POLY(E-CAPROLACTONE)S WITH 5-NITRO AND 5-CHLORO-8-QUINOLINOXYL END-GROUPS

The synthesis of poly(epsilon-caprolactone)s with 5-nitro-8-quinolinoxyl and 5-chloro 8-quinolinoxyl end-groups is described. Two stage route is applied: modification of alpha,omega-dihydroxypoly(epsilon-caprolactone) with thionyl-chloride and reaction of alpha,omega-dichloropoly(epsilon-caprolactone) with potassium 5-nitro-8-quinolinolate or 5-chloro 8-quinolinolate, respectively. The obtained products have been characterized by GPC, H-1-NMR and u.v. vis spectroscopy. The covalent attachment of the quinolinoxyl groups to the polyester chain via ether bond has been shown. The alkaline hydrolysis of the modified products proceeds with random chain scission of the ester groups. The hydrolytic release of the corresponding quinolinolates is not observed. It has been proved that transesterification does not occur in the case of the reaction of potassium quinolinolate with the polyester chain.