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Comprehensive Study on Chain-End Transformation of Polymer–Iodides with Amines for Synthesizing Various Chain-End Functionalized Polymers

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journal contribution
posted on 08.12.2016, 20:33 by Chen Chen, Longqiang Xiao, Atsushi Goto
Chain-end functionalized polymers (polymer–NHR) were successfully synthesized through the reaction of a polymer–iodide (polymer–I) with a primary amine (NH2R), where the R moiety contains a functional group. This reaction was comprehensively studied for three different polymers, i.e., poly­(butyl acrylate), polystyrene, and poly­(methyl methacrylate), and six different functional amines with phenyl, alkyl, triethoxysilyl, SH, OH, and NH2 functionalities, and the detailed reaction mechanisms were probed by using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI–TOF–MS). This chain-end transformation reaction is easy to perform, amenable to various polymers and functional amines, and also quantitative and selective in many cases. This synthetic technique may serve as a useful platform method for synthesizing various chain-end functionalized polymers.