Journal of Chemical Engineering of Japan, Vol.34, No.3, 388-395, 2001
Synthesis and radical polymerization kinetics of amphiphilic methacrylic monomers having 2-[p-(1,1,3,3-tetramethyl-butyl)phenoxy-polyethoxy]ethyl group
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 diimide as a dehydrating reagent in dichloromethane, Synthesized monomers were characterized using an NMR spectrometer and an IR spectrometer, From the H-1-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 degreesC 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.
Keywords:2-[p-(1,1,3,3-tetramethyl-butyl)phenoxy-polyethoxy]ethyl methacrylate;radical polymerization kinetics;viscosity;amphiphilic macromonomer;termination rate constant