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Acid curing of epoxides: an unexpected mechanism for the reaction of glycidyl esters with acids

Summary

Products from the reaction of acids with glycidyl esters of other acids were analyzed by13C-NMR-spectroscopy and HPLC. Besides the two isomeric structures that are normally formed during the ring-opening of epoxides by acids (α- and \-hydroxy ester), a third structure was observed. This structure was identified by comparative studies as “abnormal” \-hydroxy ester. A mechanism for the reaction of glycidyl esters with acids is postulated.

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Steinmann, B. Acid curing of epoxides: an unexpected mechanism for the reaction of glycidyl esters with acids. Polymer Bulletin 22, 637–644 (1989). https://doi.org/10.1007/BF00718946

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Keywords

  • Polymer
  • Ester
  • HPLC
  • Epoxide
  • Glycidyl