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Herein, the online and inline ¹H NMR monitoring of azide–alkyne click reactions of polymers was investigated. The effects of reaction solvent, ligand, and temperature were examined using small “model” molecules. Azidopropanol and 3-azidopropyl-2-bromoisobutyrate were used as the azide-containing components, while propargyl alcohol was selected as the alkyne reactant. Optimal conditions were identified as dimethylsulfoxide (DMSO) as the solvent and 2,2′-bipyridine as the ligand. These conditions were subsequently employed for the modification of various azide-functionalised polyacrylates with propargyl alcohol. Based on these results, poly(methyl acrylate) was selected for the investigation of a more complex conjugation involving an alkyne monosaccharide. Finally, the “click” reaction was carried out under continuous flow conditions, resulting in successful polymer modification in less than one hour.
- Coursari, D
- Efstathiou, S
- Al-Shok, L
- Hall, M
- Eissa, A
- Liarou, E
- Haddleton, D
- Department of Chemistry, University of Warwick Gibbet Hill Road Coventry CV4 7AL UK
