Two-Dimensional Molecular Network Built from Hierarchy Self-Assembly of Perylene Bisimide Derivatives

Yuchuan Xiao; Jiayu Tao; Xuan Peng; Yuting Song; Peng Lei; Haijun Xu; Xunwen Xiao; Bin Tu; Qingdao Zeng

doi:10.1021/acsami.1c03201

Two-Dimensional Molecular Network Built from Hierarchy Self-Assembly of Perylene Bisimide Derivatives

ACS Appl Mater Interfaces. 2021 Apr 14;13(14):17129-17138. doi: 10.1021/acsami.1c03201. Epub 2021 Apr 5.

Authors

Yuchuan Xiao^{1

2

3}, Jiayu Tao⁴, Xuan Peng^{1

3}, Yuting Song⁴, Peng Lei^{1

3}, Haijun Xu⁴, Xunwen Xiao², Bin Tu⁵, Qingdao Zeng^{1

3}

Affiliations

¹ CAS Key Laboratory of Standardization and Measurement for Nanotechnology, CAS Center for Excellence in Nanoscience, National Center for Nanoscience and Technology (NCNST), Beijing 100190, China.
² School of Materials and Chemical Engineering, Ningbo University of Technology, Ningbo 315211, China.
³ Center of Materials Science and Optoelectronics Engineering, University of Chinese Academy of Sciences, Beijing 100049, China.
⁴ Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.
⁵ Laboratory of Theoretical and Computational Nanoscience, CAS Key Laboratory of Nanophotonic Materials and Devices, CAS Center for Excellence in Nanoscience, Beijing Key Laboratory of Ambient Particles Health Effects and Prevention Techniques, National Center for Nanoscience and Technology, Chinese Academy of Sciences, Beijing 100190, P. R. China.

PMID: 33818059
DOI: 10.1021/acsami.1c03201

Abstract

The structures of two-dimensional (2D) self-assembled molecular networks formed by a series of perylene bisimide (PBI) derivatives were investigated by scanning tunneling microscopy (STM). By introducing different functional groups to the PBI rings, we successfully built a different self-assembled molecular network on the liquid-solid interface. When the substituent is propanol, PBI is aligned in lines. When we introduced either an ester group or an amide group to the PBI compounds, they tended to form dimers and trimers. Especially, the PBI with the amide groups can form a 2D porous molecular network by hierarchy self-assembly. The 2D porous molecular network has a great potential to be the host molecule for the accommodation of a guest molecule, coronene (COR), and the structure of the 2D porous molecular network can be tuned by varying the concentration. The density functional theory calculations were also performed to disclose the mechanisms involved.

Keywords: STM; hierarchy self-assembly; perylene bisimide; porous networks; surface assembly.