Premium
Synthesis and in vitro degradation of novel copolymers of cyclic carbonate and D , L ‐lactide
Author(s) -
Xu Jian,
Liu ZhiLan,
Zhuo RenXi
Publication year - 2006
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.23719
Subject(s) - dispersity , copolymer , polymer chemistry , monomer , ring opening polymerization , polymerization , lactide , chemistry , gel permeation chromatography , trimethylene carbonate , carbonate , catalysis , dimethyl carbonate , fourier transform infrared spectroscopy , polymer , organic chemistry , chemical engineering , engineering
Cyclic carbonate 9‐phenyl‐2,4,8,10‐tetraoxaspiro‐[5,5]undcane‐3‐one is a six‐membered carbonate monomer with a rigid side group. Novel biodegradable poly(carbonate‐ester), poly(9‐phenyl‐2,4,8,10‐tetraoxaspiro‐[5,5]undecan‐3‐one‐ co ‐ D , L ‐lactide) P(CC‐ co ‐DLLA), was synthesized by ring‐opening polymerization in bulk, using stannous octanoate catalyst. Effects of polymerization conditions such as catalyst concentration, reaction time, and reaction temperature on the polymerization were investigated. The structure of the copolymers was characterized by FTIR, 1 H NMR, and 13 C NMR. Their molecular weights and polydispersity index were determined by gel permeation chromatography. The protecting benzyl ketal group was removed subsequently by catalytic hydrogenation to give a poly(carbonate‐ester) containing pendant hydroxyl groups. The in vitro degradation of the copolymers was performed at (37 ± 0.5)°C in two media: phosphate buffer solution (pH 7.4) or Tris‐HCl buffer solution (pH 8.6) in the presence of proteinase K. The degradation rate can be regulated by adjusting the composition of two monomers. The pendant hydroxyl groups in the copolymers resulted in a prominent enhancement of the degradation rate in PBS. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 101: 1988–1994, 2006