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Preparation,characterization, and porperties of optically active poly(α-methyl-α-ethyl-β-propiolactones)
Authors:Daniel Grenier  Robert E Prud'Homme  Alain Leborgne  Nicolas Spassky
Abstract:S(?) and R(+) enantiomers of α-methyl-α-ethyl-β-propiolactone (MEEPL) were prepared in an eight-step synthesis with respective optical purities of 99 and 97% determined by 1H-NMR (250 MHz) spectroscopy. Polymers (PMEPL) of different enatiomeric compositions were prepared with an anionic-type initiator. Substantial differences in physical properties were observed between the racemic and optically pure polymers; for example, the melting point of the latter is 42°C higher than that of the former. Chiroptical properties of PMEPLs are reported. The 13C-NMR (100.62 MHz) spectra of the polymers indicated that the distribution of configurational units in the macromolecular chain is random.
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