Novel polymer crafted sugar thiacrown ether and its applications in recovery of metal ions

Sabah, Karem J.; Sead, Fadhil Faez; Mohammed, Hussien Jasim; Abedul-Hussien, Ihsan Hatif

doi:10.1016/j.carres.2020.108057

Cited by 7 publications

(12 citation statements)

References 48 publications

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“…[18] NB: Intraannular condensation is much more preferred thermodynamically, but probably hindered due to temporarily occupation by the catalysing Ti(iv) in the case of 14 (the formation of extraannular product also benefits from dimerization). [17] In a non-metal-catalysed system, intraannular ketimines 16 a-c were obtained, as well as a [2]catenane-alike (but covalently connected) dimer 16 d with ethylenediamine linkage (Figure 2). [19]…”

Section: Ketone-amine Condensation and Ketimine Reductionmentioning

confidence: 99%

“…Crown ethers are well‐known for size‐selectively recognizing alkali cations over the others, among which 18‐crown‐6 ( 18‐C‐6 , Figure 1) was one of the firsts to be synthesized and the most investigated [1] . Derivatives of 18‐C‐6 were designed for applications involving chromogenic (sometimes colorimetric) or fluorescent detection, by structurally constraining the crown in various manners: (i) replacing the flexible interval ethylene moieties with rigid blocks like arenes [1] and glucose, [2] (ii) replacing the ether oxygen atoms with sulphur to form thioethers (thiacrowns), (iii) replacing the ether moieties with secondary amine groups (azacrowns) and successively introducing pendent moieties as chromophores, luminophores, and/or even additional chelating groups.…”

Section: Introductionmentioning

confidence: 99%

“…Overview on the absorption and fluorescent details of 1,8-anthraquinone-18-C-5 analogues and derivatives(1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16).…”

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confidence: 99%

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Anthraquinone‐1,8‐Derived (Pseudo‐) Crown and Lariat Ethers:Design and Applications as Fluorescent and Chromogenic Ion (Pair) Sensors

Zhu

Xing

2022

Chemistry An Asian Journal

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Cyclic polyamine/ethers embedded with anthraquinone moieties and functional pendants, are structural analogues of crown ethers and (oxo‐) cyclams, and could be utilized as sensitive and selective chemosensors towards metal cations. Those pseudo‐ (similar but geometrically distinct) crown and lariat ethers show various cation‐binding patterns and stoichiometry, being modulated by donor type, cavity size and pendants’ chelating ability. The luminescent and chromogenic properties also differ a lot along with the derivation of the parental macrocycle. Methodological designing including synthesis and post‐functionalization through nucleophilic substitution, Mannich condensation etc., as well as the sensing performance of those pseudo‐crown and lariat ethers are summarized in this review, basing on the spectroscopic, voltammetric and X‐ray crystallographic determinations. Anion effect in sensing cations is evaluated according to the ion‐pair recognition theory. Those results shed some light on exemplifying the anions’ role in bioinorganic systems including metalloenzymes.

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Section: Ketone-amine Condensation and Ketimine Reductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Anthraquinone‐1,8‐Derived (Pseudo‐) Crown and Lariat Ethers:Design and Applications as Fluorescent and Chromogenic Ion (Pair) Sensors

Zhu

Xing

2022

Chemistry An Asian Journal

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“…Despite the possibility, the recovery of the catalyst was not carried out. Sabah et al bound a glucose-based thiacrown ether functionalized with a propargyl group to azide-modified PVC via click reaction [23]. The resulting polymer was utilized for the extraction of various metal ions, and its capacity did not significantly change even after 10 uses.…”

Section: Introductionmentioning

confidence: 99%

Reusable Glucose-Based Crown Ethers Anchored to PVC

Varga,

Ujj,

Mátravölgyi

et al. 2023

Molecules

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The recovery and reuse of the enantioselective catalysts produced by tedious work are important not only from the perspective of green chemistry, but also from the point of view of productivity. Some of the carbohydrate-based crown ethers prepared in our research group were able to generate significant asymmetric induction in certain cases. However, they were not recoverable after the synthesis. Therefore, we modified the most effective structure with a propargyl group so that it can be attached to a polymer with an azide–alkyne reaction. It was investigated whether the position of the bonding affects the activity of the crown ethers, hence, the propargyl group was introduced either to the side chain, to the anomeric center or to the benzylidene protecting group. To anchor the macrocycles, low molecular weight PVC was modified with azide groups in 4% and 10%, respectively. It was found that glucose-based crown ether bearing the propargyl group on the benzylidene unit and grafted to PVC in 4% has the highest activity regarding the enantioselectivity (77% ee). The catalyst was recoverable in the Michael addition of diethyl acetamidomalonate to nitrostyrene and it could be reused five times without the loss of enantioselectivity.

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“…More recently, our research team reported the grafted sugar thiacrown ether polymer using an easy chemical rote for removal of heavy metal ions. The removal mechanism based on host-guest inclusion complex formation with ring of thiacrown ether canities [16]. Different methods can be used for the treatment of wastewater such as electrochemical treatment, ion exchange, chemical treatment, coagulation, membrane filtration and adsorption.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization of polyvinyl chloride -graft-4-Amicacid phenol and application of adsorption for lead ion

Jabar

Mohammed

2022

ijhs

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A new synthesis of polyvinyl chloride (PVC-grafted-4-amicacid phenol, which consist of a reaction between poly (vinyl chloride ) and 4-amic acid phenol . Grafting structure has been checked by, FTIR, 1HNMR, 13C NMR, TG, DSC and X-RAY .The grafting of PVC work to changes the surface properties such as catalytic ability, adhesion and adsorption capacity. This paper describes grafting of polyvinyl chloride (PVC) as adsorbent for pb+2 ions removal. The adsorption process recorded comparatively rapid uptake of pb+2 by the new PVC-grafted-4-amicacid phenol which was mainly complexation controlled.

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Novel polymer crafted sugar thiacrown ether and its applications in recovery of metal ions

Cited by 7 publications

References 48 publications

Anthraquinone‐1,8‐Derived (Pseudo‐) Crown and Lariat Ethers:Design and Applications as Fluorescent and Chromogenic Ion (Pair) Sensors

Anthraquinone‐1,8‐Derived (Pseudo‐) Crown and Lariat Ethers:Design and Applications as Fluorescent and Chromogenic Ion (Pair) Sensors

Reusable Glucose-Based Crown Ethers Anchored to PVC

Synthesis, characterization of polyvinyl chloride -graft-4-Amicacid phenol and application of adsorption for lead ion

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