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Diels‐alder click reaction for the preparation of polycarbonate block copolymers
Authors:Pinar Sinem Omurtag  Ufuk Saim Gunay  Aydan Dag  Hakan Durmaz  Gurkan Hizal  Umit Tunca
Institution:Department of Chemistry, Istanbul Technical University, Maslak, Istanbul 34469, Turkey
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 PEG37‐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. © 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 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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