A benzimidazolium-based mixed organic–inorganic polymer of Cu(II) ions for highly selective sensing of phosphates in water: applications for detection of harmful organophosphates

Singh, Amanpreet; Singh, Jasminder; Singh, Narinder; Jang, Doo Ok

doi:10.1016/j.tet.2015.06.096

Cited by 31 publications

(14 citation statements)

References 30 publications

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“…Zwitterionic-type ionic liquids are a class of attractive organic ligands in the assembly of MOFs with diverse structures and applications in catalysis, magnetism, optics, and so forth. − By contrast, it has been observed that studies on proton conductive MOFs based on zwitterionic-type ligands are extremely rare. ,, For example, by using an angular compound, 1,3-bis(4-carboxyphenyl)imidazolium (H 2 L1), Kitagawa et al successfully synthesized a 3D MOF, [{(Zn 0.25 ) 8 (O)}Zn 6 (L1) 12 (H 2 O) 29 (DMF) 69 (NO 3 ) 2 ] n , in which protons from methylene groups of the imisdazolium units in each channel are transferred efficiently by H 2 O units in the cavity, resulting in a high σ value of 2.3 × 10 –3 S/cm at 95% RH and ambient temperature . Wang and co-workers described a cationic MOF, [Ce(Cbp) 2 ]Br 0.25 C l0.75 ·6H 2 O·2DMF, containing the zwitterionic-based ligand, 4-carboxy-1-(4-carboxybenzyl)pyridinium bromide (H 2 Cbp), which can undergo rapid water-induced phase transformation into a new neutral MOF, [Ce(Cbp) 3 (H 2 O) 3 ]·8H 2 O to attain an optimal σ value of 1.104 × 10 –4 S/cm under 90 °C and 95% RH .…”

Section: Introductionmentioning

confidence: 99%

A Comparative Study of Proton Conduction Between a 2D Zinc(II) MOF and Its Corresponding Organic Ligand

Shi

Wang

et al. 2020

Inorg. Chem.

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Until now, comparative studies on proton conductivity between organic ligands and related metal−organic frameworks (MOFs) have been very limited. Herein, a stable 2D Zn(II) MOF, [Zn(L)Cl] n (1), has been successfully synthesized by using a zwitterionic-type organic ligand, 2-(1-(carboxymethyl)-1H-benzo[d]imidazol-3-ium-3-yl)acetate (HL). It is found that there are a large amount of free carboxyl groups and hydrogen bonds in the solid-state structure of HL, and a large number of chlorine ions are aligned in the channels of 1, which is favorable to the efficient proton transfer. Correspondingly, the proton conductivity values of 1 and HL are almost of the same order of magnitude under the same conditions. Moreover, the optimal σ value of 1 (4.72 × 10 −3 S/cm at 100 °C and 98% relative humidity) is almost four times higher than that (1.36 × 10 −3 S/cm) of the HL ligand. On the basis of the crystal data, SEM images, and calculated E a values, we discuss the differences on proton conductivities and conduction mechanisms of 1 and HL. This report provides an inspiration for the preparation of highly conductive materials with free carboxyl groups and chloride ions.

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Section: Introductionmentioning

confidence: 99%

A Comparative Study of Proton Conduction Between a 2D Zinc(II) MOF and Its Corresponding Organic Ligand

Shi

Wang

et al. 2020

Inorg. Chem.

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Section: Introductionmentioning

confidence: 99%

“…In this context, benzimidazolium and imidazolium cations are aptly suited to act as receptors. [30][31][32] These organic cations have acidic hydrogens that are readily available for hydrogen bonding. Furthermore, benzimidazolium derivatives have high uorescence quantum yields, lower cytotoxicity, high aqueous solubility, and can be easily synthesized.…”

Section: Introductionmentioning

confidence: 99%

A benzimidazolium-based organic trication: a selective fluorescent sensor for detecting cysteine in water

Singh

Singh²,

Singh

et al. 2015

RSC Adv.

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A benzimidazolium-and imidazolium-based trication was developed as a fluorescence probe for cysteine (Cys). The probe exhibits fluorescence responses to Cys in water with high selectivity and a nanomolar detection limit. Such specificity towards Cys is based on differences in the hydrogen bonding of R1 with Cys, and it provides a method for detecting Cys in the presence of other analytes in a real biological system such as human serum. Density functional theory (DFT) calculations and 1 H NMR titration confirmed the cavitybased recognition of Cys.

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“…Singh, Jang and coworkers have used polymeric paddle‐wheel copper complex of benzimidazolium dicarboxylate 88 for highly selective fluorescence sensing of phosphates in water. The emission spectrum of complex showed 10‐fold increase in emission intensity centered at 390 nm only upon the addition of H 2 PO 4 − , while addition of other anions did not cause any significant change in the emission spectrum of complex.…”

Section: Recognition Of Phosphates and Nucleotidesmentioning

confidence: 99%

Imidazolium Based Probes for Recognition of Biologically and Medically Relevant Anions

et al. 2016

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The imidazolium derivatives due to their positive charge possess one of the most polarized and positively charged proton at C2-H to form strong ionic hydrogen bond (also termed as double ionic hydrogen bond) with anions and also provide opportunities for anion - π interactions with electron-deficient imidazolium ring. In the present review article, imidazolium based molecular probes for their ability to recognize inorganic anions like halides, cyanide, perchlorate, carboxylic acids, phosphate, sulfate etc. and their derived molecules viz. nucleotides, DNA, RNA, surfactants, proteins, etc have been discussed. The review covers the literature published after year 2009 and has > 130 references. The previous literature has already been discussed by Yoon et al. in two review articles published in Chem. Soc. Rev. 2006 and 2010.

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A benzimidazolium-based mixed organic–inorganic polymer of Cu(II) ions for highly selective sensing of phosphates in water: applications for detection of harmful organophosphates

Cited by 31 publications

References 30 publications

A Comparative Study of Proton Conduction Between a 2D Zinc(II) MOF and Its Corresponding Organic Ligand

A Comparative Study of Proton Conduction Between a 2D Zinc(II) MOF and Its Corresponding Organic Ligand

A benzimidazolium-based organic trication: a selective fluorescent sensor for detecting cysteine in water

Imidazolium Based Probes for Recognition of Biologically and Medically Relevant Anions

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