Publication: Synthesis and photopolymerizations of first monomers with phosphonate and bisphosphonate or phosphonic and bisphosphonic acid functionalities for potential dental applications
dc.contributor.coauthor | Gencoglu, Turkan | |
dc.contributor.coauthor | Olcay, Keziban | |
dc.contributor.department | Department of Chemistry | |
dc.contributor.department | Graduate School of Sciences and Engineering | |
dc.contributor.kuauthor | Acar, Havva Funda Yağcı | |
dc.contributor.kuauthor | Duman, Fatma Demir | |
dc.contributor.schoolcollegeinstitute | College of Sciences | |
dc.contributor.schoolcollegeinstitute | GRADUATE SCHOOL OF SCIENCES AND ENGINEERING | |
dc.date.accessioned | 2024-11-10T00:00:58Z | |
dc.date.issued | 2018 | |
dc.description.abstract | The 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. (c) 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 2739-2751 | |
dc.description.indexedby | WOS | |
dc.description.indexedby | Scopus | |
dc.description.issue | 24 | |
dc.description.openaccess | NO | |
dc.description.publisherscope | International | |
dc.description.sponsoredbyTubitakEu | N/A | |
dc.description.sponsorship | This research has been financially supported by The Scientific and Technological Research Council of Turkey (TUBITAK | |
dc.description.sponsorship | 215Z060) and Bogazici University Research Fund (11680). The authors would like to thank Ozlem Karahan for XRD measurements. | |
dc.description.volume | 56 | |
dc.identifier.doi | 10.1002/pola.29260 | |
dc.identifier.eissn | 1099-0518 | |
dc.identifier.issn | 0887-624X | |
dc.identifier.scopus | 2-s2.0-85055252272 | |
dc.identifier.uri | https://doi.org/10.1002/pola.29260 | |
dc.identifier.uri | https://hdl.handle.net/20.500.14288/15878 | |
dc.identifier.wos | 450460600005 | |
dc.keywords | Bisphosphonic acid | |
dc.keywords | Dental adhesive | |
dc.keywords | Hydroxyapatite | |
dc.keywords | Photopolymerization | |
dc.keywords | Phosphonate | |
dc.language.iso | eng | |
dc.publisher | Wiley | |
dc.relation.ispartof | Journal Of Polymer Science Part A-Polymer Chemistry | |
dc.subject | Polymer science | |
dc.title | Synthesis and photopolymerizations of first monomers with phosphonate and bisphosphonate or phosphonic and bisphosphonic acid functionalities for potential dental applications | |
dc.type | Journal Article | |
dspace.entity.type | Publication | |
local.contributor.kuauthor | Acar, Havva Funda Yağcı | |
local.contributor.kuauthor | Duman, Fatma Demir | |
local.publication.orgunit1 | College of Sciences | |
local.publication.orgunit1 | GRADUATE SCHOOL OF SCIENCES AND ENGINEERING | |
local.publication.orgunit2 | Department of Chemistry | |
local.publication.orgunit2 | Graduate School of Sciences and Engineering | |
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