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Molecules 2010, 15(4), 2257-2268; doi:10.3390/molecules15042257
Article

Controlled Release of 5-Aminosalicylic Acid (5-ASA) from New Biodegradable Polyurethanes

1,2,* , 1 and 1,2,*
1 Petrochemical Research Chair, Chemistry Department, College of Science, King Saud University, P.O. Box: 2455 Riyadh 11451, Saudi Arabia 2 Polymer Research Group, Chemistry Department, Faculty of Science, Tanta University, Tanta 31527, Egypt
* Authors to whom correspondence should be addressed.
Received: 23 February 2010 / Revised: 11 March 2010 / Accepted: 22 March 2010 / Published: 30 March 2010
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Abstract

Segmented polyurethanes containing azo aromatic groups in the main chain were synthesized by reaction of 3,3'-azobis(6-hydroxybenzoic acid) (ABHB), 5-[4-(hydroxyphenyl)azo] salicylic acid (HPAS), and 5-[1-hydroxynaphthyl)azo] salicylic acid (HNAS) with hexamethylenediisocyanate (HDI). All synthesized monomers and polymers were characterized by elemental analysis, FTIR, 1H-NMR spectra, TGA and DSC analysis. All the synthesized azo polymers showed good thermal stability and the onset decomposition temperature of all these polymers was found to be above 195 ºC under nitrogen atmosphere.The release of 5-ASA under physiological conditions (pH = 7.8 and pH = 1.5) was investigated at body temperature (37 ºC). The release rate of 5-ASA increased with increasing pH (i.e., 7.8 > 1.5).
Keywords: 5-aminosalicylic acid; azo polymers; biodegradable polymers; polyurethane; drug delivery systems 5-aminosalicylic acid; azo polymers; biodegradable polymers; polyurethane; drug delivery systems
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Kenawy, E.-R.; Al-Deyab, S.S.; El-Newehy, M.H. Controlled Release of 5-Aminosalicylic Acid (5-ASA) from New Biodegradable Polyurethanes. Molecules 2010, 15, 2257-2268.

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