Photopolymerization study and adhesive properties of self-etch adhesives containing bis(acyl)phosphine oxide initiator

Dent Mater. 2016 Apr;32(4):561-9. doi: 10.1016/j.dental.2016.01.005. Epub 2016 Feb 11.

Abstract

Objective: This paper investigates the photo-co-polymerization behavior of a blend of a diacrylamide (DEBAAP) with a phosphonylated acidic monomer using either bis(acyl)phosphine oxide or camphorquinone/amine as photo-initiator and studies the effect of variation of the structure of the phosphonylated acidic monomer on the shear bond strength to human dentin.

Methods: Photopolymerization kinetics has been assessed through the use of photo-DSC with either initiating system and with and without a phosphonic acid monomer, while the shear bond strengths (SBS) of dentin bonding agents formulated with several phosphonylated acidic monomers have been evaluated by macro SBS testing on human dentin.

Results: Photo-DSC results show that bis(acyl)phosphine oxide initiates a faster polymerization than camphorquinone/amine and that both photopolymerizations are accelerated by the phosphonic acid monomer. Similar results were obtained between adhesives based on camphorquinone/amine and a commercial adhesive (AdheSE, Ivoclar-Vivadent, Schaan, Liechtenstein). The best performances were obtained when BAPO was used as the initiator, in many cases far better than the commercial adhesive. Adhesive SEA6 based on difluoromethylphosphonic acid C demonstrated the best adhesion results of this study. Significance The bis(acyl)phosphine oxide photo-initiator causes faster photopolymerization of two-step self-etching dental adhesive, and its use could yield better bonding performance.

Keywords: Adhesion; Camphorquinone; Dental adhesives; Monomers; Phosphine oxides; Phosphonic acid; Photopolymerization; Self-etching.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acid Etching, Dental
  • Calorimetry / instrumentation
  • Camphor / analogs & derivatives
  • Camphor / chemistry
  • Dental Cements / chemistry*
  • Dentin / chemistry*
  • Esters / chemistry
  • Humans
  • Light-Curing of Dental Adhesives*
  • Phosphines / chemistry*
  • Photoinitiators, Dental / chemistry*
  • Polymerization
  • Shear Strength

Substances

  • Dental Cements
  • Esters
  • Phosphines
  • Photoinitiators, Dental
  • Camphor
  • phosphine
  • camphorquinone