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Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds
Citation
Arrua, RD and Basbus, JF and Strumia, MC and Alvarez Igarzabal, CI and Nazareno, MA, Synthesis of macroporous polymers with radical scavenging properties by immobilization of polyphenolic compounds, Reactive and Functional Polymers, 72, (11) pp. 807-813. ISSN 1381-5148 (2012) [Refereed Article]
Copyright Statement
Copyright 2012 Elsevier.
DOI: doi:10.1016/j.reactfunctpolym.2012.07.017
Abstract
Solid phase radical scavengers have been prepared by the immobilization of antioxidant (AOX) compounds on macroporous polymers. Poly(glycidylmethacrylate-co-trimethylolpropane trimethacrylate)[poly(GMA–TRIM)] and poly(N-acryloyl-tris(hydroxymethyl)aminomethane-co-glycidylmethacrylateco-N,N0-methylenebisacrylamide) [poly(NAT–GMA–BIS)] were prepared by free radical polymerization using a mixture of dimethylsulfoxide (DMSO)-poly(ethyleneglycol) 6000 (PEG 6000) as a porogenic solvent. The polymers were aminated with ethylenediamine (EDA) and the linkage of the polyphenolic compounds
(gallic and caffeic acids) was carried out by two different approaches: through N,N0-dicyclohexylcarbodiimide/4-dimethylaminepyridine (DCC/DMAP) system (one-step method) or through the previous formation of the acyl chloride of the polyphenolic compounds and subsequent amidation reaction (two-step method). The available phenolic groups on the macroporous polymers were determined
using the Folin–Ciocalteu method; the radical scavenging properties of the materials prepared were evaluated using the radical species 1,1-diphenyl-2-picrylhydrazyl radical (DPPH·) and 2,20-azinobis-[3-ethylbenzothiazoline-6-sulfonic acid] radical cation (ABTS+·). From the results, higher antiradical
capacities were obtained with the polymers in which the immobilization of the antioxidant molecules was performed through the two-step method. The polymeric networks prepared in this work yielded up to 13.2 μmol AOX/g of dry polymer, which allowed a quantitative removal of the radicals tested in less
than 30 min.
Item Details
| Item Type: | Refereed Article |
|---|---|
| Keywords: | ,acroporous polymers, antioxidants, phenolic compounds, polyphenols, antiradical activity |
| Research Division: | Chemical Sciences |
| Research Group: | Analytical chemistry |
| Research Field: | Separation science |
| Objective Division: | Expanding Knowledge |
| Objective Group: | Expanding knowledge |
| Objective Field: | Expanding knowledge in the chemical sciences |
| UTAS Author: | Arrua, RD (Dr Dario Arrua) |
| ID Code: | 80960 |
| Year Published: | 2012 |
| Web of Science® Times Cited: | 14 |
| Deposited By: | Austn Centre for Research in Separation Science |
| Deposited On: | 2012-11-19 |
| Last Modified: | 2014-11-20 |
| Downloads: | 0 |
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