Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2022 Nov;32(6):2237-2256.
doi: 10.1007/s10895-022-03007-z. Epub 2022 Aug 31.

Investigation of Chemosensing and Color Properties of Schiff Base Compounds Containing a 1,2,3-triazole Group

Affiliations

Investigation of Chemosensing and Color Properties of Schiff Base Compounds Containing a 1,2,3-triazole Group

Mustafa Bal et al. J Fluoresc. 2022 Nov.

Abstract

A series of Schiff base compounds (ER1-ER5) containing a 1,2,3-triazole and carboxylic acid groups were synthesized and their chemosensory properties towards anions (I-, CO32-, SO42-, NO2-, NO3-, CH3COO-, ClO3-, CNO-, N3-) and cations (Al3+, Ag+, Co2+, Cr3+, Cu2+, Fe3+, Hg2+, Mn2+, Ni2+, Zn2+, Cd2+, Pb2+). The compounds were also used as fluorescence probs for the detection of nitroaromatic compounds. The structural characterization of the synthesized compounds was elucidated using methods such as FT-IR, UV, FL, LC-MS, MALDI-TOF MS, 1H(13C) NMR. The effect of substitute groups (-CH3, -OCH3, -OH, -Cl and -Br) on the synthesized Schiff bases (ER1-ER5) on the chemosensory properties were compared. As the groups changed, the sensor and quenching effects of the molecule against anions and cations changed. Compound ER3 having methoxy (OCH3) group exhibited selective sensor properties against Fe3+ ion while compound ER5 with a chloride substitute (Cl) group showed selectivity for Cr3+ ion under 254 nm UV-lamp. The substitute effect was also observed for the sensing of anions. Under 254 nm UV-lamp, ER2 having the -OH group has a selective sensing property for CNO- and ER4 with the bromide (Br) group exhibited selectivity for N3- ion. The synthesized Schiff base compounds were also tested as fluorescence probs for the sensing of some nitroaromatic explosives.

Keywords: Anions/Cations; Chemosensors; Nitroaromatic explosives; Schiff Bases.

PubMed Disclaimer

References

    1. Aseel H, Al-Ameer Abad (2021) Preparation, characterization and antibacterial studies of schiff base derivatives with 4-bromo-2,6-dimethylaniline and study their complexes with some transition metal ions. Int J Drug Deliv Technol 11:190–194. https://doi.org/10.25258/ijddt.11.1.35
    1. Raj V (2017) A Comprehensive Review on the Pharmacological Activity of Schiff Base Containing Derivatives. Org Med Chem Int J 1:555–564. https://doi.org/10.19080/omcij.2017.01.555564
    1. More MS, Joshi PG, Mishra YK, Khanna PK (2019) Metal complexes driven from Schiff bases and semicarbazones for biomedical and allied applications: a review. Mater Today Chem 14:100195. https://doi.org/10.1016/j.mtchem.2019.100195 - DOI - PubMed - PMC
    1. Wu WN, Mao PD, Wang Y, Mao XJ, Xu ZQ, Xu ZH, Zhao XL, Fan YC, Hou XF (2017) AEE active Schiff base-bearing pyrene unit and further Cu2+–induced self-assembly process. Sensors Actuators B Chem 258:393–401. https://doi.org/10.1016/j.snb.2017.11.114 - DOI
    1. Zhu W, Yang L, Fang M et al (2015) New carbazole-based Schiff base: Colorimetric chemosensor for Fe3+ and fluorescent turn-on chemosensor for Fe3+ and Cr3+. J Lumin 158:38–43. https://doi.org/10.1016/j.jlumin.2014.09.020 - DOI

LinkOut - more resources