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Polymers 2017, 9(12), 670; https://doi.org/10.3390/polym9120670

Grafting of Hindered Phenol Groups onto Ethylene/α-Olefin Copolymer by Nitroxide Radical Coupling

1
Istituto di Chimica dei Composti Organo Metallici (ICCOM), Consiglio Nazionale delle Ricerche, SS Pisa, Via G. Moruzzi 1, 56124 Pisa, Italy
2
Istituto per i Polimeri, Compositi e Biomateriali (IPCB), Consiglio Nazionale delle Ricerche, SS Catania, Via P. Gaifami 18, 95126 Catania, Italy
3
Istituto per la Microelettronica e Microsistemi (IMM), Consiglio Nazionale delle Ricerche, SS Catania (Università), Via S. Sofia 64, 95123 Catania, Italy
4
Dipartimento di Ingegneria Industriale, Università Degli Studi di Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano (SA), Italy
5
Istituto per lo Studio delle Macromolecule (ISMAC), Consiglio Nazionale delle Ricerche, Via A. Corti 12, 20133 Milano, Italy
6
Dipartimento di Ingegneria Civile, Ambientale, Aerospaziale, dei Materiali, Università di Palermo, Viale delle Scienze, Ed. 6, 90128 Palermo, Italy
*
Author to whom correspondence should be addressed.
Received: 2 November 2017 / Revised: 29 November 2017 / Accepted: 30 November 2017 / Published: 4 December 2017
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Abstract

The covalent immobilization of hindered phenol groups, with potential antioxidant activity, onto an ethylene/α-olefin (EOC) copolymer was carried out by the nitroxide radical coupling (NRC) reaction performed in the melt with a peroxide and the 3,5-di-tert-butyl-4-hydroxybenzoyl-2,2,6,6-tetramethylpiperidine-1-oxyl radical (BHB-T). Functionalized EOC (EOC-g-(BHB-T)) was exposed to photo- and thermo-oxidation. By comparison with some model compounds bearing the (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) moiety or the hindered phenol unit, it was observed that the grafted BHB-T could effectively help the stabilization of the polymer matrix both under photo- and thermo-oxidation. In addition, the immobilization of BHB-T can effectively increase the service life of the functionalized polymers when polymer films were put in contact with ethanol solution thus simulating a possible application of the modified polymer. View Full-Text
Keywords: antioxidant covalent immobilization; nitroxide radical coupling; hindered phenol moiety; HAS-NOR antioxidant antioxidant covalent immobilization; nitroxide radical coupling; hindered phenol moiety; HAS-NOR antioxidant
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Coiai, S.; Cicogna, F.; Yang, C.; Tempesti, V.; Carroccio, S.C.; Gorrasi, G.; Mendichi, R.; Dintcheva, N.T.; Passaglia, E. Grafting of Hindered Phenol Groups onto Ethylene/α-Olefin Copolymer by Nitroxide Radical Coupling. Polymers 2017, 9, 670.

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