Issue 19, 2014

Synthesis of cationic poly((3-acrylamidopropyl)trimethylammonium chloride) by SARA ATRP in ecofriendly solvent mixtures

Abstract

Supplemental activator and reducing agent atom transfer radical polymerization (SARA ATRP) of the cationic monomer (3-acrylamidopropyl)trimethylammonium chloride (AMPTMA) was successfully performed for the first time. The polymerizations were performed in water or ethanol–water mixtures at room temperature in the presence of Cu(0), using relatively low concentrations of soluble copper catalyst and an excess of ligand (Me6TREN). The reaction conditions were optimized to give the best control over the polymerization under environmentally friendly conditions. The polymerization data showed good control over the molecular weights with narrow molecular weight distributions for the entire polymerization. The preservation of the chain-end functionality was confirmed by self-chain extension and the synthesis of a block copolymer containing AMPTMA and oligo(ethylene oxide) methyl ether acrylate (OEOA). SARA ATRP was also extended to the synthesis of alkyne-terminated poly-AMPTMA (PAMPTMA), which was subsequently functionalized, using copper(I) catalyzed azide–alkyne cycloaddition, with an azido-functionalized coumarin derivative.

Graphical abstract: Synthesis of cationic poly((3-acrylamidopropyl)trimethylammonium chloride) by SARA ATRP in ecofriendly solvent mixtures

Supplementary files

Article information

Article type
Paper
Submitted
20 May 2014
Accepted
18 Jun 2014
First published
19 Jun 2014

Polym. Chem., 2014,5, 5829-5836

Synthesis of cationic poly((3-acrylamidopropyl)trimethylammonium chloride) by SARA ATRP in ecofriendly solvent mixtures

P. V. Mendonça, D. Konkolewicz, S. E. Averick, A. C. Serra, A. V. Popov, T. Guliashvili, K. Matyjaszewski and J. F. J. Coelho, Polym. Chem., 2014, 5, 5829 DOI: 10.1039/C4PY00707G

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