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Polymers 2017, 9(3), 81; doi:10.3390/polym9030081

Thermoreversible Cross-Linking of Furan-Containing Ethylene/Vinyl Acetate Rubber with Bismaleimide

1
University of Groningen, Department of Chemical Engineering, Nijenborgh 4, 9747 AG Groningen, The Netherlands
2
Dutch Polymer Institute (DPI), P.O. Box 902, 5600 AX Eindhoven, The Netherlands
3
ARLANXEO Netherlands, Keltan R&D, Research & Development, P.O. Box 1130, 6160 BC Geleen, The Netherlands
*
Author to whom correspondence should be addressed.
Academic Editor: Frank Wiesbrock
Received: 19 January 2017 / Revised: 14 February 2017 / Accepted: 22 February 2017 / Published: 25 February 2017
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Abstract

A proof of principle for the use of Diels–Alder (DA) chemistry as a thermoreversible cross-linking tool for ethylene–vinyl acetate (EVA) rubber is demonstrated using two differently prepared amorphous furan-functionalized EVA rubbers. The first is an EVFM terpolymer of ethylene, vinyl acetate, and furfuryl methacrylate. The second is an EVA-g-furan product, resulting from the reaction of maleated EVA with furfurylamine. Both furan-containing EVA rubbers have been cross-linked with bismaleimide (BM) via a DA coupling reaction to yield final products with similar cross-link density. The BM cross-linked EVFM terpolymer products display rubber properties similar to the ones of peroxide-cured EVA rubbers with similar cross-link densities, whereas the rubber properties of the BM cross-linked EVA-g-furan correspond to those of a rubber with a higher cross-link density. The preparation of the EVA-g-furan was up-scaled to a small internal mixer, which also allowed compounding with carbon black and mineral oil in the same step. Compounding with carbon black results in reinforcement of the EVA rubber (i.e., enhanced strength), and does not interfere with the reprocessing via the retro DA reaction. View Full-Text
Keywords: rubber; thermal reversibility; cross-linking; copolymerization; post-polymerization modification; ethylene/vinyl acetate rubber; thermal reversibility; cross-linking; copolymerization; post-polymerization modification; ethylene/vinyl acetate
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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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MDPI and ACS Style

Polgar, L.M.; Hagting, E.; Koek, W.-J.; Picchioni, F.; van Duin, M. Thermoreversible Cross-Linking of Furan-Containing Ethylene/Vinyl Acetate Rubber with Bismaleimide. Polymers 2017, 9, 81.

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