Highly effective sensitizers based on merocyanine dyes for visible light initiated radical polymerization

Abstract

The 5-(4-substituted-arylidene)-1,3-dimethylpyrimidine-2,4,6-triones were tested as visible light sensitizers for phenyltrialkylborate salts applied to initiate polymerization processes. The initiation occurs as a result of photoinduced electron transfer from the borate salt to the merocyanine dye. The main factor that facilitates the step of the reaction is the free energy change for electron transfer. Its value is favorable according to the reduction properties of the dyes influenced by the type of amino groups and the oxidation potentials of the borate salts. The observed bleaching of the dyes during photopolymerization affects the yield of both the alkyl radical and sensitizer-based radical formation and thus the efficiency of the photopolymerization.