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

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 degrees C and the reversible DA reaction occurs at 130-140 degrees 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.

Automated summary

Two reversible furan-maleimide resins with rigid -Ph-CH2-Ph- and flexible -(CH2)6- structures were synthesized and their structures were confirmed using Fourier transform infrared analysis. The thermal reversibility was demonstrated by differential scanning calorimetry analysis and sol-gel transformation process. The mechanical properties and recyclability of the resins were evaluated through flexural test.