D. T. Williamson, B. D. Mather and T. E. Long Oxidation and epoxidation of poly(1,3-cyclohexadiene) Journal of Polymer Science Part A: Polymer Chemistry 41
Poly(1,3-cyclohexadiene) (PCHD) derivatives were synthesized via facile chemical modification reactions of the residual double bond in the repeat unit. The oxidation and degradation of PCHD was investigated to enable subsequent controlled epoxidation reactions. The oxidative degradation, demonstrated by gel permeation chromatography (GPC) and 1H NMR spectroscopy, was attributed to main-chain scission. PCHD was quantitatively epoxidized in the absence of deleterious oxidation with meta-chloroperoxybenzoic acid. The thermooxidative stability of the epoxidized polymer was compared to that of the PCHD precursor, and the epoxidized PCHD exhibited an initial weight loss at 250 °C in oxygen, which was 140 °C higher than the temperature for PCHD.
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