Abstract
AbstractThe kinetics of the epoxidation reaction between metachloroperbenzoic acid (MCPBA) and poly‐(trans‐1,4‐butadiene), (PTBD), crystals in toluene suspension was investigated in the 6–21°C range using infrared spectroscopy. Crystals of PTBD with M̄n = 36,000 grown from heptane and from toluene solutions and crystals of PTBD with M̄n = 5500 grown from heptane were studied. For toluene‐grown crystals the total number of double bonds available for reaction increases with reaction temperature. For all preparations studied the epoxidation reaction is initially second‐order—first‐order with respect to [MCPBA] and first‐order with respect to the concentration of the available double bonds. The second‐order rate constant is found to be dependent on temperature, on molecular weight, and also on the crystal preparation conditions. The bromination of PTBD crystals was studied in CCl4 suspension at 0°C; this reaction was found to be complete within 1 hr with the fraction of double bonds brominated consistent with the epoxidation results. The IR spectra for dried mats of brominated and of epoxidized PTBD crystals were obtained: Changes in the amorphous band at 1335 cm−1 due to reaction of double bonds at crystal surfaces were observed. The results of this investigation are discussed in terms of the amorphous content of the PTBD lamellas.
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