Synthesis of PMHDO-g-PDEAEA well-defined amphiphilic graft copolymer via successive living coordination polymerization and SET-LRP

Authors

  • Guolin Lu,

    1. Key Laboratory of Organofluorine Chemistry and Laboratory of Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China
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    • Guolin Lu and Yongjun Li contributed equally to this work.

  • Yongjun Li,

    1. Key Laboratory of Organofluorine Chemistry and Laboratory of Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China
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    • Guolin Lu and Yongjun Li contributed equally to this work.

  • Hongsheng Gao,

    1. Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, People's Republic of China
    2. College of Chemistry and Biological Engineering, Changsha University of Science and Technology, Changsha 410114, People's Republic of China
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  • Hao Guo,

    Corresponding author
    1. Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, People's Republic of China
    • Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, People's Republic of China
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  • Xingliang Zheng,

    1. College of Chemistry and Biological Engineering, Changsha University of Science and Technology, Changsha 410114, People's Republic of China
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  • Xiaoyu Huang

    Corresponding author
    1. Key Laboratory of Organofluorine Chemistry and Laboratory of Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China
    • Key Laboratory of Organofluorine Chemistry and Laboratory of Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China
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Abstract

A series of well-defined amphiphilic graft copolymer containing hydrophobic polyallene-based backbone and hydrophilic poly(2-(diethylamino)ethyl acrylate) (PDEAEA) side chains was synthesized by sequential living coordination polymerization of 6-methyl-1,2-heptadiene-4-ol (MHDO) and single electron transfer-living radical polymerization (SET-LRP) of 2-(diethylamino)ethyl acrylate (DEAEA). Ni-catalyzed living coordination polymerization of MHDO was first performed in toluene to give a well-defined double-bond-containing poly(6-methyl-1,2-heptadiene-4-ol) (PMHDO) homopolymer with a low polydispersity (Mw/Mn = 1.10). Next, 2-chloropropionyl chloride was used for the esterification of pendant hydroxyls in every repeating unit of the homopolymer so that the homopolymer was converted to PMHDO-Cl macroinitiator. Finally, SET-LRP of DEAEA was initiated by the macroinitiator in tetrahydrofuran/H2O using CuCl/tris(2-(dimethylamino)ethyl)amine as catalytic system to afford well-defined PMHDO-g-PDEAEA graft copolymers (Mw/Mn ≤ 1.22) through the grafting-from strategy. The critical micelle concentration (cmc) was determined by fluorescence spectroscopy with N-phenyl-1-naphthylamine as probe and the micellar morphology was visualized by transmission electron microscopy. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013

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