Onium salt reduces the inhibitory polymerization effect from an organic solvent in a model dental adhesive resin

J Biomed Mater Res B Appl Biomater. 2008 Jul;86(1):113-8. doi: 10.1002/jbm.b.30995.

Abstract

This study evaluated the effect of organic solvent concentration on the polymerization kinetics for a model dental adhesive resin containing a ternary photoinitiator system. A monomer blend based on the bis-GMA, TEGDMA, and HEMA was used as a model dental adhesive resin, which was polymerized using a binary system [camphorquinone (CQ) and ethyl 4-dimethylamine benzoate (EDAB)] and a ternary system [CQ, EDAB, and diphenyliodonium hexafluorphosphate (DPIHFP)]. Additionally, these blends had 0, 10, 20, 30, and 40 wt % ethanol added. Real-time Fourier transform infrared spectroscopy was used to investigate the polymerization reaction over photoactivation time. Data were plotted, and Hill's three-parameter nonlinear regression was performed for curve fitting. The addition of a solvent to the monomer blends decreased the polymerization kinetics, directly affecting the rate of polymerization, delaying vitrification, and attenuating the Trommsdorf effect. The introduction of DPIHFP displayed a strong increase in reaction kinetics, reducing the solvent inhibition effect. After 10 s of photoactivation, the binary system obtained in 0, 10, 20, 30, and 40% of ethanol, a degree of conversion of 44.6, 26.3, 13.4, 1.15, and 0.0%, respectively, whereas when a ternary system was used, the values were 54.6, 40.5, 27.4, 14.5, and 3.4%. An improvement was observed in the polymerization kinetics of a model dental adhesive resin when using a ternary photoinitiation system, making the material less sensitive to the residual presence of a solvent before photoactivation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylic Resins / chemistry*
  • Adhesiveness
  • Benzoic Acid / chemistry
  • Composite Resins / chemistry*
  • Equipment Design
  • Ethanol / chemistry
  • Infrared Rays
  • Kinetics
  • Light
  • Models, Chemical
  • Onium Compounds / chemistry*
  • Organic Chemicals / chemistry
  • Polymers / chemistry*
  • Polyurethanes / chemistry*
  • Solvents / chemistry*
  • Terpenes / chemistry

Substances

  • Acrylic Resins
  • Composite Dental Resin
  • Composite Resins
  • Onium Compounds
  • Organic Chemicals
  • Polymers
  • Polyurethanes
  • Solvents
  • Terpenes
  • Ethanol
  • camphoroquinone
  • Benzoic Acid