Nanoclay-Mediated Epoxidation of HTPB Using In-Situ-Generated Dimethyl Dioxirane

This paper reports on the epoxidation of hydroxyl-terminated polybutadiene (HTPB) using in-situ-generated dimethyl dioxirane (DMD) as an oxidant and nanoclay as a phase-transfer catalyst (PTC) at 25° C. The aim was to consider in detail the functionality of isomeric C=C bonds under different reaction circumstances combining reaction time and different percentages of PTC/oxone (w/w). The data revealed the selectivity in the oxidation of cis double bonds in comparison with trans and vinyl ones. The products were characterized using 1H-NMR, 13C-NMR and FT-IR; no side-reactions were observed. In addition, it was found that the hydroxyl group of the polymer chain remained unaffected in the epoxidation reaction although no conditional controls were implemented. It was proven that this method is easy and convenient and that the reaction conditions are straightforward.

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