A general method for functionalisation of microgel particles with primary amines using click chemistry

Robert Farley, Brian R. Saunders

    Research output: Contribution to journalArticlepeer-review

    Abstract

    In this study we introduce a general method for functionalising microgel particles with primary amine groups using a one-step copper catalysed azide-alkyne cycloaddition (CuAAC) reaction. Three different families of microgels containing copolymerised propargyl acrylate (PA) were prepared and then reacted with 2-azido-1-ethylamine (AEA) using CuAAC. The microgels contained poly(ethyl acrylate) (PEA), poly(2-vinylpyridine) (PVP) or poly(N-isopropylacrylamide) (PNP). The functionalisation of the microgels containing PA (i.e., PX-PA) by AEA to give primary amine functionalised particles (PX-PA-AEA) was assessed by elemental analysis and FTIR. The reaction of AEA with PA was quantitative for each of the PX-PA-AEA microgels (X = EA, VP and NP). The PX-PA-AEA systems generally showed larger pH-triggered swelling and zeta potentials than the non-clicked PX-PA particles. The results also showed that PA restricted swelling of the PX-PA and PX-PA-AEA particles by acting as a crosslinker. Of the three microgel systems studied, PVP-PA-AEA had the best combination of high AEA incorporation and pH-triggered swelling. © 2013 The Authors. Published by Elsevier Ltd. All rights reserved.
    Original languageEnglish
    Pages (from-to)471-480
    Number of pages9
    JournalPolymer
    Volume55
    Issue number2
    Early online date19 Dec 2013
    DOIs
    Publication statusPublished - 30 Jan 2014

    Keywords

    • Click chemistry
    • CuAAC
    • Microgel

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