Extraction of alkali metal cations from aqueous solutions by a crown ether carboxylic acid

Strzelbicki, Jerzy; Bartsch, Richard A.

doi:10.1021/ac00235a040

Cited by 108 publications

(72 citation statements)

References 23 publications

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“…Alternatively, these two PPOPP components can cooperate in the way such that ionic groups mediate an easy access to those parts of the macroionophore that are responsible for their selective recognition. Such a mechanism was described by Alexandratos et al 42 as operating in some functionalized polymeric sorbents, and by other authors [43][44][45] as the mechanism mediated by ionizable lariat-type crown ethers in liquid membranes. In view of these considerations the basic aim of our investigation was to verify the following hypotheses:…”

Section: Resultsmentioning

confidence: 83%

“…The ability of soluble PPOPPs polymers to mediate transport and selectively separate cations is comparable to the properties of numerous ionizable macrocyclic polyethers of the lariat type, [43][44][45] the ionizable groups of which cooperate with crown ether macrocycles. The bifunctional character of PPOPP macroionophores can be postulated to be attributable to the properties of pseudocyclic structures of the POP chains, and cation-exchange properties of the overall liquid membrane as caused by the presence of ionizable groups.…”

Section: Bifunctionality Of Ppoppsmentioning

confidence: 99%

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Poly[poly(oxypropylene) phosphate] macroionophores for transport and separation of cations in a hybrid: Cation‐exchange polymer and liquid membrane system

Wódzki

Świątkowski

Pretula

et al. 2004

J of Applied Polymer Sci

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Poly[poly(oxypropylene) phosphate]s (PPOPP, Mn = 5800, 8100, 10,400), with different POP units (400, 1200, 2000), were synthesized and applied as cation‐selective macroionophores in a multimembrane hybrid system (MHS). The solution of PPOPP in dichloroethane formed the flowing liquid membrane (FLM) circulating between two polymer cation‐exchange membranes, and subsequently, between two polymer‐made pervaporation (PV) membranes. It was found that the PPOPP macroionophores activate the preferential transport of Zn2+ cations from aqueous solutions containing competing Cu2+, Ca2+, Mg2+, K+, and Na+ cations. The following separation orders were observed for PPOPPs with POP‐400 and POP‐1200: Zn2+ > Cu2+ ≫ Ca2+, Mg2+, K+, Na+, and for PPOPP with POP‐2000: Zn2+ > Cu2+,Ca2+ ≫ Mg2+, K+, Na+. Always, the particular cations are separated as: Zn2+ > Cu2+, Ca2+ > Mg2+, and K+ > Na+. The properties of PPOPPs were compared to respective transport and separation characteristics corresponding to those of respective poly(propylene glycol)s and poly(oxypropylene) bisphosphates. The results of investigation indicate that the bifunctional character of PPOPPs is caused by the presence of ionizable groups and probably pseudocyclic POP structures. By comparing the separation of cations in the simple MHS[FLM] system and the system supported by pervaporation unit [MHS[FLM‐PV] it was found that continuous dehydration of an organic FLM improves the system overall performance. © 2004 Wiley Periodicals, Inc. J Appl Polym Sci 93: 1436–1445, 2004

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Section: Resultsmentioning

confidence: 83%

Section: Bifunctionality Of Ppoppsmentioning

confidence: 99%

Poly[poly(oxypropylene) phosphate] macroionophores for transport and separation of cations in a hybrid: Cation‐exchange polymer and liquid membrane system

Wódzki

Świątkowski

Pretula

et al. 2004

J of Applied Polymer Sci

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“…Synthesis of n-dodecyloligo(oxyethy1ene) carboxylic acids [1][2][3][4][5][6] Xylene (500 mL) was heated over 1 mol (23 g) of metallic sodium until the mixture came to a boil. Thereafter, the mixture was slowly heated while being stirred vigorously and a white-grey suspension of sodium was obtained.…”

Section: Reagentsmentioning

confidence: 99%

Extraction of Zn(II), Cd(II), and Hg(II) by dodecyloligo(oxyethylene) carboxylic acids

Strzelbicki¹,

Charewicz²,

Beger³

et al. 1988

Can. J. Chem.

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. Can. J. Chem. 66, 1695 (1988). The synthesis of a series of n-dodecyloligo(oxyethylene) carboxylic acids of general formula ClzH25(OCH2CH2)nOCH2COOH (n = 0 to 5) and application of these compounds for the separation of Zn(lI), Cd(II), and Hg(I1) in extraction are reported. Negligible extractability of the metal ions investigated was found usingdodecyloxyacetic acid (n = 0) which indicated that complexation resulted from metal-cation interaction with oxygen atoms of the polyoxyethylene chain incorporated into the molecule of complexon. In extractions from aqueous solutions containing ZnCl,, CdCI2, HgC12, and NaOH (pH regulator), loading of the organic phases increased for extractants with more oxyethylene units. In particular, Hg(I1) extractability and molecular structure of the extractant are related. The selectivity of extraction increased drastically if NaCl was added to the initial aqueous phase, as the extractabilities of Cd(I1) and, particularly, Hg(1I) declined while the extractability of Zn(I1) remained high. Selectivity of extraction is produced by the complex chemical equilibria resulted from complexation of the metal cation by an alkyloligoether carboxylic acid in the organic phase and by C1-and OH-anions in the aqueous phase. Thus, aqueous solution parameters greatly influence the efficiency and the selectivity of the extraction process and suitable experimental conditions are very important.JERZY STRZELBICKI, WITOLD CHAREWICZ, JORG BEGER, et LUTZ HINZ. Can. J. Chem. 66, 1695 (1988). On a rCalisC la synthttse d'une sCrie d'acides n-dodCcyloligo(oxyCthyl~ne)carboxyliques de formule gCnCrale ClzH25(OCH2CH2),OCH2C0OH (n = 0 a 5) et on a examink I'utilitC de ces composCs pour sCparer et extraire les ions Zn(II), Cd(l1) et Hg(I1). La quantitC d'ions mktalliques extraite par I'acide dodCcyloxyacCtique (n = 0) est nkgligeable; ce rCsultat indique que la complexation est diie aux interactions des ions mktalliques avec les atomes d'oxyghe de la chaine polyoxyCthylttne incorporCe dans la molCcule complexante. Lors d'extractions effectuCes a partir de solutions aqueuses contenant du ZnC12, du CdC12, du HgC12 et du NaOH (pour rCgulariser le pH), les molCcules complexantes contenant le plus grand nombre dlunitCs oxymCthyl6nes provoquent une augmentation de la concentration des ions extraits dans les phases organiques; on a pu mettre en Cvidence une relation entre la facilitC d'extraction du Hg(I1) et la structure molCculaire des molCcules complexantes. La sClectivitC des extractions augmente d'une f a~o n drastique lorsqu'on ajoute du NaCl h la phase aqueuse initiale; dans ces conditions, la facilitC d'extraction du Cd(I1) et, en particulier, celle du Hg(I1) diminuent alors que celle du Zn(I1) demeure ClevCe. La sClectivitC des extractions est le reflet d'Cquilibres chimiques complexes qui proviennent de la complexation des cations mitalliques par un acide alkyloligoCther carboxylique dans la phase organique et par les anions C1-et OH-dans la phase aqueuse. Ainsi, les paramtttres de la solution aqueuse influence...

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“…For several years, we have been involved in the design and preparation of lariat ether carboxylic acids and the study of their behavior in metal ion separation processes [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. These ligands have been found to be effective chelating agents for alkali and alkaline earth metal cations and trivalent lanthanide ions .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of lariat ether carboxylic acids based on dibenzo‐16‐crown‐5

Bartsch

Cowey

Elshani

et al. 2001

Journal of Heterocyclic Chem

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Synthetic routes to forty‐seven dibenzo‐16‐crown‐5 compounds with pendant carboxylic acid groups are reported. When taken together with previously described lariat ether carboxylic acids, these new compounds provide several series with systematic structural variations including changes in the identity and attachment site(s) of one or more lipophilic groups and the length of the spacer that connects the carboxylic acid group to the polyether framework.

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Extraction of alkali metal cations from aqueous solutions by a crown ether carboxylic acid

Cited by 108 publications

References 23 publications

Poly[poly(oxypropylene) phosphate] macroionophores for transport and separation of cations in a hybrid: Cation‐exchange polymer and liquid membrane system

Poly[poly(oxypropylene) phosphate] macroionophores for transport and separation of cations in a hybrid: Cation‐exchange polymer and liquid membrane system

Extraction of Zn(II), Cd(II), and Hg(II) by dodecyloligo(oxyethylene) carboxylic acids

Synthesis of lariat ether carboxylic acids based on dibenzo‐16‐crown‐5

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