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Home  >  Journal list  >  Polymer Journal  >  Vol.32  No.5 (2000)  >  pp.381-390

Polymer Journal
<<Previous article Vol.32  No.5 (2000)   pp.381 - 390 Next article>>

Synthesis of Six-Membered Cyclic Carbonate Monomers by Disproportionation of 1, 3-Bis(alkoxycarbonyloxy)propanes and Their Polymerization

Gabriel ROKICKI1), Tomasz KOWALCZYK1) and Marek GLINSKI1)
1) Warsaw University of Technology, Faculty of Chemistry, ul. Noakowskiego 3, 00 664 Warsaw, Poland

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.


Keyword:
Six-Membered Cyclic Carbonates/ Disproportionation of 1/ 3-Bis (alkoxycarbonyloxy)-propanes/ Ring Opening Polymerization of Cyclic Carbonates

Published online: June 29, 2001
© Copyright, 2000 by The Society of Polymer Science, Japan

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