pH-driven, reversible epoxy ring opening/closing in graphene oxide

Oxygen functional groups (OFGs) in graphene oxide (GO) are responsible for the unique optical, electrical, magnetic as well as ionic, liquid and gaseous transport properties. In the present study, we have discovered reversible epoxide opening/closing reactions in GO upon alkaline and acid treatments, respectively, under ambient conditions. We suggest that unique properties of GO including stability of the carbocation and fast proton migration on the surfaces enable the unusual pH-driven epoxide ring opening/closing reactions. Our experimental results indicate that an irreversible epoxy formation observed in base-treated GO under flux conditions is due to the decomposition of the vic-diol groups formed by epoxy ring opening in alkaline solutions. A high concentration of basal plane epoxides is a remarkable feature of GO. Thus, the reversible epoxy formation should be an important part of our understanding of reactivity and properties of GO. For example, the epoxy ring opening can be a mechanism for anomalous photoluminescent (PL) quenching of GO dispersions in alkaline conditions.