Triglycidyl isocyanurate isomers

Viktória Vargha, E. Gács-Baitz

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Abstract

Triglycidyl isocyanurate (TGIC) was separated from the resinous reaction product of cyanuric acid and epichlorohydrin by crystallization from methanol. The crystallization fractions were separately characterized by means of functional group analysis, IR‐spectroscopy, high‐resolution 1H‐NMR and 13C‐NMR spectroscopy, simultaneous thermal analysis and DSC. The structure of the two diastereomer racemates of TGIC (β‐TGIC and α‐TGIC) was studied by using high‐resolution NMR spectroscopy and the 1H‐NMR spectra were calculated for both. It was found that the high‐melting fraction (m. p. 156°C) which precipitated from the methanol‐solution relates to the β‐diastereomeric racemate of TGIC. All other methanol‐soluble or slightly soluble fractions crystallized from the methanol solution (melting range 100–103°C) represent the α‐diastereomer racemate of TGIC, with the β‐diastereomer racemate always being present. Recrystallization from methanol always resulted in the presence of both diastereomers. This may indicate the presence of mixed crystals.

Original languageEnglish
Pages (from-to)25-40
Number of pages16
JournalAngewandte Makromolekulare Chemie
Volume228
Issue number1
DOIs
Publication statusPublished - 1995

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ASJC Scopus subject areas

  • Materials Science(all)

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