S. Masuda, K. Minagawa, Hiroyuki Ogawa
Sep 1, 2000
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0
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10
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Journal
Macromolecular Chemistry and Physics
Abstract
Methyl α-acetylaminoacrylate (1) is easily soluble in various organic solvents and water. Radical polymerization of 1 was kinetically investigated in acetonitrile and distilled water. In both solvents, 1 obeys a conventional model of radical polymerization. The application of the linear solvation energy relationship proposed by Taft et al. to the polymerization rates of 1 in various organic solvents revealed that the major factors governing the rates are polarity and polarizability of the solvent. The copolymerization of 1 with acrylic acid in water was not influenced very much by pH, although homopolymerization of acrylic acid was greatly dependent on pH. Parameters r 1 = 3.04, R 2 = 0058, Q 1 = 6.03, and e 1 = 0.52 were obtained in the copolymerization of 1 (M 1 ) and styrene (M 2 ) at 50°C in tetrahydrofuran with AIBN as the initiator. The obtained Q and e values suggest that the α-acetyl-amino group has no polarizing action and significant resonance effect.