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Reactive & Functional Polymers, Vol.81, 1-7, 2014
Efficient RAFT polymerization of N-(3-aminopropyl)methacrylamide hydrochloride using unprotected "clickable" chain transfer agents
The reversible addition fragmentation chain transfer (RAFT) of N-(3-aminopropyl)methacrylamide hydrochloride (APMA) using unprotected "clickable" chain transfer agents in water/dioxane mixtures is reported. The controlled character of the polymerization was confirmed by the linear increase of the polymer molecular weight with monomer conversion, the narrow molecular weight distribution (D < 1.1) and by chain extension experiments. The allcyne-terminated PAPMA was further functionalized by "click" chemistry with an azido-functionalized coumarin derivative. The method reported here will be useful for the preparation of novel PAPMA based materials for biomedical applications using a strategy that does not require challenging protection/deprotection steps. (C) 2014 Elsevier Ltd. All rights reserved.
Keywords:N-(3-aminopropyl)methacrylamide hydrochloride;Reversible addition fragmentation chain transfer;"Click" chemistry;Primary amine polymer;Coumarin