The potential industrial applications of calixarenes

Perrin, R.; Lamartine, R.; Perrin, Monique

doi:10.1351/pac199365071549

Cited by 65 publications

(50 citation statements)

References 5 publications

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“…10 Although the cyclic ligand, t Oct[4]CH 2 COOH, possesses four structural isomers, in this study the cone compound in which the four carboxyl groups are immobilized in the lower side of the calixarene platform was isolated and employed. All of the final products were purified by recrystallization and identified by FT-IR, 1 H-NMR and elemental analysis. Analytical-grade toluene was employed as an organic diluent in the liquid-liquid extraction operation.…”

Section: Methodsmentioning

confidence: 99%

“…[1][2][3] Calixarene has plural phenolic hydroxyl groups, and various derivatives are readily synthesized by introducing a suitable functional group. To date, some investigators have synthesized attractive calixarene derivatives as a novel cyclic receptor for a target material: it had a remarkable selectivity to the target material based on the cavity size and the rigid molecular structure.…”

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confidence: 99%

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Liquid-Liquid Extraction of Metal Ions with a Cyclic Ligand Calixarene Carboxyl Derivative

et al. 1998

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Numerous studies have been performed to develop efficient separation and concentration processes of metals with a solvent-extraction technique, which is well known to be one of the promising techniques to separate and concentrate metals on an industrial scale. The extractant is known to have a crucial effect on the separation and extraction efficiency in the solvent-extraction process. Therefore, it is very important to develop an efficient extractant for a target metal ion. Thus, the choice of the extractant often determines the success of the metal-separation process.Recently, a cyclic ligand calixarene derivative has been noted to be a novel host compound of metal ions.1-3 Calixarene has plural phenolic hydroxyl groups, and various derivatives are readily synthesized by introducing a suitable functional group. To date, some investigators have synthesized attractive calixarene derivatives as a novel cyclic receptor for a target material: it had a remarkable selectivity to the target material based on the cavity size and the rigid molecular structure. However, apart from a large number of studies concerning the synthesis of novel calixarene compounds, its application to metal extraction is still limited. Izatt et al. 4 first reported on the extraction of alkaline metal ions with a calixarene; then, novel calixarene ligands have been synthesized for the extraction of several metal ions. 5-9In a previous paper we reported on the extraction behavior of rare-earth metals with a calixarene derivative functionalized by carboxyl groups. 10 In the present study, we investigated the extraction behavior of twelve kinds of metal ions, such as alkaline (Li, Na, K, Cs), alkaline-earth (Mg, Ca, Sr, Ba) and transition-metal ions (Cu, Zn, Co, Ni) with two cyclic compound calixarenes (o-carboxylate derivatives of p-toctylcalix[n]arene (n=4,6)) along with the monomer analog (n=1). The relationship between the cyclic structure of the calixarene and the extraction behavior of the metal ions was discussed. In particular, we focused on the ring-size effect of the cyclic ligands and the stability constants between the functional carboxyl group and the metal ions. ExperimentalReagents Figure 1 shows the structures and abbreviations of the extractants used in the present study. The extraction behavior of alkaline, alkaline-earth, and transition metals in liquid-liquid extraction was systematically investigated with a cyclic host compound calixarene carboxyl derivative. Using a novel host ligand, an extraction equilibrium experiment was carried out and the complexation mechanism between the metal ions and the cyclic ligand was investigated. Calixarene carboxyl derivatives showed high extractability for all of the metal ions compared to that of the monomer analog. The extraction behavior of alkaline and alkaline-earth metals is closely related to the cavity size of the cyclic ligands; thus, the tetramer selectively extracted sodium and calcium ions, while the hexamer did so for cesium and barium ions. On the other hand, the extractabilit...

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Section: Methodsmentioning

confidence: 99%

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confidence: 99%

Liquid-Liquid Extraction of Metal Ions with a Cyclic Ligand Calixarene Carboxyl Derivative

et al. 1998

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“…The cup-shaped calixarene can recognize and selectively bind anions, cations, and small organic molecules. This property opens up numerous potential applications of calixarenes, for example in metal cations recovery from nuclear waste materials, as organic polymer stabilizers, and also in the areas of pollution control, biomedical, and environmental monitoring [5,6].…”

Section: Introductionmentioning

confidence: 99%

Application of a Newly Synthesized Calixarene in Metal Ions Extraction

Hamid

Tarmizi

Ali

et al. 2008

CLEAN Soil Air Water

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“…金属离子与杯芳烃络合后, 它与阴离子间距离增大, 与阴离子间的作用大为减弱, 从而使阴离子的碱性与亲核性增强 [1,2] , 即"裸露阴离子效应". 杯芳烃(如 1 [3] 、 2 [4] )作为阴离子活化剂, 在有机合成中具有重要的作用 [5～16] . 本文设计合成下缘带有喹啉基的夹状醚杯 [4]芳烃 3(图 1).…”

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“…杯芳烃(如 1 [3] 、 2 [4] )作为阴离子活化剂, 在有机合成中具有重要的作用 [5～16] . 本文设计合成下缘带有喹啉基的夹状醚杯 [4]芳烃 3(图 1). 喹啉基 N 原子上的孤对电子及芳环大 π 键均与金属离子有静电作用, 从而增强阴离子的碱性与亲核性.…”

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KOH-Catalyzed Synthesis ofO,O-Dialkyl-S-aryl Phosphoroselenoates Activated by Novel Calix[4]arene

欧阳跃军¹,

邱仁华²,

陈四海³

et al. 2015

Chin. J. Org. Chem.

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The potential industrial applications of calixarenes

Abstract: Abstract

Cited by 65 publications

References 5 publications

Liquid-Liquid Extraction of Metal Ions with a Cyclic Ligand Calixarene Carboxyl Derivative

Liquid-Liquid Extraction of Metal Ions with a Cyclic Ligand Calixarene Carboxyl Derivative

Application of a Newly Synthesized Calixarene in Metal Ions Extraction

KOH-Catalyzed Synthesis ofO,O-Dialkyl-S-aryl Phosphoroselenoates Activated by Novel Calix[4]arene

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