Synthesis and characterization of resorcinarene‐centered amphiphilic A8B4 miktoarm star copolymers based on poly(ε‐caprolactone) and poly(ethylene glycol) by combination of CROP and “click” chemistry |
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Authors: | Chen Gao Ying Wang Pengfei Gou Xia Cai Xiaodong Li Weipu Zhu Zhiquan Shen |
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Affiliation: | 1. Department of Polymer Science and Engineering, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Zhejiang University, , Hangzhou, 310027 People's Republic of China;2. Dongfang Turbine Co. Ltd, , Deyang, 618000 China;3. Affiliated Stomatology Hospital, School of Medicine, Zhejiang University, , Hangzhou, 310006 China |
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Abstract: | Well‐defined amphiphilic A8B4 miktoarm star copolymers with eight poly(ethylene glycol) chains and four poly(ε‐caprolactone) arms (R‐8PEG‐4PCL) were prepared using “click” reaction strategy and controlled ring‐opening polymerization (CROP). First, multi‐functional precursor (R‐8N3‐4OH) with eight azides and four hydroxyls was synthesized based on the derivatization of resorcinarene. Then eight‐PEG‐arm star polymer (R‐8PEG‐4OH) was prepared through “click” reaction of R‐8N3‐4OH with pre‐synthesized alkyne‐terminated monomethyl PEG (mPEG‐A) in the presence of CuBr/N,N,N′,N″,N″′‐ pentamethyldiethylenetriamine (PMDETA) in DMF. Finally, R‐8PEG‐4OH was used as tetrafunctional macroinitiator to prepare resorcinarene‐centered A8B4 miktoarm star copolymers via CROP of ε‐caprolactone utilizing Sn(Oct)2 as catalyst at 100 °C. These miktoarm star copolymers could self‐assemble into spherical micelles in aqueous solution with resorcinarene moieties on the hydrophobic/hydrophilic interface, and the particle sizes could be controlled by the ratio of PCL to PEG. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 2824–2833. |
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Keywords: | amphiphilies “ click” chemistry controlled ring‐opening polymerization (CROP) micelles miktoarm star copolymer poly(ε ‐caprolactone) poly(ethylene glycol) resorcinarene self‐assembly |
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