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Borylated perylenediimide: self-assembly, photophysics and sensing application

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Abstract

Triarylboryl appended perylenediimide (PDI-TAB) is designed and synthesized. The incorporation of triarylboranes (TABs) decreases self-aggregation and increases the solubility of PDI-TAB in common organic solvents. Fluorescence emission colors ranging from red, yellow and green are realized by judiciously modulating the concentration of PDI-TAB in solution. The morphology and dimensions of the self-assemblies formed by PDI-TAB can be controlled by changing the experimental conditions. For example, PDI-TAB forms fibers of finite length when bulk powder is dispersed in methanol; it shows flexible lengthy 1D fibers when dichloromethane solution of PDI-TAB is injected into methanol solvent. PXRD analysis indicates that the molecular organization remains the same in both cases. PDI-TAB functions as a selective fluorogenic sensor for toxic fluoride anions; the sensing mechanism is explained by using theoretical calculations.

Graphical abstract: Borylated perylenediimide: self-assembly, photophysics and sensing application

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Publication details

The article was received on 05 Oct 2018, accepted on 02 Jan 2019 and first published on 03 Jan 2019


Article type: Paper
DOI: 10.1039/C8DT04005B
Citation: Dalton Trans., 2019, Advance Article

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    Borylated perylenediimide: self-assembly, photophysics and sensing application

    P. Sudhakar, K. K. Neena and P. Thilagar, Dalton Trans., 2019, Advance Article , DOI: 10.1039/C8DT04005B

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