Effect of poly(diallyldimethylammonium chloride) and of poly(ethyleneimine) on the esterolysis of 8-acetoxyquinoline

Autor: Carlo Concilio, Antonio Arcelli
Rok vydání: 1983
Předmět:
Zdroj: Journal of the Chemical Society, Perkin Transactions 2. :1327
ISSN: 1364-5471
0300-9580
DOI: 10.1039/p29830001327
Popis: The esterolysis of 8-acetoxyquinoline (8-AQ) in aqueous solution in the presence of an excess of poly(diallyldimethylammonium chloride)(PDDA) or poly(ethyleneimine)(PEI) was investigated at 30°C. In the presence of PDDA hydrolysis takes place and the polyion does not affect the rate of the reaction. In the presence of PEI the ester undergoes aminolysis and saturation kinetics are observed. The pH dependence of kobs, the apparent first-order rate constant of esterolysis, can be explained on the basis of the pH dependence of pKapp and of the degree of ionization of PEI. A Bronsted relationship has already been found for the aminolysis of 8-AQ with primary and secondary amines of low molecular weight. By extending this relationship to the reaction between the polymeric amino-groups in PEI and 8-AQ, we can quantitatively perdict the pH dependence of Kobs under saturation conditions, provided that the proper values of pKapp of the amino-groups are considered.
Databáze: OpenAIRE