Department of Dental Biomaterials, Nihon University Graduate School of Dentistry at Matsudo, Matsudo, Chiba 271-8587, Japan.
Dent Mater J. 2010 Jan;29(1):59-67. doi: 10.4012/dmj.2009-078.
To examine the effects from the chemical structure of acidic methacrylate monomers on the primer's shelf life, N-methacryloyl-2aminoethylphosphonic acid (NMEP)- N-methacryloyl glycine (NMGly), 2-methacryloyloxyethyl dihydrogen phosphate (MEP)-NMGly and 10-methacryloyloxydecyl dihydrogen phosphate (MDP)-NMGly primers were designed. Immediately after preparation, these primers were stored at 40 degrees C for 0, 6 and 14 weeks. At the end of each storage period, (13)C NMR observations were performed. Shear bond strengths of resin to dentin, conditioned by non-stored or stored primers, were measured. Alteration rates of these primers were strongly dependent on the chemical structure of acidic methacrylate monomers. The NMEP-NMGly primer exhibited noticeably higher hydrolytic stability and greater bond strength stability than MEP-NMGly and MDP-NMGly primers. These results demonstrated that methacryl amide monomers, NMEP and NMGly, are more advantageous than methacryl ester monomers. To develop self-etching primers with longer shelf life, it is essential to utilize acidic and hydrophilic methacryl amide monomers.
为了研究酸性甲基丙烯酸盐单体的化学结构对预聚物储存寿命的影响，设计了 N-甲基丙烯酰基-2-氨基乙基膦酸（NMEP）-N-甲基丙烯酰基甘氨酸（NMGly）、2-甲基丙烯酰氧乙基二氢磷酸酯（MEP）-NMGly 和 10-甲基丙烯酰氧基癸基二氢磷酸酯（MDP）-NMGly 预聚物。这些预聚物在制备完成后立即储存在 40°C 下 0、6 和 14 周。在每个储存期结束时，进行（13）C NMR 观察。测量用未储存或储存的预聚物处理后的树脂对牙本质的剪切粘结强度。这些预聚物的变化率强烈依赖于酸性甲基丙烯酸盐单体的化学结构。NMEP-NMGly 预聚物表现出明显更高的水解稳定性和更大的粘结强度稳定性，优于 MEP-NMGly 和 MDP-NMGly 预聚物。这些结果表明，甲基丙烯酰胺单体 NMEP 和 NMGly 比甲基丙烯酯单体更具优势。为了开发具有更长储存寿命的自酸蚀预聚物，必须利用酸性和亲水的甲基丙烯酰胺单体。
