Complex Formation of Lanthanide Ions with Sulfonated Crown Ethers in Aqueous Solution

Sasaki, Takayuki; Umetani, Shigeo; Matsui, Masanao; Tsurubou, Shigekazu; Kimura, Takaumi; Yoshida, Zenko

doi:10.1246/bcsj.71.371

Cited by 21 publications

(17 citation statements)

References 18 publications

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“…[16] DSDB24C8 2À was prepared by a slight modification of the reported procedure. [13] All association constant measurements were recorded on a Bruker AMX 500 MHz NMR spectrometer at 298 K.…”

Section: Methodsmentioning

confidence: 99%

“…The addition of two sulfonate groups to DB24C8 was accomplished by heating a solution of DB24C8 in CH 3 CN with a slight excess of sulfuric acid for 16 hours. [13] The resulting diacid was converted into the Me 4 N + salt by treatment with Me 4 NOH in MeOH to give [Me 4 N] 2 [DSDB24C8] as a mixture of syn and anti isomers in excellent yield (> 95 %). Multiple recrystallizations from MeOH allowed isolation of the anti isomer in 44 % overall yield; [14] this material was used for all the subsequent [2]pseudorotaxane studies.…”

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confidence: 99%

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Cooperative Ion–Ion Interactions in the Formation of Interpenetrated Molecules

Hoffart¹,

Tiburcio²,

Torre³

et al. 2007

Angew Chem Int Ed

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Section: Methodsmentioning

confidence: 99%

mentioning

confidence: 99%

Cooperative Ion–Ion Interactions in the Formation of Interpenetrated Molecules

Hoffart¹,

Tiburcio²,

Torre³

et al. 2007

Angew Chem Int Ed

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“…21,22 On the other hand, in recent years, hydration of the crown ether molecules and complexes has been also studied by both the theoretical [23][24][25][26][27][28][29][30][31] and experimental [32][33][34][35][36][37] approaches, but most of these studies were in aqueous solution. Studies concerning hydration in the wet-organic solvents for the crown ether system are scarce.…”

Section: Introductionmentioning

confidence: 99%

Hydration to Benzo-15-crown-5, Benzo-18-crown-6 and the Benzo-18-crown-6-Potassium Ion Complex in the Low-Polar Organic Solvents

2001

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The water in the organic solvents sometimes exerts quite a large effect on the equilibria, the existing state and the structure of solutes. [1][2][3][4][5][6][7][8][9][10] Particularly, in the solvent extraction study, since the solutes in the water-saturated organic solution are discussed, hydration of the solutes in the organic phase is a very important subject. It has been demonstrated that the water molecules are coextracted with the metal ions, 11-14 the metal complexes, [14][15][16][17] and the inorganic anions 2,3,[18][19][20] into the organic solvents, and the mean hydration numbers of these solutes in the organic phase were determined.There have been numerous studies about the ion-pair extraction of the crown ether complexes; extractability and selectivity of the metal ions have been discussed by using the overall extraction equilibrium constant and its component equilibrium constants. 21,22 On the other hand, in recent years, hydration of the crown ether molecules and complexes has been also studied by both the theoretical 23-31 and experimental [32][33][34][35][36][37] approaches, but most of these studies were in aqueous solution. Studies concerning hydration in the wet-organic solvents for the crown ether system are scarce.Iwachido et al. 14 reported on the hydration number of the alkali and alkaline earth metal ions and of those complexes with several crown ethers or cryptands in the water-saturated NB. We reported on the hydration number of the alkali metal ions and barium ion complexes with the non-cyclic poly-(oxyethylene) compounds (POE compounds) or 18-crown-6 (18C6) in the water-saturated 1,2-DCE. 17 However, the information for hydration in the wet-organic solvents for the crown ether system is still insufficient, and particularly information is lacking about hydration in various organic solvents. Therefore, in this study, we have investigated the coextraction of water with B15C5, B18C6 and the B18C6-K + complex into seven relatively low-polar solvents which are usually employed for the extraction study of crown ethers. The mean hydration number and hydration equilibrium in the solvents saturated with water are discussed. Experimental ReagentsB15C5 and B18C6 were purchased from Tokyo Kasei, and were used without further purification. Organic solvents (Wako Pure Chemicals): CTC, CF, DCM, 1,2-DCE, BZ, CB and o-DCB, were washed three times with distilled water. Potassium picrate was prepared from its hydroxide and picric acid (Wako), and was recrystallized twice from distilled water. Other chemicals were of analytical reagent grade. ProcedureFor distribution of free crown ethers, a portion of an organic solution (20 ml) containing B18C6 (0 -0.06 mol dm -3 ) or B15C5 (0 -0.1 mol dm -3 ) was shaken with an equal volume of water in a centrifuge tube (50 ml) in a thermostated water bath for 1 h at 25.0 ± 0.1˚C. After centrifugation, the water concentration of the organic phase was determined by the coulometric Karl-Fischer titration (Kyoto Electronics MKC-210).For distribution of potassium picrate ...

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“…Water-soluble crown ethers also act as effective masking agents. Sulphonated crown ethers have been developed as ion-size selective masking agents to improve the extraction selectivity of lanthanide ions [13]. The extraction selectivity for Zn(II) over Pb(II) using D2EHPA is improved by adding 18-crown-6 to the aqueous phase [14].…”

Section: Introductionmentioning

confidence: 99%

The Effect of Amino Acids in the Aqueous Phase on the Extraction of Metal Ions with PC-88A

Oshima

Nikata

Baba

2012

SERDJ

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The effect of amino acids in the aqueous phase on the extraction of divalent metal ions with 2-ethylhexylphosphonic acid mono-2-ethylhexyl ester (PC-88A) was studied in order to evaluate the utility of amino acids as masking agents. The extraction of Cu(II) and Ni(II) significantly decreases in the presence of the amino acids examined, while that of Mn(II) and Cd(II) were unaffected. Extraction of Co(II) decreased only when histidine (His) was added. The extraction of Cu(II) and Co(II) using PC-88A in the presence of histidine derivatives were compared, in order to clarify the masking effect of each functional group in His. As the extraction of Co(II) significantly decreases only in the presence of His and histidine methyl ester (His-OMe), the imidazole group and the amino group are dominant for the complexation with Co(II), but the carboxyl group is not involved. In the presence of His, Mn(II) is selectively extracted using PC-88A from Cu(II) through the masking effect of Cu(II). The extraction reaction of Cu(II) with PC-88A in the presence of His was confirmed by slope analysis.

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Complex Formation of Lanthanide Ions with Sulfonated Crown Ethers in Aqueous Solution

Cited by 21 publications

References 18 publications

Cooperative Ion–Ion Interactions in the Formation of Interpenetrated Molecules

Cooperative Ion–Ion Interactions in the Formation of Interpenetrated Molecules

Hydration to Benzo-15-crown-5, Benzo-18-crown-6 and the Benzo-18-crown-6-Potassium Ion Complex in the Low-Polar Organic Solvents

The Effect of Amino Acids in the Aqueous Phase on the Extraction of Metal Ions with PC-88A

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