Synthesis and properties of a novel bio‐based benzoxazine resin with excellent low‐temperature curing ability

A novel bio‐based benzoxazine resin (diphenolic acid/furfurylamine benzoxazine resin, PDPA‐F‐Boz) was prepared by using bio‐based diphenolic acid, furfurylamine and paraformaldehyde as raw materials. The structure of DPA‐F‐Boz monomer was characterized by Fourier transform infrared spectroscopy, 1H...

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Veröffentlicht in:Polymer international 2020-04, Vol.69 (4), p.355-362
Hauptverfasser: Zhan, Zuo‐min, Yan, Hong‐qiang, Yin, Ping, Cheng, Jie, Fang, Zheng‐ping
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container_issue 4
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container_title Polymer international
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creator Zhan, Zuo‐min
Yan, Hong‐qiang
Yin, Ping
Cheng, Jie
Fang, Zheng‐ping
description A novel bio‐based benzoxazine resin (diphenolic acid/furfurylamine benzoxazine resin, PDPA‐F‐Boz) was prepared by using bio‐based diphenolic acid, furfurylamine and paraformaldehyde as raw materials. The structure of DPA‐F‐Boz monomer was characterized by Fourier transform infrared spectroscopy, 1H NMR and 13C NMR, and then its curing reaction and the thermal stability of the cured PDPA‐F‐Boz were analyzed. Compared with the traditional fossil‐based benzoxazine (bisphenol A/aniline benzoxazine, BPA‐A‐Boz) and the bio‐based benzoxazine (diphenolic acid/aniline benzoxazine, DPA‐A‐Boz), DPA‐F‐Boz monomer showed the lowest curing temperature, and PDPA‐F‐Boz had the highest residual char ratio at 800 °C and the lowest degradation rate at the peak temperature. Meanwhile, the total heat release, peak heat release rate and heat release capacity of PDPA‐F‐Boz were much lower than those of PBPA‐A‐Boz and PDPA‐A‐Boz. Thus, PDPA‐F‐Boz showed excellent low‐temperature curing ability and thermal stability. © 2019 Society of Chemical Industry The bio‐based benzoxazine (diphenolic acid/furfurylamine benzoxazine, PDPA‐F‐Boz) had been synthesized and behaved as an excellent flame retardant bio‐based benzoxazine resin with low‐temperature curing ability and intrinsic thermal stability.
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The structure of DPA‐F‐Boz monomer was characterized by Fourier transform infrared spectroscopy, 1H NMR and 13C NMR, and then its curing reaction and the thermal stability of the cured PDPA‐F‐Boz were analyzed. Compared with the traditional fossil‐based benzoxazine (bisphenol A/aniline benzoxazine, BPA‐A‐Boz) and the bio‐based benzoxazine (diphenolic acid/aniline benzoxazine, DPA‐A‐Boz), DPA‐F‐Boz monomer showed the lowest curing temperature, and PDPA‐F‐Boz had the highest residual char ratio at 800 °C and the lowest degradation rate at the peak temperature. Meanwhile, the total heat release, peak heat release rate and heat release capacity of PDPA‐F‐Boz were much lower than those of PBPA‐A‐Boz and PDPA‐A‐Boz. Thus, PDPA‐F‐Boz showed excellent low‐temperature curing ability and thermal stability. © 2019 Society of Chemical Industry The bio‐based benzoxazine (diphenolic acid/furfurylamine benzoxazine, PDPA‐F‐Boz) had been synthesized and behaved as an excellent flame retardant bio‐based benzoxazine resin with low‐temperature curing ability and intrinsic thermal stability.</description><identifier>ISSN: 0959-8103</identifier><identifier>EISSN: 1097-0126</identifier><identifier>DOI: 10.1002/pi.5957</identifier><language>eng</language><publisher>Chichester, UK: John Wiley &amp; Sons, Ltd</publisher><subject>Aniline ; Benzoxazines ; bio‐based benzoxazine ; Bisphenol A ; Curing ; Enthalpy ; Fourier transforms ; Heat ; Heat release rate ; Infrared spectroscopy ; low‐temperature curing ability ; Monomers ; NMR ; Nuclear magnetic resonance ; Raw materials ; Resins ; Stability analysis ; synthesis ; Thermal stability</subject><ispartof>Polymer international, 2020-04, Vol.69 (4), p.355-362</ispartof><rights>2019 Society of Chemical Industry</rights><rights>Copyright © 2020 Society of Chemical Industry</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3267-d162625c786f1d90e3c5ee5422400045de79fca397e72523a9c8bf42120f88ab3</citedby><cites>FETCH-LOGICAL-c3267-d162625c786f1d90e3c5ee5422400045de79fca397e72523a9c8bf42120f88ab3</cites><orcidid>0000-0002-2179-9320</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fpi.5957$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpi.5957$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Zhan, Zuo‐min</creatorcontrib><creatorcontrib>Yan, Hong‐qiang</creatorcontrib><creatorcontrib>Yin, Ping</creatorcontrib><creatorcontrib>Cheng, Jie</creatorcontrib><creatorcontrib>Fang, Zheng‐ping</creatorcontrib><title>Synthesis and properties of a novel bio‐based benzoxazine resin with excellent low‐temperature curing ability</title><title>Polymer international</title><description>A novel bio‐based benzoxazine resin (diphenolic acid/furfurylamine benzoxazine resin, PDPA‐F‐Boz) was prepared by using bio‐based diphenolic acid, furfurylamine and paraformaldehyde as raw materials. The structure of DPA‐F‐Boz monomer was characterized by Fourier transform infrared spectroscopy, 1H NMR and 13C NMR, and then its curing reaction and the thermal stability of the cured PDPA‐F‐Boz were analyzed. Compared with the traditional fossil‐based benzoxazine (bisphenol A/aniline benzoxazine, BPA‐A‐Boz) and the bio‐based benzoxazine (diphenolic acid/aniline benzoxazine, DPA‐A‐Boz), DPA‐F‐Boz monomer showed the lowest curing temperature, and PDPA‐F‐Boz had the highest residual char ratio at 800 °C and the lowest degradation rate at the peak temperature. Meanwhile, the total heat release, peak heat release rate and heat release capacity of PDPA‐F‐Boz were much lower than those of PBPA‐A‐Boz and PDPA‐A‐Boz. Thus, PDPA‐F‐Boz showed excellent low‐temperature curing ability and thermal stability. © 2019 Society of Chemical Industry The bio‐based benzoxazine (diphenolic acid/furfurylamine benzoxazine, PDPA‐F‐Boz) had been synthesized and behaved as an excellent flame retardant bio‐based benzoxazine resin with low‐temperature curing ability and intrinsic thermal stability.</description><subject>Aniline</subject><subject>Benzoxazines</subject><subject>bio‐based benzoxazine</subject><subject>Bisphenol A</subject><subject>Curing</subject><subject>Enthalpy</subject><subject>Fourier transforms</subject><subject>Heat</subject><subject>Heat release rate</subject><subject>Infrared spectroscopy</subject><subject>low‐temperature curing ability</subject><subject>Monomers</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Raw materials</subject><subject>Resins</subject><subject>Stability analysis</subject><subject>synthesis</subject><subject>Thermal stability</subject><issn>0959-8103</issn><issn>1097-0126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp10EtOwzAQBmALgUQpiCtYYsECpdhOnMRLhHhUqgQSsLYcZ0JdpU5qJ7TpiiNwRk6CS9myms03_zwQOqdkQglh162ZcMGzAzSiRGQRoSw9RCMiuIhySuJjdOL9ghCSCyFGaPUy2G4O3nisbIlb17TgOgMeNxVW2DYfUOPCNN-fX4XyUOIC7LbZqK2xgF3os3htujmGjYa6BtvhulkH3MEyBKmud4B174x9x6owtemGU3RUqdrD2V8do7f7u9fbx2j29DC9vZlFOmZpFpU0ZSnjOsvTipaCQKw5AE8YS8LyCS8hE5VWscggY5zFSui8qBJGGanyXBXxGF3sc8NNqx58JxdN72wYKVmcUc45ozyoy73SrvHeQSVbZ5bKDZISufunbI3c_TPIq71cmxqG_5h8nv7qH-breO8</recordid><startdate>202004</startdate><enddate>202004</enddate><creator>Zhan, Zuo‐min</creator><creator>Yan, Hong‐qiang</creator><creator>Yin, Ping</creator><creator>Cheng, Jie</creator><creator>Fang, Zheng‐ping</creator><general>John Wiley &amp; Sons, Ltd</general><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>F28</scope><scope>FR3</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0002-2179-9320</orcidid></search><sort><creationdate>202004</creationdate><title>Synthesis and properties of a novel bio‐based benzoxazine resin with excellent low‐temperature curing ability</title><author>Zhan, Zuo‐min ; Yan, Hong‐qiang ; Yin, Ping ; Cheng, Jie ; Fang, Zheng‐ping</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3267-d162625c786f1d90e3c5ee5422400045de79fca397e72523a9c8bf42120f88ab3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Aniline</topic><topic>Benzoxazines</topic><topic>bio‐based benzoxazine</topic><topic>Bisphenol A</topic><topic>Curing</topic><topic>Enthalpy</topic><topic>Fourier transforms</topic><topic>Heat</topic><topic>Heat release rate</topic><topic>Infrared spectroscopy</topic><topic>low‐temperature curing ability</topic><topic>Monomers</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Raw materials</topic><topic>Resins</topic><topic>Stability analysis</topic><topic>synthesis</topic><topic>Thermal stability</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhan, Zuo‐min</creatorcontrib><creatorcontrib>Yan, Hong‐qiang</creatorcontrib><creatorcontrib>Yin, Ping</creatorcontrib><creatorcontrib>Cheng, Jie</creatorcontrib><creatorcontrib>Fang, Zheng‐ping</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>ANTE: Abstracts in New Technology &amp; Engineering</collection><collection>Engineering Research Database</collection><collection>Materials Research Database</collection><jtitle>Polymer international</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhan, Zuo‐min</au><au>Yan, Hong‐qiang</au><au>Yin, Ping</au><au>Cheng, Jie</au><au>Fang, Zheng‐ping</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and properties of a novel bio‐based benzoxazine resin with excellent low‐temperature curing ability</atitle><jtitle>Polymer international</jtitle><date>2020-04</date><risdate>2020</risdate><volume>69</volume><issue>4</issue><spage>355</spage><epage>362</epage><pages>355-362</pages><issn>0959-8103</issn><eissn>1097-0126</eissn><abstract>A novel bio‐based benzoxazine resin (diphenolic acid/furfurylamine benzoxazine resin, PDPA‐F‐Boz) was prepared by using bio‐based diphenolic acid, furfurylamine and paraformaldehyde as raw materials. The structure of DPA‐F‐Boz monomer was characterized by Fourier transform infrared spectroscopy, 1H NMR and 13C NMR, and then its curing reaction and the thermal stability of the cured PDPA‐F‐Boz were analyzed. Compared with the traditional fossil‐based benzoxazine (bisphenol A/aniline benzoxazine, BPA‐A‐Boz) and the bio‐based benzoxazine (diphenolic acid/aniline benzoxazine, DPA‐A‐Boz), DPA‐F‐Boz monomer showed the lowest curing temperature, and PDPA‐F‐Boz had the highest residual char ratio at 800 °C and the lowest degradation rate at the peak temperature. Meanwhile, the total heat release, peak heat release rate and heat release capacity of PDPA‐F‐Boz were much lower than those of PBPA‐A‐Boz and PDPA‐A‐Boz. Thus, PDPA‐F‐Boz showed excellent low‐temperature curing ability and thermal stability. © 2019 Society of Chemical Industry The bio‐based benzoxazine (diphenolic acid/furfurylamine benzoxazine, PDPA‐F‐Boz) had been synthesized and behaved as an excellent flame retardant bio‐based benzoxazine resin with low‐temperature curing ability and intrinsic thermal stability.</abstract><cop>Chichester, UK</cop><pub>John Wiley &amp; Sons, Ltd</pub><doi>10.1002/pi.5957</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-2179-9320</orcidid></addata></record>
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subjects Aniline
Benzoxazines
bio‐based benzoxazine
Bisphenol A
Curing
Enthalpy
Fourier transforms
Heat
Heat release rate
Infrared spectroscopy
low‐temperature curing ability
Monomers
NMR
Nuclear magnetic resonance
Raw materials
Resins
Stability analysis
synthesis
Thermal stability
title Synthesis and properties of a novel bio‐based benzoxazine resin with excellent low‐temperature curing ability
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