CAS Key Laboratory of Standardization and Measurement for Nanotechnology, National Center for Nanoscience and Technology , No. 11 Beiyitiao, Zhongguancun, Beijing 100190, P. R. China.
ACS Appl Mater Interfaces. 2015 Mar 4;7(8):4659-66. doi: 10.1021/am508068m. Epub 2015 Feb 17.
Controlling chemical reactions on surface is of great importance to constructing self-assembled covalent nanostructures. Herein, Knoevenagel reaction between aromatic aldehyde compound 2,5-di(5-aldehyde-2-thienyl)-1,4-dioctyloxybenzene (PT2) and barbituric acid (BA) has been successfully performed for the first time at liquid/HOPG interface and vapor/HOPG interface. The resulting surface nanostructures and the formation of C═C bond are recorded through scanning tunneling microscopy (STM), and confirmed by attenuated total reflectance Fourier-transform infrared (ATR/FT-IR) spectrometer and UV-vis absorption. The obtained results reveal that Knoevenagel condensation reaction can efficiently occur at both interfaces. This surface reaction would be an important step toward further reaction to produce innovative conjugated nanomaterial on the surface.
在表面控制化学反应对于构建自组装共价纳米结构非常重要。在此，首次在液相/HOPG 界面和气相/HOPG 界面上成功地进行了芳香醛化合物 2,5-二（5-醛-2-噻吩基）-1,4-二辛氧基苯（PT2）和巴比妥酸（BA）之间的Knoevenagel 反应。通过扫描隧道显微镜（STM）记录了所得表面纳米结构和 C═C 键的形成，并通过衰减全反射傅里叶变换红外（ATR/FT-IR）光谱仪和紫外-可见吸收光谱进行了确认。所得结果表明，Knoevenagel 缩合反应可以在两个界面上有效地发生。这种表面反应将是进一步在表面上产生创新的共轭纳米材料的重要步骤。
