Novel poly(epsilon-caprolactone)s bearing amino groups: Synthesis, characterization and biotinylation

作者：Yan, Jinliang; Zhang, Yi; Xiao, Yan; Zhang, Yan; Lang, Meidong^*

来源：Reactive and Functional Polymers, 2010, 70(7): 400-407.

DOI：10.1016/j.reactfunctpolym.2010.03.008

• gamma-(Carbamic acid benzyl ester)-epsilon-caprolactone
• Ring-opening polymerization
• Poly(epsilon-caprolactone)
• Baeyer-Villiger reaction
• Amino groups
• Biotinylation

A novel functional E-caprolactone monomer containing protected amino groups, gamma-(carbamic acid benzyl ester)-epsilon-caprolactone (gamma CAB epsilon CL), was successfully synthesized. A series of copolymers [poly(CL-co-CAB CL)] were prepared by ring-opening polymerization of epsilon-caprolactone (CL) and gamma CABECL in bulk using tin (II)-2-ethylhexanoate [Sn(Oct)(2)] as catalyst. The morphology of the copolymers changed from semi-crystalline to amorphous with increasing gamma CABECL 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. After deprotection, the free amino groups on the copolymer were further modified with biotin. The monomer and the corresponding copolymers were characterized by H-1 NMR, C-13 NMR, FT-IR, mass, GPC and DSC analysis. The obtained data have confirmed the desired monomer and copolymer structures.

• 出版日期2010-7
• 单位华东理工大学