Enzyme-catalyzed hydrolysis of dentin adhesive containing a new urethane-based trimethacrylate monomer
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Issue Date
2009-11Author
Park, Jonggu
Ye, Qiang
Topp, Elizabeth M.
Spencer, Paulette
Publisher
Wiley
Type
Article
Article Version
Scholarly/refereed, author accepted manuscript
Rights
This is the peer reviewed version of the following article: Park, J.-G., Ye, Q., Topp, E. M. and Spencer, P. (2009), Enzyme-catalyzed hydrolysis of dentin adhesives containing a new urethane-based trimethacrylate monomer. J. Biomed. Mater. Res., 91B: 562–571. doi:10.1002/jbm.b.31430. Which has been published in final form at http://doi.org/10.1002/jbm.b.31430. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving
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Show full item recordAbstract
A new trimethacrylate monomer with urethane-linked groups, 1,1,1-tri-[4-(methacryloxyethylamino-carbonyloxy)-phenyl]ethane (MPE), was synthesized, characterized, and used as a co-monomer in dentin adhesives. Dentin adhesives containing 2-hydroxyethyl methacrylate (HEMA, 45% w/w) and 2,2-bis[4(2-hydroxy-3-methacryloyloxy-propyloxy)-phenyl] propane (BisGMA, 30% w/w) in addition to MPE (25% w/w) were formulated with H2O at 0 (MPE0), 8 (MPE8) and 16 wt % water (MPE16) to simulate the wet demineralized dentin matrix and compared with controls [HEMA/BisGMA, 45/55 w/w, at 0 (C0), 8 (C8) and 16 wt% water (C16)]. The new adhesive showed a degree of double bond conversion and mechanical properties comparable with control, with good penetration into the dentin surface and a uniform adhesive/dentin interface. On exposure to porcine liver esterase, the net cumulative methacrylic acid (MAA) release from the new adhesives was dramatically (P < 0.05) decreased relative to the control, suggesting that the new monomer improves esterase resistance.
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Citation
Park, J.-G., Ye, Q., Topp, E. M. and Spencer, P. (2009), Enzyme-catalyzed hydrolysis of dentin adhesives containing a new urethane-based trimethacrylate monomer. J. Biomed. Mater. Res., 91B: 562–571. doi:10.1002/jbm.b.31430
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