2,3-Epithiopropyl methacrylate as functionalized monomer in a dental adhesive

Ogliari, Fabrício Aulo; de Sordi, Marli Luiza Tebaldi; Ceschi, Marco Antônio; Petzhold, Cesar Liberato; Demarco, Flávio Fernando; Piva, Evandro

doi:10.1016/j.jdent.2005.11.001

« Previous Next »Journal of Dentistry
Volume 34, Issue 7 , Pages 472-477, August 2006

2,3-Epithiopropyl methacrylate as functionalized monomer in a dental adhesive

Fabrício Aulo Ogliari
- Department of Operative Dentistry, School of Dentistry, Federal University of Pelotas, RS, Brazil
- Corresponding author. Tel.: +55 53 3222 6690; fax: +55 53 3222 6690.
Marli Luiza Tebaldi de Sordi
- Department of Organic Chemistry, Chemistry Institute, Federal University of Rio Grande do Sul, RS, Brazil
Marco Antônio Ceschi
- Department of Organic Chemistry, Chemistry Institute, Federal University of Rio Grande do Sul, RS, Brazil
Cesar Liberato Petzhold
- Department of Organic Chemistry, Chemistry Institute, Federal University of Rio Grande do Sul, RS, Brazil
Flávio Fernando Demarco
- Department of Operative Dentistry, School of Dentistry, Federal University of Pelotas, RS, Brazil
Evandro Piva
- Department of Operative Dentistry, School of Dentistry, Federal University of Pelotas, RS, Brazil

Received 2 September 2005; received in revised form 3 November 2005; accepted 7 November 2005.

Abstract

Objectives

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 10wt.%) 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 ¹H 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).