title: Comparative study on adhesive performance of functional monomers.
abstract: Mild self-etch adhesives demineralize dentin only partially, leaving hydroxyapatite around collagen within a submicron hybrid layer. We hypothesized that this residual hydroxyapatite may serve as a receptor for chemical interaction with the functional monomer and, subsequently, contribute to adhesive performance in addition to micro-mechanical hybridization. We therefore chemically characterized the adhesive interaction of 3 functional monomers with synthetic hydroxyapatite, using x-ray photoelectron spectroscopy and atomic absorption spectrophotometry. We further characterized their interaction with dentin ultra-morphologically, using transmission electron microscopy. The monomer 10-methacryloxydecyl dihydrogen phosphate (10-MDP) readily adhered to hydroxyapatite. This bond appeared very stable, as confirmed by the low dissolution rate of its calcium salt in water. The bonding potential of 4-methacryloxyethyl trimellitic acid (4-MET) was substantially lower. The monomer 2-methacryloxyethyl phenyl hydrogen phosphate (phenyl-P) and its bond to hydroxyapatite did not appear to be hydrolytically stable. Besides self-etching dentin, specific functional monomers have additional chemical bonding efficacy that is expected to contribute to their adhesive potential to tooth tissue.
authors.affiliation: Department of Biomaterials, Okayama University Graduate School of Medicine and Dentistry, 2-5-1 Shikata-cho, Okayama 700-8525, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Yoshida
authors.forename: K
authors.initials: K
authors.lastname: Nagakane
authors.forename: R
authors.initials: R
authors.lastname: Fukuda
authors.forename: Y
authors.initials: Y
authors.lastname: Nakayama
authors.forename: M
authors.initials: M
authors.lastname: Okazaki
authors.forename: H
authors.initials: H
authors.lastname: Shintani
authors.forename: S
authors.initials: S
authors.lastname: Inoue
authors.forename: Y
authors.initials: Y
authors.lastname: Tagawa
authors.forename: K
authors.initials: K
authors.lastname: Suzuki
authors.forename: J
authors.initials: J
authors.lastname: De Munck
authors.forename: B
authors.initials: B
authors.lastname: Van Meerbeek
mesh_terms: D000268:Adhesiveness; D001840:Dental Bonding; D003804:Dentin / Q000648:ultrastructure; D017220:Dentin-Bonding Agents / Q000737:chemistry*; D017886:Durapatite / Q000737:chemistry; D004577:Electron Probe Microanalysis; D006801:Humans; D006868:Hydrolysis; D008422:Materials Testing; D008689:Methacrylates / Q000737:chemistry*; D008854:Microscopy, Electron; D009943:Organophosphorus Compounds / Q000737:chemistry; D019279:Resin Cements / Q000737:chemistry; D013054:Spectrophotometry, Atomic; D013499:Surface Properties; D014233:Tricarboxylic Acids / Q000737:chemistry
chemical_list: C074233:4-Met adhesion promoting monomer; D017220:Dentin-Bonding Agents; D008689:Methacrylates; D009943:Organophosphorus Compounds; C074232:Phenyl-P adhesion promoting monomer; D019279:Resin Cements; D014233:Tricarboxylic Acids; C069749:methacryloyloxydecyl dihydrogen phosphate; D017886:Durapatite