One-Pot Synthesis for Biocompatible Amphiphilic Hyperbranched Polyurea Micelles

F. Xiang, M. Stuart, J. Vorenkamp, S. Roest, H. Timmer-Bosscha, M.A. Cohen Stuart, R.G. Fokkink, T. Loontjens

    Research output: Contribution to journalArticleAcademicpeer-review

    21 Citations (Scopus)

    Abstract

    Here we report, for the first time to our knowledge, a method to synthesize AB(2) monomers, the corresponding hyperbranched and the corresponding amphiphilic hyperbranched polymers in a one-pot procedure, starting from two commercial available compounds. Since the B groups were blocked isocyanates (BIs), the end groups of the hyperbranched polyurea were BIs as well. Coupling of a range of monomethoxy-poly(ethylene glycol)s onto the BIs yielded a platform of arnphiphilic hyperbranched polymers, with controllable hydrophobic cores and hydrophilic shells. After the three consecutive reaction steps, without intermediate purification, the final polymers were purified by precipitation in a nonsolvent, in which the polymer precipitated and the excess PEG remained dissolved. Pyrene inclusion experiments showed the formation of micelles above a critical concentration. Both cryo-EM and DLS revealed the presence of two distinct particle populations, being the primary micelles and aggregates thereof All micelles showed a LCST behavior, with transitions close to body temperature. The low cytotoxicity of the micelles make them promising for drug delivery.
    Original languageEnglish
    Pages (from-to)4418-4425
    JournalMacromolecules
    Volume46
    Issue number11
    DOIs
    Publication statusPublished - 2013

    Keywords

    • biodegradable thermosensitive polymers
    • amino-acid esters
    • drug-delivery
    • anionic polymerizations
    • molecular nanocapsules
    • poly(ethylene oxide)
    • ether methacrylates
    • lcst behavior
    • cloud-point
    • side-groups

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