Control of the extractive power of crown ethers by alkyl substitution

Yakshin, V. V.; Vilkova, O. M.; Царенко, Н. А.; Tsivadze, А. Yu.; Demin, S. V.; Zhilov, V. I.

doi:10.1134/s1066362206020135

Cited by 9 publications

(6 citation statements)

References 4 publications

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“…Previously, the authors of [11,12] assumed that the L form of sorption isotherms of CE on the sil ica surface can be caused by coplanar fixation of the sorbate molecules and that, in this case, the formation of H bonds between the oxygen atoms of polyether…”

Section: Structural Factors Of Interaction Of Crown Ethersmentioning

confidence: 99%

Structural factors of interaction of crown ethers with aerosil surface

Voloshina

Ognichenko

Кузьмин

et al. 2015

Prot Met Phys Chem Surf

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An attempt to consider the effect of the structure and composition of benzo , dibenzo , and ali phatic crown ethers (more than 40 compounds) on the characteristics of their interaction with surface groups of A 300 aerosil is carried out by comparing the Henry (K H ) and Langmuir (K L ) constants and analyzing the main factors and structural fragments that facilitate or hamper the formation of corresponding surface com pounds by quantitative structure-property relationships method.

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Section: Structural Factors Of Interaction Of Crown Ethersmentioning

confidence: 99%

Structural factors of interaction of crown ethers with aerosil surface

Voloshina

Ognichenko

Кузьмин

et al. 2015

Prot Met Phys Chem Surf

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“…Элементы, образующие в растворах минеральных кислот комплексные анионы M q A q+1 , могут входить [5,19,20] в анионную часть комплекса эндорецептора с ионом гидроксония и сорбироваться по анионобменному механизму (М А ). При проведении сорбции из 1-5 моль/дм 3 растворов HNO 3 обнаружено, что макроциклы 1-3 и 5 (незамещенный БКЭ 2 служил соединением срав-нения) полностью растворяются в исходных кислых растворах, в связи с чем, данные были получены только для дибромидов 4, 7 и 9.…”

Section: результаты и обсуждениеunclassified

Crown Ethers in Extraction and Sorption. I. Bromо Derivatives of Benzo- and Dibenzocrown Ethers in the Sorption Processes of Elements from Acidic Water Solutions

Yakshin¹,

Vilkova²,

Pluzhnik-Gladyr³

et al. 2010

MHC

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For the first time the reaction ability of bromoderivatives of benzo-and dibenzocrown ethers at sorption of So,4',4'', dibenzo-18-crown-6 has low level of activity, but in going from [4.4]dibenzo-24-crown-8 to its 4',4'',(5'')-dibromoderivative the sorption properties when extracting some elements from water solutions of hydrochloric acid increase in hundreds of times. Thus, a new highly selective agent for the extraction and separation of elements from multicomponent mixtures was found. Despite rather close spatial and electronic parameters, the reaction ability of 4',4'',(5'')-dibromo-and 4',4'',(5'')-diiodo[4.4]dibenzo-24-crown-8 differs dramatically because the latter is absolutely unselective and extracts 28 elements of all studied to the same extent.Keywords: Benzo-and dibeznocrown ethers, halogenoderivatives, sorption, acidic solutions, elements.Краун -эфиры в экстракции и сорбции. I. Бромпроизводные бензо -и дибензокраун -эфиров в процессах сорбции элементов из кислых водных растворов

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“…Calixarenes and the derivatives of calix[4]arene have drawn considerable interest because of their strong ability to bind Groups I and II metal cations selectively in comparison to crown ethers. [ 1–3 ] Reprocessing of used nuclear fuel results in the long‐lived Cs‐137 fission product, which needs to be selectively separated from waste solutions containing high sodium ions. [ 4,5 ] Still, efforts are underway worldwide to devise a molecular system to extract the Cs + ion from spent nuclear waste.…”

Section: Introductionmentioning

confidence: 99%

Density functional theoretical tailoring of electronic effect through various substituents on calix[4]arene‐crown‐6 for efficient Cs⁺ ion encapsulation and extraction

Boda

Ali

2020

Int J of Quantum Chemistry

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The structure, energetic, and quantum chemical descriptors of Cs + complexes of calix [4]arene-crown-6 (C4C6) and substituted C4C6, that is, 1,3 alternate-diethoxy C4C6, are reported here based on the analysis of results obtained using density functional theory (DFT). Substitution of benzo group in both C4C6 and 1,3 alternate-diethoxy C4C6 resulted in a reduction of binding energy (BE). Further substitution of the benzo group with methyl, methoxy, and amino groups leads to an increase in BE, and nitro substitution leads to decrease in BE for C4C6, whereas in the case of 1,3 alternate-diethoxy calix[4]arenebenzocrown-6, methoxy substitution leads to the highest BE compared to other complexes. The calculated Gibbs free energy, ΔG gas also followed the same order as BE in the case of 1,3 alternate-diethoxy C4C6 and their substituted ligands. Furthermore, the ΔG of complexation was computed using a thermodynamic cycle with conductor-like screening model in different solvents: toluene, chloroform, octanol, and nitrobenzene. The values of ΔG ext are found to be increased with an increase in the dielectric constant of the solvent and were found to be highest in the nitrobenzene. The atoms in molecule analysis reveals partial ionic character in the Cs O bond. Among all the studied complexes, 1,3 alternate-diethoxy calix[4]arene 3 0-methoxy benzo crown-6 displays highest ΔG ext in nitrobenzene. The calculated value of ΔΔG ext (ΔΔG = ΔG Cs+ − ΔG Na+) is found to be −41.82 kcal/mol with 1,3 alternate-diethoxy calix[4]arene 3 0-methoxy benzocrown-6, which is higher than that obtained with calix [4] bis-crown-6 (−5.24 kcal/mol). The newly designed ligand might be suitable for the selective extraction of Cs + over Na + in the reprocessing of nuclear waste and thus invites experimentalists to test this DFT finding in the laboratory.

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Control of the extractive power of crown ethers by alkyl substitution

Cited by 9 publications

References 4 publications

Structural factors of interaction of crown ethers with aerosil surface

Structural factors of interaction of crown ethers with aerosil surface

Crown Ethers in Extraction and Sorption. I. Bromо Derivatives of Benzo- and Dibenzocrown Ethers in the Sorption Processes of Elements from Acidic Water Solutions

Density functional theoretical tailoring of electronic effect through various substituents on calix[4]arene‐crown‐6 for efficient Cs⁺ ion encapsulation and extraction

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Control of the extractive power of crown ethers by alkyl substitution

Cited by 9 publications

References 4 publications

Structural factors of interaction of crown ethers with aerosil surface

Structural factors of interaction of crown ethers with aerosil surface

Crown Ethers in Extraction and Sorption. I. Bromо Derivatives of Benzo- and Dibenzocrown Ethers in the Sorption Processes of Elements from Acidic Water Solutions

Density functional theoretical tailoring of electronic effect through various substituents on calix[4]arene‐crown‐6 for efficient Cs+ ion encapsulation and extraction

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Product

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About

Density functional theoretical tailoring of electronic effect through various substituents on calix[4]arene‐crown‐6 for efficient Cs⁺ ion encapsulation and extraction