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Design and synthesis of biodegradable copolyester poly(ε‐caprolactone‐ co ‐ d , l ‐lactide) with four pendent functional groups
Author(s) -
Zhao XiongYan,
Wang MingZhu,
Xing Ai,
Xiao JiJun,
Xie Jiang
Publication year - 2014
Publication title -
polymer engineering and science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.503
H-Index - 111
eISSN - 1548-2634
pISSN - 0032-3888
DOI - 10.1002/pen.23766
Subject(s) - copolyester , materials science , polymer chemistry , caprolactone , differential scanning calorimetry , polyester , copolymer , glass transition , elastomer , lactide , fourier transform infrared spectroscopy , ring opening polymerization , surface modification , polymer , chemical engineering , composite material , physics , engineering , thermodynamics
A novel biodegradable copolyester poly(ε‐caprolactone‐ co ‐ d , l ‐lactide) with four pendent functional groups was designed and synthesized. The synthetic route includes the following three steps: (1) synthesis of OH‐terminated PCLA (PCLA‐OH) by the ring‐opening copolymerization of ε‐caprolactone and d , l ‐lactide; (2) end‐group functionalization of PCLA‐OH through the esterification with lysine; and (3) synthesis of tetra‐amino‐terminated PCLA (PCLA‐NH 2 ) by removing the protecting groups. The composition, structure, and thermal property of these copolyesters were characterized by Fourier transform infrared spectroscopy, nuclear magnetic resonance spectroscopy, and modulated differential scanning calorimetry. Results revealed that the molecular weight and glass transition temperature of PCLA‐NH 2 can be tailored by the careful selection of synthesis parameters. Moreover, polyester elastomers based on PCLA‐NH 2 were synthesized and characterized. These polyester elastomers are stabilized in their rubbery state in room temperature and exhibit tunable physiochemical and mechanical properties. POLYM. ENG. SCI., 54:2170–2176, 2014. © 2013 Society of Plastics Engineers