Upper Rim Thioether Derivatives of Calix[4,6]Arenes: Extraction of Fission Pd(II) and Ag(I)

Torgov, V. G.; Костин, Г. А.; Корда, Т. М.; Stoyanov, Evgenii S.; Kаlchеnkо, Vitaly I.; Drapailo, A. B.; Kasyan, Oleg; Wipff, Georges; Varnek, A.

doi:10.1080/07366290500294970

Cited by 30 publications

(4 citation statements)

References 19 publications

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“…TDGA is an excellent extractant for the recovery of Ag into the organic phase from HNO3. The high extractions by TDGA are limited to Pd, Ag, Au, and Hg[26,[41][42][43]. The present results…”

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confidence: 51%

Extractions and Spectroscopic Studies of Various Metals with Diglycolamide-Type Tridentate Ligands

Sasaki

Saeki

Yoshizuka

2019

SERDJ

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Three tridentate extractants and three masking reagents including O, N, and S donors have been developed and their properties are compared and discussed. The extractants are N,N,N′,N′-tetraoctyl-diglycolamide (TODGA), methylimino-N,N′-dioctylacetamide (MIDOA) and N,N,N′,N′-tetraoctyl-thiodiglycolamide (TDGA(C8)) together with masking agents having the same central frame but with short alkyl chains. The results of the present study indicate that TODGA can extract mainly hard acid metals belonging to groups 2-4,13-15 in the periodic table. MIDOA can extract soft acid metals and oxyanions (groups 5-10, 16), and TDGA can extract soft acid metals (groups 10-11). Some spectrophotometric studies (UV-vis., IR, and NMR) indicate the stoichiometry and the effect of donor atoms for metal-complexation. The ΔHf values, the heat generation during complex formation, obtained by chemical calculation by DFT theory show a reverse-correlation with their extraction ability. 1. Introduction Recently, tridentate extractants and ligands have been developed and studied worldwide [1-6]. Tridentate ligands can complex effectively with metals with 6 and 9 coordination sites with 1 : 2 and 1 : 3 metal-ligand complex stochiometries, rather than monodentate and bidentate extractants. The strong extractabilities and high complexation abilities for metals by tridentate ligands have been reported in many papers[1,4,6]. One of the most important tridentate extractant is TODGA (N,N,N′,N′-tetraoctyl-diglycolamide) [5]. This compound has three oxygen donors (two carbonyl oxygen donors and an ether oxygen atom) attached with diamide groups outside of the central frame. Based on the HSAB principle [7], oxygen donors are preferred for hard acid metals, metals belonging groups 2-4 in the periodic table. TODGA can dissolve in n-dodecane and shows a very high distribution ratio (D) for actinides (An) and lanthanides (Ln) from nitric acid. Therefore, TODGA is a useful extractant for metal separation from high level radioactive liquid waste [8-12]. TODGA is composed of C, H, O, N atoms and complete gasification takes place on combustion, thus producing less secondary waste. N and S donor extractants, which are similar to TODGA, can be produced by substitution of the O atom at the ether position in TODGA. The N-compound with a methyl group attached is termed as MIDOA (methylimino-N,N′-dioctylacetamide) and the S-compound is TDGA (N,N,N′,N′-tetraoctyl-thiodiglycolamide) [6, 13-16]. These extractants can be synthesized by changing the initial materials to methylimino-diacetic acid or thiodiacetic acid from the diglycol acid of TODGA. Both N and S donors are soft donors and complexing well with soft acid metals

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confidence: 51%

Extractions and Spectroscopic Studies of Various Metals with Diglycolamide-Type Tridentate Ligands

Sasaki

Saeki

Yoshizuka

2019

SERDJ

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“…In addition to two sulfur atoms, the complexes also include two NO 3 groups. [13] Thiacalixarenes (TCA) efficiently extract palladium from nitric acid solutions, but, unlike calixarene thioesters, their D Pd values do not differ significantly from that of their monodentate analogue, 2,2-thiobis-(4-tert-butyl)phenol. [14,15] Palladium extraction with TCA from acidic solutions results in the formation of polynuclear complexes of variable composition [(Pd(NO 3 ) 2 ) n ⋅L] in the organic phase with n changing from 1 to 4.…”

Section: Introductionmentioning

confidence: 99%

“…The extracted complexes have a stoichiometric ratio of Pd to L of 1 : 1 and 2 : 1. In addition to two sulfur atoms, the complexes also include two NO 3 groups [13] …”

Section: Introductionmentioning

confidence: 99%

Palladium Extraction from Nitrate Solutions with the Disulfide of Bis(2,4,4‐trimethylpentyl)dithiophosphinic Acid

2020

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This work presents data on palladium recovery from nitrate solutions with the disulfide of bis(2,4,4‐trimethylpentyl)dithiophosphinic acid (L) in toluene. Extraction of palladium with the disulfide is slow but it increases as the concentration of L in the organic phase increases. At a concentration of L equal to 0.01 mol/L, almost complete extraction of palladium (99.7 %) is achieved within 20 minutes. The extraction efficiency also increases with increasing temperature. Maximum palladium recovery occurs at an HNO3 concentration of 1.0 mol/L in the aqueous phase. Analysis of the interphase palladium distribution showed that the extraction of palladium with the disulfide in toluene is due to the formation of the complexes of variable composition [(Pd(NO3)2)n⋅L] in the organic phase where n=1–4. The disulfide can be used to recover palladium from nitric acid solutions containing metal impurities. The degree of palladium extraction in one‐stage is 98.2 %, therefore the extractant is highly selective toward Pd(II) in the presence of Ni(II), Cu(II), Co(II), Zn(II), and Fe(III). Almost complete palladium stripping from the organic phase is achieved with a mixture of thiourea and hydrochloric acid solutions.

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“…2) [8][9][10][11][12][13][14][15][16][17][18][19][20][21], transition metal ions (Fig. 3) [22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37], molecular compounds ( Fig. 3) and anions ( Fig.…”

Section: Introductionunclassified

Applications of Nano-Baskets of Calixarenes in Chromatography

2011

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Nano-baskets of calixarenes have been subject to extensive research in the construction of liquid chromatographic phases, extractants, transporters, electrode ionophores, and optical and electrochemical sensors over the past 4 decades. There has long been interest in calixarene-based liquid chromatographic phases. Owing to the recent rapid growth in the number of publications on calixarene-based liquid chromatographic phases, this review paper focuses on their different applications in the main fields of molecular and ionic species as well as liquid chromatographic mobile and stationary phases. Although the recent reports have focused on the optimization and application of one kind or a unique group of calixarenic mobile or stationary phases, this review is a collection and comparison of a variety of research data dealing with the synthesis, preparation and behavior of calixarene-based liquid chromatographic phases.

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Upper Rim Thioether Derivatives of Calix[4,6]Arenes: Extraction of Fission Pd(II) and Ag(I)

Cited by 30 publications

References 19 publications

Extractions and Spectroscopic Studies of Various Metals with Diglycolamide-Type Tridentate Ligands

Extractions and Spectroscopic Studies of Various Metals with Diglycolamide-Type Tridentate Ligands

Palladium Extraction from Nitrate Solutions with the Disulfide of Bis(2,4,4‐trimethylpentyl)dithiophosphinic Acid

Applications of Nano-Baskets of Calixarenes in Chromatography

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