Thermal and kinetic analyses on Michael addition reaction of acrylic acid

Abstract

The purpose of this study is to obtain a better understanding of Michael addition reaction (MAR) which may induce runaway polymerization of acrylic acid. The heat of MAR was measured using a C80 Calvet-type heat flux calorimeter, and products of MAR were revealed by gel permeation chromatography. The reaction rate constant of MAR was obtained from kinetic analysis. In high-sensitivity calorimetry, a low rate of heat release due to MAR was detected. The heat of MAR was 109 J g -1 and conversion of acrylic acid to Michael adducts was 82 mass%. The products of MAR were acrylic acid dimers, trimers and tetramers. The reaction order was 2.5th, and the overall reaction rate constant was k = 3.52 9 10 3 9 exp (-1.18 9 10 5 /T [K]) L 1.5 mol -1.5 s -1 . The activation energy of MAR was 98.0 kJ mol -1 , which was similar in value to that of dimerization in previous studies. This indicated that dimer formation is the dominant reaction in MAR.

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