The Esterolytic activity of poly(N-alkylimidazoles) in ethanol-water. The poly(1-methyl-5-vinylimidazole)-catalyzed hydrolysis of p-nitrophenyl acetate and 3-nitro-4-acetoxybenzoic acid

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dc.contributor.author Overberger, C. en_US
dc.contributor.author Smith, Thomas en_US
dc.date.accessioned 2006-08-18T20:50:19Z en_US
dc.date.available 2006-08-18T20:50:19Z en_US
dc.date.issued 1975-07 en_US
dc.identifier.citation Macromolecules 8N4 (1975) 401-406 en_US
dc.identifier.issn 1520-5835 en_US
dc.identifier.uri http://hdl.handle.net/1850/2329 en_US
dc.description.abstract 1-Methyl-4-vinylimidazole (1-Me-4-VIm) and 1-methyl-5-vinylimidazole (1-Me-5-VIm) have been synthesized and polymerized. The esterolytic activity of these polymers in 28.5% ethanol-water toward p-nitrophenyl acetate (PNPA) and 3-nitro-4-acetoxybenzoic acid (S2-) has been evaluated as compared to that of the model compounds 1,4-dimethylimidazole (1,4-DMIm) and 1,5-dimethylimidazole (1,5-DMIm). Poly(l-methyl-4-vinylimidazole) [poly(1-Me-4-VIm)] and 1,4-DMIm are not catalytically active, as compared to buffer solution, toward PNPA and S2- in 28.5% ethanol-water. The rate of hydrolysis of PNPA by 1,5-DMIm and poly(1-methyl-5-vinylimidazole) [poly(l-Me-5-VIm)] was proportional to the concentration of neutral imidazole residues for both catalysts; however, 1,5-DMIm was five times more active than poly(1-Me-5-VIm). Poly(1-Me-5-VIm) displayed a bell-shaped pH-rate profile toward the negatively charged ester S2- while the rate of hydrolysis by 1,5-DMIm was again proportional to the concentration of neutral imidazole. At their respective optimum pH's, poly(1-Me-5-VIm) was 20% more active than 1,5-DMIm. en_US
dc.format.extent 31371 bytes en_US
dc.format.mimetype application/pdf en_US
dc.language.iso en_US en_US
dc.publisher American Chemical Society: Macromolecules en_US
dc.subject Esterolysis en_US
dc.subject Hydrolysis en_US
dc.subject Polymers en_US
dc.title The Esterolytic activity of poly(N-alkylimidazoles) in ethanol-water. The poly(1-methyl-5-vinylimidazole)-catalyzed hydrolysis of p-nitrophenyl acetate and 3-nitro-4-acetoxybenzoic acid en_US
dc.type Abstract en_US
dc.identifier.url http://dx.doi.org/10.1021/ma60046a006

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