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Development of Reactive Phosphonated Methacrylates

Edizer, Seda; Sahin, Gorkem; Avci, Duygu


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  <dc:creator>Edizer, Seda</dc:creator>
  <dc:creator>Sahin, Gorkem</dc:creator>
  <dc:creator>Avci, Duygu</dc:creator>
  <dc:date>2009-01-01</dc:date>
  <dc:description>Five novel phosphonated mono- and dimethacrylate monomers have been synthesized by two different routes. Monomers 1 and 2 were synthesized by reactions of methacryloyl chloride with diethyl (2-hydroxyphenyl) phosphonate or tetraethyl (2,5-dihydroxy-1,4-phenylene) bisphosphonate; monomers 3 and 4 by reactions of alpha-(chloromethyl)acryloylchloride (CMAC) first with dimethyl (2-hydroxyethyl) phosphonate and then with benzoic or formic acids. The reaction of CMAC with two moles of dimethyl (2-hydroxyethyl) phosphonate gave monomer 5. Thermal homopolymerization of monomers 1, 3, 4, and 5 and copolymerization of monomer 1 with methyl methacrylate (MMA) were investigated using azobisisobutyronitrile (AIBN) at 60 degrees C. Glass transition temperatures were observed for poly-1, poly(MMA-co-1) (50:50), poly(MMA-co-1) (90:10), PMMA, poly-3, and poly-5 at 52, 90, 99, 129, 50, and 70 degrees C, respectively. TGA analysis of these polymers indicated formation of char on combustion. Homo- and/or copolymerization behavior of the synthesized monomers with 2,2-bis[4-(2-hydroxy-3-methaeryloyloxy propyloxy) phenyl] propane (Bis-GMA) were investigated with photodifferential scanning calorimetry. The maximum rate of polymerizations decreased in the following order: Bis-GMA similar to 3 &gt; 1 &gt; 4 &gt; 5. The conversions of monomers 1, 3, 4, and 5 (73.9, 85.9, 98.2, and 62.2%) were very high compared with Bis-GMA (40.5%). (C) 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 5737-5746, 2009</dc:description>
  <dc:identifier>https://aperta.ulakbim.gov.trrecord/37179</dc:identifier>
  <dc:identifier>oai:zenodo.org:37179</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 47(21) 5737-5746</dc:source>
  <dc:title>Development of Reactive Phosphonated Methacrylates</dc:title>
  <dc:type>info:eu-repo/semantics/article</dc:type>
  <dc:type>publication-article</dc:type>
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