New aliphatic poly(ester-carbonate)s bearing amino groups based on t-Butyloxy carbonyl as Protecting Group

Amino-functionalized six-membered cyclic carbonate tert-butyl(2-oxo-1,3-dioxan-5-yl) carbamate (TBC) was synthesized with tert-Butyloxycarbonyl (Boc) as protected group. Due to its thermal properties, ring-opening polymerization (ROP) carried out in a relatively low temperature, and Sn (Oct)2 as catalyst. A series of copolymers were prepared with L-lactide (LA), ε-Caprolactone (CL) as co-monomers, searching for proper components and ratios. The protecting Boc-group was easy to remove by using trifluoroacetic acid (TFA). The structures of TBC and copolymers were confirmed by 1H NMR and 13C NMR analysis. Copolymers were characterized by DSC, GPC and water contact angle analysis. The introduction of pendant amino groups resulted in a significant enhancement of hydrophilicity of the copolymers.