Fraunhofer Institute for Applied Polymer Research IAP, 14476 Potsdam, Germany.
Molecules. 2022 Jun 23;27(13):4027. doi: 10.3390/molecules27134027.
In this study, a row of four analogous dopamine acryl- and methacrylamide derivatives, namely -(3,4-dihydroxyphenyethyl) acrylamide, -(3,4-dihydroxyphenyethyl) meth acrylamide, -phenethyl methacrylamide, -(4-hydroxyphenethyl) methacrylamide were synthesized and characterized by H-NMR and C-NMR, followed by further solvent-based radical polymerization with -hydroxyethyl acrylamide. All copolymers were characterized by H-NMR, dynamic differential calorimetry, and gel permeation chromatography. The dependency of the used comonomer ratios to the molecular mass of the corresponding copolymers has been described. The synthesis of the various polymers serves as a feasibility study and provides important data for a future biometric application in the medical field. We synthesized -(3,4-dihydroxyphenyethyl) acrylamide copolymer up to 80 mol% by free radical polymerization without using any protecting groups. All polymers show identical perfect adhesive properties by a simple scratch test. Further, the monomers were used as a photo reactive glue formulation to test its adherence to a medical titanium surface sample by tensile shear test.
在这项研究中，我们合成了一系列四个类似的多巴胺丙烯酰胺和甲基丙烯酰胺衍生物，即 -(3,4-二羟基苯乙基)丙烯酰胺、-(3,4-二羟基苯乙基)甲基丙烯酰胺、-苯乙基甲基丙烯酰胺、-(4-羟基苯乙基)甲基丙烯酰胺。这些衍生物通过 H-NMR 和 C-NMR 进行了表征，并通过 -羟乙基丙烯酰胺进一步进行了基于溶剂的自由基聚合。所有共聚物均通过 H-NMR、动态差示量热法和凝胶渗透色谱法进行了表征。描述了所用共聚单体比例与相应共聚物分子量之间的依赖性。各种聚合物的合成作为可行性研究，为未来在医学领域的生物识别应用提供了重要数据。我们通过自由基聚合合成了高达 80 mol%的 -(3,4-二羟基苯乙基)丙烯酰胺共聚物，而没有使用任何保护基团。通过简单的划痕测试，所有聚合物均显示出相同的完美粘结性能。此外，将这些单体用作光反应性胶配方，通过拉伸剪切试验测试其对医用钛表面样品的粘附力。
