Curing behavior, thermal, and mechanical properties of N,N′-(4,4′-diphenylmethane)bismaleimide/2,2′-diallylbisphenol A/3-allyl-5,5-dimethylhydantoin resin system

The 3-allyl-5,5-dimethylhydantoin (ADMH) was synthesized and characterized by Fourier transform infrared spectroscopy, H-1-nuclear magnetic resonance (NMR), and C-13-NMR spectroscopy. Then, the ADMH was used to modify the N,N '-(4,4 '-diphenylmethane)bismaleimide (BDM)/2,2 '-diallylbisphenol A (DABPA) resin to obtain the BDM/DABPA/ADMH resin system (BDA). The curing behavior was investigated by non-isothermal differential scanning calorimetry and the activation energy (E alpha) was obtained by Kissinger and Ozawa models. The thermomechanical property was measured by dynamic mechanical analysis. Analysis of the data revealed the complexity of the curing reaction, which was firstly dominated by the Ene reaction of allyl and C=C double bond at low and medium temperatures and was further governed by the Diels-Alder reaction and the anionic imide oligomerization occurred at high temperatures. The results demonstrated that 1-BDA had the best thermal and mechanical properties exhibiting excellent modification effect of ADMH.