CAS Key Laboratory of Molecular Nanostructure and Nanotechnology, Institute of Chemistry, Chinese Academy of Sciences (CAS), Beijing 100190 (P. R. China); Beijing National Laboratory for Molecular Sciences, Beijing 100190 (P. R. China), Fax: (+86) 10-62558934; Graduate University of CAS, Beijing 100490 (P. R. China).
Chem Asian J. 2013 Oct;8(10):2466-70. doi: 10.1002/asia.201300546. Epub 2013 Jul 18.
Control over the assembly of molecules on a surface is of great importance for the fabrication of molecule-based miniature devices. Melamine (MA) and molecules with terminal MA units are promising candidates for supramolecular interfacial packing patterning, owing to their multiple hydrogen-bonding sites. Herein, we report the formation of self-assembled structures of MA-capped molecules through a simple on-surface synthetic route. MA terminal groups were successfully fabricated onto rigid molecular cores with 2-fold and 3-fold symmetry through interfacial Schiff-base reactions between MA and aldehyde groups. Sub-molecular scanning tunneling microscopy (STM) imaging of the resultant adlayer revealed the formation of nanoporous networks. Detailed structural analysis indicated that strong hydrogen-bonding interactions between the MA groups persistently drove the formation of nanoporous networks. Herein, we demonstrate that functional groups with strong hydrogen-bond-formation ability are promising building blocks for the guided assembly of nanoporous networks and other hierarchical 2D assemblies.
控制分子在表面上的组装对于制造基于分子的微型器件非常重要。三聚氰胺(MA)和带有末端 MA 单元的分子由于其多个氢键结合位点,是超分子界面组装图案化的有前途的候选者。在此,我们通过简单的表面合成途径报告了 MA 封端分子自组装结构的形成。MA 末端基团通过 MA 与醛基之间的界面席夫碱反应成功地制备在具有 2 重和 3 重对称性的刚性分子核上。所得的吸附层的亚分子扫描隧道显微镜(STM)成像显示形成了纳米多孔网络。详细的结构分析表明,MA 基团之间的强氢键相互作用持续驱动纳米多孔网络的形成。在此,我们证明了具有强氢键形成能力的官能团是引导纳米多孔网络和其他分层二维组装的有前途的构建块。