Anion-binding-induced and reduced fluorescence emission (ABIFE &amp; ABRFE): A fluorescent chemo sensor for selective turn-on/off detection of cyanide and fluoride

Murugesan, Kumaresan; Jeyasingh, Vanthana; Lakshminarayanan, Sudha; Selvapalam, Narayanan; Dass, Geetha; Piramuthu, Lakshminarayanan

doi:10.1016/j.saa.2020.118943

Cited by 9 publications

(4 citation statements)

References 30 publications

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“…Also, F − ions were detected through anion binding reduced fluorescence emission. It was also witnessed by the color change from faint yellow to brown with CN − and F − ions addition to organic receptor [68] …”

Section: Amide Based Organic Receptorsmentioning

confidence: 99%

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Anion Recognition Employing ‐NH Linked Organic Moieties

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Verma

2021

ChemistrySelect

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Section: Amide Based Organic Receptorsmentioning

confidence: 99%

“…It was also witnessed by the color change from faint yellow to brown with CN À and F À ions addition to organic receptor. [68]…”

Section: Multiple Anion Detectionmentioning

confidence: 99%

Anion Recognition Employing ‐NH Linked Organic Moieties

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Verma

2021

ChemistrySelect

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“…Excitation of compound 1 occurs at λ 335 nm with the highest emissions at λ max around 400-450 nm, while compound 2 excites at λ max 415 nm with the highest emission at 500-530 nm. The increasing fluorescents intensity of sensor solutions after addition and emission spectra of (c) compound 1 and (d) compound 2 in DMSO after addition of Cl -, Br -, I -, AcO -, and CN -of CNindicates an OFF-ON system due to interaction between sensor compound and anion [23].…”

Section: Ionic Effect On Sensor Compoundsmentioning

confidence: 99%

Synthesis of Symmetrical Acetophenone Azine Derivatives as Colorimetric and Fluorescent Cyanide Chemosensors

2021

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Cyanide is a highly toxic anion and poison to the environment. Therefore, fast, effective, and efficient analysis methods to detect cyanide are needed. Herein, symmetrical chemosensor of 2’-hydroxy acetophenone azine (1) and 2’,4’-dihydroxy acetophenone azine (2) has been synthesized tested as colorimetric and fluorescent cyanide chemosensor. The azines were produced from the condensation of acetophenone derivatives with hydrazine hydrate in ethanol under reflux or ultrasonic irradiation methods. Colorimetric and fluorescent chemosensor tests showed selectivity to acetate and cyanide anions in DMSO. The limit of detection (LOD) for colorimetric measurement of cyanide anion was 9.68×10–4 M for compound (1) and 9.63×10–5 M for compound (2), while the fluorescent method showed 15.90×10–4 M for compound (1) and 8.95×10–5 M for compound (2), respectively. In addition, test paper-strips containing sensor 2 indicated noticeable results for 'naked eye' detection of cyanide in an aqueous medium.

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“…To overcome this problem, considerable research efforts have been made to design new receptors that could discriminate both F – and CN – . ,− Aldridge and co-workers utilized a mixture of redox active dyes and metallocene-based organoboranes for the colorimetric discrimination of CN – /F – . In spite of these efforts, a single molecular multifunctional sensor, discriminating F – and CN – , has not been explored much. − Therefore, it is in this context that the authors started thinking that if multiple receptors, varying in their affinities toward F – and CN – , are added in a single molecular entity, these two anions may preferentially bind to the receptor center owing to their difference in polarizabilities.…”

Section: Introductionmentioning

confidence: 99%

Development of a Multifunctional Aggregation-Induced Emission-Active White Light-Emissive Organic Sensor: A Combined Theoretical and Experimental Approach

Chaudhary

Dineshkumar

Roy

2022

ACS Appl. Electron. Mater.

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A far-red to near-infrared (NIR) “aggregation-enhanced emission” (AEE)-active donor–acceptor (D–A)-type probe (denoted as IMZ-CN) is designed and synthesized. The probe IMZ-CN is designed rationally using the quantum mechanical gap tuning (highest occupied molecular orbital (HOMO)–lowest unoccupied molecular orbital (LUMO) energy gap, i.e., ΔE g) approach. The probe is tethered with two different functionalities, i.e., dicyanovinyl (DCV) and benzimidazole (IMZ), which effectively lower the value of ΔE g and cause emission in the far-red to near-infrared region. Furthermore, it selectively detects cyanide (CN–) and fluoride (F–) ions by turn-on emission in pure water without interference between each other. Apart from CN–/F– sensing, the probe (IMZ-CN) is also sensitive toward the acidic environment due to the presence of potential basic nitrogen on the benzimidazole unit. The binding of CN–/F– induces a blue shift in the electronic spectra of IMZ-CN, whereas an acidic environment (e.g., the change in pH from 7 to 2.3) causes red-shifted emission (∼60 nm). Interestingly, IMZ-CN displays a nearly pure white emission during the course of the aggregation-enhanced emission (AEE) mechanism study in the PEG–water binary mixture (99%) with CIE coordinates (0.30, 0.33). The mechanisms behind the emission of white light and the anion-binding/sensing applications (photophysical properties of the probe) are supported by quantum mechanical calculations [using “frontier molecular orbitals” (FMO), “time-dependent density functional theory” (TD-DFT), and “natural transition orbital” (NTO) calculations]. As this multifunctional probe IMZ-CN interacts with CN–, F–, H+, etc., the reactivity parameters [e.g., global chemical hardness (η), global electrophilicity (ω), etc.] were calculated by applying the concept of “density functional reactivity theory” (DFRT) to validate its reactivity.

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Anion-binding-induced and reduced fluorescence emission (ABIFE & ABRFE): A fluorescent chemo sensor for selective turn-on/off detection of cyanide and fluoride

Cited by 9 publications

References 30 publications

Anion Recognition Employing ‐NH Linked Organic Moieties

Anion Recognition Employing ‐NH Linked Organic Moieties

Synthesis of Symmetrical Acetophenone Azine Derivatives as Colorimetric and Fluorescent Cyanide Chemosensors

Development of a Multifunctional Aggregation-Induced Emission-Active White Light-Emissive Organic Sensor: A Combined Theoretical and Experimental Approach

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