SYNTHESIS OF END-FUNCTIONALIZED POLYMERS BY MEANS OF LIVING ANIONIC-POLYMERIZATION .3. SYNTHESIS OF POLYSTYRENE AND POLYISOPRENE WITH 1,3-BUTADIENYL TERMINI BY REACTION OF THEIR ANIONIC LIVING POLYMERS WITH 6-BROMO-3-METHYLENE-1-HEXENE

Both polystyrenes and polyisoprenes with 1,3-butadienyl end-groups were synthesized by the reactions of polystyryl and polyisoprenyl anions with 6-bromo-3-methylene-1-hexene (3). The 1,3-butadienyl end-group was further transformed to an anhydride function by Diels-Alder reaction with maleic anhydride. These end-functionalized polymers were characterized by size exclusion chromatography (SEC), infrared spectroscopy, elemental analysis, H-1 and C-13 NMR, and thin layer chromatography coupled with a flame ionization detector. All analytical deta indicate that the polymers are quantitatively end-functionalized with 3 and then with maleic anhydride. Polymers with one or two end-functions are obtainable.