Formation of multicomponent 2D assemblies of C(2v)-symmetric terphenyl tetracarboxylic acid at the solid/liquid interface: recognition, selection, and transformation

We report on the two-dimensional self-assembly of C(2v)-symmetric [1,1′:3′,1′′-terphenyl]-3,3′′,5,5′′-tetracarboxylic acid (TPTA) at the solid/liquid interface by using scanning tunneling microscopy (STM). Two kinds of different self-assembly structure, i.e. a close-packed and porous rosette structure, are formed by TPTA molecules through intermolecular hydrogen bonds. When adding coronene (COR) as a guest into the TPTA assembly, structural transformation from a densely packed row structure to a rosette network structure is observed. It was found that two kinds of cavities with different sizes in the rosette network structure can be used to realize the selective co-adsorption of guest molecules with appropriate shape and size. Three-component 2D host–guest structures were successfully constructed by using 1,2,3,4,5,6-hexakis(4-bromophenyl)benzene (HBPBE) and copper phthalocyanine (CuPc) as guest molecules.