Wavelength tunable barbituric acid derivatives: Synthesis, aggregation-induced emission and nitroaromatic detection

Xu, Jinzhen; Zhang, Hanjun; Xu, Zuyan; Tao, Furong; Cui, Yuezhi

doi:10.1016/j.jlumin.2020.117865

Cited by 6 publications

(1 citation statement)

References 42 publications

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“…Earlier, Cui et al synthesized a barbituric acid derivative via a Knoevenagel reaction between 1,3-dicyclohexylbarbituric acid and 4-( N , N -diphenylamino) benzaldehyde ( D27 ). 367 The photostable D27 was able to detect PA and DNT via PET fluorescence quenching, where LOD was 0.296 and 0.367 μM, respectively. Cui et al reported 5-(4-diphenylamino styrene)-barbituric acid ( D28 ) that can detect NACs such as PA, TNT and DNT with a quenching efficiency of 90%, 60% and 50%, respectively.…”

Section: Sensing For National Securitymentioning

confidence: 97%

Recent advances in aggregation-induced emission (AIE)-based chemosensors for the detection of organic small molecules

Chua,

Hui,

Chin

et al. 2023

Mater. Chem. Front.

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Section: Sensing For National Securitymentioning

confidence: 97%

Recent advances in aggregation-induced emission (AIE)-based chemosensors for the detection of organic small molecules

Chua,

Hui,

Chin

et al. 2023

Mater. Chem. Front.

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Towards Portable Kits for On‐Site Colorimetric Detection of Aqueous Hydrazine Using Piperidine‐Thiophene‐Barbituric Acid Push‐Pull Probe

Fernandes,

Paul,

Klikar

et al. 2024

ChemPlusChem

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Owing to the carcinogenicity and environmental risks as well as the wide industrial use of hydrazine, we report herein a colorimetric probe for its ratiometric detection in pure water. The developed probe possesses push‐pull architecture with 2‐(piperidyn‐1‐yl)thiophene as the donor, N,N’‐dibutylbarbituric as the acceptor, and butadiene as the spacer. In contrast to weak solvatochromic behavior in organic solvents, the probe showed distinct optical photophysical properties in water resulting from the formation of nanoscopic aggregates. The probe underwent pronounced spectral changes upon the addition of hydrazine including an 11.5‐fold decrease in absorbance and ~2.4‐fold fluorescence quenching. The mechanistic investigation revealed the rapid formation of hydrazone upon the interaction of the probe with hydrazine via retro‐Knoevenagel reaction as confirmed experimentally and corroborated with DFT calculations. The induced colorimetric and fluorometric changes were utilized in hydrazine sensing with excellent selectivity over other biologically relevant analytes with a detection limit of 0.76 µM in aqueous media. The practical utility of the probe was assessed in real‐life natural water samples, while we have also developed a cost‐effective portable kit for the on‐site hydrazine detection both in the solution and vapor phases.

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Chemosensors based on 5-ethylidene-substituted barbituric acid derivatives (microreview)

Batenko

Gaile

2022

Chem Heterocycl Comp

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Wavelength tunable barbituric acid derivatives: Synthesis, aggregation-induced emission and nitroaromatic detection

Cited by 6 publications

References 42 publications

Recent advances in aggregation-induced emission (AIE)-based chemosensors for the detection of organic small molecules

Recent advances in aggregation-induced emission (AIE)-based chemosensors for the detection of organic small molecules

Towards Portable Kits for On‐Site Colorimetric Detection of Aqueous Hydrazine Using Piperidine‐Thiophene‐Barbituric Acid Push‐Pull Probe

Chemosensors based on 5-ethylidene-substituted barbituric acid derivatives (microreview)

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