Diels-alder click reaction for the preparation of polycarbonate block copolymers

Omurtag P. S., Günay U. S., DAG A., DURMAZ H., HIZAL G., TUNCA Ü.

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, vol.51, no.10, pp.2252-2259, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 51 Issue: 10
  • Publication Date: 2013
  • Doi Number: 10.1002/pola.26608
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2252-2259
  • Keywords: aliphatic polycarbonate (PC), anthracene terminated polycarbonate, block copolymer, click reactions, Diels-Alder click reaction, gel permeation chromatography (GPC), H NMR spectroscopy, maleimide-terminated poly(epsilon-caprolactone), maleimide-terminated poly(ethylene glycol), maleimide-terminated poly(methyl methacrylate), RING-OPENING POLYMERIZATION, CYCLIC CARBONATE, RADICAL POLYMERIZATION, POLY(ETHYLENE GLYCOL), GRAFT-COPOLYMERS, STAR POLYMERS, METAL-FREE, FUNCTIONALIZATION, CONSTRUCTION, TERPOLYMERS
  • Istanbul Technical University Affiliated: Yes


The Diels-Alder reaction as a click reaction strategy is applied to the preparation of well-defined polycarbonate (PC)-block copolymers. A well-defined -anthracene-terminated polycarbonate (PC-anthracene) is prepared using 9-anthracene methanol as an initiator in the ring opening polymerization of benzyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate in CH2Cl2 at room temperature for 5 h. Next, a well-defined -furan protected maleimide-terminated-poly(ethylene glycol) (PEG11-MI or PEG37-MI), -poly(methyl methacrylate) (PMMA26-MI), and -poly(epsilon-caprolactone) (PCL27-MI) were clicked with the PC-anthracene at reflux temperature of toluene to yield their corresponding PC-based block copolymers (PC-b-PEG, PC-b-PMMA, and PC-b-PCL). The homopolymer precursors and their block copolymers were characterized by using the GPC, NMR and UV analysis. (c) 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013, 51, 2252-2259