B. Tomita et Cy. Hse, ANALYSIS ON COCONDENSATION OF MELAMINE AN D UREA THROUGH C-13 ENRICHED FORMALDEHYDE WITH C-13 NUCLEAR-MAGNETIC-RESONANCE SPECTROSCOPY, Mokuzai Gakkaishi, 41(5), 1995, pp. 490-497
The urea-formaldehyde (UF) resins, melamine-formaldehyde (MF) resins,
and melamine-urea-formaldehyde (MUF) cocondensed resins were synthesiz
ed using the labeling method with C-13 enriched formaldehyde under neu
tral conditions and their C-13-NMR (nuclear magnetic resonance) spectr
a were analyzed. The remarkable down-field shifts by 1.2 to 2.7 ppm of
the corresponding signals of UF and MUF resins were recognized by the
addition of water to the DMSO-d6 solution of NMR samples. According t
o the results, the chemical shifts were corrected by measurements of D
MSO-d6 solution free of water. The formation of cocondensed methylene
linkages was induced mainly by the reaction of methylol groups of mela
mine and primary amino groups of urea residue, and that of cocondensed
dimethylene ether linkages was apt to take place in the case of a sho
rtage of primary amino groups of urea residue. In the reaction of meth
ylolurea and dimethylolmelamine, methylol groups of urea residue also
were found to react with the primary amino group of methylolmelamine t
o form cocondensed methylene linkages.