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Synthesis and evaluation of new phosphonic acid-functionalized acrylamides with potential biomedical applications

Bingol, H. Betul; Altin, Ayse; Bal, Tugba; Agopcan-Cinar, Sesil; Kizilel, Seda; Avci, Duygu


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  <dc:creator>Bingol, H. Betul</dc:creator>
  <dc:creator>Altin, Ayse</dc:creator>
  <dc:creator>Bal, Tugba</dc:creator>
  <dc:creator>Agopcan-Cinar, Sesil</dc:creator>
  <dc:creator>Kizilel, Seda</dc:creator>
  <dc:creator>Avci, Duygu</dc:creator>
  <dc:date>2015-01-01</dc:date>
  <dc:description>Phosphorus-containing acidic monomers are able to interact with the inorganic phase of mineralized tissues such as enamel, dentin, and bone. From this perspective, three phosphonic acid-containing acrylamide monomers with different lengths of alkyl chains were synthesized to be used for both self-etching dental adhesives and mineralized hydrogel scaffolds. Monomers were synthesized by the reaction of -aminophosphonates (diethyl aminomethylphosphonate, diethyl 2-aminobutan-2-ylphosphonate, and diethyl 2-aminooctan-2-ylphosphonate) with acryloyl chloride followed by the hydrolysis of phosphonate groups by using trimethylsilyl bromide. The properties such as pH in the range of mild self-etching adhesives, hydrolytic stability, high rate of copolymerizations with 2-hydroxyethyl methacrylate (HEMA) and HEMA/glycerol dimethacrylate, giving high-molecular-weight polymers on thermal polymerization, and strong decalcification ability of hydroxyapatite make these monomers good candidates for self-etching adhesives, although no appreciable effect of the number and size of the -substituents was observed. Hydrogel scaffolds containing phosphonic acid groups were fabricated, characterized, and mineralized. Altogether, the results suggest that these phosphonic acid-containing monomers have suitable properties to be used in fabrication of biomaterials for both dental and bone tissue engineering applications. (c) 2015 Wiley Periodicals, Inc.</dc:description>
  <dc:identifier>https://aperta.ulakbim.gov.trrecord/78891</dc:identifier>
  <dc:identifier>oai:zenodo.org:78891</dc:identifier>
  <dc:rights>info:eu-repo/semantics/openAccess</dc:rights>
  <dc:rights>http://www.opendefinition.org/licenses/cc-by</dc:rights>
  <dc:source>JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 53(23) 2755-2767</dc:source>
  <dc:title>Synthesis and evaluation of new phosphonic acid-functionalized acrylamides with potential biomedical applications</dc:title>
  <dc:type>info:eu-repo/semantics/article</dc:type>
  <dc:type>publication-article</dc:type>
</oai_dc:dc>
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