A convenient method for the synthesis of amine-terminated poly(ethylene oxide) and poly(epsilon-caprolactone).
A convenient synthetic route to prepare amine-terminated poly(ethylene oxide) (PEO) and poly(epsilon-caprolactone) (PCL) was described. The strategy involved two-step reactions, the condensation of hydroxyl-terminated PEO and PCL with N-benzyloxycarbonyl amino acid followed by the catalytic hydrogenation under mild conditions. NMR and GPC measurements indicated that the reactions proceeded nearly quantitatively. Amine-terminated PEO thus prepared was used to initiate the polymerization of alpha-(N(epsilon)-benzyloxycarbonyl-L-lysine) N-carboxy anhydride [lys(Z)-NCA], and the results confirmed that the reactivity of the amino group was high.
Lu
Feng-Zhu
FZ
Department of Polymer Science & Engineering, College of Chemistry, Peking University, Beijing 100871, China.
Xiong
Xiang-Yuan
XY
Li
Zi-Chen
ZC
Du
Fu-Sheng
FS
Zhang
Bao-Yan
BY
Li
Fu-Mian
FM
D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D001672:Biocompatible Materials / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D008722:Methods; D011091:Polyesters / Q000138:chemical synthesis*; D011092:Polyethylene Glycols / Q000138:chemical synthesis*
D000588:Amines; D001672:Biocompatible Materials; D011091:Polyesters; C405621:poly(epsilon-caprolactone-co-ethylene oxide); C016240:polycaprolactone; D011092:Polyethylene Glycols