Synthesis of poly(2‐methoxyethyl acrylate) by single electron transfer—Degenerative transfer living radical polymerization catalyzed by Na2S2O4 in water |
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Authors: | Jorge F J Coelho Joana Gois Ana C Fonseca Rui A Carvalho Anatoliy V Popov Virgil Percec M H Gil |
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Institution: | 1. Chemical Engineering Department, FCTUC, University of Coimbra, Pólo II, Pinhal de Marrocos, 3030–290 Coimbra, Portugal;2. Department of Biochemistry, FCTUC and Center of Neurociences, University of Coimbra, Portugal;3. Department of Radiology, University of Pennsylvania, Philadelphia, Pennsylvania 19104‐6323;4. Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104‐6323 |
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Abstract: | Living radical polymerization of 2‐methoxyethyl acrylate (MEA) was achieved by single‐electron‐transfer/degenerative transfer mediated living radical polymerization (SET‐DTLRP) in water catalyzed by sodium dithionate. The poly(2‐methoxyethyl acrylate) is an amphiphilic polymer with a hydrophobic part (polyethylene chain) and a mildly hydrophilic tail. The plots of number‐average molecular weight versus conversion and ln{M]0/M]} versus time are linear, indicating a controlled polymerization. This method leads to the preparation of α,ω‐di(iodo) poly(2‐methoxyethyl acrylate)s (α,ω‐di(iodo)PMEA) macroinitiators that can be further functionalized. The molecular weight distributions were determined using a combination of three detectors (TriSEC): right‐angle light scattering (RALLS), a differential viscometer (DV) and refractive index (RI). The method studied in this work represents a possible route to prepare well‐tailored macromolecules made of 2‐methoxyethyl acrylate (biocompatible material) in an environmentally friendly reaction medium. To the best of our knowledge there is no previous report dealing with the synthesis of PMEA by any LRP approach in aqueous medium. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 4454–4463, 2009 |
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Keywords: | degenerative transfer kinetics (polym ) living polymerization living radical polymerization (LRP) 2‐methoxyethyl acrylate single electron transfer single electron transfer‐living radical polymerization (SET‐LRP) telechelics |
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