Preparation and properties of novel dentin adhesives with esterase resistance

✍ Scribed by Jong-Gu Park; Qiang Ye; Elizabeth M. Topp; Elisabet L. Kostoryz; Yong Wang; Sarah L. Kieweg; Paulette Spencer

• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 387 KB
• Volume: 107
• Category: Article
• ISSN: 0021-8995
• DOI: 10.1002/app.27512

✦ Synopsis

Abstract

A new methacrylate monomer, trimethylolpropane mono allyl ether dimethacrylate (TMPEDMA), was synthesized and evaluated. This branched methacrylate was designed to increase esterase‐resistance when incorporated into conventional HEMA (2‐hydroxyethyl methacrylate)/BisGMA (2,2‐bis[4(2‐hydroxy‐3‐methacryloyloxy‐propyloxy)‐phenyl] propane) dental adhesives. The new adhesives, HEMA/BisGMA/TMPEDMA in a 45/30/25 (w/w) ratio were formulated with H~2~O at 0 (A0T) and 8 wt % water (A8T) and compared with control adhesives (HEMA/BisGMA, 45/55 (w/w), at 0 (A0) and 8 wt % (A8) water). Camphoroquinone (CQ), 2‐(dimethylamino) ethyl methacrylate and diphenyliodonium hexafluorophosphate were used as photoinitiators. The new adhesives showed a degree of conversion comparablewith the control and improved modulus and glass transition temperature (T~g~). Exposure of photopolymerized discs to porcine liver esterase for up to eight days showed that the net cumulative methacrylic acid (MAA) release in adhesives formulated with the new monomer and 8% water (A8T: 182 μg/mL) was dramatically (P < 0.05) decreased in comparison to the control (A8: 361.6 μg/mL). The results demonstrate that adhesives made with the new monomer and cured in water to simulate wet bonding are more resistant to esterase than conventional HEMA/BisGMA adhesive. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008