Trivalent lanthanide and actinide extraction by calixarenes with different ring sizes and different molecular flexibility

Ludwig, Rainer; Lentz, Dieter; Nguyễn, Thị Kim Dung

doi:10.1524/ract.2000.88.6.335

Cited by 30 publications

(14 citation statements)

References 21 publications

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“…For this, we first checked the solubility table given in the literature 15 . Due to the relative insolubility of the p-tert-butylcalix [6] and [8]arenes in hexane, it seemed judicious to us to treat the crude mixture in boiling hexane. Several tests allow us to optimize the mass concentration of crude (60 g/L) as well as the duration of the treatment (4 hours reflux).…”

Section: Fig 3 Conversion Rates In P-tert-butylcalixmentioning

confidence: 99%

“…Once the solution cold, a precipitate (P1) was separated by filtration from the mother liquors which was concentrated, leading to mixture B. The HPLC analysis of the precipitate and the mother liquors revealed that p-tertbutylcalix [6] and [8]arenes were removed from the crude mixture (Spectrum B, Fig. 4).…”

Section: Fig 3 Conversion Rates In P-tert-butylcalixmentioning

confidence: 99%

“…Although they are more famous in the field of macrocyclic and supramolecular chemistry [6,7,8] few groups around the world dedicate their efforts to involve p-tertbutylcalixarenes in separation of lanthanides and actinides [9] . The best efficiency was usually observed with CMOP functionnalized p-tert-butylcalix [4]arene, which display the best ability to extract and also good selectivity [10] .…”

Section: Introductionmentioning

confidence: 99%

“…The best efficiency was usually observed with CMOP functionnalized p-tert-butylcalix [4]arene, which display the best ability to extract and also good selectivity [10] . Concerning the superior homologs, CMPO-and amide-substituted calix [6] and [8]arenes revealed to be efficient for the separation of An 3+ /Ln 3+ from radioactive wastes [10] .…”

Section: Introductionmentioning

confidence: 99%

“…For example, the native p-tert-butylcalix [6], [7], [8] and [9]arenes have shown the ability to form stable complexes with europium and uranyl [11] . Also, in presence of uranyl salts, the p-tert-butylcalix [12] arene drove to crystals revealing an original tetranuclear complex [12] .…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

The First Inexpensive, Simplified and Large Scale Synthesis of p-tert-butylcalix[7] and [9]arenes

Ferchichi¹,

Jeanneau²,

Sollier³

et al. 2011

CheM

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The nuclear industry and the rare earth elements mining need methods in order to separate lanthanides and actinides. Large organic macrocycles have demonstrated their contribution to this domain. Due to the lack of an efficient and reproducible method of synthesis, the chemistry of large p-tert-butylcalix[n] arenes (with 6 < n < 10) has been much less explored than the one of their inferior homologs. Excepted for the p-tert-butylcalix[8]arene which is obtained in good yields, the procedures described in the literature for the preparation of p-tert-butylcalix[7] and [9]arenes involve many steps of purification and lead to, in the very best case, a couple of grams of product, after one month of labor. In this work, a set of experiments with varying parameters has demonstrateed the crucial role of the solvent and of the amount of catalyst in the macrocyclization reaction. Then, a scale-up study was done, the procedure being adapted and realized on a semi industrial scale reactor. Finally, an original purification pathway avoiding the numerous silica-gel chromatographies and recrystallizations was set up and optimized. This simplified procedure opens gateways for the preparation of a few dozen grams of pure p-tertbutylcalix [7] and [9]arenes and should lead to the preparation of new selective complexants.

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Section: Fig 3 Conversion Rates In P-tert-butylcalixmentioning

confidence: 99%

Section: Fig 3 Conversion Rates In P-tert-butylcalixmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

The First Inexpensive, Simplified and Large Scale Synthesis of p-tert-butylcalix[7] and [9]arenes

Ferchichi¹,

Jeanneau²,

Sollier³

et al. 2011

CheM

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Conformational Features and Recognition Properties of a Conformationally Blocked Calix[7]arene Derivative

Gaeta

Talotta

Farina

et al. 2011

Chemistry A European J

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The shaping of a calix[7]arene macrocycle into cone-like structure 3, through exhaustive alkylation of doubly bridged calix[7]arene derivative 2 with bulky groups, has been investigated. Conformational details about the structure adopted by calix[7]arene derivative 3 in solution have been obtained by using chemical shift surface maps, as previously reported by our group. Thus, chemical shift contour plots indicated that 3 adopted a cone-shaped structure in solution analogous to that adopted by the known p-tert-butylcalix[7]arene heptacarboxylic acid derivative 4. Interestingly, the X-ray structure of derivative 3 showed a high degree of similarity to the theoretical structure, which confirmed the validity of the contour plots method. The preorganized calix[7]arene host 3 showed interesting recognition abilities toward both organic and alkali cations. In fact, an unprecedented endo-cavity complexation of linear and branched alkyl ammonium cations with a larger calix[7]arene host was evidenced. A comparable affinity for branched tBuNH(3)(+) and linear nBuNH(3)(+) guests was observed.

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Extraction and Separation of Rare Earths from Nitrate Medium by Mixtures of p‐Phosphorylated Calixarene and 1‐Phenyl‐3‐methyl‐4‐benzoyl‐pyrazalone‐5

et al. 2014

Chin. J. Chem.

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The gadolinium extraction by the mixtures of p-phosphorylated calixarene and 1-phenyl-3-methyl-4-benzoylpyrazalone-5 from nitrate medium was studied, which indicated an obvious synergistic effect between these two extractants. The extractants exhibit no interaction with each other before the metal extraction. Gadolinium(III) was extracted by the species of Ln(PMBP) 2 L 2 (NO 3 ) instead of Ln(PMBP) 3 •(HPMBP) or Ln(NO 3 ) 3 •2L which are extracted by HPMBP or L alone. Thermodynamic functions (ΔG, ΔH, ΔS) were calculated. The extraction of other rare earths was also investigated and compared. Possible single rare earth separation was discussed.

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Trivalent lanthanide and actinide extraction by calixarenes with different ring sizes and different molecular flexibility

Cited by 30 publications

References 21 publications

The First Inexpensive, Simplified and Large Scale Synthesis of p-tert-butylcalix[7] and [9]arenes

The First Inexpensive, Simplified and Large Scale Synthesis of p-tert-butylcalix[7] and [9]arenes

Conformational Features and Recognition Properties of a Conformationally Blocked Calix[7]arene Derivative

Extraction and Separation of Rare Earths from Nitrate Medium by Mixtures of p‐Phosphorylated Calixarene and 1‐Phenyl‐3‐methyl‐4‐benzoyl‐pyrazalone‐5

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