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Efficient synthesis of zwitterionic sulfobetaine group functional polyurethanes via “click” reaction
Author(s) -
Huang Jingjing,
Xu Weilin
Publication year - 2011
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.34250
Subject(s) - thermogravimetric analysis , click chemistry , alkyne , polyurethane , polymer chemistry , differential scanning calorimetry , fourier transform infrared spectroscopy , azide , cycloaddition , gel permeation chromatography , sulfonate , materials science , chemistry , chemical engineering , polymer , organic chemistry , catalysis , physics , thermodynamics , sodium , engineering
A novel polyurethane material containing zwitterionic sulfobetaine groups has been synthesized using the copper‐catalyzed 1,3‐dipolar cycloaddition (azide‐alkyne click chemistry). A standard two‐step polyaddition method was used to produce the well‐defined polyurethane based on polycarbonatediol (PCDL) with alkyne groups. These polyurethanes containing alkyne units were then efficiently clicked using 3‐((2‐azidoethyl)dimethylammonio)propane‐1‐sulfonate (DMPS‐N 3 ). The novel PU material was characterized by 1 H NMR, Fourier transform infrared (FTIR) spectrometer, gel permeation chromatography (GPC), elemental analysis, thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and dynamic mechanical analysis (DMA). This facile “click” reaction provides a useful tool for the development of novel functional polyurethanes for biomedical applications. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011