Abstract
Fragmentation patterns in the electron impact (EI) mass spectra of a series of 5-substituted 1,3,5- triazin-2-ones, prepared from the reaction of dimethylolurea with selected primary amines, have been elucidated using a combination of high-resolution, comparative low-resolution and metastable peak analysis. In addition to characteristic fragmentations, in which the triazine nucleus remains intact, the 5-substituted 1,3,5-triazin-2-ones appear to exhibit a series of extrusion/ring-contraction processes, resulting in the formation of 3- and 4-membered ring fragments. Resonance-stabilised even-electron ions, arising, in each case, from loss of a hydrogen atom from the molecular ion, are considered pivotal in the formation of these heterocyclic fragments.
Highlights
The emission of formaldehyde from urea-formaldehyde (UF) resins[1] may be reduced by decreasing the formaldehyde content[2] and adding cross-linking agents such as ammonia or melamine during the resinification process
The inclusion of ammonia has been found to result in the formation of triazine-urea-formaldehyde resins, the presence of three reactive sites in the triazine nucleus permitting cross-linking.[3]
Part of a study of UF resins,[5] we have prepared a series of 5-substituted 1,3,5-triazin-2-ones and, here, we discuss the electron impact (EI) mass spectra of the latter systems
Summary
The emission of formaldehyde from urea-formaldehyde (UF) resins[1] may be reduced by decreasing the formaldehyde content[2] and adding cross-linking agents such as ammonia or melamine during the resinification process. The inclusion of ammonia has been found to result in the formation of triazine-urea-formaldehyde resins, the presence of three reactive sites in the triazine nucleus permitting cross-linking.[3] While the mass spectra of 1,3,5-triazines have been investigated,[4] to our knowledge, no such studies of 1,3,5-triazin-2-ones have been reported. Part of a study of UF resins,[5] we have prepared a series of 5-substituted 1,3,5-triazin-2-ones and, here, we discuss the electron impact (EI) mass spectra of the latter systems.
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