ABSTRACT The synthesis of polymerizable 7-(methacroyloxy)-2-oxo-heptylphosphonic acid M1 destined for self-etch adhesives is described. M1 is characterized by 1H, 13C and 31P-NMR spectroscopy. Its homopolymerization and copolymerization reactivity in the solvents methanol and dioxane between 45 and 70°C in the presence of azobisisobutyronitrile (AIBN) are examined. Polymerization proceeds readily through a thermal free radical initiation. The intensity exponents for the monomer and initiator are only slightly over 1 and approximately 0.5, respectively. This is in accordance with the results typically observed for an ideal free radical polymerization with termination mainly by disproportionation, which is typical for methyl methacrylate (MMA) homopolymerization. The kinetics of copolymerization with MMA are monitored by online 1H-NMR spectroscopy. Two copolymerization reactions for each pair of co-monomers are sufficient to evaluate the copolymerization parameters using the Jaacks method, the Fineman–Ross method and the nonlinear least-squares method. All three methods give similar results for particular monomer M1/MMA couple.

中文翻译：

---

7-(甲基丙烯酰氧基)-2-氧代-庚基膦酸及其与甲基丙烯酸甲酯的合成和均聚动力学

摘要描述了用于自蚀刻粘合剂的可聚合 7-(甲基丙烯酰氧基)-2-氧代-庚基膦酸 M1 的合成。M1 的特征在于 1H、13C 和 31P-NMR 光谱。在偶氮二异丁腈 (AIBN) 存在下，在 45 到 70°C 之间检查了它在溶剂甲醇和二恶烷中的均聚和共聚反应性。聚合很容易通过热自由基引发进行。单体和引发剂的强度指数分别仅略高于 1 和大约 0.5。这与主要通过歧化终止的理想自由基聚合通常观察到的结果一致，这对于甲基丙烯酸甲酯 (MMA) 均聚来说是典型的。通过在线 1 H-NMR 光谱监测与 MMA 共聚的动力学。每对共聚单体的两个共聚反应足以使用 Jaacks 方法、Fineman-Ross 方法和非线性最小二乘法评估共聚参数。对于特定的单体 M1/MMA 对，所有三种方法都给出了相似的结果。