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Synthesis, characterization, and micellization of an epoxy-based amphiphilic diblock copolymer of e-caprolactone and glycidyl methacrylate by enzymatic ring-opening polymerization and atom transfer radical polymerization



Synthesis, characterization, and micellization of an epoxy-based amphiphilic diblock copolymer of e-caprolactone and glycidyl methacrylate by enzymatic ring-opening polymerization and atom transfer radical polymerization



Journal of polymer science Part A Polymer chemistry15 45(22): 5037-5049



Amphiphilic diblock copolymer polycaprolactone-block-poly(glycidyl methacrylate) (PCL-b-PGMA) was synthesized via enzymatic ring-opening polymerization (eROP) and atom transfer radical polymerization (ATRP). Methanol first initiated eROP of e-caprolactone (e-CL) in the presence of biocatalyst Novozyme-435 under anhydrous conditions. The resulting monohydroxyl-terminated polycaprolactone (PCL-OH) was subsequently converted to a bromine-ended macroinitiator (PCL-Br) for ATRP by esterification with l-bromopropionyl bromide. PCL-b-PGMA diblock copolymers were synthesized in a subsequent ATRP of glycidyl methacrylate (GMA). A kinetic analysis of ATRP indicated a living/controlled radical process. The macromolecular structures were characterized for PCL-OH, PCL-Br, and the block copolymers by means of nuclear magnetic resonance, gel permeation chromatography, and infrared spectroscopy. Differential scanning calorimetry and wide-angle X-ray diffraction analyses indicated that the copolymer composition (e-CL/GMA) had a great influence on the thermal properties. The well-defined, amphiphilic diblock copolymer PCL-b-PGMA self-assembled into nanoscale micelles in aqueous solutions, as investigated by dynamic light scattering and transmission electron microscopy. pb 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 5037-5049, 2007

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Accession: 017234925

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DOI: 10.1002/pola.22000


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