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Issue 12, 2014
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Synthesis of well-defined functionalized poly(2-(diisopropylamino)ethyl methacrylate) using ATRP with sodium dithionite as a SARA agent

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Abstract

2-(Diisopropylamino)ethyl methacrylate (DPA) was polymerized by Atom Transfer Radical Polymerization (ATRP) using sodium dithionite (Na2S2O4) as a reducing agent and supplemental activator with a Cu(II)Br2/Me6TREN catalytic system at 40 °C in an isopropanol–water mixture. The effects of the solvent mixture and the initiator structure on the polymerization kinetics were studied. The eco-friendly catalytic system described is suitable for the synthesis of poly(2-(diisopropylamino)ethyl methacrylate) (PDPA) with controlled molecular weight, low dispersity, and well-defined chain-end functionality. Both linear and 4-arm star polymers with various target molecular weights were synthesised. The 1H NMR and MALDI-TOF analyses confirmed the molecular structure and high chain-end functionality of the obtained polymers. The use of an alkyne functionalized initiator allowed further azide–alkyne Huisgen cycloaddition with 3-azido-7-diethylamino-coumarin, a fluorescent biocompatible molecule.

Graphical abstract: Synthesis of well-defined functionalized poly(2-(diisopropylamino)ethyl methacrylate) using ATRP with sodium dithionite as a SARA agent

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Article information


Submitted
12 Jan 2014
Accepted
21 Feb 2014
First published
27 Feb 2014

Polym. Chem., 2014,5, 3919-3928
Article type
Paper
Author version available

Synthesis of well-defined functionalized poly(2-(diisopropylamino)ethyl methacrylate) using ATRP with sodium dithionite as a SARA agent

J. R. Góis, N. Rocha, A. V. Popov, T. Guliashvili, K. Matyjaszewski, A. C. Serra and J. F. J. Coelho, Polym. Chem., 2014, 5, 3919
DOI: 10.1039/C4PY00042K

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