화학공학소재연구정보센터
Macromolecules, Vol.32, No.1, 10-13, 1999
Synthesis of nitroxide-functionalized polybutadiene using halogen-containing benzyloxyamine as terminators for anionic polymerization
Synthesis of benzyloxyamine end-functionalized polybutadiene was investigated using halogen-containing benzyloxyamines as terminators for anionic polymerization of butadiene (BD). The two terminators studied were 2,2,6,6-tetramethyl-1-(2-bromo-1-phenylethoxy)piperidine (1), synthesized by allowing styrene to react with 1-oxo-2,2,6,6-tetramethylpiperidinium bromide, and 2,2,6,6-tetramethyl-1-(2-cumyloxy-1-(chloromethylphenyl)ethoxy), synthesized by allowing chloromethylstyrene to react with dicumyl peroxide in the presence of TEMPO. Termination studies of poly(butadienyl)lithiums using 1 and 2 were carried out in heptane/tetrahydrofuran mixtures. Nearly quantitative yields of benzyloxyamine end-functionalized polybutadienes were obtained when the termination reactions were carried out at -78 degrees C. However, yields were much lower when terminations were carried out at ambient temperature.