writer：Jinliang Yan, Yi Zhang, Yan Xiao, Yan Zhang, Meidong Lang
keywords：γ-(carbamic acid benzyl ester)-ε-caprolactone; ring-opening polymerization; poly(ε-caprolactone); Baeyer-Villiger reaction; amino groups; biotinylation
source：期刊
Issue time：2010年
A novel functional ε-caprolactone monomer containing protected amino groups, γ-(carbamic acid benzyl ester)-ε-caprolactone (γCABεCL), was successfully synthesized. A series of copolymers [poly(CL-co-CABCL)] were prepared by ring-opening polymerization of ε-caprolactone (CL) and γCABεCL in bulk using tin (Ⅱ)-2-ethylhexanoate [Sn(Oct)2] as catalyst. The morphology of the copolymers changed from semi-crystalline to amorphous with the increase of γCABεCL monomer content. They were further converted into deprotected copolymers [poly(CL-co-ACL)] with free amino groups by hydrogenolysis in the presence of Pd/C. Then the free amino groups on the copolymer were further modified with biotin. The monomer and the corresponding copolymers were characterized by 1H NMR, 13C NMR, FT-IR, Mass, GPC and DSC analysis. The obtained data have confirmed the desired monomer and copolymer structures.