Abstract
The effect of the nature of alcohol, namely ethanol (EtOH), hydroxyethyl propionate (EPOH) and 2-hydroxypropyl propionate (PPOH), on the catalytic properties of Fe(acac) 3 and Cu(acac) 2 is evaluated in the formation of mono- and diurethanes from hexamethylenediisocyanate (HDI). The highest turnover rate,77 h −1, was observed with the reaction between HDI and PPOH catalysed by Fe(acac) 3, which also afforded a diurethane selectivity of 100%. Similar experiments conducted with a commercial catalyst, dibutyltin dilaurate (DBTDL), show that for the same reaction conditions, no diurethane adduct is formed and that the turnover rate is lower (19 h −1). A discussion concerning the probable active species is made in order to explain the activity, kinetic and selectivity results.
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