Rudolph Tobias, Kumar Allampally Naveen, Fernández Gustavo, Schacher Felix H
Laboratory of Organic and Macromolecular Chemistry, Friedrich Schiller University Jena, Humboldtstr. 10, 07743 Jena (Germany) and Jena Center for Soft Matter (JCSM), Friedrich Schiller University Jena, Philosophenweg 7, 07743 Jena (Germany).
Chemistry. 2014 Oct 20;20(43):13871-5. doi: 10.1002/chem.201404141. Epub 2014 Sep 8.
We report an innovative template-assisted synthetic protocol for the selective functionalization of terminal triple bonds in oligophenyleneethynylenes (OPE) by pre-organization in aqueous solution. By this approach, three new OPE-based bolaamphiphiles substituted with hydrophilic poly(2-ethyl-2-oxazoline) (PEtOx) chains of different length have been synthesized. The chain length was observed to strongly influence the aqueous supramolecular polymerization: bolaamphiphiles with longer hydrophilic chains aggregate into spherical nanoparticles in a stepwise fashion, whereas 2D anisotropic platelets are formed cooperatively if shorter PEtOx chains are used. Our results demonstrate that hydrophobic interactions can be strong enough to trigger cooperative effects in aqueous self-assembly processes.
我们报道了一种创新的模板辅助合成方法，该方法通过在水溶液中进行预组装，实现了对寡聚亚苯基乙炔（OPE）末端三键的选择性功能化。通过这种方法，合成了三种新的基于OPE的双亲性分子，它们被不同长度的亲水性聚（2-乙基-2-恶唑啉）（PEtOx）链取代。观察到链长对水性超分子聚合有强烈影响：具有较长亲水性链的双亲性分子逐步聚集形成球形纳米颗粒，而如果使用较短的PEtOx链，则会协同形成二维各向异性片层。我们的结果表明，疏水相互作用足以在水性自组装过程中引发协同效应。
