Department of Chemistry, Purdue University, West Lafayette, Indiana 47907-2084, United States.
J Am Chem Soc. 2012 Jun 6;134(22):9498-505. doi: 10.1021/ja303369p. Epub 2012 May 29.
Hierarchical biological materials such as bone, sea shells, and marine bioadhesives are providing inspiration for the assembly of synthetic molecules into complex structures. The adhesive system of marine mussels has been the focus of much attention in recent years. Several catechol-containing polymers are being developed to mimic the cross-linking of proteins containing 3,4-dihydroxyphenylalanine (DOPA) used by shellfish for sticking to rocks. Many of these biomimetic polymer systems have been shown to form surface coatings or hydrogels; however, bulk adhesion is demonstrated less often. Developing adhesives requires addressing design issues including finding a good balance between cohesive and adhesive bonding interactions. Despite the growing number of mussel-mimicking polymers, there has been little effort to generate structure-property relations and gain insights on what chemical traits give rise to the best glues. In this report, we examine the simplest of these biomimetic polymers, poly[(3,4-dihydroxystyrene)-co-styrene]. Pendant catechol groups (i.e., 3,4-dihydroxystyrene) are distributed throughout a polystyrene backbone. Several polymer derivatives were prepared, each with a different 3,4-dihyroxystyrene content. Bulk adhesion testing showed where the optimal middle ground of cohesive and adhesive bonding resides. Adhesive performance was benchmarked against commercial glues as well as the genuine material produced by live mussels. In the best case, bonding was similar to that obtained with cyanoacrylate "Krazy Glue". Performance was also examined using low- (e.g., plastics) and high-energy (e.g., metals, wood) surfaces. The adhesive bonding of poly[(3,4-dihydroxystyrene)-co-styrene] may be the strongest of reported mussel protein mimics. These insights should help us to design future biomimetic systems, thereby bringing us closer to development of bone cements, dental composites, and surgical glues.
分层生物材料,如骨骼、贝壳和海洋生物粘合剂,为将合成分子组装成复杂结构提供了灵感。近年来,贻贝类海洋粘合剂系统一直是研究的重点。人们正在开发几种含有儿茶酚的聚合物,以模拟贝类用于粘在岩石上的含有 3,4-二羟基苯丙氨酸 (DOPA) 的蛋白质的交联。许多这些仿生聚合物系统已被证明可以形成表面涂层或水凝胶;然而,很少有研究证明其具有块状粘附力。开发粘合剂需要解决设计问题,包括找到内聚和粘附键合相互作用之间的良好平衡。尽管模仿贻贝的聚合物数量不断增加,但很少有研究致力于生成结构-性能关系,并深入了解哪些化学特性产生了最好的粘合剂。在本报告中,我们研究了这些仿生聚合物中最简单的一种,即聚[(3,4-二羟基苯乙烯)-共-苯乙烯]。邻苯二酚基团(即 3,4-二羟基苯乙烯)分布在聚苯乙烯主链中。制备了几种聚合物衍生物,每个衍生物的 3,4-二羟基苯乙烯含量都不同。块状粘附测试表明,内聚和粘附键合的最佳中间位置在哪里。将粘合性能与商业胶以及活贻贝产生的天然材料进行了基准测试。在最好的情况下,粘合性能类似于氰基丙烯酸酯“Krazy Glue”获得的粘合性能。还使用低能(例如塑料)和高能(例如金属、木材)表面检查了性能。聚[(3,4-二羟基苯乙烯)-共-苯乙烯]的粘合性能可能是报道的贻贝蛋白模拟物中最强的。这些见解应该有助于我们设计未来的仿生系统,从而使我们更接近开发骨水泥、牙科复合材料和手术胶。