Guo Zongxia, Zhang Xiao, Zhang Lu, Wang Yujiao, Feng Weisheng, Sun Kai, Yi Yuanping, Li Zhibo
Key Laboratory of Optic-electric Sensing and Analytical Chemistry for Life Science, MOE, Key Laboratory of Biochemical Analysis, Shandong Province, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, China.
Key Laboratory of Biobased Polymer Materials, Shandong Provincial Education Department, School of Polymer Science and Engineering, Qingdao University of Science and Technology, Qingdao, China.
Front Chem. 2019 Jul 3;7:473. doi: 10.3389/fchem.2019.00473. eCollection 2019.
Terrylene diimide derivatives are pigments for dyes and optoelectric devices. A terrylene diimide derivative N,N'-di(1-undecyldodecyl)terrylene-3,4:11,12-tetracarboxdiimide (DUO-TDI) decorated with long branched alkyl chains on both imide nitrogen atoms was designed and synthesized. The supramolecular assembly behaviors of DUO-TDI in solution and at the liquid-solid interface were both investigated. The assembled nanostructures and photophysical properties of TDI in solution were explored by varying solvent polarity with spectral methods (UV-Vis, FL and FT-IR) and morphological characterization (AFM). Depending on the solution polarities, fibers, disk structures and wires could be observed and they showed diverse photophysical properties. In addition, the interfacial assembly of DUO-TDI was further investigated at the liquid-Highly Oriented Pyrolytic Graphite (HOPG) interface probed by scanning tunneling microscope (STM). Long range ordered monolayers composed of lamellar structures were obtained. The assembly mechanisms were studied for DUO-TDI both in solution and at the interface. Our investigation provides alternative strategy for designing and manipulation of supramolecular nanostructures and corresponding properties of TDI based materials.
苝二酰亚胺衍生物是用于染料和光电器件的颜料。设计并合成了一种在两个酰亚胺氮原子上均装饰有长支链烷基的苝二酰亚胺衍生物N，N'-二（1-十一烷基十二烷基）苝-3,4:11,12-四羧酸二亚胺（DUO-TDI）。研究了DUO-TDI在溶液中和液-固界面处的超分子组装行为。通过光谱方法（紫外-可见光谱、荧光光谱和傅里叶变换红外光谱）改变溶剂极性以及形态表征（原子力显微镜），探索了TDI在溶液中的组装纳米结构和光物理性质。根据溶液极性，可以观察到纤维、盘状结构和线状结构，并且它们表现出不同的光物理性质。此外，通过扫描隧道显微镜（STM）探测，进一步研究了DUO-TDI在液-高度取向热解石墨（HOPG）界面处的界面组装。获得了由层状结构组成的长程有序单分子层。研究了DUO-TDI在溶液中和界面处的组装机制。我们的研究为基于TDI的材料的超分子纳米结构及其相应性质的设计和调控提供了替代策略。
