Synthesis and Characterisation of Copoly-(Eugenol-N,N′-Methylene Bis(Acrylamide))


Solvent-free cationic copolymerisation of eugenol and N,N’-methylene bis(acrylamide) (MBA) was conducted with different MBA compositions, i.e., 2%, 4% and 6%. The copolymerisation was performed using an H2SO4 initiator in a nitrogen atmosphere at room temperature (28°C–30°C). The structure of the obtained product, copoly-(eugenol−N,N‘-methylene bis(acrylamide) or PEMBA, was identified by Fourier transform infrared (FTIR) and 1H NMR spectroscopy. The average relative molecular mass (Mv) of PEMBA was determined by viscometer tools at a constant temperature (28°C). The morphology of PEMBA was characterised by scanning electron microscopy (SEM). The thermal properties of PEMBA were analysed using differential scanning calorimetry (DSC). A comparative analysis of the FTIR spectra of PEMBA with eugenol and MBA demonstrated the loss of absorption characteristics of the vinyl group around 995 c–1. It was strengthened by the loss of the 1H NMR signal for the vinyl proton at δ = 5.5–7.0 ppm and the appearance of a proton signal from the Csp3 bond at δ = 0.7–1.3 ppm. Based on the viscosity calculation, it was found that the Mv of PEMBA 2%, 4% and 6% were 23543 g mol–1, 19098 g mol–1 and 12904 g mol–1, respectively. An SEM examination of PEMBA showed amorphous chunks of irregular shapes and sizes. Thermal analysis showed that the glass transition temperature (Tg) of PEMBA tended to decrease with an increase in the MBA concentration, but on the other hand, both the melting point (Tm) and the crystallisation temperature (Tc) shifted to higher temperatures.