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Home  >  Journal list  >  Polymer Journal  >  Vol.40  No.3 (2008)  >  pp.217-222

Polymer Journal
<<Previous article Vol.40  No.3 (2008)   pp.217 - 222 Next article>>

Tailor-Made Amphiphilic Biodegradable Polymer-Gels: 1. Gel Preparation via Controlled Ring-opening Polymerization Using Glucopyranoside As Initiator and Subsequent Coupling with α,ω-Bifunctional PEG

Yutaka Morikawa1), Hiromi Kinoshita1), Masumi Asahi2), Akinori Takasu1) and Tadamichi Hirabayashi1)
1) Graduate School of Engineering, Nagoya Institute of Technology
2) Nagoya Municipal Industrial Research Institute

ABSTRACT:  Novel amphiphilic and biodegradable gels composed of glucopyranoside, poly (ε-caprolactone) (PCL, n=25–63), and poly (ethylene glycol) (PEG, m=3) were synthesized. Methyl 2,3-di-O-benzyl-α-D-glucopyranoside was used as an initiator for ring-opening polymerization (ROP) of ε-caprolactone (ε-CL). The primary hydroxyl group (6-OH) in the above sugar derivative acted chemoselectively as the initiator for living ROP of ε-CL, yielding sugar-headed PCL with various lengths of PCL-chains. The polymerization temperature (60 °C) is very important to suppress the competitive initiation reaction from the secondary hydroxyl group (C4-OH). In order to prepare the cross-linker, both α and ω-termini of PEO (n=3 and 23) were converted to dicarboxylic chlorides, which actually acted as a coupling reagent for tailor-made amphiphilic biodegradable gel having a sequence of “Sugar-PCL–PEG–PCL-Sugar.”

D-Glucose/ Poly(ε-caprolactone) (PCL)/ Poly(ethylene glycol) (PEG)/ Biodegradability/ Amphiphilic Gel

Published online: March 14, 2008
© Copyright, 2008 by The Society of Polymer Science, Japan

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