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Synthesis, Photophysical and Electrochemical Studies of 1,6/1,7-Diaminoperylene − 3,4,9,10-tetracarboxylic Acid Bisimides: Novel NIR Fluorescent Dyes

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Abstract

We have reported the regioisomeric mixture of novel 1,6/1,7-diaminoperylene3,4,9,10-tetracarboxylic acid bisimides by using the reaction of dibromoperylene-3,4,9,10-tetracarboxylic acid bisimides and sodium azide via copper mediate catalyst at heating condition. A one-pot single step sequential preparation of the targeted amine was designed by direct reduction of azid to amine in presence of copper sulfate and sodium ascorbate catalyst in one pot reaction condition. In addition, photochemical and electrochemical studies were also investigated. The emission wavelength shows that diamino perylene bisimide exhibits NIR region. The reported compounds were characterized by IR, NMR, and elemental analysis.

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Acknowledgements

This work was supported by a Research Grant of Pukyong National University (2023).

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Authors and Affiliations

  1. Department of Image Science and Engineering, Pukyong National University, Busan, 608-737, Republic of Korea

    Maruti B. Yadav & Yeon Tae Jeong

  2. Department of Chemistry, Pukyong National University, Busan, 608-737, South Korea

    Yeong Il Kim

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  1. Maruti B. Yadav
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Correspondence to Yeon Tae Jeong.

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Yadav, M.B., Kim, Y.I. & Jeong, Y.T. Synthesis, Photophysical and Electrochemical Studies of 1,6/1,7-Diaminoperylene − 3,4,9,10-tetracarboxylic Acid Bisimides: Novel NIR Fluorescent Dyes. Trans. Electr. Electron. Mater. 25, 25–31 (2024). https://doi.org/10.1007/s42341-023-00485-1

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