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

Abstract

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 H 2 SO 4 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 1 H NMR spectroscopy. The average relative molecular mass (M v) 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 1 H NMR signal for the vinyl proton at δ = 5.5-7.0 ppm and the appearance of a proton signal from the Csp 3 bond at δ = 0.7-1.3 ppm. Based on the viscosity calculation, it was found that the M v 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 (T g) of PEMBA tended to decrease with an increase in the MBA concentration, but on the other hand, both the melting point (T m) and the crystallisation temperature (T c) shifted to higher temperatures.

Novel 1,2-Bismethacrylate-3-Eugenyl Propane for Resin Composites: Synthesis, Characterization, Rheological, and Degree of Conversion

“…The 13 C NMR spectra are presented in Figure 4 , and peaks are assigned in Table S2 . The spectral profiles of Eg, GMA, and EgGMA were in accordance with the literature [ 7 , 14 , 23 , 24 ]. By inspection of the EgGAA spectrum, all carbons can be identified, with insignificant chemical shift differences compared to EgGMA.…”

“…By correlation between peak integration and the number of protons, the structural integrity of the products was confirmed. Bands corresponding to Eg, GMA, and EgGMA were compared with the literature [ 7 , 14 , 23 , 24 ]. The spectral pattern of EgGAA is close to that of EgGMA, due to their similarity.…”

Fabrication of pH-Responsive Polyimide Polyacrylic Acid Smart Gating Membranes: Ultrafast Method Using 248 nm Krypton Fluoride Excimer Laser

“…A broad peak was seen around 2400–3600 cm –1 because of the N–H and O–H groups present in the cross-linked PAAc . Peaks at 3485 cm –1 (N–H stretching), broad peak around 3042 cm –1 (O–H stretching), 1701 cm –1 (CO stretching), 1435 cm –1 (CH 2 deformation), 1248 cm –1, and 1178 cm –1 (C–O stretching coupled with in-plane bending of O–H) were exclusive to PAAc. − On the other hand, PI has strong peaks around 1781 cm –1 (CO asymmetric stretching), 1720 cm –1 (CO symmetric stretching), 1494 cm –1 (C–C ring stretch), 1375 cm –1 (CN stretching), range of peaks in 1300 cm –1 to 900 cm –1 (C–O–C and also due to C–O stretching), peaks between 900 cm –1 to 600 cm –1 (bending and rocking movement of C–H), and 723 cm –1 (CO bending). , Small, weak, and range of peaks observed between 2600 cm –1 to 3300 cm –1 are due to CH stretching . These peaks confirm that the PAAc is grafted inside the pores of the polymeric membrane.…”

Development of an Optical Sensor Using a Molecularly Imprinted Polymer as a Selective Extracting Agent for the Direct Quantification of Tartrazine in Real Water Samples

“…In all three samples, the band situated at 1650 cm −1 corresponds to C=C from MPS, while the bands at 2950, 1475, 1415, and 780 cm −1 correspond to C-H stretching vibrations from CH 2 and CH 3 present in MPS [ 35 , 36 , 37 ]. On the other hand, for the FF-MIP and FF-NIP spectra, the bands located at 3500 and 1654 cm −1 are possibly related to the N-H and C-O groups from MBAA (from the polymeric structure), while the band at 1516 cm −1 corresponds to the N-H secondary amide group from the MBAA polymer [ 10 , 33 , 38 , 39 , 40 , 41 ]. These bands were also observed in the FTIR spectra of the bulk MIP and NIP materials ( Figure S2 ).…”