Substituent dependent sensing behavior of Schiff base chemosensors in detecting Zn2+and Al3+ ions: Drug sample analysis and living cell imaging

Kundu, Bidyut Kumar; Mandal, Poulami; Mukhopadhyay, Bhaswati Ghosh; Tiwari, Ritudhwaj; Nayak, Debasis; Ganguly, Rakesh; Mukhopadhyay, Suman

doi:10.1016/j.snb.2018.11.076

Cited by 91 publications

(21 citation statements)

References 39 publications

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“…So the probe HL has a better limit of detection as well as a binding constant with Al 3+ and Zn 2+ ions in solution phases compared to previously reported works (Table S2). − …”

Section: Resultsmentioning

confidence: 99%

Understanding a Thermoemissive ESIPT-Based Solid-State Off–On Switch as a Dual-Channel Chemosensor in Solid and Solution Phases: Detailed Experimental and Theoretical Study

et al. 2020

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The excited-state intramolecular proton transfer (ESIPT)-assisted aggregation induced emission enhancement (AIEE) in an organic moiety (4-[(2,4-dihydroxy-benzylidene)-amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one (HL)) has been established based on detailed experimental and theoretical studies by synthesizing and characterizing two imine-based compounds, 4-[(2,4-dihydroxy-benzylidene)-amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one (HL) and its supporting analog 4-[(2-methoxy-benzylidene)-amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one (L′). HL is nonemissive in the solution state, whereas in the solid state, it shows a bluish-green emission (λex: 360 nm) at room temperature, and on heating, it becomes nonemissive at ∼90 °C with a quick thermo “off–on” reversible phenomenon for a long period. The characterization studies including the single-crystal X-ray diffraction study explained the emissive feature of HL due to close packing and aggregation through multiple intermolecular H-bonding, C–H···π, π–π interactions, and nonemissive characteristics feature of HL in the twisted-keto form at elevated temperature. The theoretical support of ESIPT and water-mediated ESPT of HL is obtained by computing structural and energy parameters of enol, keto, and transition states in ground and excited states using density functional theory (DFT) and time-dependent DFT (TDDFT) methods. To detect the molecular packing in the crystalline phase, all of the inter- and intramolecular noncovalent interactions (NCIs) were computed using the noncovalent interaction-reduced density gradient (NCI-RDG) method along with Bader’s quantum theory of atoms-in-molecules (QTAIM). Additionally, in both solid and aqueous phases, HL was found to perform as a dual-channel sensing probe for Al3+ and Zn2+ ions by tuning the λex and the pH of the aqueous medium. The present study will open a new way to explore novel organic luminescent solids as an off–on switch using external thermal stimuli.

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“…So the probe HL has a better limit of detection as well as a binding constant with Al 3+ and Zn 2+ ions in solution phases compared to previously reported works (Table S2). − …”

Section: Resultsmentioning

confidence: 99%

Understanding a Thermoemissive ESIPT-Based Solid-State Off–On Switch as a Dual-Channel Chemosensor in Solid and Solution Phases: Detailed Experimental and Theoretical Study

et al. 2020

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“…Up-to-date, diverse analytical techniques like fluorescence, [15][16][17][18][19][20][21][22] atomic absorption spectroscopy, 23,24 the electrochemical method, 25,26 voltammetry and inductively coupled plasma mass spectrometry have been developed for metal-ion sensing. [27][28][29][30] However, some methods rely on the use of highly sophisticated instruments that are expensive and require operators with the necessary expertise.…”

Section: Introductionmentioning

confidence: 99%

Immediate detection of Co²⁺ by a phthalazine‐based colorimetric chemosensor

Heo

Kim

2021

Coloration Technology

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We designed a colorimetric chemosensor based on phthalazine ((E)-9-((2-quinoline-8-ol), denoted HPJ, for detecting Co 2+ . In the presence of Co 2+ , HPJ undergoes a colour variation from yellow to dark pink. Analysis of a Job plot and electrospray ionisation-mass spectra enabled the binding mode of HPJ to Co 2+ to be determined as a 1:1 ratio. The detection limit of Co 2+ with HPJ was 1.74 μM.In addition, the feasibility of using HPJ in the form of a test strip was confirmed.The sensing process of Co 2+ by HPJ was monitored by using a Job plot, proton nuclear magnetic resonance titration, electrospray ionisation-mass spectrometry and ultraviolet-visible titration.

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“…[1][2][3] Recently Schiff bases also show great contribution in monitoring of analytes based on colorimetric and opticalsensing. [4,5] The colorimetric sensing is cost effective and valuable tool for detection of any analyte like metal ions and anions etc. in the different fields of medicinaland environmental sciences.…”

Section: Introductionmentioning

confidence: 99%

“…Schiff bases containing azomethine linkages have a wide area of applications in medicinal chemistry, dye and textile industryand as polymer stabilizers etc [1–3] . Recently Schiff bases also show great contribution in monitoring of analytes based on colorimetric and opticalsensing [4,5] . The colorimetric sensing is cost effective and valuable tool for detection of any analyte like metal ions and anions etc.…”

Section: Introductionmentioning

confidence: 99%

New Schiff Base as Selective and Sensitive Detection of Copper Ions in Aqueous Solvent

2020

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Detection of metals in aqueous solution is advantageous in the field of food, nutrition and drug chemistry. Hence, a new sensor was designed for the selective and sensitive detection of Cu2+ ions in the aqueous media. Herein, Schiff base L=(E)‐N′‐((1H‐indol‐2‐yl)methylene)isonicotinohydrazide acts as a sensor which consist of isaniazid and indole moiety connected with azomethine linkage. Single crystal X ray analysis along with other spectroscopic methods was used to confirm the structure of the synthesized ligand. Theoretical calculations were performed which gave satisfactory correlation with experimental results. A naked eye color change from colorless to yellow was observed upon addition of Cu(II) ions in synthesized Schiff base sensor. UV‐Visible absorption spectroscopy was used for the further sensing experiments and a red shift of 63 nm was observed only in the case of Copper ions in a pH range of 6–8, this confirms the selective nature of Schiff base sensor towards the Cu2+ ions. Negligible interference of other metal ions in the sensing of copper ions was confirmed by interference study.Calculated limit of detection for copper detection in aqueous media was 0.05 μM. To check the practical applications of the studied Schiff base as a chemosensor, test strips test was also performed.

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Substituent dependent sensing behavior of Schiff base chemosensors in detecting Zn2+and Al3+ ions: Drug sample analysis and living cell imaging

Cited by 91 publications

References 39 publications

Understanding a Thermoemissive ESIPT-Based Solid-State Off–On Switch as a Dual-Channel Chemosensor in Solid and Solution Phases: Detailed Experimental and Theoretical Study

Understanding a Thermoemissive ESIPT-Based Solid-State Off–On Switch as a Dual-Channel Chemosensor in Solid and Solution Phases: Detailed Experimental and Theoretical Study

Immediate detection of Co²⁺ by a phthalazine‐based colorimetric chemosensor

New Schiff Base as Selective and Sensitive Detection of Copper Ions in Aqueous Solvent

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Substituent dependent sensing behavior of Schiff base chemosensors in detecting Zn2+and Al3+ ions: Drug sample analysis and living cell imaging

Cited by 91 publications

References 39 publications

Understanding a Thermoemissive ESIPT-Based Solid-State Off–On Switch as a Dual-Channel Chemosensor in Solid and Solution Phases: Detailed Experimental and Theoretical Study

Understanding a Thermoemissive ESIPT-Based Solid-State Off–On Switch as a Dual-Channel Chemosensor in Solid and Solution Phases: Detailed Experimental and Theoretical Study

Immediate detection of Co2+ by a phthalazine‐based colorimetric chemosensor

New Schiff Base as Selective and Sensitive Detection of Copper Ions in Aqueous Solvent

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Product

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Immediate detection of Co²⁺ by a phthalazine‐based colorimetric chemosensor