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Tunable low-dimensional self-assembly of H-shaped bichromophoric perylenediimide Gemini in solution

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Abstract

A material with diverse self-assembled morphologies is extremely important and highly desirable because such samples can provide tunable optical and electronic properties, which are critical in applications such as organic photovoltaics, microelectronics and bio-imaging. Moreover, the synthesis and controllable self-assembly of H-shaped bichromophoric perylenediimides (PDIs) are needed to advance these materials in organic photovoltaics, microelectronics and bio-imaging; however, this has remained a great challenge thus far. Here, we successfully synthesize a novel H-shaped bichromophoric PDI Gemini through the palladium-catalyzed coupling reaction. The as-prepared PDI Gemini exhibited unprecedented tunable self-assembly behavior in solution, yielding diverse low-dimensional superstructures, such as one-dimensional (1D) helices, two-dimensional (2D) rectangular nanocrystals, pyramid-shaped parallelograms, ultralarge micro-sheets, and uniform nanospheres, under different self-assembly conditions. Of particular interest, the 2D hierarchical superstructures along with their formation mechanisms represent the first finding in the self-assembly of PDI-based molecules. This study opens a new avenue for tunable self-assembly of conjugated molecules and affords opportunities for the fabrication of novel self-assembled optical and electronic materials based on PDI molecules.

Graphical abstract: Tunable low-dimensional self-assembly of H-shaped bichromophoric perylenediimide Gemini in solution

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Supplementary files

Article information


Submitted
16 Dec 2019
Accepted
03 Jan 2020
First published
06 Jan 2020

Nanoscale, 2020, Advance Article
Article type
Paper

Tunable low-dimensional self-assembly of H-shaped bichromophoric perylenediimide Gemini in solution

Y. Huang, F. Yu, X. Cao, L. Nie, P. Zhang, F. Xu, Q. Gong, X. Zhan, K. Zhao, Y. Huang, Y. Mai and Q. Zhang, Nanoscale, 2020, Advance Article , DOI: 10.1039/C9NR10607C

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