title: 2,3-Epithiopropyl methacrylate as functionalized monomer in a dental adhesive.
abstract: OBJECTIVE
  The aim of this study was to investigate new dentin bonding agents formulated with 2,3-epithiopropyl methacrylate (ETMA) comonomer blends.
  
  
  METHODS
  Synthesis and characterization of ETMA were performed. Adhesive resins with three different ETMA concentrations (0.1, 1 and 10 wt.%) were prepared. To comparison a blend with only Bis-GMA/HEMA and with 1% of GMA were used as controls. FTIR analysis was used to verify the degree of conversion. Blend copolymerization was investigated by (1)H NMR spectroscopy analysis. To investigate immediate properties of experimental adhesives, microtensile bond strength to human dentin and SEM fractographic analysis were studied.
  
  
  RESULTS
  ETMA was synthesized with 90% yield through a one step synthetic route. Degree of conversion for the experimental and control resins was not significantly different. Different monomers showed copolymerization among them, not presenting traces of ETMA release in 0.1 and 1% groups. Bonding agents containing ETMA had statistically higher microtensile bond strength values than the no ETMA adhesive (p<0.05).
  
  
  CONCLUSIONS
  Dental adhesive resin-ETMA mixtures produced increased bond strengths without harming the other properties investigated.
authors.affiliation: Department of Operative Dentistry, School of Dentistry, Federal University of Pelotas, RS, Brazil. ogliari@gmail.com <ogliari@gmail.com>
authors.forename: Fabrício Aulo
authors.initials: FA
authors.lastname: Ogliari
authors.forename: Marli Luiza Tebaldi
authors.initials: ML
authors.lastname: de Sordi
authors.forename: Marco Antônio
authors.initials: MA
authors.lastname: Ceschi
authors.forename: Cesar Liberato
authors.initials: CL
authors.lastname: Petzhold
authors.forename: Flávio Fernando
authors.initials: FF
authors.lastname: Demarco
authors.forename: Evandro
authors.initials: E
authors.lastname: Piva
mesh_terms: D017438:Bisphenol A-Glycidyl Methacrylate / Q000737:chemistry; D001840:Dental Bonding; D003804:Dentin / Q000648:ultrastructure; D017220:Dentin-Bonding Agents / Q000138:chemical synthesis / Q000737:chemistry*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008422:Materials Testing; D008689:Methacrylates / Q000138:chemical synthesis / Q000737:chemistry*; D008855:Microscopy, Electron, Scanning; D011108:Polymers / Q000737:chemistry; D019279:Resin Cements / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013499:Surface Properties; D013718:Tensile Strength
chemical_list: C515212:2,3-epithiopropyl methacrylate; D017220:Dentin-Bonding Agents; D008689:Methacrylates; D011108:Polymers; D019279:Resin Cements; C084018:Scotchbond Multi-Purpose; D017438:Bisphenol A-Glycidyl Methacrylate; C005044:hydroxyethyl methacrylate