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Development of Reactive Phosphonated Methacrylates

Edizer, Seda; Sahin, Gorkem; Avci, Duygu


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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/37179</identifier>
  <creators>
    <creator>
      <creatorName>Edizer, Seda</creatorName>
      <givenName>Seda</givenName>
      <familyName>Edizer</familyName>
      <affiliation>Bogazici Univ, Dept Chem, TR-34342 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Sahin, Gorkem</creatorName>
      <givenName>Gorkem</givenName>
      <familyName>Sahin</familyName>
      <affiliation>Bogazici Univ, Dept Chem, TR-34342 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Avci, Duygu</creatorName>
      <givenName>Duygu</givenName>
      <familyName>Avci</familyName>
      <affiliation>Bogazici Univ, Dept Chem, TR-34342 Istanbul, Turkey</affiliation>
    </creator>
  </creators>
  <titles>
    <title>Development Of Reactive Phosphonated Methacrylates</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2009</publicationYear>
  <dates>
    <date dateType="Issued">2009-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/37179</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1002/pola.23618</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">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 &amp;gt; 1 &amp;gt; 4 &amp;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</description>
  </descriptions>
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