HYDROLYSIS OF ACTIVE ESTERS BY POLYMER-SUPPORTED OXIMES - INFLUENCE OF MACROMOLECULAR CHARACTERS

Hydrolysis of p-nitrophenyl acetate by oximino groups anchored onto tw o types of supports (i.e., polystyrene and polyacrolein) has been stud ied. Polystyrene and polyacrolein oximes were prepared using divinylbe nzene and tetraethyleneglycol diacrylate as crosslinking agents with a varying extent of crosslinking. The rate of the esterolytic reactions was found to depend on the structural characteristics of the polymer support, which include the hydrophobic or hydrophilic nature of the po lymer backbone, solvation of the polymer and the attached functional g roups, the nature and extent of crosslinking of the polymer matrix, an d also the chemical environments of the oximino groups. The effect of the presence of pyridine residues neighboring the acrolein oxime funct ionality on the hydrolysis reaction was also studied. (C) 1998 John Wi ley & Sons, Inc.