Lead ion selective electrodes from dibenzo-18-crown-6 derivatives: An exploratory study

Jackson, Deneikah T.; Nelson, Peter N.; Booysen, Irvin Noel

doi:10.1016/j.molstruc.2020.129575

Cited by 10 publications

(7 citation statements)

References 61 publications

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“…For example, the yield of the cyclization reaction to construct pseudocrown ethers is often below 10%. [132] Even the typical porphyrin and phthalocyanine struts rely on the oligomerization of monomers, resulting in a low yield of less than 30%. [74] Synthetic chemists have made extensive efforts to solve synthetic difficulty for macrocycles using dynamic covalent chemistry, [133] ring expansion, [134] and so on.…”

Section: Discussionmentioning

confidence: 99%

Macrocycle‐Based Covalent Organic Frameworks

et al. 2023

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Macrocycles with well‐defined cavities and the ability to undergo supramolecular interactions are classical materials that have played an essential role in materials science. However, one of the most substantial barriers limiting the utilization of macrocycles is their aggregation, which blocks the active regions. Among many attempted strategies to prevent such aggregation, installing macrocycles into covalent organic frameworks (COFs), which are porous and stable reticular networks, has emerged as an ideal solution. The resulting macrocycle‐based COFs (M‐COFs) preserve the macrocycles’ unique activities, enabling applications in various fields such as single‐atom catalysis, adsorption/separation, optoelectronics, phototherapy, and structural design of forming single‐layered or mechanically interlocked COFs. The resulting properties are unmatchable by any combination of macrocycles with other substrates, opening a new chapter in advanced materials. This review focuses on the latest progress in the concepts, synthesis, properties, and applications of M‐COFs, and presents an in‐depth outlook on the challenges and opportunities in this emerging field.

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Section: Discussionmentioning

confidence: 99%

Macrocycle‐Based Covalent Organic Frameworks

et al. 2023

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“…Macrocyclic compounds with interesting structures and unique physical and chemical properties include an increasing number of natural compounds, such as valinomycin and cyclodextrins, and synthetic compounds, for instance, crown ethers, with the ability to selectively bind ions. Moreover, it can be noted that there are relatively few electrodes with crown ethers that have been developed for the purpose of determining medicinal substances [33,34] compared with electrodes sensitive to simple ions [35][36][37][38]. Cyclodextrins are a more popular group that forms complexes with various organic compounds used in potentiometric response mechanisms.…”

Section: Composition Of Membrane and Electrode Performancementioning

confidence: 99%

A Novel Polymeric Membrane Sensor for Chlorhexidine Determination

Lenik,

Sokal

2023

Sensors

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In the present work, potentiometric sensors with polymer membranes used for chlorhexidine (CHXD) determination were developed. The polymer membranes were plasticized with bis(2-ethylheksyl)sebacate (DOS) or 2-nitrophenyloctyl ether (o-NPOE). The active compounds used in the membrane were cyclodextrins, crown ethers, and ion exchangers. The best-constructed electrode was based on neutral heptakis(2,3,6-tri-O-benzoyl)-β-cyclodextrin with lipophilic salt (KTpClBP)—potassium tetrakis(4-chlorophenyl) borate—dissolved in plasticizer, DOS. The presented electrode is characterized by an average cationic slope of 30.9 ± 2.9 mV decade−1 within a linear range of 1 × 10−6 to 1 × 10−3 mol × L−1, while the value of the correlation coefficient is 0.9970 ± 0.0026. The response time was about 5 s when increasing the sample concentration and about 10 s when diluting the sample. The electrode potential is independent of the pH within a range of 4.0–9.5. The polymeric membrane sensor was successfully applied for assays of chlorhexidine digluconate in pure samples and pharmaceutical samples. The relative error from three replicate measurements was determined to be 1.1%. and the accuracy was RSD = 0.3–1.1%.

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“…The interactions between cations, crown ethers, and solvents also play a role on the selectivity of the crown ethers. Crown ether incorporated polymers have been used as adsorbents in applications such as capillary chromatography, chemical sensor devices, ion transport membranes, phasetransfer catalysis, and ion-selective electrode (Stergiou et al, 2021;Yang et al, 2021;Jackson et al, 2021;Wang et al, 2022;Hu et al, 2022). Particularly, 18-crown-6 (18C6) and DB18C6 show the strongest binding affinity toward potassium cation (K + ) among alkali metal cations, although some reports pointed out that K + bound tightly to all crown ethers (12-crown-4 to 24-crown-8) regardless of the ring size (Pedersen, 1967;Gokel et al, 1983;Choi et al, 2012).…”

Section: Introductionmentioning

confidence: 99%

Dibenzo-18-Crown-6/Polycaprolactone Composite Nanofibers for Selective Adsorption of Cations

ALTAN

2023

UUJFE

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Electrospun nanofibers are attractive alternatives to traditional adsorbents due to their high surface-to-volume ratio, porosity, and loading capacity. Functionalization of nanofibers with macrocycles can contribute to further enhancement in selective adsorption of ions. In this study, polycaprolactone (PCL) nanofibers were functionalized with a crown ether, namely dibenzo-18-crown-6 (DB18C6), and the potential of the resultant electrospun PCL/DB18C6 nanofibers for selective ion adsorption, particularly the selective recovery for K+, was investigated. The morphology, chemical structure and thermal properties of PCL/DB18C6 nanofibers were characterized by scanning electron microscope (SEM), Fourier transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS), thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC). The average diameter of PCL/DB18C6 nanofibers was 529±196 nm. Single-ion adsorption experiments indicated that the adsorption capacity for K+ ion was 137 mg·g−1 and the selectivity sequence was found as K+>Ca2+>Na+. The adsorption selectivity coefficients of K+/Ca2+ and K+/Na+ were calculated respectively as 1.37 and 4.28 for single ion experiments and as 1.13 and 5.11 for mixed ion adsorptions which illustrate that the difference between the adsorption capacities of K+ and Ca2+ decreased in mixed ion adsorption experiments. Overall results demonstrate that the electrospun PCL/DB18C6 nanofibers are amenable for use as polymer adsorbents for the selective ion recovery.

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Lead ion selective electrodes from dibenzo-18-crown-6 derivatives: An exploratory study

Cited by 10 publications

References 61 publications

Macrocycle‐Based Covalent Organic Frameworks

Macrocycle‐Based Covalent Organic Frameworks

A Novel Polymeric Membrane Sensor for Chlorhexidine Determination

Dibenzo-18-Crown-6/Polycaprolactone Composite Nanofibers for Selective Adsorption of Cations

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