Journal
CCS CHEMISTRY
Volume 4, Issue 6, Pages 1949-1960Publisher
CHINESE CHEMICAL SOC
DOI: 10.31635/ccschem.021.202100871
Keywords
perylene bisimide; folda-dimer; intramolecular aggregation; positive temperature effect; carborane derivative
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Funding
- Natural Science Foundation of China [21820102005, 21527802, 21673133]
- China 111 project [B14041]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT-14R33]
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We fabricated a new compound BPBI-CB-1 by tethering two PBI moieties to a carborane unit. This compound exhibited distinct configurations and dual emissions in different solvents. The equilibrium between monomer-like and stacking states was governed by solvents and temperature.
We have fabricated a new perylene bisimide (PBI) folda-dimer (BPBI-CB-1) by tethering two PBI moieties to the ortho-carbon positions of a carborane unit. The synthesized compound adopted distinct configurations in different solvents with dual emissions as its characteristic. The two PBI moieties in the molecule appeared either in a weakly interacted, monomer-like state or brought into close p-p contact with each other, forming an interacted stacking state. The equilibrium between these two states was governed by the nature of solvents and testing temperature. Spectroscopic and theoretical studies concluded that dual emission bands originated from intramolecular monomer-like and stacking states, respectively. Remarkably, in a solvent like 1,2-dichloroethane (DCE), both emission intensities increased with rising temperatures. The positive temperature response of the monomer emission was ascribed to an increased amount of monomer-like population, owing to its endothermic energy state, while the excimer emission was rationalized by increased population of the bright exciton state, resulting in an increased emission yield that compensated the diminished population of the stacking state. To our knowledge, this is the first report on positive temperature-responsive dual emissions associated with the synergism of intramolecular intersubunit aggregation/dissociation and excimer transformation. [GRAPHICS]
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