A new method for producing optically active polybutadiene

The anionic polymerization of butadiene monomer in cyclohexane at 20°C gave polybutadiene (PB50) with a narrow molecular weight distribution. This polymer was allowed to react with 4-phenyl-1,2,4-triazoline-3,5-dione via the ‘ene’ reaction to the extent of 5, 10 and 15%. These functionalized polymers were reacted with N-phthaloyl-L-leucine acid chloride in the presence of pyridine at room temperature. These reactions lead to the replacement of N-H by an optically active group, and the resulting polymers became optically active. Some structural characterization and physical properties of these optically active polybutadienes are reported.