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Synthesis and characterization of a functionalized amphiphilic diblock copolymer: MePEG-b-poly(DL-lactide-co-RS-β-malic acid)

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Abstract

A class of novel amphiphilic diblock copolymer of MePEG-b-poly(DL-lactide-co-RS-β-malic acid) has been synthesized via the hydrogenation over palladium on charcoal of MePEG-b-poly(DL-lactide-co-RS-β-benzyl malolactonate), which was prepared by ring-opening copolymerization of DL-lactide and RS-β-benzyl malolactonate (MABz) using methyl-polyethylene glycol (MePEG) as the initiator and stannous octoate as the catalyst. The influence of copolymerization temperature, reaction time, macro-initiator (MePEG-5000) proportion and monomer ratio was studied. Gel permeation chromatography measurements revealed that the molecular weight decreased with increasing MABz feeding dose. The configurational structures of the protected and de-protected copolymers were determined by 13C nuclear magnetic resonance (NMR), 1H NMR and Fourier transform infrared. A water-swollen core of the nanospheres formed from the de-protected copolymer was discovered by transmission electron microscopy measurement. Additionally, the degradation experiments indicated that more hydrophilic malic acid content led to higher degradation rate.

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Acknowledgements

This work was supported by State Key Fundamental R&D Project (no. 2005CB23904), Chinese Education Ministry Foundation for Nankai University and Tianjin University Joint Academy and Trans-Century Training Program Foundation for the Talents by the Ministry of Education.

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Authors and Affiliations

  1. Key Laboratory of Functional Polymer Materials, Ministry of Education, Institute of Polymer Chemistry, Nankai University, Tianjin, 300071, China

    Liang Wang, Xiaohua Jia, Xiaohang Liu, Zhi Yuan & Jiaxian Huang

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  1. Liang Wang
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  2. Xiaohua Jia
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  3. Xiaohang Liu
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  4. Zhi Yuan
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  5. Jiaxian Huang
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Correspondence to Zhi Yuan.

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Wang, L., Jia, X., Liu, X. et al. Synthesis and characterization of a functionalized amphiphilic diblock copolymer: MePEG-b-poly(DL-lactide-co-RS-β-malic acid). Colloid Polym Sci 285, 273–281 (2006). https://doi.org/10.1007/s00396-006-1560-1

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  • DOI: https://doi.org/10.1007/s00396-006-1560-1

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