11/13/2023 0 Comments Global tuners pi imageTo prepare a squarylium-based π-electronic cation, the researchers added methyl trifluoromethanesulfonate (CH 3OTf) to a zwitterionic (dipolar ion-like) squarylium, generating an ion pair consisting of a thiochromene-substituted cationic squarylium ( 1a +) and trifluoromethanesulfonate anion (OTf -). Maeda, explaining the motivation of their study. The structural diversity in organic species as building blocks of assemblies will enable fine-tuning of the properties and additional functionality,” says Prof. “Charge-segregated assemblies are expected to be applied to organic semiconductors. Now, in a study published on 27 December 2022 in the journal Angewandte Chemie International Edition, researchers led by Professor Hiromitsu Maeda from Ritsumeikan University, Japan examined how counteranions added to stacked dipolar squarylium cations affect the assembly behaviors and properties. Such positively stacked structures can be combined with various counterions to form charge-segregated assembles with tunable properties. One strategy for stacking identically charged species is to reduce the electrostatic repulsive forces through “dipole-dipole interactions.” This has been achieved by incorporating alkyl groups into positively charged squarylium dyes, which leads to conformational changes and polarization states that decrease the electrostatic repulsion, facilitating the formation of stacked assemblies. While the former arrangement is relatively straightforward to generate due to electrostatic attraction between opposite charges, the latter, which have useful semiconductor properties, is challenging to construct as, in this case, the electrostatic repulsion between identically charged species must be overcome to create a stable structure. By strategically arranging these systems, two types of assemblies can be generated: charge-by-charge assemblies consisting of alternately stacked oppositely charged species and charge-segregated assemblies comprising stacks of identically charged species. One promising area of research on this front is the use of π-electronic systems (systems in which the electrons occupy the p-orbitals of the atoms) to create stacked assemblies that, in turn, can be used to develop novel organic semiconductors. Scientists are constantly exploring new ways to design novel functional materials with tunable electronic properties. view moreĬredit: Hiromitsu Maeda from Ritsumeikan University Image: In a new breakthrough, researchers from Japan show that adding different counteranions to the squarylium-based π-electronic cation can enable fine-tuning of the properties of charge-segregated assemblies, with potential application in the development of organic semiconductors.
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