H-1-NMR STUDY OF THE REACTION OF DIACETYLMELAMINE WITH OXIRANES

The reaction of 1 mole of melamine with 2 moles of acetic anhydride le ads to diacetylmelamine (DAM), which is a mixture of two constitutiona l isomers: 90% N,N'-DAM and 10% N,N-DAM. The reaction of 1 mole of DAM with 1-8 moles of oxiranes (ethylene and propylene oxides) was studie d by H-1 NMR spectroscopy. At the molar ratio of substrates 1: similar to 2, no N,N'-diacetyl-N,N'-bis(2-hydroxyalkyl)melamine was formed, b ut the product of its intramolecular rearrangement, N,N'-bis(2-acetylo xyalkyl)melamine, was found. The latter reacted with the excess of oxi ranes to appropriate tetrafunctional polyetherols containing s-triazin e rings.