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 |
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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 |
format | Article |
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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.</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. 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.</description><subject>Aging</subject><subject>Carbon black</subject><subject>Characterization and Evaluation of Materials</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Complex Fluids and Microfluidics</subject><subject>Crosslinking</subject><subject>Curing</subject><subject>Dicumyl peroxide</subject><subject>Elastomers</subject><subject>Epoxy compounds</subject><subject>Ethylene vinyl acetates</subject><subject>Fourier transforms</subject><subject>High temperature air</subject><subject>Mechanical properties</subject><subject>Methyltetrahydrophthalic anhydride</subject><subject>Molecular chains</subject><subject>Molecular structure</subject><subject>Nitrogen</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Organic Chemistry</subject><subject>Original Paper</subject><subject>Physical Chemistry</subject><subject>Polymer Sciences</subject><subject>Polymers</subject><subject>Reaction products</subject><subject>Rubber</subject><subject>Soft and Granular Matter</subject><subject>Solvents</subject><subject>Terpolymers</subject><subject>Tetrabutylammonium bromide</subject><subject>Vulcanization</subject><issn>0170-0839</issn><issn>1436-2449</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>AFKRA</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><recordid>eNp9UEtOwzAQtRBIlMIFWFliHbA9aRIvq6oUpFawALaW40xoShoHO5XIjjtwQ06C2yCxYzXz9D6jeYRccnbNGUtvPGMikxETLGLAASI4IiMeQxKJOJbHZMR4GqgM5Ck5837DAk4SPiL46GyLrqvQU90UdItmrZvKb6kt6fxl9f35tVhNaYeutXW_RUex1r6z-804631UV80bFjTvKbb2ow8G3az7wlUFUofadJVtzslJqWuPF79zTJ5v50-zu2j5sLifTZeRgUnSRbIUxuSmgIlOy0xgbmIWawgAkgxwz-QS8yxNISmg5EyC5JKXExFjwoHBmFwNua2z7zv0ndrYnWvCSSUkTyXEMsuCSgyqwwMOS9W6aqtdrzhT-zrVUKcKdapDnQqCCQaTD-LmFd1f9D-uHw_SewQ</recordid><startdate>20210201</startdate><enddate>20210201</enddate><creator>Ji, Xingxing</creator><creator>Zhang, Maolin</creator><creator>Yin, Hao</creator><creator>Lyu, Yang</creator><creator>Hoch, Martin</creator><creator>Shi, Xinyan</creator><general>Springer Berlin Heidelberg</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>AFKRA</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><orcidid>https://orcid.org/0000-0003-4671-3981</orcidid></search><sort><creationdate>20210201</creationdate><title>Properties and mechanism of EVM–GMA terpolymer elastomer cross-linked by epoxy–anhydride reaction</title><author>Ji, Xingxing ; Zhang, Maolin ; Yin, Hao ; Lyu, Yang ; Hoch, Martin ; Shi, Xinyan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c356t-9f2ccbcd35a7f82ebc404a3a7f3683ebcd3b9eb87736d3f10939191f524e61303</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Aging</topic><topic>Carbon black</topic><topic>Characterization and Evaluation of Materials</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Complex Fluids and Microfluidics</topic><topic>Crosslinking</topic><topic>Curing</topic><topic>Dicumyl peroxide</topic><topic>Elastomers</topic><topic>Epoxy compounds</topic><topic>Ethylene vinyl acetates</topic><topic>Fourier transforms</topic><topic>High temperature air</topic><topic>Mechanical properties</topic><topic>Methyltetrahydrophthalic anhydride</topic><topic>Molecular chains</topic><topic>Molecular structure</topic><topic>Nitrogen</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Organic Chemistry</topic><topic>Original Paper</topic><topic>Physical Chemistry</topic><topic>Polymer Sciences</topic><topic>Polymers</topic><topic>Reaction products</topic><topic>Rubber</topic><topic>Soft and Granular Matter</topic><topic>Solvents</topic><topic>Terpolymers</topic><topic>Tetrabutylammonium bromide</topic><topic>Vulcanization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ji, Xingxing</creatorcontrib><creatorcontrib>Zhang, Maolin</creatorcontrib><creatorcontrib>Yin, Hao</creatorcontrib><creatorcontrib>Lyu, Yang</creatorcontrib><creatorcontrib>Hoch, Martin</creatorcontrib><creatorcontrib>Shi, Xinyan</creatorcontrib><collection>CrossRef</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><jtitle>Polymer bulletin (Berlin, Germany)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ji, Xingxing</au><au>Zhang, Maolin</au><au>Yin, Hao</au><au>Lyu, Yang</au><au>Hoch, Martin</au><au>Shi, Xinyan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Properties and mechanism of EVM–GMA terpolymer elastomer cross-linked by epoxy–anhydride reaction</atitle><jtitle>Polymer bulletin (Berlin, Germany)</jtitle><stitle>Polym. 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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