Synthesis of 2,5-furandicarboxylic acid-based biodegradable copolyesters with excellent gas barrier properties composed of various aliphatic diols

Synthesis of 2,5-furandicarboxylic acid-based biodegradable copolyesters with excellent gas barrier properties composed of various aliphatic diols. [Display omitted] •Bio-based biodegradable polyesters.•Effect of the segmental lengths.•2,5-Furandicarboxylic acid.•Various aliphatic diols.•Good gas ba...

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Veröffentlicht in:European polymer journal 2022-12, Vol.181, p.111677, Article 111677
Hauptverfasser: Wang, Qianfeng, Wang, Jinggang, Dong, Yunxiao, Zhang, Xiaoqin, Hu, Han, OYoung, Lionel, Hu, Di, Zhu, Jin
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container_title European polymer journal
container_volume 181
creator Wang, Qianfeng
Wang, Jinggang
Dong, Yunxiao
Zhang, Xiaoqin
Hu, Han
OYoung, Lionel
Hu, Di
Zhu, Jin
description Synthesis of 2,5-furandicarboxylic acid-based biodegradable copolyesters with excellent gas barrier properties composed of various aliphatic diols. [Display omitted] •Bio-based biodegradable polyesters.•Effect of the segmental lengths.•2,5-Furandicarboxylic acid.•Various aliphatic diols.•Good gas barrier properties. Copolyesters based on 2,5-furandicarboxylic acid (FDCA) have attracted particular attention due to their outstanding gas barrier properties and biodegradability compared with commodity degradable polymers. This study provides the first comprehensive assessment of the effect of the segmental lengths of aliphatic diols on the properties of FDCA-based copolyesters. A series of poly(alkylene adipate-co-furanoate) (PAAF) copolyesters comprised of different aliphatic diols were prepared via melt polycondensation reaction and their comprehensive properties, including thermal properties, mechanical properties, gas barrier properties, degradability, and antibacterial activities were thoroughly investigated. NMR and GPC results confirm the successful synthesis of high-molecular-weight random copolyesters (their Mw varies from 67,500 to 126,500 g·mol−1). The glass transition temperatures (Tg) of PAAFs decreases with increasing diol segmental lengths whereas a zig-zag variation in the melting temperatures (Tm) is observed due to the odd–even effect. All PAAFs exhibit good ductility and excellent mechanical properties with tensile moduli between 27 and 102 MPa. The gas barrier performances of PAAFs are 2.1 to 13.4 folds for O2 and 2.4 to 13.6 folds for CO2 better than those of poly(butylene adipate-co-terephthalate) (PBAT), respectively. All PAAFs can be rapidly biodegraded within 25 days under enzymatic hydrolysis conditions.
doi_str_mv 10.1016/j.eurpolymj.2022.111677
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[Display omitted] •Bio-based biodegradable polyesters.•Effect of the segmental lengths.•2,5-Furandicarboxylic acid.•Various aliphatic diols.•Good gas barrier properties. Copolyesters based on 2,5-furandicarboxylic acid (FDCA) have attracted particular attention due to their outstanding gas barrier properties and biodegradability compared with commodity degradable polymers. This study provides the first comprehensive assessment of the effect of the segmental lengths of aliphatic diols on the properties of FDCA-based copolyesters. A series of poly(alkylene adipate-co-furanoate) (PAAF) copolyesters comprised of different aliphatic diols were prepared via melt polycondensation reaction and their comprehensive properties, including thermal properties, mechanical properties, gas barrier properties, degradability, and antibacterial activities were thoroughly investigated. NMR and GPC results confirm the successful synthesis of high-molecular-weight random copolyesters (their Mw varies from 67,500 to 126,500 g·mol−1). The glass transition temperatures (Tg) of PAAFs decreases with increasing diol segmental lengths whereas a zig-zag variation in the melting temperatures (Tm) is observed due to the odd–even effect. All PAAFs exhibit good ductility and excellent mechanical properties with tensile moduli between 27 and 102 MPa. The gas barrier performances of PAAFs are 2.1 to 13.4 folds for O2 and 2.4 to 13.6 folds for CO2 better than those of poly(butylene adipate-co-terephthalate) (PBAT), respectively. All PAAFs can be rapidly biodegraded within 25 days under enzymatic hydrolysis conditions.</description><identifier>ISSN: 0014-3057</identifier><identifier>EISSN: 1873-1945</identifier><identifier>DOI: 10.1016/j.eurpolymj.2022.111677</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>2,5-furandicarboxylic acid (FDCA) ; Aliphatic compounds ; Aliphatic diols ; Biodegradability ; Biodegradable polyesters ; Chemical synthesis ; Copolymers ; Diols ; Gas barrier properties ; Glass transition temperature ; Mechanical properties ; NMR ; Nuclear magnetic resonance ; Polycondensation reactions ; Polyesters ; Temperature ; Thermodynamic properties</subject><ispartof>European polymer journal, 2022-12, Vol.181, p.111677, Article 111677</ispartof><rights>2022</rights><rights>Copyright Elsevier BV Dec 5, 2022</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c273t-f60beb6eae1ec4a68e0e7ef2b684151e3188ecabd4c9aea936bec74dcdedfb8e3</citedby><cites>FETCH-LOGICAL-c273t-f60beb6eae1ec4a68e0e7ef2b684151e3188ecabd4c9aea936bec74dcdedfb8e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.eurpolymj.2022.111677$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>315,781,785,3551,27929,27930,46000</link.rule.ids></links><search><creatorcontrib>Wang, Qianfeng</creatorcontrib><creatorcontrib>Wang, Jinggang</creatorcontrib><creatorcontrib>Dong, Yunxiao</creatorcontrib><creatorcontrib>Zhang, Xiaoqin</creatorcontrib><creatorcontrib>Hu, Han</creatorcontrib><creatorcontrib>OYoung, Lionel</creatorcontrib><creatorcontrib>Hu, Di</creatorcontrib><creatorcontrib>Zhu, Jin</creatorcontrib><title>Synthesis of 2,5-furandicarboxylic acid-based biodegradable copolyesters with excellent gas barrier properties composed of various aliphatic diols</title><title>European polymer journal</title><description>Synthesis of 2,5-furandicarboxylic acid-based biodegradable copolyesters with excellent gas barrier properties composed of various aliphatic diols. [Display omitted] •Bio-based biodegradable polyesters.•Effect of the segmental lengths.•2,5-Furandicarboxylic acid.•Various aliphatic diols.•Good gas barrier properties. Copolyesters based on 2,5-furandicarboxylic acid (FDCA) have attracted particular attention due to their outstanding gas barrier properties and biodegradability compared with commodity degradable polymers. This study provides the first comprehensive assessment of the effect of the segmental lengths of aliphatic diols on the properties of FDCA-based copolyesters. A series of poly(alkylene adipate-co-furanoate) (PAAF) copolyesters comprised of different aliphatic diols were prepared via melt polycondensation reaction and their comprehensive properties, including thermal properties, mechanical properties, gas barrier properties, degradability, and antibacterial activities were thoroughly investigated. NMR and GPC results confirm the successful synthesis of high-molecular-weight random copolyesters (their Mw varies from 67,500 to 126,500 g·mol−1). The glass transition temperatures (Tg) of PAAFs decreases with increasing diol segmental lengths whereas a zig-zag variation in the melting temperatures (Tm) is observed due to the odd–even effect. All PAAFs exhibit good ductility and excellent mechanical properties with tensile moduli between 27 and 102 MPa. The gas barrier performances of PAAFs are 2.1 to 13.4 folds for O2 and 2.4 to 13.6 folds for CO2 better than those of poly(butylene adipate-co-terephthalate) (PBAT), respectively. All PAAFs can be rapidly biodegraded within 25 days under enzymatic hydrolysis conditions.</description><subject>2,5-furandicarboxylic acid (FDCA)</subject><subject>Aliphatic compounds</subject><subject>Aliphatic diols</subject><subject>Biodegradability</subject><subject>Biodegradable polyesters</subject><subject>Chemical synthesis</subject><subject>Copolymers</subject><subject>Diols</subject><subject>Gas barrier properties</subject><subject>Glass transition temperature</subject><subject>Mechanical properties</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Polycondensation reactions</subject><subject>Polyesters</subject><subject>Temperature</subject><subject>Thermodynamic properties</subject><issn>0014-3057</issn><issn>1873-1945</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFkc1O3DAQx60KpC4fz1BLvTaLHSdx9ohQgUpIPRTO1tiesI6ycTpOKPsaPDFebcWV01z-HzPzY-ybFGspZHPVr3GhKQ77Xb8uRVmupZSN1l_YSrZaFXJT1SdsJYSsCiVq_ZWdpdQLIbRq1Iq9_dmP8xZTSDx2vPxRF91CMPrggGx83Q_BcXDBFxYSem5D9PhM4MEOyF089GKakRL_F-Ytx1eHw4DjzJ8hcQtEAYlPFCekOWDKlt0UD0m57QUoxCVxGMK0hTk3-RCHdMFOOxgSXv6f5-zp9ufjzX3x8Pvu1831Q-FKreaia4RF2yCgRFdB06JAjV1pm7aStUQl2xYdWF-5DSBsVGPR6co7j76zLapz9v2Ym9f7u-QrTB8XGnOlKbWuy1YJ2WaVPqocxZQIOzNR2AHtjRTmAMD05gOAOQAwRwDZeX10Yj7iJf_BJBdwdOgDoZuNj-HTjHciypmU</recordid><startdate>20221205</startdate><enddate>20221205</enddate><creator>Wang, Qianfeng</creator><creator>Wang, Jinggang</creator><creator>Dong, Yunxiao</creator><creator>Zhang, Xiaoqin</creator><creator>Hu, Han</creator><creator>OYoung, Lionel</creator><creator>Hu, Di</creator><creator>Zhu, Jin</creator><general>Elsevier Ltd</general><general>Elsevier BV</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20221205</creationdate><title>Synthesis of 2,5-furandicarboxylic acid-based biodegradable copolyesters with excellent gas barrier properties composed of various aliphatic diols</title><author>Wang, Qianfeng ; Wang, Jinggang ; Dong, Yunxiao ; Zhang, Xiaoqin ; Hu, Han ; OYoung, Lionel ; Hu, Di ; Zhu, Jin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c273t-f60beb6eae1ec4a68e0e7ef2b684151e3188ecabd4c9aea936bec74dcdedfb8e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>2,5-furandicarboxylic acid (FDCA)</topic><topic>Aliphatic compounds</topic><topic>Aliphatic diols</topic><topic>Biodegradability</topic><topic>Biodegradable polyesters</topic><topic>Chemical synthesis</topic><topic>Copolymers</topic><topic>Diols</topic><topic>Gas barrier properties</topic><topic>Glass transition temperature</topic><topic>Mechanical properties</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Polycondensation reactions</topic><topic>Polyesters</topic><topic>Temperature</topic><topic>Thermodynamic properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Qianfeng</creatorcontrib><creatorcontrib>Wang, Jinggang</creatorcontrib><creatorcontrib>Dong, Yunxiao</creatorcontrib><creatorcontrib>Zhang, Xiaoqin</creatorcontrib><creatorcontrib>Hu, Han</creatorcontrib><creatorcontrib>OYoung, Lionel</creatorcontrib><creatorcontrib>Hu, Di</creatorcontrib><creatorcontrib>Zhu, Jin</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>European polymer journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Qianfeng</au><au>Wang, Jinggang</au><au>Dong, Yunxiao</au><au>Zhang, Xiaoqin</au><au>Hu, Han</au><au>OYoung, Lionel</au><au>Hu, Di</au><au>Zhu, Jin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of 2,5-furandicarboxylic acid-based biodegradable copolyesters with excellent gas barrier properties composed of various aliphatic diols</atitle><jtitle>European polymer journal</jtitle><date>2022-12-05</date><risdate>2022</risdate><volume>181</volume><spage>111677</spage><pages>111677-</pages><artnum>111677</artnum><issn>0014-3057</issn><eissn>1873-1945</eissn><abstract>Synthesis of 2,5-furandicarboxylic acid-based biodegradable copolyesters with excellent gas barrier properties composed of various aliphatic diols. [Display omitted] •Bio-based biodegradable polyesters.•Effect of the segmental lengths.•2,5-Furandicarboxylic acid.•Various aliphatic diols.•Good gas barrier properties. Copolyesters based on 2,5-furandicarboxylic acid (FDCA) have attracted particular attention due to their outstanding gas barrier properties and biodegradability compared with commodity degradable polymers. This study provides the first comprehensive assessment of the effect of the segmental lengths of aliphatic diols on the properties of FDCA-based copolyesters. A series of poly(alkylene adipate-co-furanoate) (PAAF) copolyesters comprised of different aliphatic diols were prepared via melt polycondensation reaction and their comprehensive properties, including thermal properties, mechanical properties, gas barrier properties, degradability, and antibacterial activities were thoroughly investigated. NMR and GPC results confirm the successful synthesis of high-molecular-weight random copolyesters (their Mw varies from 67,500 to 126,500 g·mol−1). The glass transition temperatures (Tg) of PAAFs decreases with increasing diol segmental lengths whereas a zig-zag variation in the melting temperatures (Tm) is observed due to the odd–even effect. All PAAFs exhibit good ductility and excellent mechanical properties with tensile moduli between 27 and 102 MPa. The gas barrier performances of PAAFs are 2.1 to 13.4 folds for O2 and 2.4 to 13.6 folds for CO2 better than those of poly(butylene adipate-co-terephthalate) (PBAT), respectively. All PAAFs can be rapidly biodegraded within 25 days under enzymatic hydrolysis conditions.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.eurpolymj.2022.111677</doi></addata></record>
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subjects 2,5-furandicarboxylic acid (FDCA)
Aliphatic compounds
Aliphatic diols
Biodegradability
Biodegradable polyesters
Chemical synthesis
Copolymers
Diols
Gas barrier properties
Glass transition temperature
Mechanical properties
NMR
Nuclear magnetic resonance
Polycondensation reactions
Polyesters
Temperature
Thermodynamic properties
title Synthesis of 2,5-furandicarboxylic acid-based biodegradable copolyesters with excellent gas barrier properties composed of various aliphatic diols
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