Citation: QIN A-Hui, GONG Shuai, ZHANG Yan, GAO Yu, WANG Zhong-Long, WANG Shi-Fa. A Novel Isolongifolanylindazole Derivatives Colorimetric Probe for Naked-eye Detection of H₂S in Water Environment[J]. Chinese Journal of Analytical Chemistry, ;2021, 49(11): 1845-1854. doi: 10.19756/j.issn.0253-3820.210449 shu

A Novel Isolongifolanylindazole Derivatives Colorimetric Probe for Naked-eye Detection of H₂S in Water Environment

QIN A-Hui ² ,
GONG Shuai ² ,
ZHANG Yan ² ,
GAO Yu ² ,
WANG Zhong-Long ² ,
WANG Shi-Fa ^1,2,,

1.
Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, China;
2.
College of Chemical-Engineering, Nanjing Forestry University, Nanjing 210037, China

Corresponding author: WANG Shi-Fa, wangshifa65@163.com
Received Date: 19 April 2021
Revised Date: 14 July 2021

Fund Project: Supported by the National Natural Science Foundation of China (No.32071707).

Hydrogen sulfide (H₂S) plays crucial roles in various physiological process and daily life. However, excess H₂S is very harmful to health. Therefore, it is necessary to design a sensitive method for H₂S detection.In this work, a novel colorimetric probe 5,5,9,9-tetramethyl-3-(4-nitrophenyl)-2,4,5,6,7,8,9,9a-octahydro-5a,8-methanobenzo[g]indazole (BN) for naked-eye detection of H₂S was developed with longifolene derivative isolongifolenone as the starting material. This probe had great merits including rapid response time (0.4 min), high sensitivity (detection limit of 0.31 μmol/L), and high selectivity for H₂S detection. The sensing mechanism was confirmed by ¹H NMR and HRMS. The experiment results showed that the -NO₂ group was reduced into -NH₂ group by H₂S, and the hydrogen atom on the indazole ring disappeared as soon as probe BN contacted with H₂S. The photophysical properties of probe BN toward H₂S were examined by density functional theory calculation. Additionally, the probe BN could be loaded on filter paper and was successfully applied to detection of H₂S in environmental water samples.
- Isolongifolenone,
- Indazole derivatives,
- Colorimetric probe,
- Hydrogen sulfide
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沈阳化工大学材料科学与工程学院沈阳 110142

A Novel Isolongifolanylindazole Derivatives Colorimetric Probe for Naked-eye Detection of H2S in Water Environment

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通讯作者: 陈斌, bchen63@163.com

A Novel Isolongifolanylindazole Derivatives Colorimetric Probe for Naked-eye Detection of H₂S in Water Environment