Journal
MACROMOLECULES
Volume 41, Issue 22, Pages 8620-8625Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ma801452n
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Funding
- National Natural Science Foundation of China [50733003, 20774089]
- Ministry of Sciences and Technology of the People's Republic of China [2006CB933300, 2009CB930300]
- Bairen Program of the Chinese Academy of Sciences
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Novel biodegradable amphiphilic ABC 3-miktoarm star terpolymers composed of poly(epsilon-caprolactone) (PCL), monomethoxy poly(ethylene glycol) (MPEG), and polyphosphoester (PPE) were synthesized by a combination of ring-opening polymerization and click chemistry. MPEG was first end-capped by epoxide ring, which was opened by sodium azide in the presence of ammonium chloride to give modified MPEG bearing reactive azide and hydroxyl groups (MPEG(-OH,-N-3)). Click chemistry was then applied to conjugate alpha-propargyl-omega-acetyl-poly(epsilon-caprolactone) and MPEG(-OH,-N-3), resulting in a diblock copolymer of MPEG and PCL with reactive hydroxyl groups at the junction point (MPEG(-OH)-b-PCL), which further initiated ring-opening polymerization of 2-ethoxy-2-oxo-1,3,2-dioxaphospholane (EEP) under the catalytic action of stannous octoate to obtain the desired well-defined (MPEG) (PCL) (PEEP) 3-miktoarm star terpolymers. Such terpolymers and their intermediates were characterized by H-1 NMR, FT-IR, and gel permeation chromatography. These polymers are expected to be promising vehicles for drug delivery applications.
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