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The first bifluoride sensor based on fluorescent enhancement.

Kaku Dutta¹, Ramesh Ch Deka, Diganta Kumar Das

¹Department of Chemistry, Gauhati University, Guwahati, 781014, Assam, India.

Journal of Fluorescence

|March 26, 2013

Summary

Researchers developed a novel fluorescent sensor, N(1), N(3)-di(naphthalene-1-yl)isophthalamide (L), for detecting the hydrogen difluoride (HF2-) anion. This sensor shows high selectivity and a significant fluorescence enhancement upon binding with HF2-, enabling sensitive anion detection.

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Area of Science:

Analytical Chemistry
Supramolecular Chemistry
Materials Science

Background:

Development of selective fluorescent sensors for anions is crucial for environmental and biological monitoring.
The hydrogen difluoride (HF2-) anion presents unique detection challenges due to its specific chemical properties.

Purpose of the Study:

To synthesize and characterize a novel fluorescent sensor for the selective detection of the HF2- anion.
To investigate the sensing mechanism and performance of the developed sensor.

Main Methods:

Synthesis of N(1), N(3)-di(naphthalene-1-yl)isophthalamide (L) from α-Napthylamine and isopthaloyl chloride.
Fluorescence and UV/Visible spectroscopy for interaction studies.
Density Functional Theory (DFT) calculations for mechanistic insights.
Cyclic voltammetry and square wave voltammetry for electrochemical analysis.

Main Results:

The sensor L exhibits high selectivity for the HF2- anion in a 1:1 DMSO:H2O solution.
A significant 4-fold enhancement in fluorescence intensity was observed upon HF2- binding.
Minimal fluorescence changes were detected for other common anions (F-, Cl-, Br-, I-, SCN-, PO4(3-), SO4(2-), CH3COO-).
Spectroscopic and DFT studies confirmed a 1:1 binding stoichiometry and revealed that binding increases the planarity of naphthyl rings, enhancing fluorescence.
Electrochemical methods showed a 0.080 V shift in oxidation potential upon HF2- interaction.

Conclusions:

N(1), N(3)-di(naphthalene-1-yl)isophthalamide (L) is an effective fluorescent sensor for selective HF2- anion detection.
The sensor's mechanism involves enhanced planarity and altered electronic properties upon anion binding.
This work provides a new tool for sensitive and selective HF2- anion sensing.