Pyrolysis and Mass Spectra of Tris(hydroxyalkyl) Isocyanuratest

Abstract

Studies were made on the relation between the pyrolysis and the decomposition by electron impact of tris (2-hydroxyethyl) isocyanurate (THEIC), tris (2-hydroxypropyl) isocyanurate (THPIC), and tris (2, 3-dihydroxypropyl) isocyanurate (TDHPIC).
These samples were found to decompose thermally via 2-oxazolidinone derivatives to give liquid polymer. THEIC was completely converted into 2-oxazolidinone as the intermediate product in pyrolysis. Activation energies for pyrolysis were calculated from the DTG curves (Table 2).
R: CH₂CH₂OH (THEIC)
CH₂ CH₂CH(0H)CH₃(THPIC)
CH₂CH(OH)CH₂OH(TDHPIC)
In the decomposition by electron impact, the molecular ion peaks were not detected, but the (M+1)+ ion peaks were recognized instead. The base peak and one of the strong peaks in all these samples correspond to (I) and (II), respectively. The fragmentation may take place in three paths. One path starts from fission of a triazine ring of the molecular ion directly. The other two paths result from fissions of triazine rings giving mfe 143 and mle 130 fragment ions as the intermediates (Scheme 5).