[KSCI] Korea Science Citation Index Service

http://dx.doi.org/10.12925/jkocs.2005.22.3.3

Competitive Solvent Extraction of the Mixture of Alkali Metal and Alkaline Earth Metal Cation containing Crown Ether Carboxylic Acid and Crown Ether Phosphonic Acid

Chung, Yeong-Jin (School of Fire & Disaster Prevention, Samcheok National University)

Publication Information

Journal of the Korean Applied Science and Technology / v.22, no.3, 2005 , pp. 219-227 More about this Journal

Abstract

Competitive solvent extraction of the mixure of alkali metal and alkaline earth cation from water into organic solvent containing the crown ether carboxylic acid and anlogous crown ether phosphonic acid was investigated as follows. The lipophilic group is found to strongly influence to the selective extraction in the mixed systems from only alkali metal cation for sym-(n-decyldibenzo)-16-crown-5-oxyacetic acid $\underline{1}$ to mostly alkaline earth metal cation for sym-bis[4(5)-tert-butylbenzo]-16-crown-5-oxyacetic acid $\underline{3}$ . Monoethyl sym-(n-decyldibenzo)-16-crown-5-oxymethylphosphonic acid $\underline{2}$ . and monoethyl-sym- bis]4(5)-tert-butylbenzo]-16-crown-5-oxymethylphosphonic acid $\underline{4}$ showed good selectivity for $Na^+$ over $Mg^{2+}$ , the second extracted ion. Structural variation in the crown ether phosphonic acid somewhat was influenced to the extraction selectivity in the mixed systems. when variation of the ionized group is influenced in the mixed systems, the selectivity of $Na^+$ as the second extracted ion was much better crown ether carboxylic acid $\underline{1}$ than crown ether phosphonic acid $\underline{2}$ , while the efficiency of $Na^+$ extraction was better $\underline{2}$ (83% total loading) than $\underline{1}$ (32%).

Keywords

solvent extraction; alkali metal; alkaline earth cation; crown ether carboxylic acid; crown ether phosphonic acid;

Citations & Related Records

Reference

1	H. K. Frensdoff, Salts Complexes of Cyclic Polyethers. Distribution Equilibria, J. Am Chem Soc., 93, 4684 (1971)
2	S. Williams, S. M. Blair, J. S. Brodbelt, X. Huang, and R. A. Bartsch, Determination of Alkali Metal Cation Selectivities of Dibenzo-16-Crown-5 Lariat Ehers with Ether Pendant Group by Using Elecrospray Ionization Quadruplole Ion Trap Mass Spectrometry, Inter. J. of Mass Spectrometry, 212, 389 (2001) DOI ScienceOn
3	Y. J. Chung, Solvent Extractions of Alkali Metal Cations and Alkaline Earth Cations by ionizable Crown Ether Phosphonic Acids, J. Kor. Oil Chem Soc., 22(1), 50 (2005)
4	M. J. Pugia, G. Nidip, H. K. Lee, I. W Yang, and R. A. Bartsch, Competitive Solvent Exreaction of Alkali Metal Cations into Chloroform by Lipophilic Crown Ether Phosphonic Acid Monoethyl Esters, Anal. Chem., 58, 2723 (1986) DOI
5	K. H. Pannell, W. Yee, G. S. Lewandos, and D. G. Hambrick, Electronic Substituent Effects upon the Selectivity of Synthetic Ionophores, J. Am Chem soc., 99, 1457 (1977)
6	Y. J. Chung, Competitive Solvent Extractions of Alkaline Earth Metal Cations by Crown Ether Phophonic Acid Monoethyl Esters, J. Kor. Oil Chem Soc., 22(1), 9 (2005)
7	R. A. Bartsch, G. S. Heo, S.I. Kang, Y. Liu, and J. Strzelbicki, Synthesis and Acidity of Crown Ethers with Pendant Carboxylic Acid Groups, J. Org. Chem., 47, 457 (1982) DOI
8	W. Walkowiak, W. A. Charewicz, S. I. Kang, I. W. Yang, M. J. Pugia, and R. A. Bartsch, Effect of Structural Variations within Lipophilic Dibenzocrown Ether Carboxylic Acids on the Selectivity and Efficciency of Competitive Alkali Metal Cation Solvent Extraction into Chloroform, Anal. Chem. 62, 2018 (1990)
9	R. D. Shannon, Revised Effective Ionic Radii and Systematic Studies of Interatomic Distances in Halides and Chalcogenides, Acta Cryst., A32, 751 (1976)
10	S. M. Williams, J. S. Brodbelt and R. A. Bartsch, Evaluation of Alkali and Alkaline Earth Metal Cation Selectives of Lariat Ether Amides by Electrospray Ionization Mass Spectrometry, J. Amer. Soc. For Mass Spectrometry, 14, 1215 (2003)
11	S. I. Kang, 'Ionizable Crown Ether for the Separation of Alkali and Alkaline Earth Metal Cations Synthesis and Applications', Ph. D. Dissertation, Texas Tech University (1983)
12	A. Sadakane, T. Iwachido, and K. Toei, The Extraction of Alkali Metal Picrates with Dibenzo-18-Crown-6, Bull. Chem Sac. jpn, 48, 60 (1975) DOI
13	W. A. Charewicz, G. S. Heo, and R. A. Bartsch, Comparison of Highly Lipophilic Crown Ether Carboxylic Acids for Transport of Alkali Metal Cations Aqueous Solutions into Chloroform, Anal. Chem. 54, 2094 (1982)
14	R. D. Shannon and C. T. Prewitt, Effective Ionic Radii in Oxides and Fluorides, Acta Cryst., 1325, 925 (1969)
15	Y. Takeda and H. Kato, The Solvent Extraction of Bivalent Metal Picrates by 15-Crown-5, 18-Crown-6, and Dibenzo-18-crown-6, Bulletin of the Chem Sac. of japan, 52(4), 1027 (1978)