Synthesis and photopolymerizations of first monomers with phosphonate and bisphosphonate or phosphonic and bisphosphonic acid functionalities for potential dental applications

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dc.authorid0000-0002-2168-710X
dc.contributor.authorGençoğlu, Türkan
dc.contributor.authorDuman, Fatma Demir
dc.contributor.authorOlcay, Keziban
dc.contributor.authorAcar, Havva Yağcı
dc.contributor.authorAvcı, Duygu
dc.date.accessioned10.07.201910:49:13
dc.date.accessioned2019-07-10T19:49:56Z
dc.date.available10.07.201910:49:13
dc.date.available2019-07-10T19:49:56Z
dc.date.issued2018
dc.departmentİstanbul Medipol Üniversitesi, Diş Hekimliği Fakültesi, Endodonti Ana Bilim Dalı
dc.descriptionWOS: 000450460600005
dc.description.abstractThe first monomers containing both phosphonate and bisphosphonate (M1) or phosphonic and bisphosphonic acid (M2) functionalities are synthesized, aiming to improve binding abilities of self-etching adhesive systems and composites: An amine having both phosphonate and bisphosphonate functionalities is prepared via Michael addition reaction between diethyl (6-aminohexyl)phosphonate and tetraethyl vinylidene bisphosphonate, its reaction with 2-isocyanatoethyl methacrylate gives M1 which is converted to M2 by selective dealkylation of the phosphonate/bisphosphonate ester groups. Their copolymerization with commercial dental monomers (bisphenol A glycidyl methacrylate, triethylene glycol dimethacrylate, and 2-hydroxyethyl methacrylate) investigated by photo-differential scanning calorimetry shows adequate photopolymerization rate and conversion. X-ray diffraction, Fourier transform infrared, and X-ray photoelectron spectroscopy analyses of M2-treated hydroxyapatite particles show formation of stable M2-calcium salts. These monomers are assessed to be not toxic according to MTT standards by in vitro cytotoxicity studies with NIH 3T3, U2OS, and Saos-2 cells. All these properties make these monomers potential candidates as biocompatible components for dental adhesives and composites.
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK) [215Z060]; Bogazici University Research Fund [11680]en_US
dc.description.sponsorshipThis research has been financially supported by The Scientific and Technological Research Council of Turkey (TUBITAK; 215Z060) and Bogazici University Research Fund (11680). The authors would like to thank Ozlem Karahan for XRD measurements.en_US
dc.identifier.citationGençoğlu, T., Duman, F., Olcay, K., Acar, H. ve Avcı, D. (2018). Synthesis and photopolymerizations of first monomers with phosphonate and bisphosphonate or phosphonic and bisphosphonic acid functionalities for potential dental applications. Journal of Polymer Science Part a Polymer Chemistry, 56(24), 2739-2751. https://dx.doi.org/10.1002/pola.29260
dc.identifier.doi10.1002/pola.29260
dc.identifier.endpage2751
dc.identifier.issn0887-624X
dc.identifier.issn1099-0518
dc.identifier.issue24
dc.identifier.scopusqualityQ1
dc.identifier.startpage2739
dc.identifier.urihttps://dx.doi.org/10.1002/pola.29260
dc.identifier.urihttps://hdl.handle.net/20.500.12511/1822
dc.identifier.volume56
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherWiley
dc.relation.ecinfo:eu-repo/grantAgreement/TUBITAK/SOBAG/215Z060
dc.relation.ispartofJournal of Polymer Science Part a Polymer Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectBisphosphonic Acid
dc.subjectDental Adhesive
dc.subjectHydroxyapatite
dc.subjectPhotopolymerization
dc.subjectPhosphonate
dc.titleSynthesis and photopolymerizations of first monomers with phosphonate and bisphosphonate or phosphonic and bisphosphonic acid functionalities for potential dental applications
dc.typeArticle

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