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November 15, 2019Journal of Polymer Science Part A Polymer Chemistry

Synthesis and cationic ring‐opening polymerization of oxetane monomer containing five‐membered cyclic carbonate moiety via highly chemoselective addition of CO 2

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Authors

NANaoto AoyagiTETakeshi Endo

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Overview

Polymer synthesis study demonstrates chemoselective CO2 addition to oxetanes yielding high-molecular-weight polyoxetanes, indicating an efficient pathway to functionalized materials.

Key Points

  • To synthesize oxetane monomers carrying five-membered cyclic carbonate groups via chemoselective CO2 fixation and investigate their subsequent cationic ring-opening polymerization.
  • Catalyzed the reaction of CO2 with epoxy-containing oxetanes under ambient pressure and mild conditions using bicyclic amidinium iodide.
  • Conducted cationic ring-opening homopolymerization and copolymerization with bisoxetane monomers using boron trifluoride diethyl ether.
  • Characterized polymer structures and thermal properties using 1H-NMR, size exclusion chromatography, thermogravimetric analysis, and differential scanning calorimetry.
  • Bicyclic amidinium iodide catalyzed the quantitative and highly chemoselective conversion of epoxy-oxetane and CO2 into five-membered cyclic carbonate oxetane monomers.
  • Boron trifluoride diethyl ether-initiated ring-opening polymerization generated linear cyclic carbonate-functionalized polyoxetanes in high yield with higher molecular weights than corresponding polyepoxides.
  • Cationic copolymerization with bisoxetane monomers successfully yielded insoluble, cyclic carbonate-functionalized crosslinked polyoxetane networks.

Cite This Study

Aoyagi et al. (2019) studied this question.

synapsesocial.com/papers/6a9adeb43b3dba558f589918https://doi.org/10.1002/pola.29541
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