K-region tetrasubstituted deep-blue pyrene-based luminogens: Visual detection of trace nitroaniline

Cao, Jing Yi; Yu, Ze Dong; Yang, Guang; Wang, Xue Can; Jiang, Lu; Wang, Xi; Zhao, Wen Xuan; Chen, Shu Hai; Redshaw, Carl; Wang, Chuan Zeng; Yamato, Takehiko

Abstract

In recent years, fluorescence sensors have been widely used in explosive detection due to their portability and high efficiency. In the present work, two K-region tetrasubstituted deep-blue pyrene-based luminogens were designed and synthesized by introducing electron-donating groups. The optical properties were investigated by experimental and density functional theory (DFT) methods. Reasonable luminescence efficiency and electron rich characteristic allowed for the possible detection of nitro-explosives. Both luminogens, especially TFPy, exhibit a sensitive response towards nitroanilines (NA), with a limit of detection (LOD) for p-NA as low as 2.75 × 10–8 M, which is mainly attributed to the electron-donating substituents on the periphery of the pyrene core and the extended π-conjugated structure. These research results establish a low-cost and simple strategy for the detection of trace nitroaniline.

Citation

Cao, J. Y., Yu, Z. D., Yang, G., Wang, X. C., Jiang, L., Wang, X., …Yamato, T. (2023). K-region tetrasubstituted deep-blue pyrene-based luminogens: Visual detection of trace nitroaniline. Journal of molecular structure, 1285, Article 135490. https://doi.org/10.1016/j.molstruc.2023.135490

• Journal Article Type: Article
• Acceptance Date: Mar 30, 2023
• Online Publication Date: Apr 5, 2023
• Publication Date: Aug 5, 2023
• Deposit Date: Jun 4, 2023
• Publicly Available Date: Apr 6, 2024
• Journal: Journal of Molecular Structure
• Print ISSN: 0022-2860
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 1285
• Article Number: 135490
• DOI: https://doi.org/10.1016/j.molstruc.2023.135490
• Keywords: Inorganic Chemistry; Organic Chemistry; Spectroscopy; Analytical Chemistry
• Public URL: https://hull-repository.worktribe.com/output/4255758
• Additional Information: This article is maintained by: Elsevier; Article Title: K-region tetrasubstituted deep-blue pyrene-based luminogens: Visual detection of trace nitroaniline; Journal Title: Journal of Molecular Structure; CrossRef DOI link to publisher maintained version: https://doi.org/10.1016/j.molstruc.2023.135490; Content Type: article; Copyright: © 2023 Elsevier B.V. All rights reserved.