Increased binding of thiophene-based ligands to mercury(<scp>ii</scp>) with water solubilizing functional groups

Shigemoto, Austin K.; Killjoy, Abigail A.; Dayton, Julia; Virca, Carolyn N.; McCormick, Theresa M.

doi:10.1039/c9me00055k

Cited by 6 publications

(6 citation statements)

References 51 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The reduction in the absorption intensity from 0.35 a.u to 0.15 a.u for both the metal ions is compatible with the reported literature [46] . Thus, a minimum limit of detection as calculated using equation approved by IUPAC (LOD=3 σ/k) was found to be 27×10 −9 M and 0.16×10 −6 M for Hg 2+ and Cu 2+ ions respectively which is comparable to the values reported in the literature [13–35,39] …”

Section: Resultssupporting

confidence: 82%

“…[11][12] Several sensors for the mercury, based on organic molecules and polymers have been reported in the literature. This includes use of coumarin, [13,14] hydroxyl chromones, [15] triazole, [16,17] benzimidazole, [18,19] benzothiadiazole, [20,21] thiophene, [22,23] porphyrin, [24,25] naphthalenediimide, [26,27] naphthyridine, [28,29] naphthalimides, [29,30] BODIPY, [31,32] 1-(2-aminoethyl)thioureas, [33] and dansylamides [34] groups to create optical probes that can work in organic or aqueous medium with a detection range of 10 À 5 to 10 À 10 M. Cleavage of the spirolactam ring in the rhodamine derivatives forms the basis of many Hg 2 + ion sensors. [35] The use of phenyl ethers for the detection of various cations and anions has recently been demonstrated.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Determination of Mercury Ions in Aqueous Medium and Urine Sample Using Thiocarbohydrazide Based Sensor

Kumar

Chhibber

2020

ChemistrySelect

View full text Add to dashboard Cite

The identification and quantification of toxic Hg 2 + ions in biological fluids is significant due to its harmful effects. The ion is an exceptional contaminant due to its manifestation in the environment through anthropogenic emissions besides other industrial processes. The bioaccumulation of Hg 2 + ions through water bodies, soil and food causes damage to the central nervous system and endocrine glands. This work describes the synthesis of Compd-2 (Compound 2), a thiocarbohydrazidebased UV-active sensor, that can detect Hg 2 + and Cu 2 + ions in the aqueous medium (HEPES buffer (3 mM) /acetonitrile = 99 : 1, v/v). Compd-2 responds linearly to the varying concentrations of Hg 2 + with a minimum detection limit of 27 nM and a 1 : 1 stoichiometry. 1 H NMR titration with increasing Hg 2 + ion concentrations confirmed its interaction by shifting of the peak. In-silico modelling using Gaussian 16.0 and IR spectroscopy verified a single binding site for the Hg 2 + ions. Aqueous solubility of Compd-2 was used as an advantage to develop a methodology for the detection and quantification of Hg 2 + ions in the human urine sample. The work also demonstrates the nM quantification of Hg 2 + ions in the urine sample by the standard addition method.

show abstract

Section: Resultssupporting

confidence: 82%

Section: Introductionmentioning

confidence: 99%

Determination of Mercury Ions in Aqueous Medium and Urine Sample Using Thiocarbohydrazide Based Sensor

Kumar

Chhibber

2020

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…Substituted thiophenes, selenophenes, and tellurophenes are classes of chalcogenophene compounds that have been attracting increasing interest in the fields of biochemistry, 1 organic synthesis 2 and materials chemistry. 3 Among them, 2,5-diarylthiophene derivatives have emerged as important key structure scaffolds whitin bioactive compounds, 4 coordination chemistry, 5 and polymeric materials. 6 In addition, a wide range of highly photoluminescent 7 and conductive π-conjugated 2,5-diarylthiophenes have been designed as organic field-effect transistors (OFETs), 8 organic light-emitting diodes (OLEDs), 9 and perovskite solar cells (PSCs).…”

Section: Introductionmentioning

confidence: 99%

Rongalite in PEG-400 as a general and reusable system for the synthesis of 2,5-disubstituted chalcogenophenes

et al. 2022

View full text Add to dashboard Cite

show abstract

“…The surface of iron oxide nanoparticles has been functionalized with (−OH, –NH 2 , –COOH, and –SH) so that they can be modified by attaching other molecules for a variety of purposes, such as applications that rely on thiophene derivatives, including those used as intermediates in coordination chemistry, organic synthesis, and materials science. , In addition, the sulfur group in thiophene is a soft Lewis base that provides some selectivity for binding to soft Lewis’s acids . Therefore, improved sulfur coordination and binding affinity have been developed for thiophene, along with additional electron donor groups …”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Evaluation of Novel Magnetic Nanoparticles Combined with Thiophene Derivatives for the Removal of Cr(VI) from an Aqueous Solution

Alterary,

Al-Alshaikh,

Elhadi

et al. 2024

ACS Omega

View full text Add to dashboard Cite

Most heavy metals are harmful to human health and the environment, even at extremely low concentrations. In natural waters, they are usually found only in trace amounts. Researchers are paying great attention to nanotechnology and nanomaterials as viable solutions to the problem of water pollution. This research focuses on the synthesis of organic thiophene derivatives that can be used as grafted ligands on the surface of silica-coated iron oxide nanoparticles to remove Cr(VI) chromium ions from water. The Vilsmeier−Haack reaction allows the formation of aldehyde groups in thiophene derivatives, and the resulting products were characterized by the FT-IR, NMR, and GC−MS. Schiff base is used as a binder between organic compounds and nanoparticles by the reaction of aldehyde groups in thiophene derivatives and amine groups on the surface of coated iron oxide nanoparticles. Schiff base functionalized Fe 3 O 4 composites (MNPs@SiO 2 -SB-THCA) and (MNPs@SiO 2 -SB-THCTA) were successfully synthesized by homogeneous and heterogeneous methods and characterized by a combination of FT-IR, transmission electron microscopy, X-ray photoelectron spectroscopy, and thermogravimetric analysis. The adsorption studies, kinetic modeling, adsorption isotherms, and thermodynamics of the two materials, MNPs@SiO 2 -SB-THCA and MNPs@SiO 2 -SB-THCTA, were investigated for the removal of Cr(VI) from water at room temperature and at 50 mg/L. The high adsorption capacity at pH 6 for MNPs@SiO 2 -SB-THCTA was 15.53 mg/g, and for MNPs@SiO 2 -SB-THCA, it was 14.31 mg/g.

show abstract

Increased binding of thiophene-based ligands to mercury(ii) with water solubilizing functional groups

Abstract: Ratiometric absorption and emission response to mercury(ii) is observed for pyridyl-thiophene ligands with water-solubilizing groups that increase binding affinity and demonstrate thiophene–metal interactions.

Cited by 6 publications

References 51 publications

Determination of Mercury Ions in Aqueous Medium and Urine Sample Using Thiocarbohydrazide Based Sensor

Determination of Mercury Ions in Aqueous Medium and Urine Sample Using Thiocarbohydrazide Based Sensor

Rongalite in PEG-400 as a general and reusable system for the synthesis of 2,5-disubstituted chalcogenophenes

Design, Synthesis, and Evaluation of Novel Magnetic Nanoparticles Combined with Thiophene Derivatives for the Removal of Cr(VI) from an Aqueous Solution

Contact Info

Product

Resources

About