KINETIC-MODEL FOR THE ACID-CATALYZED FORMATION OF DIFURFURYLDIAMINES FROM FURFURYLAMINE AND ALDEHYDES

The effects of temperature, acid concentration, and reactant concentra tion on the rate of formation of difurfuryldiamines from the reactions of furfurylamine with formaldehyde and acetaldehyde were experimental ly investigated. On the basis of the data from these experiments, a se mimechanistic reaction model network was proposed and a mathematical m odel which describes the observed kinetic behavior was derived. Rate c onstants for the model reactions were found to depend exponentially bo th on the reciprocal of the absolute temperature and on the acid conce ntration. The mathematical model predicts concentration versus time pr ofiles for reactants, intermediate, and product for the reaction of fu rfurylamine and acetaldehyde under the following conditions: 20 degree s C < temperature < 50 degrees C, 3 M < nominal acid concentration < 6 M, 1.17 M < [furfurylamine] < 1.2 M, and 0.303 M < [acetaldehyde] < 1 .17 M. For the reaction of furfurylamine with formaldehyde the model i s applicable for 30 degrees C < temperature < 50 degrees C, 3 M < nomi nal acid concentration < 6 M, [furfurylamine] = 1.17 M, and [formaldeh yde] = 0.58 M.