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

Pinar Sinem Omurtag, Ufuk Saim Gunay, Aydan Dag, Hakan Durmaz, Gurkan Hizal, Umit Tunca*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

The Diels-Alder reaction as a click reaction strategy is applied to the preparation of well-defined polycarbonate (PC)-block copolymers. A well-defined α-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 α-furan protected maleimide-terminated-poly(ethylene glycol) (PEG11-MI or PEG 37-MI), -poly(methyl methacrylate) (PMMA26-MI), and -poly(ε-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.

Original languageEnglish
Pages (from-to)2252-2259
Number of pages8
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume51
Issue number10
DOIs
Publication statusPublished - 15 May 2013

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(ε-caprolactone)
  • maleimide-terminated poly(ethylene glycol)
  • maleimide-terminated poly(methyl methacrylate)

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