Chemical aspects of self-etching enamel–dentin adhesives: A systematic review

• Published in: Dental materials Vol. 21; no. 10; pp. 895 - 910
• Main Authors: Moszner, Norbert, Salz, Ulrich, Zimmermann, Jörg
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 01.10.2005
• Subjects: Acrylamides - chemistry; Adhesive monomers; Adhesives - chemistry; Carboxylic Acids - chemistry; Cross-linkers; Dental adhesives; Dental Bonding - methods; Dental Enamel; Dentin; Dentin-Bonding Agents - chemistry; Dentistry; Humans; Hydrolytic stability; Methacrylates - chemistry; Methacrylates, bis(acrylamide)s; Organophosphonates - chemistry; Phosphonic acids; Polymerizable phosphates; Methacrylates, bis(acrylamide)s; Polymerizable phosphates; Cross-linkers; Adhesive monomers; Phosphonic acids; Hydrolytic stability; Dental adhesives
• ISSN: 0109-5641; 1879-0097
• DOI: 10.1016/j.dental.2005.05.001

The paper gives an overview on the components and the polymer chemical aspects of currently used self-etching enamel–dentin primers/adhesives. In addition, the contribution of new adhesives monomers and cross-linkers exhibiting enhanced hydrolytic stability than methacrylates to improve the performance of single-bottle adhesives is discussed. Information from original scientific papers or reviews about enamel–dentin adhesives, the patent literature concerning dental adhesives and manufacturer information of commercial self-etching adhesives were included in this review. The most efficient self-etching enamel–dentin adhesives are based on strongly acidic adhesive monomers, containing dihydrogenphosphate, phosphonic acids or carboxylic acid groups. Serious problems of single-bottle water-based, strongly acidic self-etching enamel–dentin adhesives arise both from the hydrolytic instability of the methacrylate monomers used and the side reaction of the applied initiator components. The stability of the self-etching enamel–dentin adhesives can be improved by using new acrylic ether phosphonic acids or mono- or difunctional acrylamides, while more stable and compatible components have to be developed in the future.