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Acid-Containing Tyrosine-Derived Polycarbonates: Wettability and Surface Reactivity
Authors:Vipavee P. Hoven  Adisorn Poopattanapong  Joachim Kohn
Affiliation:1. Organic Synthesis Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand;2. Program of Petrochemistry and Polymer Science, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand;3. Department of Chemistry, Rutgers University, Piscataway, New Jersey 08855-0939, USA
Abstract:Tyrosine-derived polycarbonates having carboxylic acid pendant groups were characterized by water contact angle and X-ray photoelectron spectroscopy (XPS). A pronounce decrease of receding angle as well as contact angle hysteresis as a function of acid composition strongly indicated that the acid groups are more accessible at the water/polymer interface after hydration. pH dependent contact angle confirmed an existence of carboxylic acid groups in the surface region. The receding angle transition appearing in the pH range of 4-6 was a consequence of hydrophilicity change due to interconverting from carboxylic acid (-COOH) to carboxylate ion (-COO). The surface compositions of imidazole-labeled polymers as analyzed by XPS were consistent with the bulk stoichiometry of the polymers. Reactivity of acid groups towards chemical reaction at the surface was also investigated. The acid groups at the surface of polymers were capable of adsorbing a significant amount of calcium ion from simulated body fluid and being activated by a reaction with N-hydroxysuccinimide.
Keywords:biodegradable  carboxylic acid  surface characterization  tyrosine  wettability
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