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Updated: Jul 18, 2025

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
Published on: August 25, 2016
High-Performance Reversible Furan-Maleimide Resins Based on Furfuryl Glycidyl Ether and Bismaleimides
Jiawen Wang1, Jixian Li1, Jun Zhang1
1Key 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, China.
Abstract:
Two reversible furan-maleimide resins, in which there are rigid -Ph-CH2-Ph- structures and flexible -(CH2)6- structures in bismaleimides, were synthesized from furfuryl glycidyl ethers (FGE), 4,4'-diaminodiphenyl ether (ODA), N,N'-4,4'-diphenylmethane-bismaleimide (DBMI), and N,N'-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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