TY - JOUR
T1 - Diels-alder click reaction for the preparation of polycarbonate block copolymers
AU - Omurtag, Pinar Sinem
AU - Gunay, Ufuk Saim
AU - Dag, Aydan
AU - Durmaz, Hakan
AU - Hizal, Gurkan
AU - Tunca, Umit
PY - 2013/5/15
Y1 - 2013/5/15
N2 - 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.
AB - 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.
KW - Diels-Alder click reaction
KW - H NMR spectroscopy
KW - aliphatic polycarbonate (PC)
KW - anthracene terminated polycarbonate
KW - block copolymer
KW - click reactions
KW - gel permeation chromatography (GPC)
KW - maleimide-terminated poly(ethylene glycol)
KW - maleimide-terminated poly(methyl methacrylate)
KW - maleimide-terminated poly(ε-caprolactone)
UR - https://www.scopus.com/pages/publications/84876002195
U2 - 10.1002/pola.26608
DO - 10.1002/pola.26608
M3 - Article
AN - SCOPUS:84876002195
SN - 0887-624X
VL - 51
SP - 2252
EP - 2259
JO - Journal of Polymer Science, Part A: Polymer Chemistry
JF - Journal of Polymer Science, Part A: Polymer Chemistry
IS - 10
ER -