proven to be very useful precursors in organic chemistry, for example in 1,3-dipolar cycloaddition reactions (click-chemistry). Likewise, azides can be introduced into graphene oxide with an almost intact carbon framework, namely oxo-functionalized graphene (oxo-G1), which is a highly oxidized graphene derivative and a powerful precursor for graphene that is suitable for electronic devices. The synthesis of a graphene derivative with exclusively azide groups (graphene azide) is however still a challenge. In comparison also hydrogenated graphene, called graphene or halogenated graphene remain challenging to synthesize. A route to graphene azide would be the desoxygenation of azide functionalized oxo-G1. Here we show how treatment of azide functionalized oxo-G1 with HCl enlarges the π-system and removes strongly adsorbed water and some oxo-functional groups. This development reflects one step towards graphene azide.

Highlights

  • Graphene is a 2D nanomaterial consisting out of exclusively sp2 hybridized carbon atoms arranged in a honeycomb lattice

  • Azides can be introduced into graphene oxide with an almost intact carbon framework, namely oxo-functionalized graphene, which is a highly oxidized graphene derivative and a powerful precursor for graphene that is suitable for electronic devices

  • While graphene oxide is known for a long time, graphene decorated with exclusively azide groups is completely unknown

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Summary

Introduction

Graphene is a 2D nanomaterial consisting out of exclusively sp hybridized carbon atoms arranged in a honeycomb lattice. The oxidation of graphite is known to yield graphene oxide in high yield, lattice defects due to over-oxidation hamper the development of its controlled chemistry. Oxo-functionalized graphene (oxo-G1) bears defined amounts of lattice defects and they play a minor role and surface chemistry is enabled. Hydroxyl and azide functionalized graphene was produced with hydroxyl groups in majority. The synthesis of other “pure” derivatives, like graphane (fully hydrogenated graphMeonleecu)le[s1260,115,72]0a, pnadgeg–praagpe hene halides are still challenging [18,19]. Such structures, except graphane, woulodf ootnhleyr “bpeuarre”adnersivpa2t-icvaersb, loikne lgartatpicheanwe i(tfuhlloynhlyydraogseinnagtleed tgyrpapehoenf ef)u[1n6c,t1i7o]naanldggrroapuhpenaetthaaclhideeds to a sp3-caarrebostnillacthoamll.enItgicnagn[1b8e,1e9x]p.

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