Highly cross-linked thermosetting resin of maleimidobenzoxazine functionalized with benzocyclobutene

Maleimidobenzoxazine monomer functionalized with benzocyclobutene (BCB) and its cured resin has been successfully prepared. BCB-modified maleimidobenzoxazine monomer (HMI–AB) was synthesized by the reaction of 4-aminobenzocyclobutene (AMBCB), p-hydroxyphenylmaleimide (HMI) and paraformaldehyde in dioxane under reflux. Fourier transform infrared spectroscopy (FTIR), 1H and 13C nuclear magnetic resonance spectroscopy (NMR) were used to characterize the structure of the monomer. The monomer HMI–AB possesses three kinds of polymerizable functional groups of BCB, maleimide and benzoxazine. The polymerization behavior of the monomer is studied by differential scanning calorimetry (DSC) and FTIR. DMA study demonstrates that the cured resin show high storage modulus and high Tg at ca. 350 °C. TGA study shows that the cured resin possess good thermal stability.