Preparation of Nitroxide Polymer Brushes and Their Applications in the Synthesis of an Epoxidized Soybean Oil Acrylate as an Inhibitor

Abstract

With polystyrene (PS) microspheres as the matrix and glycidyl methacrylate (GMA) and methyl methacrylate (MMA) as monomers, two polymer brushes including a homopolymer brush of PS–PGMA and a block copolymer brush of PS–P(MMA-b-GMA) were synthesized via surface-initiated activators regenerated by electron-transfer atom-transfer radical polymerization. Furthermore, a ring-opening reaction between epoxy groups in these brushes and hydroxyl groups in 4-hydroxy-2,2,6,6-tetramethylpiperidinooxy (4-OH-TEMPO) was carried out, consequently obtaining nitroxide polymer brushes of PS–PGMA–TEMPO and PS–P(MMA-b-GMA)–TEMPO. The obtained nitroxide polymer brushes were characterized using a variety of analytical techniques. The nitroxide polymer brush as a supported inhibitor was successfully applied in the synthesis of epoxidized soybean oil acrylate (AESO), showing a good inhibiting effect and easy recyclability. Then the supported TEMPO inhibitor (nitroxide polymer brush) and free TEMPO inhibitor (4-OH-TEMPO) were comb...