Synthesis and Behavior of Hexamethylenetetramine-Based Ionic Liquids as an Active Ingredient in Latent Curing Formulations with Ethylene Glycol for DGEBA

Molecules. 2023 Jan 16;28(2):892. doi: 10.3390/molecules28020892.

Abstract

The paper presents the preparation of new ionic liquids based on hexamethylenetetramine with bis(trifluoromethanesulfonyl)imide and dicyanamide anion, which were characterized in detail in terms of their purity (Ion Chromatography) and thermal properties (Differential Scanning Calorimetry), as well as stability. The obtained substances were used to develop curing systems with ethylene glycol, which were successfully tested for their application with bisphenol A diglycidyl ether molecule. In addition, the curing process and its relationship to the structure of the ionic liquid are characterized in detail. The research showed that hexamethylenetetramine-based new ionic liquids can be successfully designed using well-known and simple synthetic methods-the Delepine reaction. Moreover, attention was paid to their stability, related limitations, and the application of hexamethylenetetramine-based ionic liquids in epoxy-curing systems.

Keywords: composites; curing agent; epoxy resin; ethylene glycol; hexamethylenetetramine; ionic liquids.

MeSH terms

  • Epoxy Compounds / chemistry
  • Ethylene Glycol
  • Ionic Liquids* / chemistry
  • Methenamine

Substances

  • Ionic Liquids
  • 2,2-bis(4-glycidyloxyphenyl)propane
  • Methenamine
  • Ethylene Glycol
  • Epoxy Compounds