Synthesis, Characterization and Degradability of the Novel Aliphatic Polyester Bearing Pendant N-Isopropylamide Functional Groups
作者：Weifeng Dai, Hui Huang, Zhengzhen Du, Meidong Lang*
關鍵字：Biodegradation，Ring-opening polymerization， PCL， Pendant N-isopropylamide functional groups
論文來源：期刊
具體來源：Polymer degradation and stability. 2008, 93, 2089-2095
發表時間：2008年
The synthesis, characterization, and degradability of the novel aliphatic polyester bearing pendant N-isopropylamide functional group are reported for the first time. 2-(N-Isopropyl-2-carbamoylethyl)cyclohexanone (CCH) was first synthesized by the Michael reaction of N-isopropylacrylamide with cyclohexanone and was subsequently converted into 6-(N-isopropyl-2-carbamoylethyl)-
-caprolactone (CCL) by the Baeyer-Villiger oxidation reaction using 3-chloroperoxybenzoic acid (mCPBA) as the oxidant. Finally, the novel functionalized poly(-caprolactone) bearing the pendant N-isopropylamide functional groups, poly(6-(N-isopropyl-2-carbamoylethyl)--caprolactone-co--caprolactone)s (poly(CCL-co-CL)), were carried out successfully by bulk ring-opening polymerization of CCL and -CL initiated by Sn(Oct)2. Poly(CCL-co-CL) were characterized by 1H NMR, 13C NMR, SEC and DSC. The copolymer containing 9.1 mol% CCL formed flexible films and was used to study its degradability. A phosphate buffer (pH = 7.4) with temperature 37 °C was adopted to proceed the degrading study all through. Compared with poly(-caprolactone), the hydrolytic degradation of poly(CCL-co-CL) was much faster, which is confirmed by the weight loss and change of intrinsic viscosity.