Chemical Adhesion of Polyalkenoate-based Adhesives to Hydroxyapatite

J Adhes Dent. 2016;18(3):257-65. doi: 10.3290/j.jad.a36222.

Abstract

Purpose: To evaluate the chemical interaction between synthetic hydroxyapatite (HAp) and polyalkenoic acid copolymer- based (also known as Vitrebond copolymer [VCP]) adhesives.

Materials and methods: Six dentin adhesive formulations were used: 1) Adper Single Bond Plus (SB); 2) SB formulation without VCP (SBnoVCP); 3) Adper Easy Bond (EB); 4) EB formulation without VCP (EBnoVCP); 5) Scotchbond Universal adhesive (SBU); 6) SBU formulation without VCP (SBUnoVCP). Each adhesive was mixed with HAp, polymerized, and analyzed using FTIR and 13C/31P NMR spectroscopy.

Results: The FTIR spectra of SB+HAp indicated that the carbonyl group changed absorption wavenumber compared to that of SBnoVCP+HAp. 13C NMR analysis showed that the presence of methacrylated phosphoric esters in the EB and SBU formulations led to similar carbonyl resonance with or without VCP. 31P NMR revealed a resonance shift at 0.5 ppm for SB+HAp, EB+HAp and SBU+HAp spectra. In comparison with EB+HAp and SBU+HAp, a slight fade-out of the same resonance shift for EBnoVCP+HAp and SBUnoVCP+HAp was observed without completely disappearing, respectively, meaning that VCP might induce a modification of phosphorus moieties in addition to the ionic interaction between phosphate ester groups and HAp.

Conclusion: Our data suggests that a chemical interaction occurred between VCP-containing adhesives and synthetic HAp.

Publication types

  • Comparative Study

MeSH terms

  • Absorption, Physicochemical
  • Adhesiveness
  • Aldehydes / chemistry
  • Bisphenol A-Glycidyl Methacrylate / chemistry
  • Carbon Isotopes
  • Composite Resins / chemistry
  • Dental Bonding*
  • Durapatite / chemistry*
  • Glass Ionomer Cements / chemistry*
  • Humans
  • Hydrogen Bonding
  • Magnetic Resonance Spectroscopy
  • Materials Testing
  • Methacrylates / chemistry
  • Phosphorus / chemistry
  • Phosphorus Isotopes
  • Polymerization
  • Resin Cements / chemistry
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Aldehydes
  • Carbon Isotopes
  • Composite Resins
  • Glass Ionomer Cements
  • Methacrylates
  • Phosphorus Isotopes
  • Resin Cements
  • Single Bond Plus
  • easy bond
  • Vitrabond
  • Phosphorus
  • Bisphenol A-Glycidyl Methacrylate
  • Scotchbond
  • Durapatite