title: Hydrolysis of functional monomers in a single-bottle self-etching primer--correlation of 13C NMR and TEM findings.
abstract: Self-etching primers/adhesives that combine acidic methacrylate monomers with water in a single bottle are hydrolytically unstable and require refrigeration to extend their shelf-lives. This study tested the null hypothesis that one year of intermittent refrigeration of a 4-MET-containing simplified self-etching primer does not result in hydrolytic changes that are identifiable by transmission electron microscopy and (13)C NMR spectroscopy. Human dentin was bonded with UniFil Bond immediately after being unpacked, or after one year of intermittent refrigeration at 4 degrees C. Fresh and aged primers were analyzed by NMR for chemical changes. Ultrastructural observations indicated that there was an augmentation in etching capacity of the aged adhesive that was not accompanied by resin infiltration or effective polymerization. New NMR peaks detected from the aged ethanol-based primer confirmed that degradation occurred initially via esterification with ethanol, followed by hydrolysis of both ester groups in the 4-MET. Hydrolysis of functional methacrylate monomers occurs despite intermittent refrigeration.
authors.affiliation: Department of Dental Materials, Nihon University School of Dentistry at Matsudo, Chiba.
authors.forename: N
authors.initials: N
authors.lastname: Nishiyama
authors.forename: F R
authors.initials: FR
authors.lastname: Tay
authors.forename: K
authors.initials: K
authors.lastname: Fujita
authors.forename: D H
authors.initials: DH
authors.lastname: Pashley
authors.forename: K
authors.initials: K
authors.lastname: Ikemura
authors.forename: N
authors.initials: N
authors.lastname: Hiraishi
authors.forename: N M
authors.initials: NM
authors.lastname: King
mesh_terms: D000134:Acid Etching, Dental; D004355:Drug Stability; D006801:Humans; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008689:Methacrylates / Q000737:chemistry; D046529:Microscopy, Electron, Transmission; D019279:Resin Cements / Q000737:chemistry*
chemical_list: D008689:Methacrylates; D019279:Resin Cements; C407402:Unifil Bond; C034139:4-methacryloxyethyltrimellitic acid anhydride