Synthesis of Intrinsically‐Fluorescent Aliphatic Tautomeric Polymers for Proton‐Conductivity, Dual‐State Emission, and Sensing/Oxidation‐Reduction of Metal Ions

Hassan, Nadira; Sanfui, MD Hussain; Chowdhury, Deepak; Roy, Shrestha; Ghosh, Narendra Nath; Rahaman, Mostafizur; Chang, Mincheol; Hasnat, Mohammad A.; Chattopadhyay, Pijush Kanti; Singha, Nayan Ranjan

doi:10.1002/marc.202400363

Macromol. Rapid Commun.

2024

DOI: 10.1002/marc.202400363

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Synthesis of Intrinsically‐Fluorescent Aliphatic Tautomeric Polymers for Proton‐Conductivity, Dual‐State Emission, and Sensing/Oxidation‐Reduction of Metal Ions

Nadira Hassan,

MD Hussain Sanfui,

Deepak Chowdhury

et al.

Abstract: Herein, fluorescent conducting tautomeric polymers (FCTPs) are developed by polymerizing 2‐methylprop‐2‐enoic acid (MPEA), methyl‐2‐methylpropenoate (MMP), N‐(propan‐2‐yl)prop‐2‐enamide (PPE), and in situ‐anchored 3‐(N‐(propan‐2‐yl)prop‐2‐enamido)‐2‐methylpropanoic acid (PPEMPA). Among as‐synthesized FCTPs, the most promising characteristics in FCTP3 are confirmed by NMR and Fourier transform infrared (FTIR) spectroscopies, luminescence enhancements, and computational studies. In FCTP3, ─C(═O)NH─, −C(═O)N<,… Show more

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Cited by 2 publications

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Uncovering Integrated Dual‐State ESIPT‐Conductivity, Redox‐Capacity, and Opto‐Electronic Responses Toward Hg(II)/ Cr(III) of Aliphatic Fluorescent Polymers

Sanfui,

Hassan,

Roy

et al. 2024

Macromol. Rapid Commun.

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Excited‐state intramolecular proton transfer (ESIPT)‐associated dual‐state emissive aliphatic dual‐light emitting conducting polymers (DLECPs) having oxidation‐reduction capacities are prepared polymerizing 2‐acrylamido‐2‐methylpropane‐1‐sulfonic acid, methacrylic acid, and 2‐methyl‐3‐(N‐(2‐methyl‐1‐sulfopropan‐2‐yl)acrylamido)propanoic acid monomers. Of as‐synthesized DLECPs, nuclear magnetic resonance (NMR) and Fourier transform infrared (FTIR) spectroscopies, fluorescent enhancements (I/I0), and computational investigation indicate intriguing photophysical features in DLECP3 (optimum composition). In DLECP3, ─CONH─, ─CON<, and ─COOH subluminophores are recognized by density‐functional theory (DFT)/time‐dependent‐DFT calculations and experimental investigations. ESIPT‐associated dual‐state emission/conductivity, aggregation‐enhanced emissions, selective opto‐electronic responses toward Hg(II)/Cr(III) at 437/574 nm, and redox properties of DLECP3 are supported by solid‐state/solution spectroscopies, time‐correlated single photon counting (TCSPC) measurements, dual‐state excitation dependent emissions, microscopic images, electrochemical measurements, and DFT calculations. Here, preferential interaction of Hg(II)/Cr(III) with DLECP3 (amide)/DLECP3 (imidol) and reduction/oxidation of Hg(II)/Cr(III) to Hg(I)/Cr(VI) are substantiated by UV–vis, FTIR, and X‐ray photoelectron spectroscopies; TCSPC measurements; NMR‐titration; electrochemical studies; alongside computational calculations. The proton‐electrical conductivities of DLECP3, Hg(II/I)‐DLECP3, and Cr(III/VI)‐DLECP3 in solids/solutions are 15.27 × 10−5/6.16 × 10−5, 19.60 × 10−5/25.52 × 10−5, and 26.69 × 10−5/27.60 × 10−5 S cm−1, respectively.

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Uncovering Integrated Dual‐State ESIPT‐Conductivity, Redox‐Capacity, and Opto‐Electronic Responses Toward Hg(II)/ Cr(III) of Aliphatic Fluorescent Polymers

Sanfui,

Hassan,

Roy

et al. 2024

Macromol. Rapid Commun.

View full text Add to dashboard Cite

show abstract

Exploring Through-Space Charge Transfer-Mediated Optoelectrochemical Properties of Dual-State Luminescent Aliphatic Polymers and Optoelectronic Responses toward Metal Ions

Chowdhury,

Hassan,

Roy

et al. 2024

Langmuir

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Herein, natural-synthetic hybrid dual-state luminescent conducting polymers (DLCPs/DLCP1−DLCP8) possessing significant optoelectrochemical properties are strategically developed by the polymerization of prop-2-enamide, cis-butenedioic acid, 2-acrylamido-2-methylpropane-1-sulfonic acid, and in situgenerated 2-(3-acrylamidopropanamido)-2-methylpropane-1-sulfonic acid alongside the grafting of gum tragacanth. The spectroscopic data of aliphatic DLCPs affirm DLCP7 as the most stable supramolecular assembly endowing optoelectronic properties. Computational calculations identified −C(�O)NH−, −C(�O)OH, −OH, and −SO 3 H as subluminophores. The absorption spectra, excitation wavelength-/solvent-polarity-/concentration-dependent luminescence, solid state luminescence, aggregation-induced enhanced luminescence, and time-correlated single photon count (TCSPC) studies confirm the occurrence of aggregation-mediated intramolecular through-space charge transfer (ITSCT) in the excited state of DLCP7. Mulliken charge, natural bond orbital, dipole moments, and electronic potential surface analyses confirm the charge donor−acceptor system in DLCP7. Furthermore, the selective optoelectronic response of DLCP7 toward Ca 2+ /Cu(II) at 438/574 nm is explored using ultraviolet−visible spectra, TCSPC analyses, a dynamic light scattering study, and computational investigations. The chelationenhanced luminescence and ITSCT inhibition are responsible for turn-on and turn-off detections of Ca 2+ and Cu(II), respectively. Cu(II) → Cu(I) reduction in a DLCP7 solution is inferred from electrochemical and spectroscopic analyses. The conductivities of 9.65 × 10 −5 S cm −1 (solid state) and 44.35 × 10 −5 S cm −1 (solution) in DLCP7 are validated by current−voltage and electrochemical impedance measurements. Again, strong electronic conductivities of 43.89 × 10 −5 S cm −1 (solid state)/53.34 × 10 −5 S cm −1 (solution) and 45.42 × 10 −5 S cm −1 (solid state)/64.81 × 10 −5 S cm −1 (solution) are observed in Ca 2+ -DLCP7 and Cu(II)-DLCP7, respectively.

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Synthesis of Intrinsically‐Fluorescent Aliphatic Tautomeric Polymers for Proton‐Conductivity, Dual‐State Emission, and Sensing/Oxidation‐Reduction of Metal Ions

Cited by 2 publications

References 61 publications

Uncovering Integrated Dual‐State ESIPT‐Conductivity, Redox‐Capacity, and Opto‐Electronic Responses Toward Hg(II)/ Cr(III) of Aliphatic Fluorescent Polymers

Uncovering Integrated Dual‐State ESIPT‐Conductivity, Redox‐Capacity, and Opto‐Electronic Responses Toward Hg(II)/ Cr(III) of Aliphatic Fluorescent Polymers

Exploring Through-Space Charge Transfer-Mediated Optoelectrochemical Properties of Dual-State Luminescent Aliphatic Polymers and Optoelectronic Responses toward Metal Ions

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