Citation: FANG Jun-An, ZHANG Hong, ZHANG Ling-Fei, MU Lan, ZENG Xi, ZHAO Jiang-Lin, WEI Gang. A Colorimetric Probe for Detection of AcO^-, F^- and OH^- Based on Solvent Effect and Wavelength Resolution[J]. Chinese Journal of Analytical Chemistry, ;2018, 46(11): 1739-1747. doi: 10.11895/j.issn.0253-3820.171442 shu

A Colorimetric Probe for Detection of AcO^-, F^- and OH^- Based on Solvent Effect and Wavelength Resolution

FANG Jun-An ^1, ,
ZHANG Hong ¹ ,
ZHANG Ling-Fei ² ,
MU Lan ¹ ,
ZENG Xi ¹ ,
ZHAO Jiang-Lin ³ ,
WEI Gang ⁴

¹ Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, School of Chemistry and Chemical Engineering, Guizhou University, Guiyang 550025, China;
² Hebei University of Science and Technology, Shijiazhuang 050000, China;
³ Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen 518055, China;
⁴ CSIRO Materials Science and Engineering, New South Wales, Sydney 2070, Australia

Received Date: 22 November 2017
Revised Date: 30 August 2018

Fund Project: This work was supported by the Natural Science Foundation of China (No. 21165006), the "Chun-Hui" Fund of Chinese Ministry of Education (No. Z2016008), the Basic Research Program of Shenzhen (No. JCYJ20170818161714678) and the SIAT Innovation Program for Excellent Young Researchers (No. 2017014).

With nitroaniline and 8-hydroxy-2-methylquinoline as the raw materials, an intermediate of 2-hydroxy-5-(4-nitroazobenzene) benzaldehyde was prepared for synthesizing 2-[2-hydroxy-5-(4-nitroazobenzene) styryl]-8-hydroxyquinoline by microwave reaction in acetic anhydride. An azo conjugate structure was formed by connecting the quinoline ring and the benzene ring with the double bond and azo in the probe molecule. The hydroxyl and nitrogen atoms provided good anion recognition sites that could selectively recognize F^-, AcO^- and OH^- ion through hydrogen bonding in the probe. The probe could formed a 1:1 complex with F^- and AcO^- respectively, and the ratio of absorbance at 595 nm and 350 nm (A_{595 nm}/A_{350 nm}) was related to the concentration of F^- and AcO^- with the color change from yellowish to deep blue in CH₃CN/DMSO (99:1, V/V). The binding force of probe with F^- decreased significantly, and the intensity of characteristic absorption peak fell sharply because of the proton effect. However, the combination of the probe and AcO^- was almost impervious, and only the maximum absorption wavelength shifted purple. Therefore the probe could be used to monitor AcO^- with the ratiometric detection of absorbance value at 560 nm and 350 nm (A_{560 nm}/A_{350 nm}) in CH₃CN/H₂O/DMSO (94:5:1, V/V) medium. The detection of F^- and AcO^- could be realized separately on the basis of solvent effect and wavelength resolution. Within pH 6-10, due to the protonation of hydroxyl in the probe, the ratio of absorption value at 355 nm and 600 nm (A_{355 nm}/A_{600 nm}) of probe was related to the pH value, and with the concentration increase of OH^-, the color of the solution changed from light yellow to blue in DMSO/H₂O (9:1, V/V) medium. A plot of the absorbance intensity as a function of pH afforded a calculated pK_a value of 7.65. A visible, rapid and sensitive visual method for detection of trace amount of F^-, AcO^- and pH was developed on the basis of the obvious color change.
- Solvent effect,
- Wavelength resolution,
- Azo-quinoline derivative,
- Colorimetric probe,
- Fluorinion,
- Acetate ion,
- Hydroxyl ion
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A Colorimetric Probe for Detection of AcO-, F- and OH- Based on Solvent Effect and Wavelength Resolution

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A Colorimetric Probe for Detection of AcO^-, F^- and OH^- Based on Solvent Effect and Wavelength Resolution