Transesterification of Poly(γ -methyl-L-glutamate)

Abstract
The ester-exchange reaction of poly(γ -methyl-L-glutamate) (PMG) with alcohols was studied in order to enhance the solubility in common organic solvents and to obtain a fundamental view on chemical reactivity of PMG. The reaction was carried out in ethylene dichloride (EDC) or EDC-dioxane at 60-70 C in the presence of strong acid catalysts. Eight alcohols such as isopropyl alcohol, ethylene chlorohydrin, allyl alcohol, and N-hydroxyethyl-2-oxazolidone were examined. The reaction proceeded, in most cases, up to. over 80% and poly(glutamates) thus obtained were soluble in various solvents, such as N, N-dimethylformamide, EDC, acetone, and chloroform. Almost quantitative exchange was achieved by taking off the methanol produced continuously to give the polymer with an appearance similar to PMG without coloration and depression in molecular weight.