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Molecules 2017, 22(9), 1417; doi:10.3390/molecules22091417

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

1
Polymers and Functional Materials Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, Telangana, India
2
School of Science, Royal Melbourne Institute of Technology University, GPO Box 2476, Melbourne, VIC-3001, Australia
*
Authors to whom correspondence should be addressed.
Received: 19 July 2017 / Revised: 17 August 2017 / Accepted: 21 August 2017 / Published: 29 August 2017
(This article belongs to the Collection Heterocyclic Compounds)
View Full-Text   |   Download PDF [3540 KB, uploaded 29 August 2017]   |  

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. View Full-Text
Keywords: pyrene-phosphonate; AIEE; optical and colorimetric; fluorescence; sensor of Fe3+ ions pyrene-phosphonate; AIEE; optical and colorimetric; fluorescence; sensor of Fe3+ ions
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MDPI and ACS Style

Padghan, S.D.; Bhosale, R.S.; Bhosale, S.V.; Antolasic, F.; Al Kobaisi, M.; Bhosale, S.V. Pyrene-Phosphonate Conjugate: Aggregation-Induced Enhanced Emission, and Selective Fe3+ Ions Sensing Properties. Molecules 2017, 22, 1417.

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