Ring-opening oligomerization of propylene carbonate initiated by the bisphenol A/KHCO3 system: A matrix-assisted laser desorption/ionization mass spectrometric study of the oligomers formed

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Abstract

The decarboxylation upon oligomerization of propylene carbonate in the presence, of the bisphenol A/KHCO3 initiating system was studied by means of matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS). Five different series of peaks appeared in the MALDI-TOF MS spectra of the oligomerization mixture. In addition to the chain-extension reaction with the propylene oxide units, the oligomers of all of the propylene oxide units and oligomers containing carbonate end groups condensed. The product of the ollgomerization reaction was hydrolyzed under alkaline conditions. It was found that hydrolyzed oligomers do not carry carbonate groups. The results of the MS studies agreed well with those obtained by 1H and 13C NMR spectroscopies and size-exclusion chromatography (SEC). On the basis of the results of the present investigation, a mechanism for the oligomerization is also proposed.

Original languageEnglish
Pages (from-to)6850-6857
Number of pages8
JournalMacromolecules
Volume34
Issue number20
DOIs
Publication statusPublished - Sep 25 2001

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ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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