Ortho-substituent effects in 2,1,3-benzothiadiazole–phenylene systems

Abstract

In this study, a synthetic approach was developed for the preparation of symmetric luminescent molecules comprising a benzothiadiazole (BTD) core as the electron-accepting component and phenyl moieties. The synthesis was accomplished via a palladium-catalyzed Suzuki cross-coupling reaction. Additionally, derivatives bearing various substituents, namely amino (–NH₂), hydroxy (–OH), methyl (–CH₃), methoxy (–OCH₃), and hexyloxy (–OC₆H₁₃) groups, were synthesized to investigate their behavior in crystalline packing. To evaluate the effect of ortho-substituents, the emission properties of these derivatives were examined in dilute tetrahydrofuran solutions, and their thermal characteristics were assessed by differential scanning calorimetry and thermogravimetric analysis.

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References

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