Abstract
A new synthetic method of six-membered cyclic carbonates is presented. Different 1,3-bis(alkoxycarbonyloxy)propanes obtained from 1,3-diols and diethyl or dimethyl carbonate were subjected to disproportionation at 200—350°C in the presence of colloidal silica or Sn(II) stearate leading to 1,3-dioxan-2-ones. The disproportionation was carried out in gaseous and liquid phases. The presented method was especially useful for preparation of six-membered mono- and biscyclic carbonates from polyfunctional alcohols such as trimethylolpropane, pentaerythritol and trimethylolpropane dimer. The structure of the polymers obtained from 5-methyl-1,3-dioxan-2-one and 5-ethyl-5-methoxycarbonyloxymethyl-1,3-dioxan-2-one in the presence of different catalysts were analyzed using MALDI-TOF mass spectrometry.
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Rokicki, G., Kowalczyk, T. & Glinski, M. Synthesis of Six-Membered Cyclic Carbonate Monomers by Disproportionation of 1,3-Bis(alkoxycarbonyloxy)propanes and Their Polymerization. Polym J 32, 381–390 (2000). https://doi.org/10.1295/polymj.32.381
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DOI: https://doi.org/10.1295/polymj.32.381