| Hydrolytic stability of self-etching adhesive systems. | |
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MedLine Citation:
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PMID: 16052759 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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PURPOSE: The aim of this investigation was to determine the hydrolytic stability of conventional methacrylates in comparison with a new acrylic ether phosphonic acid and a bis(acrylamide) cross-linking monomer under acidic aqueous conditions and to confirm the potential of these new monomers as components in a self-etching enamel-dentin primer, based on shear bond strength measurements. MATERIALS AND METHODS: Two new monomers were synthesized, an acrylic ether phosphonic acid and a bis(acrylamide). Characterization of the two monomers was carried out by 1H-NMR, and 13C-NMR spectroscopy and of the phosphonic acid by 31P-NMR spectroscopy. The hydrolytic stability of these monomers was evaluated by 1H-NMR spectroscopy or high performance liquid chromatography (HPLC), and was compared with the hydrolytic stability of conventional adhesive methacrylates, ie, MDP, 4-META, TEGDMA and GDMA. Shear bond strength to enamel and dentin was determined using the acrylic ether phosphonic acid and bis(acrylamide) formulated into what is now being marketed as a self-etching primer (AdheSE, Ivoclar Vivadent), and compared with the total-etch adhesives Prime & Bond NT (Dentsply) and Excite (Ivoclar Vivadent) and the self-etching systems One-Up Bond F (Tokuyama), Touch & Bond (Parkell), i-Bond (Heraeus Kulzer), Prompt-L-Pop (3M ESPE), and Clearfil SE Bond (Kuraray). Initial and 24-h bond strength values of AdheSE were compared with those after 16 weeks of storage at 42 degrees C. RESULTS: Stability studies have shown that conventional methacrylate monomers undergo rapid hydrolysis under acidic aqueous conditions (up to 90% degradation after 16 weeks at 42 degrees C). However, the newly formulated strongly acidic acrylic phosphonic acid and cross-linking bis(acrylamide) are stable under these conditions. Moreover, a self-etching enamel-dentin primer based on these new monomers showed high bond strength values. CONCLUSION: The shelf life of dental adhesives can be increased by using ether- or amide-linked polymerizable analogues instead of conventional, less stable ester derivatives. This should improve the performance of adhesive bonds made with these more hydrolytically stable comonomers. |
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Authors:
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Ulrich Salz; Jörg Zimmermann; Frank Zeuner; Norbert Moszner |
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Publication Detail:
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Type: Comparative Study; Journal Article |
Journal Detail:
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Title: The journal of adhesive dentistry Volume: 7 ISSN: 1461-5185 ISO Abbreviation: J Adhes Dent Publication Date: 2005 |
Date Detail:
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Created Date: 2005-08-01 Completed Date: 2005-09-01 Revised Date: 2010-08-26 |
Medline Journal Info:
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Nlm Unique ID: 100888552 Medline TA: J Adhes Dent Country: England |
Other Details:
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Languages: eng Pagination: 107-16 Citation Subset: D |
Affiliation:
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Research and Development, Ivoclar Vivadent, Schaan, Liechtenstein. Ulrich.salz@ivoclarvivadent.com |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Acid Etching, Dental
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methods Acrylamide / chemistry* Acrylic Resins / chemistry Cross-Linking Reagents / chemistry* Dental Bonding Dental Enamel / ultrastructure Dentin / ultrastructure Humans Hydrolysis Materials Testing Methacrylates / chemistry* Phosphonic Acids / chemistry* Polyethylene Glycols / chemistry Polymethacrylic Acids / chemistry Resin Cements / chemistry Shear Strength |
| Chemical | |
Reg. No./Substance:
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0/Acrylic Resins; 0/AdheSE cement; 0/Clearfil SE Bond; 0/Cross-Linking Reagents; 0/Excite cement; 0/Methacrylates; 0/One-Up-Bond F; 0/Phosphonic Acids; 0/Polyethylene Glycols; 0/Polymethacrylic Acids; 0/Prime and Bond NT; 0/Prompt L-Pop; 0/Resin Cements; 0/iBond; 109-16-0/triethylene glycol dimethacrylate; 70293-55-9/4-methacryloxyethyltrimellitic acid anhydride; 79-06-1/Acrylamide; 85590-00-7/methacryloyloxydecyl dihydrogen phosphate |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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