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.

Highlights

  • Photoinitiated polymerization uses the energy of light for rapid conversion of monomers to solid polymeric products

  • The merocyanine dyes, 5-(4-substituted-arylidene)-1,3-dimethylpyrimidine-2,4,6-triones, synthesized in our laboratory according to the method described by

  • The were synthesized in our laboratory according to the method described by Würthner and Yaowere

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Summary

Introduction

Photoinitiated polymerization uses the energy of light for rapid conversion of monomers to solid polymeric products. The term photopolymerization implies that light absorption is crucial for the initiation step of a radical, cationic, or anionic chain reaction producing a macromolecule. The absorption of one photon may start the reaction of up to 105 monomeric units [1,2]. UV light is usually needed to initiate the unimolecular fragmentation of a precursor. To extend this concept far into the visible region of the spectrum, a sensitizer needs to be added to the initiator

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