Pyrene-Phosphonate Conjugate: Aggregation-Induced Enhanced Emission, and Selective Fe3+ Ions Sensing Properties.

Sachin Padghan,Frank Antolasic,Sheshanath Bhosale,Mohammad Al Kobaisi,Rajesh Bhosale,Sidhanath Bhosale

doi:10.3390/molecules22091417

Sachin Padghan, Frank Antolasic + Show 4 more

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https://doi.org/10.3390/molecules22091417

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Abstract

A new pyrene-phosphonate colorimetric receptor 1 has been designed and synthesized in a one-step process via amide bond formation between pyrene butyric acid chloride and phosphonate-appended aniline. The pyrene-phosphonate receptor 1 showed aggregation-induced enhanced emission (AIEE) properties in water/acetonitrile (ACN) solutions. Dynamic light scattering (DLS) characterization revealed that the aggregates of receptor 1 at 80% water fraction have an average size of ≈142 nm. Field emission scanning electron microscopy (FE-SEM) analysis confirmed the formation of spherical aggregates upon solvent evaporation. The sensing properties of receptor 1 were investigated by UV-vis, fluorescence emission spectroscopy, and other optical methods. Among the tested metal ions, receptor 1 is capable of recognizing the Fe3+ ion selectively. The changes in spectral measurements were explained on the basis of complex formation. The composition of receptor 1 and Fe3+ ions was determined by using Job’s plot and found to be 1:1. The receptor 1–Fe3+ complex showed a reversible UV-vis response in the presence of EDTA.

Highlights

Iron is an important element present in the earth’s crust and plays an important role in biochemical process [1,2]
Study, we we report report the the design, design, synthesis, synthesis, and and characterization characterization of of the the pyrene-phosphonate pyrene-phosphonate
Receptor 1 was synthesized in a one-step amide bond formation between pyrene butyric acid chloride and phosphonate-appended aniline, as

Summary

Introduction

Iron is an important element present in the earth’s crust and plays an important role in biochemical process [1,2]. Aggregation-induced enhanced emission (AIEE) probes have been applied to monitor metal ions in many biological and environmental systems [15,16,17,18,19]. The development of AIEE probes for the detection of metal ions has become an exciting research field [20,21]. The fabrication of such probes with synthetic ease, especially for important ions such as Fe3+ , with the required sensitivity and selectivity is an important task that can enrich the toolbox of analytical chemistry in complex systems

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