Recyclable High-Performance Epoxy-Anhydride Resins with DMP-30 as the Catalyst of Transesterification Reactions
Epoxy-anhydride resins are widely used in engineering fields due to their excellent performance. However, the insolubility and infusibility make the recycling of epoxy resins challenging. The development of degradable epoxy resins with stable covalent networks provides an efficient solution to the r...
Gespeichert in:
Veröffentlicht in: | Polymers 2021-01, Vol.13 (2), p.296 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | |
---|---|
container_issue | 2 |
container_start_page | 296 |
container_title | Polymers |
container_volume | 13 |
creator | Zhao, Wenzhe An, Le Wang, Shujuan |
description | Epoxy-anhydride resins are widely used in engineering fields due to their excellent performance. However, the insolubility and infusibility make the recycling of epoxy resins challenging. The development of degradable epoxy resins with stable covalent networks provides an efficient solution to the recycling of thermosets. In this paper, 2,4,6-tris(dimethylaminomethyl)phenol (DMP-30) is incorporated into the epoxy-glutaric anhydride (GA) system to prepare high-performance epoxy resins that can be recycled below 200 °C at ordinary pressure via ethylene glycol (EG) participated transesterification. The tertiary amine groups in DMP-30 can catalyze the curing reaction of epoxy and anhydride, as well as the transesterification between ester bonds and alcoholic hydroxyl groups. Compared with early recyclable anhydride-cured epoxy resins, the preparation and recycling of diglycidyl ether of bisphenol A (DGEBA)/GA/DMP-30 systems do not need any special catalysts such as TBD, Zn(Ac)
, etc., which are usually expensive, toxic, and have poor compatibility with other compounds. The resulting resins have glass transition temperatures and strengths similar to those of conventional epoxy resins. The influences of GA content, DMP-30 content, and temperature on the dissolution rate were studied. The decomposed epoxy oligomer (DEO) is further used as a reaction ingredient to prepare new resins. It is found that the DEO can improve the toughness of epoxy resins significantly. This work provides a simple method to prepare readily recyclable epoxy resins, which is of low-cost and easy to implement. |
doi_str_mv | 10.3390/polym13020296 |
format | Article |
fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_7831910</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2479939823</sourcerecordid><originalsourceid>FETCH-LOGICAL-c415t-d72e1da8588c489ace0b36ae8019a67e099c77439a392cc9e893812516cc60283</originalsourceid><addsrcrecordid>eNpVUcFO3DAQtapWBW332CuyxDnU9mRj-4KEtrRbCQRC27M160yIUTZe7Cw0f08QFMFc5knz5s0bPca-S3ECYMWPXezGrQShhLLVJ3aohIaihEp8focP2DznOzFVuagqqb-yA4BSay3MIYs35Eff4aYjvgq3bXFNqYlpi70nfr6L_8birG_HOoWa-A3l0Gf-GIaW_7y8LkBwzHxoiS9xwG7MA48NXyfsM-WBUmiCxyHEftpE_wzyN_alwS7T_LXP2N9f5-vlqri4-v1neXZR-FIuhqLWimSNZmGML41FT2IDFZIR0mKlSVjrtS7BIljlvSVjwUi1kJX3lVAGZuz0RXe332yp9tQPCTu3S2GLaXQRg_s46UPrbuOD0waklWISOH4VSPF-P73j7uI-9ZNnp0ptLVijYGIVLyyfYs6JmrcLUrjniNyHiCb-0Xtbb-z_gcATIGuOGg</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2479939823</pqid></control><display><type>article</type><title>Recyclable High-Performance Epoxy-Anhydride Resins with DMP-30 as the Catalyst of Transesterification Reactions</title><source>MDPI - Multidisciplinary Digital Publishing Institute</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>PubMed Central</source><source>PubMed Central Open Access</source><creator>Zhao, Wenzhe ; An, Le ; Wang, Shujuan</creator><creatorcontrib>Zhao, Wenzhe ; An, Le ; Wang, Shujuan</creatorcontrib><description>Epoxy-anhydride resins are widely used in engineering fields due to their excellent performance. However, the insolubility and infusibility make the recycling of epoxy resins challenging. The development of degradable epoxy resins with stable covalent networks provides an efficient solution to the recycling of thermosets. In this paper, 2,4,6-tris(dimethylaminomethyl)phenol (DMP-30) is incorporated into the epoxy-glutaric anhydride (GA) system to prepare high-performance epoxy resins that can be recycled below 200 °C at ordinary pressure via ethylene glycol (EG) participated transesterification. The tertiary amine groups in DMP-30 can catalyze the curing reaction of epoxy and anhydride, as well as the transesterification between ester bonds and alcoholic hydroxyl groups. Compared with early recyclable anhydride-cured epoxy resins, the preparation and recycling of diglycidyl ether of bisphenol A (DGEBA)/GA/DMP-30 systems do not need any special catalysts such as TBD, Zn(Ac)
, etc., which are usually expensive, toxic, and have poor compatibility with other compounds. The resulting resins have glass transition temperatures and strengths similar to those of conventional epoxy resins. The influences of GA content, DMP-30 content, and temperature on the dissolution rate were studied. The decomposed epoxy oligomer (DEO) is further used as a reaction ingredient to prepare new resins. It is found that the DEO can improve the toughness of epoxy resins significantly. This work provides a simple method to prepare readily recyclable epoxy resins, which is of low-cost and easy to implement.</description><identifier>ISSN: 2073-4360</identifier><identifier>EISSN: 2073-4360</identifier><identifier>DOI: 10.3390/polym13020296</identifier><identifier>PMID: 33477708</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Anhydrides ; Biocompatibility ; Bisphenol A ; Catalysts ; Curing ; Decomposition reactions ; Epoxy resins ; Ethylene glycol ; Fourier transforms ; Glass transition temperature ; Hydroxyl groups ; Phenols ; Polymers ; Recycling ; Solvents ; Spectrum analysis ; Transesterification</subject><ispartof>Polymers, 2021-01, Vol.13 (2), p.296</ispartof><rights>2021. This work is licensed under http://creativecommons.org/licenses/by/3.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2021 by the authors. 2021</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c415t-d72e1da8588c489ace0b36ae8019a67e099c77439a392cc9e893812516cc60283</citedby><cites>FETCH-LOGICAL-c415t-d72e1da8588c489ace0b36ae8019a67e099c77439a392cc9e893812516cc60283</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC7831910/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC7831910/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,881,27901,27902,53766,53768</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33477708$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhao, Wenzhe</creatorcontrib><creatorcontrib>An, Le</creatorcontrib><creatorcontrib>Wang, Shujuan</creatorcontrib><title>Recyclable High-Performance Epoxy-Anhydride Resins with DMP-30 as the Catalyst of Transesterification Reactions</title><title>Polymers</title><addtitle>Polymers (Basel)</addtitle><description>Epoxy-anhydride resins are widely used in engineering fields due to their excellent performance. However, the insolubility and infusibility make the recycling of epoxy resins challenging. The development of degradable epoxy resins with stable covalent networks provides an efficient solution to the recycling of thermosets. In this paper, 2,4,6-tris(dimethylaminomethyl)phenol (DMP-30) is incorporated into the epoxy-glutaric anhydride (GA) system to prepare high-performance epoxy resins that can be recycled below 200 °C at ordinary pressure via ethylene glycol (EG) participated transesterification. The tertiary amine groups in DMP-30 can catalyze the curing reaction of epoxy and anhydride, as well as the transesterification between ester bonds and alcoholic hydroxyl groups. Compared with early recyclable anhydride-cured epoxy resins, the preparation and recycling of diglycidyl ether of bisphenol A (DGEBA)/GA/DMP-30 systems do not need any special catalysts such as TBD, Zn(Ac)
, etc., which are usually expensive, toxic, and have poor compatibility with other compounds. The resulting resins have glass transition temperatures and strengths similar to those of conventional epoxy resins. The influences of GA content, DMP-30 content, and temperature on the dissolution rate were studied. The decomposed epoxy oligomer (DEO) is further used as a reaction ingredient to prepare new resins. It is found that the DEO can improve the toughness of epoxy resins significantly. This work provides a simple method to prepare readily recyclable epoxy resins, which is of low-cost and easy to implement.</description><subject>Anhydrides</subject><subject>Biocompatibility</subject><subject>Bisphenol A</subject><subject>Catalysts</subject><subject>Curing</subject><subject>Decomposition reactions</subject><subject>Epoxy resins</subject><subject>Ethylene glycol</subject><subject>Fourier transforms</subject><subject>Glass transition temperature</subject><subject>Hydroxyl groups</subject><subject>Phenols</subject><subject>Polymers</subject><subject>Recycling</subject><subject>Solvents</subject><subject>Spectrum analysis</subject><subject>Transesterification</subject><issn>2073-4360</issn><issn>2073-4360</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>BENPR</sourceid><recordid>eNpVUcFO3DAQtapWBW332CuyxDnU9mRj-4KEtrRbCQRC27M160yIUTZe7Cw0f08QFMFc5knz5s0bPca-S3ECYMWPXezGrQShhLLVJ3aohIaihEp8focP2DznOzFVuagqqb-yA4BSay3MIYs35Eff4aYjvgq3bXFNqYlpi70nfr6L_8birG_HOoWa-A3l0Gf-GIaW_7y8LkBwzHxoiS9xwG7MA48NXyfsM-WBUmiCxyHEftpE_wzyN_alwS7T_LXP2N9f5-vlqri4-v1neXZR-FIuhqLWimSNZmGML41FT2IDFZIR0mKlSVjrtS7BIljlvSVjwUi1kJX3lVAGZuz0RXe332yp9tQPCTu3S2GLaXQRg_s46UPrbuOD0waklWISOH4VSPF-P73j7uI-9ZNnp0ptLVijYGIVLyyfYs6JmrcLUrjniNyHiCb-0Xtbb-z_gcATIGuOGg</recordid><startdate>20210118</startdate><enddate>20210118</enddate><creator>Zhao, Wenzhe</creator><creator>An, Le</creator><creator>Wang, Shujuan</creator><general>MDPI AG</general><general>MDPI</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>JG9</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>5PM</scope></search><sort><creationdate>20210118</creationdate><title>Recyclable High-Performance Epoxy-Anhydride Resins with DMP-30 as the Catalyst of Transesterification Reactions</title><author>Zhao, Wenzhe ; An, Le ; Wang, Shujuan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c415t-d72e1da8588c489ace0b36ae8019a67e099c77439a392cc9e893812516cc60283</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Anhydrides</topic><topic>Biocompatibility</topic><topic>Bisphenol A</topic><topic>Catalysts</topic><topic>Curing</topic><topic>Decomposition reactions</topic><topic>Epoxy resins</topic><topic>Ethylene glycol</topic><topic>Fourier transforms</topic><topic>Glass transition temperature</topic><topic>Hydroxyl groups</topic><topic>Phenols</topic><topic>Polymers</topic><topic>Recycling</topic><topic>Solvents</topic><topic>Spectrum analysis</topic><topic>Transesterification</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhao, Wenzhe</creatorcontrib><creatorcontrib>An, Le</creatorcontrib><creatorcontrib>Wang, Shujuan</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</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 Research Database</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Polymers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhao, Wenzhe</au><au>An, Le</au><au>Wang, Shujuan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Recyclable High-Performance Epoxy-Anhydride Resins with DMP-30 as the Catalyst of Transesterification Reactions</atitle><jtitle>Polymers</jtitle><addtitle>Polymers (Basel)</addtitle><date>2021-01-18</date><risdate>2021</risdate><volume>13</volume><issue>2</issue><spage>296</spage><pages>296-</pages><issn>2073-4360</issn><eissn>2073-4360</eissn><abstract>Epoxy-anhydride resins are widely used in engineering fields due to their excellent performance. However, the insolubility and infusibility make the recycling of epoxy resins challenging. The development of degradable epoxy resins with stable covalent networks provides an efficient solution to the recycling of thermosets. In this paper, 2,4,6-tris(dimethylaminomethyl)phenol (DMP-30) is incorporated into the epoxy-glutaric anhydride (GA) system to prepare high-performance epoxy resins that can be recycled below 200 °C at ordinary pressure via ethylene glycol (EG) participated transesterification. The tertiary amine groups in DMP-30 can catalyze the curing reaction of epoxy and anhydride, as well as the transesterification between ester bonds and alcoholic hydroxyl groups. Compared with early recyclable anhydride-cured epoxy resins, the preparation and recycling of diglycidyl ether of bisphenol A (DGEBA)/GA/DMP-30 systems do not need any special catalysts such as TBD, Zn(Ac)
, etc., which are usually expensive, toxic, and have poor compatibility with other compounds. The resulting resins have glass transition temperatures and strengths similar to those of conventional epoxy resins. The influences of GA content, DMP-30 content, and temperature on the dissolution rate were studied. The decomposed epoxy oligomer (DEO) is further used as a reaction ingredient to prepare new resins. It is found that the DEO can improve the toughness of epoxy resins significantly. This work provides a simple method to prepare readily recyclable epoxy resins, which is of low-cost and easy to implement.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>33477708</pmid><doi>10.3390/polym13020296</doi><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 2073-4360 |
ispartof | Polymers, 2021-01, Vol.13 (2), p.296 |
issn | 2073-4360 2073-4360 |
language | eng |
recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_7831910 |
source | MDPI - Multidisciplinary Digital Publishing Institute; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central; PubMed Central Open Access |
subjects | Anhydrides Biocompatibility Bisphenol A Catalysts Curing Decomposition reactions Epoxy resins Ethylene glycol Fourier transforms Glass transition temperature Hydroxyl groups Phenols Polymers Recycling Solvents Spectrum analysis Transesterification |
title | Recyclable High-Performance Epoxy-Anhydride Resins with DMP-30 as the Catalyst of Transesterification Reactions |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-12T13%3A57%3A00IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Recyclable%20High-Performance%20Epoxy-Anhydride%20Resins%20with%20DMP-30%20as%20the%20Catalyst%20of%20Transesterification%20Reactions&rft.jtitle=Polymers&rft.au=Zhao,%20Wenzhe&rft.date=2021-01-18&rft.volume=13&rft.issue=2&rft.spage=296&rft.pages=296-&rft.issn=2073-4360&rft.eissn=2073-4360&rft_id=info:doi/10.3390/polym13020296&rft_dat=%3Cproquest_pubme%3E2479939823%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2479939823&rft_id=info:pmid/33477708&rfr_iscdi=true |