A 10 wt % rubber cement was prepared by dissolving regular butyl
rubber in hexanes overnight in a round-bottom flask equipped with
a magnetic stir bar. For reactions that required heating, the flasks
were submerged in a heated oil bath equipped with a thermocouple.
Water, acetone, and, in applicable experiments, methyltrioctylammonium
hydrogen sulfate were added to the reaction flask before addition
of the Oxone and NaHCO3 buffering agent. Oxone and NaHCO3 were mixed in the solid state and placed in the reaction
flask. The addition manner of Oxone and NaHCO3 and the
reaction times were varied in the experiments to obtain optimal conversion.
Aliquots were taken by pipetting out approximately 3 mL of the reaction
mixture at the desired times, and the samples were coagulated into
ethanol. On completion of the reaction, the final product was coagulated
into ethanol, dried, and characterized by 1H NMR spectroscopy.