title: A review of the developments of self-etching primers and adhesives -Effects of acidic adhesive monomers and polymerization initiators on bonding to ground, smear layer-covered teeth.
abstract: This paper reviews the developments of self-etching primers and adhesives, with a special focus on the effect of acidic adhesive monomers and polymerization initiators on bonding to ground, smear layer-covered teeth. Ionized acidic adhesive monomers chemically interact with tooth substrates and facilitate good bonding to ground dentin. Polymerization initiators in self-etching primers further promote effective bonding to ground dentin. To promote bonding to both dentin and enamel, phosphonic acid monomers such as 6-methacryloyloxyhexyl phosphonoacetate (6-MHPA) were developed. These novel adhesive monomers also have a water-soluble nature and are hence endowed with sufficient demineralization capability. A new single-bottle, self-etching, 2-hydroxyethyl methacrylate (HEMA)-free adhesive comprising 6-MHPA and 4-acryloyloxyethoxycarbonylphthalic acid (4-AET) was developed. This novel adhesive enabled strong adhesion to both ground enamel and dentin, but its formulation stability was influenced by pH value of the adhesive. To develop hydrolytically stable, single-bottle, self-etching adhesives, hydrolytically stable, radical-polymerizable acidic monomers with amide or ether linkages have been developed.
authors: Department of Research and Development, Shofu Inc.
authors: Kunio
authors: K
authors: Ikemura
authors: Yoshinori
authors: Y
authors: Kadoma
authors: Takeshi
authors: T
authors: Endo
mesh_terms: D000134:Acid Etching, Dental; D000179:Acrylates / Q000737:chemistry; D000269:Adhesives / Q000737:chemistry*; D001840:Dental Bonding; D003743:Dental Enamel / Q000378:metabolism; D003799:Dental Stress Analysis; D003804:Dentin / Q000378:metabolism; D017220:Dentin-Bonding Agents / Q000737:chemistry*; D006801:Humans; D008689:Methacrylates / Q000737:chemistry; D010746:Phosphonoacetic Acid / Q000031:analogs & derivatives / Q000737:chemistry; D010795:Phthalic Acids / Q000737:chemistry; D058105:Polymerization; D019279:Resin Cements / Q000737:chemistry*; D033081:Shear Strength; D016369:Smear Layer / Q000378:metabolism*
chemical_list: C000613962:4-acryloyloxyethoxycarbonylphthalic acid; C546895:6-methacryloyloxyhexyl phosphonoacetate; D000179:Acrylates; D000269:Adhesives; D017220:Dentin-Bonding Agents; D008689:Methacrylates; D010795:Phthalic Acids; D019279:Resin Cements; C005044:hydroxyethyl methacrylate; D010746:Phosphonoacetic Acid