Abstract
The urethane reaction of symmetrical diisocyanate 1,3-diazetidine-2,4-dione (uretdione) with 4-(tetrahydro-pyran-2-yloxy)-butan-1-ol (mono-THP ether) was carried out in chlorobenzene with 1,4-diazabicyclo [2.2.2] octane (DABCO) or dibutyltin dilaurate (DBTDL) as catalyst. Analysis of the second-order rate constants of those systems indicated that k followed the order of DABCO>DBTDL. Then the kinetics of the urethane reaction was studied by means of in situ FT-IR. Due to a greater distance apart of the two isocyanate groups in the molecule, there was no significant reactivity difference between them. Finally, activation energy, activation enthalpy, and activation entropy for the catalyzed reaction were also determined, followed by a discussion of the reaction mechanism.
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