Synthesis of Saccharide-Terminated Poly(ε-caprolactone) via Michael Addition and ‘Click’ Chemistry

✍ Scribed by Ning Xu; Feng-Zhu Lu; Fu-Sheng Du; Zi-Chen Li

• Book ID: 102490681
• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 311 KB
• Volume: 208
• Category: Article
• ISSN: 1022-1352
• DOI: 10.1002/macp.200600533

✦ Synopsis

Abstract

Maleimido‐terminated PCL (M‐PCL) and alkyne‐terminated PCL (A‐PCL) are prepared by the ring‐opening polymerization of ε‐caprolactone with N‐hydroxyethyl maleimide and 4‐pentyn‐1‐ol as initiators catalyzed by tin(II) trifluoromethane sulfonate at 25 °C, respectively. A series of saccharide‐terminated PCLs have also been synthesized under mild conditions by two chemical strategies: 1). Michael addition of M‐PCL and amino‐containing maltose, and 2). a ‘click’ reaction of A‐PCL and azide‐containing saccharide. The amphiphilic nature of these maltose‐terminated PCLs make self‐assembly into aggregates in water possible. These aggregates have been characterized by transmission electron microscopy and dynamic light scattering measurements.

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