High-Performance Reversible Furan–Maleimide Resins Based on Furfuryl Glycidyl Ether and Bismaleimides

Two reversible furan–maleimide resins, in which there are rigid -Ph-CH<sub>2</sub>-Ph- structures and flexible -(CH<sub>2</sub>)<sub>6</sub>- structures in bismaleimides, were synthesized from furfuryl glycidyl ethers (FGE), 4,4′-diaminodiphenyl ether (ODA), <i...

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Main Authors: Jiawen Wang, Jixian Li, Jun Zhang, Shuyue Liu, Liqiang Wan, Zuozhen Liu, Farong Huang
Format: Article
Language:English
Published: MDPI AG 2023-08-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/15/16/3470
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author Jiawen Wang
Jixian Li
Jun Zhang
Shuyue Liu
Liqiang Wan
Zuozhen Liu
Farong Huang
author_facet Jiawen Wang
Jixian Li
Jun Zhang
Shuyue Liu
Liqiang Wan
Zuozhen Liu
Farong Huang
author_sort Jiawen Wang
collection DOAJ
description Two reversible furan–maleimide resins, in which there are rigid -Ph-CH<sub>2</sub>-Ph- structures and flexible -(CH<sub>2</sub>)<sub>6</sub>- structures in bismaleimides, were synthesized from furfuryl glycidyl ethers (FGE), 4,4′-diaminodiphenyl ether (ODA), <i>N</i>,<i>N</i>’-4,4′-diphenylmethane-bismaleimide (DBMI), and <i>N,N′</i>-hexamethylene-bismaleimide (HBMI). The structures of the resins were confirmed using Fourier transform infrared analysis, and the thermoreversibility was evidenced using differential scanning calorimetry (DSC) analysis, as well as the sol-gel transformation process. Mechanical properties and recyclability of the resins were preliminarily evaluated using the flexural test. The results show the Diels–Alder (DA) reaction occurs at about 90 °C and the reversible DA reaction occurs at 130–140 °C for the furan–maleimide resin. Thermally reversible furan–maleimide resins have high mechanical properties. The flexural strength of cured FGE-ODA-HBMI resin arrives at 141 MPa. The resins have a repair efficiency of over 75%. After being hot-pressed three times, two resins display flexural strength higher than 80 MPa.
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spelling doaj.art-2469cb9cc7104aab9b054435ea998a632023-11-19T02:44:50ZengMDPI AGPolymers2073-43602023-08-011516347010.3390/polym15163470High-Performance Reversible Furan–Maleimide Resins Based on Furfuryl Glycidyl Ether and BismaleimidesJiawen Wang0Jixian Li1Jun Zhang2Shuyue Liu3Liqiang Wan4Zuozhen Liu5Farong Huang6Key Laboratory for Specially Functional Materials and Related Technology of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory for Specially Functional Materials and Related Technology of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory for Specially Functional Materials and Related Technology of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory for Specially Functional Materials and Related Technology of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory for Specially Functional Materials and Related Technology of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory for Specially Functional Materials and Related Technology of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory for Specially Functional Materials and Related Technology of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaTwo reversible furan–maleimide resins, in which there are rigid -Ph-CH<sub>2</sub>-Ph- structures and flexible -(CH<sub>2</sub>)<sub>6</sub>- structures in bismaleimides, were synthesized from furfuryl glycidyl ethers (FGE), 4,4′-diaminodiphenyl ether (ODA), <i>N</i>,<i>N</i>’-4,4′-diphenylmethane-bismaleimide (DBMI), and <i>N,N′</i>-hexamethylene-bismaleimide (HBMI). The structures of the resins were confirmed using Fourier transform infrared analysis, and the thermoreversibility was evidenced using differential scanning calorimetry (DSC) analysis, as well as the sol-gel transformation process. Mechanical properties and recyclability of the resins were preliminarily evaluated using the flexural test. The results show the Diels–Alder (DA) reaction occurs at about 90 °C and the reversible DA reaction occurs at 130–140 °C for the furan–maleimide resin. Thermally reversible furan–maleimide resins have high mechanical properties. The flexural strength of cured FGE-ODA-HBMI resin arrives at 141 MPa. The resins have a repair efficiency of over 75%. After being hot-pressed three times, two resins display flexural strength higher than 80 MPa.https://www.mdpi.com/2073-4360/15/16/3470Diels–Alder reactionfuran–maleimide resinthermally reversible cross-linking resinshigh-performance resin
spellingShingle Jiawen Wang
Jixian Li
Jun Zhang
Shuyue Liu
Liqiang Wan
Zuozhen Liu
Farong Huang
High-Performance Reversible Furan–Maleimide Resins Based on Furfuryl Glycidyl Ether and Bismaleimides
Polymers
Diels–Alder reaction
furan–maleimide resin
thermally reversible cross-linking resins
high-performance resin
title High-Performance Reversible Furan–Maleimide Resins Based on Furfuryl Glycidyl Ether and Bismaleimides
title_full High-Performance Reversible Furan–Maleimide Resins Based on Furfuryl Glycidyl Ether and Bismaleimides
title_fullStr High-Performance Reversible Furan–Maleimide Resins Based on Furfuryl Glycidyl Ether and Bismaleimides
title_full_unstemmed High-Performance Reversible Furan–Maleimide Resins Based on Furfuryl Glycidyl Ether and Bismaleimides
title_short High-Performance Reversible Furan–Maleimide Resins Based on Furfuryl Glycidyl Ether and Bismaleimides
title_sort high performance reversible furan maleimide resins based on furfuryl glycidyl ether and bismaleimides
topic Diels–Alder reaction
furan–maleimide resin
thermally reversible cross-linking resins
high-performance resin
url https://www.mdpi.com/2073-4360/15/16/3470
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