Synthesis and Radical Polymerization Kinetics of Amphiphilic Methacrylic Monomers Having 2-[p-(1,1,3,3-Tetramethyl-Butyl)Phenoxy-Polyethoxy]Ethyl Group

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To produce amphiphilic polymer particles which have 2-[p-(1,1,3,3-tetramethyl-butyl)phenoxy-polyethoxy] ethyl groups for immobilizing enzymes, amphiphilic methacrylic monomers having a 2-[p-(1,1,3,3-tetramethyl-butyl)phenoxy-polyethoxy]ethyl group were synthesized. Methacrylic acid and 2-[p-(1,1,3,3-tetramethyl-butyl)phenoxy-polyethoxy]ethanol were esterified using N, N-dicyclohexylcarbodiimide as a dehydrating reagent in dichloromethane. Synthesized monomers were characterized using an NMR spectrometer and an IR spectrometer. From the 1H-NMR spectra of the partially purified products, the yields of the 2-[p-(1,1,3,3-tetramethyl-butyl)phenoxy-polyethoxy]ethyl methacrylates with various polyethoxy group chain lengths were all higher than 75%. Their radical polymerization behavior in chloroform at 60°C was also studied using the NMR spectrometer. The rate of MAX-n polymerization is proportional to the 1.23th power of the monomer concentration. This was because the increase in the number n of the ethylene oxide units increases considerably the viscosity of the reaction mixture and prevents the termination reaction.
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