A substituent-dependent deep-blue pyrene-based chemosensor for trace nitroaniline sensing

Li, Hua Long; Cao, Jing Yi; Yu, Ze Dong; Yang, Guang; Xue, Zeng Min; Wang, Chuan Zeng; Zhao, Wen Xuan; Zhao, Yi; Redshaw, Carl; Yamato, Takehiko

Abstract

Nitroaniline (NA) is a kind of high toxicity and pathogenic amine derivative, and the trace monitoring of nitroaniline has become an urgent problem in terms of both the environment and security. Herein, two K-region multiple substituted pyrene-based luminogens with reasonable photoluminescence efficiency and blue emission (408-430 nm) have been synthesized and characterized. Their photophysical properties were carefully investigated in solution and in the solid state by experimental and density functional theory (DFT) methods. It is worth mentioning that both of these π-electron rich and extended π-conjugated materials were used for the detection of electron deficient nitroaromatics (NACs) based on a photo-induced electron transfer (PET) mechanism, and a sensitive response towards NA, especially for p-NA with a limit of detection (LOD) as low as 8.58 × 10−9 M, was observed, with a fluorescence quenching efficiency up to 99.5%. These research results provided a low-cost and simple strategy for trace nitroaniline sensing.

Citation

Li, H. L., Cao, J. Y., Yu, Z. D., Yang, G., Xue, Z. M., Wang, C. Z., Zhao, W. X., Zhao, Y., Redshaw, C., & Yamato, T. (2023). A substituent-dependent deep-blue pyrene-based chemosensor for trace nitroaniline sensing. Materials Chemistry Frontiers, https://doi.org/10.1039/d3qm00342f

• Journal Article Type: Article
• Acceptance Date: May 8, 2023
• Online Publication Date: May 9, 2023
• Publication Date: Jan 1, 2023
• Deposit Date: May 11, 2023
• Publicly Available Date: Jan 2, 2024
• Journal: Materials Chemistry Frontiers
• Print ISSN: 2052-1537
• Electronic ISSN: 2052-1537
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• DOI: https://doi.org/10.1039/d3qm00342f
• Keywords: Materials Chemistry; General Materials Science
• Public URL: https://hull-repository.worktribe.com/output/4288370