Hyperbranched conjugated polymers containing 1,3-butadiene units: metal-free catalyzed synthesis and selective chemosensors for Fe<sup>3+</sup> ions

Luo, Chuxin; Liu, Yating; Zhang, Qi; Cai, Xuediao

doi:10.1039/c7ra00540g

Cited by 22 publications

(10 citation statements)

References 52 publications

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“…In this report, the LODs of Fe(III) and Cu(II) sensors were 1.70 × 10 −7 and 1.59 × 10 −7 [m], respectively, at signal/noise = 3, which were much lower than those of recently reported sensors ( Figure S16a,b, Supporting Information). [57][58][59][60][61] Moreover, competitive experiments were completed at 55 × 10 −3 [m] metal ion to envisage selectivity of P1 and P2 towards Fe(III) and Cu(II), respectively. The effect of emission quenching in other metal ion solution + Fe(III)/ Cu(II) was negligible than the individual Fe(III)/Cu(II) solution ( Figure S16c,d, Supporting Information).…”

Section: This Work Reports the Design And Synthesis Of Two Nonaromatimentioning

confidence: 99%

Nonconjugated Biocompatible Macromolecular Luminogens for Sensing and Removals of Fe(III) and Cu(II): DFT Studies on Selective Coordination(s) and On‐Off Sensing

Dutta

Mahapatra

Deb

et al. 2020

Macromol. Rapid Commun.

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This work reports the design and synthesis of two nonaromatic biocompatible macromolecular luminogens, i.e., 2‐(dimethylamino)ethyl methacrylate‐co‐2‐(dimethylamino)ethyl 3‐(N‐(methylol)acrylamido)‐2‐methylpropanoate‐co‐N‐(methylol)acrylamide/DMAEMA‐co‐DMAENMAMP‐co‐NMA (P1) and methacrylic acid‐co‐3‐(N‐(methylol)acrylamido)‐2‐methylpropanoic acid‐co‐N‐(methylol)acrylamide/MEA‐co‐NMAMPA‐co‐NMA (P2), prepared through in situ anchored acrylamido‐ester/DMAENMAMP and acrylamido‐acid/NMAMPA third comonomers, respectively, in a facile polymerization of two non‐luminous monomers in water medium to circumvent the drawbacks related to aggregation‐caused quenching of aromatic luminogens. The structures of P1/P2, in situ anchored comonomers, fluorophores, N‐branching associated n–π* interactions, and hydrogen bonding assisted aggregation‐enhanced emissions are comprehended by nuclear magnetic resonance, Fourier transform infrared (FTIR), X‐ray photoelectron spectroscopy (XPS), ultraviolet‐visible, thermogravimetric analysis (TGA), dynamic light scattering (DLS), transmission electron microscopy (TEM), fluorescence lifetime, and fluorescence imaging. P1 and P2 are appropriate for sensitive detections/exclusions of Fe(III)/Cu(II) and cell‐imaging. The intrinsic fluorescence, on‐off sensing, selective coordinations of Fe(III) and Cu(II) with fluorophores, emission quenching mechanisms, and removals of Fe(III) and Cu(II) are investigated by DFT/NTO analyses of P1/P2 and Fe(III)‐P1 and Cu(II)‐P2 complexes, XPS, and isotherms and kinetics parameters. The excellent biocompatibilities, comparable limit of detections, i.e., 1.70 × 10−7 and 1.59 × 10−7 [m], and higher adsorption capacities, i.e., 77.25 and 154.13 mg g−1, at low ppm; 303 K; and pH = 7 compel P1/P2 to be acceptable for multipurpose applications.

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Section: This Work Reports the Design And Synthesis Of Two Nonaromatimentioning

confidence: 99%

Nonconjugated Biocompatible Macromolecular Luminogens for Sensing and Removals of Fe(III) and Cu(II): DFT Studies on Selective Coordination(s) and On‐Off Sensing

Dutta

Mahapatra

Deb

et al. 2020

Macromol. Rapid Commun.

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“…[36] Absorption of the polymer was greater in DMSO solution compared with DMF and NMP, due to the different polarities of the solvents. [37] This finding might suggest that, with a higher polarity solvent, the excitation state of the conjugated polymer could be much more stable. [38] Therefore, DMSO was selected as the solvent for fluorescence studies.…”

Section: Uv-vis Spectroscopymentioning

confidence: 99%

An aminonaphthalene‐based colorimetric and fluorescent sensor for selective recognition of Fe³⁺ in water

2020

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This paper describes the synthesis of poly(1‐aminonaphthalene) and its application as a chemosensor for detection of Fe3+ using the naked eye and a fluorimetric method. The conjugated polymer was synthesized by chemical oxidative polymerization using FeCl3 as a catalyst. The response of the polymer towards various metal ions was investigated using colorimetric detection, and ultraviolet–visible and fluorescence spectroscopies. The polymer displayed high selectivity and sensitivity towards Fe3+ compared with other metal ions. A significant colour change from purple to yellow was observed upon addition of Fe3+ by the naked eye. The polymer also showed a high selectivity and sensitivity ‘turn‐off’ fluorescence response towards Fe3+ ions. A good linear response was obtained for Fe3+ concentrations in the range 10–50 mg L−1 with a detection limit of 1.04 mg L−1. The proposed chemosensor was applied for determination of Fe3+ content in water samples and satisfactory results were obtained.

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“…Dicyanodistyrylbenzenes are p-conjugated molecules with various optical properties, such as AIE in emission properties and tunable luminescence emission [23]. Compared to homologous a-cyanostilbenes, emission spectra occur at higher wavelengths due to their longer conjugation length [24]. Therefore, dicyanostilbene-linked amphiphilic molecules are a promising turn-on fluorescent sensor for singlet oxygen ( 1 O 2 ) and hypochlorite (ClO − ).…”

Section: Introductionmentioning

confidence: 99%

Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species

et al. 2018

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We report self-assembled novel triphenylphosphonium-conjugated dicyanostilbene-based as selective fluorescence turn-on probes for 1O2 and ClO−. Mono- or di-triphenylphosphonium-conjugated dicyanostilbene derivatives 1 and 2 formed spherical structures with diameters of ca. 27 and 56.5 nm, respectively, through π-π interaction between dicyanostilbene groups. Self-assembled 1 showed strong fluorescent emission upon the addition of 1O2 and ClO− compared to other ROS (O2−, •OH, NO, TBHP, H2O2, GSH), metal ions (K+, Na+), and amino acids (cysteine and histidine). Upon addition of 1O2 and ClO−, the spherical structure of 1 changed to a fiber structure (8-nm wide; 300-nm long). Upon addition of 1O2 and ClO−, the chemical structural conversion of 1 was determined by FAB-Mass, NMR, IR and Zeta potential analysis, and the strong emission of the self-assembled 1 was due to an aggregation-induced emission enhancement. This self-assembled material was the first for selective ROS as a fluorescence turn-on probe. Thus, a nanostructure change-derived turn-on sensing strategy for 1O2 or ClO− may offer a new approach to developing methods for specific guest molecules in biological and environmental subjects.

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Hyperbranched conjugated polymers containing 1,3-butadiene units: metal-free catalyzed synthesis and selective chemosensors for Fe³⁺ ions

Abstract: Hyperbranched polymers containing 1,3-butadiene units in main chain were synthesized by transition-metal-free catalysis and investigated as chemosensors for Fe3+ ions.

Cited by 22 publications

References 52 publications

Nonconjugated Biocompatible Macromolecular Luminogens for Sensing and Removals of Fe(III) and Cu(II): DFT Studies on Selective Coordination(s) and On‐Off Sensing

Nonconjugated Biocompatible Macromolecular Luminogens for Sensing and Removals of Fe(III) and Cu(II): DFT Studies on Selective Coordination(s) and On‐Off Sensing

An aminonaphthalene‐based colorimetric and fluorescent sensor for selective recognition of Fe³⁺ in water

Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species

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Hyperbranched conjugated polymers containing 1,3-butadiene units: metal-free catalyzed synthesis and selective chemosensors for Fe3+ ions

Abstract: Hyperbranched polymers containing 1,3-butadiene units in main chain were synthesized by transition-metal-free catalysis and investigated as chemosensors for Fe3+ ions.

Cited by 22 publications

References 52 publications

Nonconjugated Biocompatible Macromolecular Luminogens for Sensing and Removals of Fe(III) and Cu(II): DFT Studies on Selective Coordination(s) and On‐Off Sensing

Nonconjugated Biocompatible Macromolecular Luminogens for Sensing and Removals of Fe(III) and Cu(II): DFT Studies on Selective Coordination(s) and On‐Off Sensing

An aminonaphthalene‐based colorimetric and fluorescent sensor for selective recognition of Fe3+ in water

Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species

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Hyperbranched conjugated polymers containing 1,3-butadiene units: metal-free catalyzed synthesis and selective chemosensors for Fe³⁺ ions

An aminonaphthalene‐based colorimetric and fluorescent sensor for selective recognition of Fe³⁺ in water