Properties and mechanism of EVM–GMA terpolymer elastomer cross-linked by epoxy–anhydride reaction

In this paper, ethylene–vinyl acetate–glycidyl methacrylate terpolymer elastomer (EVM–GMA) was vulcanized by methyltetrahydrophthalic anhydride (MTHPA) and cross-linked by dicumyl peroxide (DCP) as a reference. Mechanical properties and hot-air aging properties were investigated. The cross-linking m...

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Veröffentlicht in:Polymer bulletin (Berlin, Germany) Germany), 2021-02, Vol.78 (2), p.769-794
Hauptverfasser: Ji, Xingxing, Zhang, Maolin, Yin, Hao, Lyu, Yang, Hoch, Martin, Shi, Xinyan
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Zhang, Maolin
Yin, Hao
Lyu, Yang
Hoch, Martin
Shi, Xinyan
description In this paper, ethylene–vinyl acetate–glycidyl methacrylate terpolymer elastomer (EVM–GMA) was vulcanized by methyltetrahydrophthalic anhydride (MTHPA) and cross-linked by dicumyl peroxide (DCP) as a reference. Mechanical properties and hot-air aging properties were investigated. The cross-linking mechanism of EVM–GMA reacting with MTHPA was proposed, and a “model vulcanization reaction’ was designed to prove its rationality. The reaction products were characterized by GPC, FT-IR, GC–MS, 1 H-NMR and so on. The results indicated that the cured torque M H  −  M L and cross-link density of EVM–GMA increased first and then decreased with the increase in amount of MTHPA. An optimum of curing, mechanical properties and aging resistance were found at a molar ratio of anhydride to GMA of 1:2. The MTHPA curing reaction catalyzed by tetrabutylammonium bromide was faster compared to the selected DCP cure system, and the mechanical properties, compression set and hot-air aging performance were superior as well. The “model vulcanization reaction” indicated that one molecule of MTHPA successfully reacted with two molecules of the mono-epoxy compound of glycidyl–versatic ester (E10P) to form a hydroxyl-terminated epoxy–anhydride–epoxy polyester structure. Therefore, one molecule of MTHPA can “bridge” two epoxy side groups (provided by GMA) on the adjacent molecular chain of EVM–GMA to realize rubber cross-linking, which proved that the cross-linking mechanism based on epoxy–anhydride reaction for EVM–GMA elastomer proposed in this paper was reasonable.
doi_str_mv 10.1007/s00289-020-03133-3
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The “model vulcanization reaction” indicated that one molecule of MTHPA successfully reacted with two molecules of the mono-epoxy compound of glycidyl–versatic ester (E10P) to form a hydroxyl-terminated epoxy–anhydride–epoxy polyester structure. Therefore, one molecule of MTHPA can “bridge” two epoxy side groups (provided by GMA) on the adjacent molecular chain of EVM–GMA to realize rubber cross-linking, which proved that the cross-linking mechanism based on epoxy–anhydride reaction for EVM–GMA elastomer proposed in this paper was reasonable.</description><identifier>ISSN: 0170-0839</identifier><identifier>EISSN: 1436-2449</identifier><identifier>DOI: 10.1007/s00289-020-03133-3</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer Berlin Heidelberg</publisher><subject>Aging ; Carbon black ; Characterization and Evaluation of Materials ; Chemistry ; Chemistry and Materials Science ; Complex Fluids and Microfluidics ; Crosslinking ; Curing ; Dicumyl peroxide ; Elastomers ; Epoxy compounds ; Ethylene vinyl acetates ; Fourier transforms ; High temperature air ; Mechanical properties ; Methyltetrahydrophthalic anhydride ; Molecular chains ; Molecular structure ; Nitrogen ; NMR ; Nuclear magnetic resonance ; Organic Chemistry ; Original Paper ; Physical Chemistry ; Polymer Sciences ; Polymers ; Reaction products ; Rubber ; Soft and Granular Matter ; Solvents ; Terpolymers ; Tetrabutylammonium bromide ; Vulcanization</subject><ispartof>Polymer bulletin (Berlin, Germany), 2021-02, Vol.78 (2), p.769-794</ispartof><rights>Springer-Verlag GmbH Germany, part of Springer Nature 2020</rights><rights>Springer-Verlag GmbH Germany, part of Springer Nature 2020.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c356t-9f2ccbcd35a7f82ebc404a3a7f3683ebcd3b9eb87736d3f10939191f524e61303</citedby><cites>FETCH-LOGICAL-c356t-9f2ccbcd35a7f82ebc404a3a7f3683ebcd3b9eb87736d3f10939191f524e61303</cites><orcidid>0000-0003-4671-3981</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s00289-020-03133-3$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/2917934988?pq-origsite=primo$$EHTML$$P50$$Gproquest$$H</linktohtml><link.rule.ids>314,777,781,21369,27905,27906,33725,41469,42538,43786,51300,64364,64368,72218</link.rule.ids></links><search><creatorcontrib>Ji, Xingxing</creatorcontrib><creatorcontrib>Zhang, Maolin</creatorcontrib><creatorcontrib>Yin, Hao</creatorcontrib><creatorcontrib>Lyu, Yang</creatorcontrib><creatorcontrib>Hoch, Martin</creatorcontrib><creatorcontrib>Shi, Xinyan</creatorcontrib><title>Properties and mechanism of EVM–GMA terpolymer elastomer cross-linked by epoxy–anhydride reaction</title><title>Polymer bulletin (Berlin, Germany)</title><addtitle>Polym. Bull</addtitle><description>In this paper, ethylene–vinyl acetate–glycidyl methacrylate terpolymer elastomer (EVM–GMA) was vulcanized by methyltetrahydrophthalic anhydride (MTHPA) and cross-linked by dicumyl peroxide (DCP) as a reference. Mechanical properties and hot-air aging properties were investigated. The cross-linking mechanism of EVM–GMA reacting with MTHPA was proposed, and a “model vulcanization reaction’ was designed to prove its rationality. The reaction products were characterized by GPC, FT-IR, GC–MS, 1 H-NMR and so on. The results indicated that the cured torque M H  −  M L and cross-link density of EVM–GMA increased first and then decreased with the increase in amount of MTHPA. An optimum of curing, mechanical properties and aging resistance were found at a molar ratio of anhydride to GMA of 1:2. 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Bull</stitle><date>2021-02-01</date><risdate>2021</risdate><volume>78</volume><issue>2</issue><spage>769</spage><epage>794</epage><pages>769-794</pages><issn>0170-0839</issn><eissn>1436-2449</eissn><abstract>In this paper, ethylene–vinyl acetate–glycidyl methacrylate terpolymer elastomer (EVM–GMA) was vulcanized by methyltetrahydrophthalic anhydride (MTHPA) and cross-linked by dicumyl peroxide (DCP) as a reference. Mechanical properties and hot-air aging properties were investigated. The cross-linking mechanism of EVM–GMA reacting with MTHPA was proposed, and a “model vulcanization reaction’ was designed to prove its rationality. The reaction products were characterized by GPC, FT-IR, GC–MS, 1 H-NMR and so on. The results indicated that the cured torque M H  −  M L and cross-link density of EVM–GMA increased first and then decreased with the increase in amount of MTHPA. An optimum of curing, mechanical properties and aging resistance were found at a molar ratio of anhydride to GMA of 1:2. The MTHPA curing reaction catalyzed by tetrabutylammonium bromide was faster compared to the selected DCP cure system, and the mechanical properties, compression set and hot-air aging performance were superior as well. The “model vulcanization reaction” indicated that one molecule of MTHPA successfully reacted with two molecules of the mono-epoxy compound of glycidyl–versatic ester (E10P) to form a hydroxyl-terminated epoxy–anhydride–epoxy polyester structure. Therefore, one molecule of MTHPA can “bridge” two epoxy side groups (provided by GMA) on the adjacent molecular chain of EVM–GMA to realize rubber cross-linking, which proved that the cross-linking mechanism based on epoxy–anhydride reaction for EVM–GMA elastomer proposed in this paper was reasonable.</abstract><cop>Berlin/Heidelberg</cop><pub>Springer Berlin Heidelberg</pub><doi>10.1007/s00289-020-03133-3</doi><tpages>26</tpages><orcidid>https://orcid.org/0000-0003-4671-3981</orcidid></addata></record>
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subjects Aging
Carbon black
Characterization and Evaluation of Materials
Chemistry
Chemistry and Materials Science
Complex Fluids and Microfluidics
Crosslinking
Curing
Dicumyl peroxide
Elastomers
Epoxy compounds
Ethylene vinyl acetates
Fourier transforms
High temperature air
Mechanical properties
Methyltetrahydrophthalic anhydride
Molecular chains
Molecular structure
Nitrogen
NMR
Nuclear magnetic resonance
Organic Chemistry
Original Paper
Physical Chemistry
Polymer Sciences
Polymers
Reaction products
Rubber
Soft and Granular Matter
Solvents
Terpolymers
Tetrabutylammonium bromide
Vulcanization
title Properties and mechanism of EVM–GMA terpolymer elastomer cross-linked by epoxy–anhydride reaction
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