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Synthesis and characterization of biodegradable polyurethanes based on L ‐cystine/cysteine and poly( ϵ ‐caprolactone)
Author(s) -
Wang Jing,
Zheng Zhen,
Wang Quan,
Du Pengfei,
Shi Jinjun,
Wang Xinling
Publication year - 2012
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.38613
Subject(s) - thermogravimetric analysis , differential scanning calorimetry , caprolactone , polycaprolactone , polymer chemistry , dynamic mechanical analysis , hexamethylene diisocyanate , chemistry , fourier transform infrared spectroscopy , materials science , polyurethane , chemical engineering , organic chemistry , polymer , copolymer , physics , engineering , thermodynamics
Tunable biodegradable polyurethanes (PUs) with favorable mechanical properties were synthesized from 1,6‐hexamelthylene diisocyanate (HDI) as the hard segment, poly(ϵ‐caprolactone) (PCL) as the soft segment, and L ‐cystine ester as chain extender. The structure of PUs was confirmed by FTIR and 1 H‐NMR. The results of differential scanning calorimeter, thermogravimetric analysis, dynamic mechanical analysis, and tensile test revealed that the thermal and mechanical properties of PUs were strongly influenced by the molecular weight of soft segment PCL. In the presence of glutathione, the disulfide group cleaved into thiols, realizing the PUs degraded and the molecular weight decreased. For PU [550], it remained only 50% of the original M w . Evaluation of cell viability demonstrated the nontoxicity of the PUs, which facilitated their potential in biomedical applications. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013