Kinetics of urethane formation from isophorone diisocyanate: The catalyst and solvent effects

Abstract

The dependence of the kinetic parameters of urethane formation in the reaction between isophorone diisocyanate and alcohols of different structure (n-propanol, isopropanol, propargyl alcohol, 1,3-diazidopropan-2-ol, and phenol) in diluted solutions on the natures of solvent (toluene, carbon tetrachloride) and catalyst (dibutyltin dilaurate, diazobicyclooctane) was found using an original IR spectroscopic procedure. The ratio of the apparent rate constants for the reactions involving the aliphatic and cycloaliphatic NCO groups of isophorone diisocyanate was determined, and the efficiency of catalysis in these reactions was estimated. The reaction conditions under which the difference between the reactivities of isocyanate groups can reach 40 were determined.