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Light-Controlled Switching of Perylene Bisimide Assemblies.

Hee-Won Bahng¹, Cathrin D Ertl¹, Jennifer Yuan¹

¹Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.

The Journal of Physical Chemistry Letters

|November 10, 2023

Summary

Light influences perylene bisimides (PBIs) assembly. Ground state interactions are sulfur-based, while excited states favor pi-pi stacking, influenced by solvent heteroatoms.

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Area of Science:

Supramolecular Chemistry
Photochemistry
Materials Science

Background:

Perylene bisimides (PBIs) are functional dyes with tunable electronic properties.
Supramolecular assembly is crucial for developing advanced materials.
Controlling intermolecular interactions is key to directing self-assembly.

Purpose of the Study:

To investigate light-driven changes in supramolecular interactions of PBIs.
To elucidate the role of sulfur-containing groups in PBI assembly.
To understand the influence of solvent heteroatoms on PBI aggregation.

Main Methods:

Time-resolved fluorescence spectroscopy
Transient absorption spectroscopy
Steady-state spectroscopy

Main Results:

Ground-state assembly is driven by S···X noncovalent interactions.
Excited-state assembly is dominated by π-π stacking of PBI cores.
Solvent heteroatoms accelerate π-stacking through PBI-solvent complex formation.

Conclusions:

Light reversibly switches the dominant intermolecular forces in PBIs.
Sulfur functionalization and solvent choice offer control over PBI supramolecular structure.
These findings enable light-controlled design of PBI-based materials.