Synthesis and binary copolymerizations of 2‐pyrimidyl acrylamide with different alkyl acrylates, vinyl acetate and acrylonitrile

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Abstract
2‐Pyrimidyl acrylamide (2PA) monomer was prepared by the reaction of 2‐aminopyrimidine with acryloyl chloride. Its structure was confirmed by IR, 1H NMR, and MS spectroscopy. Binary copolymerizations of this new monomer with methyl acrylate (MA), ethyl acrylate (EA), butyl acrylate (BuA), methyl methacrylate (MMA), vinyl acetate (VA), and acrylonitrile (AN) were performed in tetrahydrofuran, using 1 mol% azobisisobutyronitrile as initiator at 65°C. N analysis and 1H NMR spectroscopy were used to determine the composition of the copolymers. Copolymerization parameters for each system were calculated by both the Fineman & Ross and Kelen & Tüdös methods. The monomer reactivity ratios for the systems 2PA–MA, 2PA–EA, 2PA–BuA, 2PA–MMA, 2PA–VA, and 2PA–AN were found by the Kelen & Tudos method to be r1 = 0.58±0.042, r2 = 1.26±0.086; r1 = 0.63±0.041, r2 = 1.04±0.072; r1 = 0.88±0.051, r2 = 0.99±0.069; r1 = 0.43±0.021, r2 = 1.60±0.094, r1 = 0.69±0.051, r2 = 0.084±0.088; and r1 = 0.065±0.008, r2 = 2.54±0.220, respectively. The average Q and e values for 2PA were found to be 0.51 and 0.66, respectively.