Add time:08/25/2019         Source:sciencedirect.com

The uncatalyzed reaction of p-tolyl isocyanate (p-TI) with water in N,N-dimethylformamide (DMF) was investigated by high performance liquid chromatography (HPLC). The reactions were carried out at different temperatures from 293 K to 323 K, using various molar ratios of water to p-TI. DMF, as a special amide, was proved to be an efficient catalyst for water–isocyanate reaction. Under the reaction conditions in this study, substituted urea was the only final product observed. An appreciable amount of intermediate p-toluidine was detected. Concentrations of the isocyanate group as well as the amine and urea were determined as a function of time. New kinetic equations were deduced for each of the substance on the basis of a multistep mechanism, instead of a simple second order reaction as usual. Kinetic constants were calculated using the software MATLAB. Furthermore, the effects of temperature and concentrations of reactants on the reaction rate and amine content were discussed. The activation energy of each step was also determined.

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