390
Views
0
CrossRef citations to date
0
Altmetric
Review Article

Comparison of Usefulness of Four Chelating Agents (EDTA, NTA, ODA and IDA) for the Chromatographic Separation of Micro and Macro Amounts of Rare Earth Elements

, ORCID Icon & ORCID Icon
Pages 1012-1026 | Published online: 19 Nov 2021

References

  • Cotton, S. Lanthanide and Actinide Chemistry; Wiley: Chichester, 2006.
  • Spedding, F. H.; Voigt, A. F.; Gladrow, E. M.; Sleight, N. R. The Separation of Rare Earths by Ion Exchange; Cerium and Yttrium. J. Am. Chem. Soc. 1947, 69, 2777–2781. DOI: 10.1021/ja01203a058.
  • Ketelle, B. H.; Boyd, G. E. The Exchange Adsorption of Ions from Aqueous Solutions by Organic Zeolites; the Separation of the Yttrium Group Rare Earths. J. Am. Chem. Soc. 1947, 69, 2800–2812. DOI: 10.1021/ja01203a062.
  • Marinsky, J. A.; Glendenin, L. E.; Coryell, C. D. The Chemical Identification of Radioisotopes of Neodymium and of Element 61. J. Am. Chem. Soc. 1947, 69, 2781–2785. DOI: 10.1021/ja01203a059.
  • Choppin, G. R.; Silva, R. J. Separation of the Lanthanides with Alpha-Hydroxyisobutyric Acid. J. Inorg. Nucl. Chem. 1956, 3, 153–154. DOI: 10.1016/0022-1902(56)80076-6.
  • Seaborg, G. T. Poslednie Dostizheniya w Oblasti Transplutoniewykh Elementov. Atomnaya Energia 1959, 6, 21–23.
  • Ghiorso, A.; Harvey, B. G.; Choppin, G. R.; Thompson, S. G.; Seaborg, G. T. New Element Mendelevium, Atomic Number 101. Phys. Rev. 1955, 98, 1518–1519. DOI: 10.1103/PhysRev.98.1518.
  • Kołodyńska, D.; Fila, D.; Gajda, B.; Gega, J.; Hubicki, Z. Rare Earth Elements - Separation Methods Yesterday and Today. In Applications of Ion Exchange in the Environment; Inamuddin Ahamed, M. I., Asiri, A. M., Eds.; Springer: Cham, Switzerland, 2019; pp 161–182. DOI: 10.1007/978-3-030-10430-6_8.
  • Chen, B.; He, M.; Zhang, H.; Jiang, Z.; Hu, B. Chromatographic Techniques for Rare Earth Elements Analysis. Phys. Sci. Rev. 2017, 2, 2016005. DOI: 10.1515/psr-2016-0057.
  • Kurysheva, V. V.; Ivanova, E. A.; Prokhorva, P. E. Extractants for Rare Earth Metals. Cta. 2016, 3, 97–120. DOI: 10.15826/chimtech.2016.3.2.008.
  • Pyrzyńska, K.; Kilian, K.; Pęgier, M. Separation and Purification of Scandium: From Industry to Medicine. Sep. Purif. Rev. 2019, 48, 65–77. DOI: 10.1080/15422119.2018.1430589.
  • Dybczyński, R. S.; Kulisa, K. Nomadic Behavior of Sc and Y with Respect to Lanthanide Series. Analytical and Technological Aspects, A Review. Trends Analyt. Chem. 2019, 115, 23–38. DOI: 10.1016/j.trac.2019.03.001.
  • Da Costa, T. B.; Da Silva, M. G. C.; Vieira, M. G. A. Recovery of Rare-earth Metals from Aqueous Solutions by Bio/adsorption Using Non-conventional Materials: A Review with Recent Studies and Promising Approaches in Column Applications. J. Rare Earths 2020, 38, 339–355. DOI: 10.1016/j.jre.2019.06.001.
  • Kuang, S. T.; Liao, W. P. Progress in the Extraction and Separation of Rare Earths and Related Metals with Novel Extractants: A Review. Sci. China Technol. Sci. 2018, 61, 1319–1328. DOI: 10.1007/s11431-018-9295-0.
  • Hu, Y.; Florek, J.; Larivière, D.; Fontaine, F.-G.; Kleitz, F. Recent Advances in the Separation of Rare Earth Elements Using Mesoporous Hybrid Materials. Chem. Rec. 2018, 18, 1261–1276. DOI: 10.1002/tcr.201800012.
  • Prishibil, R. Kompleksony v Khimicheskom Analize; Izdat. Innostrannoi Literatury: Moskva, 1960.
  • Wheelwright, E. J.; Spedding, F. H.; Schwarzenbach, G. The Stability of the Rare Earth Complexes Ethylenediaminetetraacetic Acid. J. Am. Chem. Soc. 1953, 75, 4196–4201. DOI: 10.1021/ja01113a020.
  • Cornish, F. W.; Phillips, G.; Thomas, A. Ethylenediaminetetraacetic Acid and Citric Acid as Eluants in Ion Exchange Separation of Rare Earths. Can. J. Chem. 1956, 34, 1471–1482. DOI: 10.1139/v56-189.
  • Moore, B.W.; Froisland, L. J.; Petersen, A. E. Rapid Separation of Heavy Rare-earth Elements, Report of investigation 9564, United States Department of Interior. Bureau of Mines: Salt Lake City, UT, 1995.
  • Dybczyński, R. S.; Kulisa, K. Effect of α-hydroxyacid and of Temperature on Rare Earth Elements (REE) Separation by Ion Chromatography. Chem. Anal. (Warsaw) 2009, 54, 437–457.
  • Spedding, F. H.; Powell, J. E.; Wheelwright, E. J. The Use of Copper As the Retaining Ion in the Elution of Rare Earths with Ammonium Ethylenediamine tetraacetate Solutions. J. Am. Chem. Soc. 1954, 76, 2557–2560. DOI: 10.1021/ja01638a075.
  • Huffman, E. H.; Oswalt, R. L. A Rare Earth Separation by Anion Exchange. J. Am. Chem. Soc. 1950, 72, 3323–3324. DOI: 10.1021/ja01163a556.
  • Dybczyński, R. Rozdzielanie Metali Ziem Rzadkich Na Anionitach. Chem. Anal. (Warsaw) 1959, 4, 531–534.
  • Dybczyński, R. Separation of Rare Earths on Anion Exchange Resin. Mitteilungsblatt Der Chemischen Gesellschaft in der DDR. Sonderheft, Analytische Chemie 1960, 393–401.
  • Minczewski, J.; Dybczyński, R. Anion Exchange Behavior of the Rare Earth Complexes with Ethylenediaminetetraacetic Acid. Chem. Anal. (Warsaw) 1961, 6, 275–277.
  • Minczewski, J.; Dybczyński, R. Separation of Rare Earths on Anion Exchange Resins –II. Institute of Nuclear Research Report No. 229/VIII 1961, 1–23.
  • Minczewski, J.; Dybczyński, R. Separation of Rare Earths on Anion Exchange Resins. II. Anion Exchange Behavior of the Rare Earth Complexes with Ehylenediaminetatraacetic Acid. J. Chromatogr. 1962, 7, 98–111. DOI: 10.1016/S0021-9673(01)86386-X.
  • Minczewski, J.; Dybczyński, R. Separation of Rare Earths on Anion Exchange Resins. III. The Position of Scandium in the Separation Scheme of Rare Earth Complexes with Ethylenediaminetetraacetic acid. J. Chromatogr. 1962, 7, 568–569.
  • Dybczyński, R. Separation of rare earths on anion exchange resins. IV. Influence of Temperature on Anion Exchange Behavior of the Rare Earth Ethylenediaminetetraacetates. J. Chromatogr. 1964, 14, 79–96. DOI: 10.1016/s0021-9673(00)86590-5.
  • Marsh, J. K. The Separation of the Lantanons with the Aid of Ethylenediaminetetra-acetic Acid (“Enta Acid”) Part V. The solubilities of Some Lanthanon Enta Salts. J. Chem. Soc. 1955, 451–452. DOI: 10.1039/JR9550000451.
  • Dybczyński, R. Wpływ Temperatury i Usieciowania Jonitu na Reakcje Wymiany Jonowej i Przebieg Rozdzielań Chromatograficznych. Institute of Nuclear Research Report No.1115/VIII/C; Institute of Nuclear Research, Warsaw, Poland, 1969.
  • Dybczyński, R. Effect of Resin Cross-linking on the Anion Exchange Separation of Rare Earth – EDTA Complexes. J. Chromatogr. 1970, 50, 487–503. DOI: 10.1016/S0021-9673(00)97977-9.
  • Dybczyński, R. A New Criterion for the Qualitative Identification of Substances by Means of Ion – Exchange Chromatography. Anal. Chim. Acta 1963, 29, 369–372. DOI: 10.1016/S0003-2670(00)88631-6.
  • Dybczyński, R. Some Fundamental Problems of Ion Exchange Chromatography and Their Significance for Chemical Analysis and Radiochemistry. Nukleonika 1976, 21, 547–564.
  • Wódkiewicz, L.; Dybczyński, R. Anion Exchange Behavior of the Rare Earth Complexes with Trans1,2-Diaminocyclohexane-N,N’-Tetraacetic Acid. J. Chromatogr. 1968, 32, 394–402. DOI: 10.1016/S0021-9673(01)80506-9.
  • Dymczyński, R.; Wódkiewicz, L. Effect of Temperature on Anion Exchange of the Rare Earth Rans-1,2-diaminocyclohexane-N,N-tetraacetates and the Structure of Complex Ions. J. Inorg. Nucl. Chem. 1969, 31, 1495–1506. DOI: 10.1016/0022-1902(69)80266-6.
  • Wódkiewicz, L.; Dybczyński, R. Suite Des Etudes Sur Les Echanges D’anions Des Complexes Des Terres Rares Avec L’acide Trans Diamino-1,2-Cyclohexane N,N’-tetraacetique. Chem. Anal. (Warsaw) 1969, 34, 437–445.
  • Wódkiewicz, L.; Dybczyński, R. Effect of Resin Cross-Linking on the Anion-Exchange Separation of Rare Earth Complexes with DCTA. J. Chromatogr. 1972, 68, 131–141. DOI: 10.1016/S0021-9673(00)88770-1.
  • Hubicka, H.; Kołodyńska, D. Separation of Rare-earth Element Complexes with Trans- 1.2-Diaminocyclohxexane-N,N,N’,N’-Tetraacetic Acid on Polyactrylate Anion Exchangers. Hydrometallurgy 2004, 71, 343–350. DOI: 10.1016/S0304-386X(03)00086-0.
  • Minczewski, J.; Dybczyński, R. Determination of Rare Earths by Neutron Activation Method with the Aid of Ion Exchange Chromatography. Analysis of Spectrally Pure Erbium Oxide. Chem. Anal. (Warsaw) 1965, 10, 1113–1122.
  • Dybczyński, R.; Sterliński, S. Oznaczanie Makro i Śladowych Ilości Lantanu w Tlenku Prazeodymu Metodą Neutronowej Analizy Aktywacyjnej. Chem. Anal. (Warsaw) 1972, 6, 1275–1289.
  • Dybczyński, R.; Sterliński, S.; Golian, C. Neutron Activation Determination of Lanthanum in Praseodymium Oxide Near the Detection Limit. Comparison of Various Procedures. J. Radioanal. Chem. 1973, 16, 105–114. DOI: 10.1007/BF02517856.
  • Dybczyński, R. Investigations on the Effect of Flow Rate, Loading and Other Factors Upon the Effectiveness of Radiochemical Separations by Ion Exchange Chromatography. J. Radioanal. Chem. 1976, 31, 115–137. DOI: 10.1007/BF02516473.
  • Danko, B.; Samczyński, Z.; Dybczyński, R. Analytical Scheme for Group Separation of the Lanthanides from Biological Materials Before Their Determination by Neutron Activation Analysis. Chem. Anal. (Warsaw) 2006, 51, 527–539.
  • Danko, B.; Dybczyński, R. S.; Samczyński, Z. The Accurate Determination of Individual Lanthanides in Biological Materials by NAA with Pre- and Post-Irradiation Separation. J. Radioanal. Nucl. Chem. 2008, 278, 81–88. DOI: 10.1007/s10967-007-7193-0.
  • Bulska, E.; Danko, B.; Dybczyński, R. S.; Krata, A.; Kulisa, K.; Samczyński, Z.; Wojciechowski, M. Inductively Coupled Plasma Mass Spectrometry in Comparison with Neutron Activation and Ion Chromatography with UV/VIS Detection for the Determination of Lanthanides in Plant Materials. Talanta 2012, 97, 303–311. DOI: 10.1016/j.talanta.2012.04.035.
  • Garcia Fernández, R.; Garcia Alonso, J. I. Separation of Rare Earth Elements by Anion-Exchange Chromatography using Ethylenediaminetetraacetic Acid as Mobile Phase. J. Chromatogr. A 2008, 1180, 59–65. DOI: DOI: 10.1016/j.chroma.2007.12.008.
  • Dybczyński, R. S.; Czerska, E.; Danko, B.; Kulisa, K.; Samczyński, Z. Comparison of Performance of INAA, RNAA and Ion Chromatography for the Determination of Individual Lanthanides. Appl. Radiat. Isot. 2010, 68, 23–27. DOI: 10.1016/j.apradiso.2009.09.002.
  • Dybczyński, R. S.; Kulisa, K. Unusual Elution Sequence of Rare Earth Elements (REE) in Some Ion Chromatographic Systems and the Effect of Temperature. Sep. Sci. Technol. 2011, 46, 1767–1775. DOI: 10.1080/01496395.2011.572939.
  • Kuroda, R.; Wada, T.; Kokubo, Y.; Oguma, K. Ion Interaction Chromatography of Nitrilotriacetatocomplexes of the Rare Earth Elements with Post-Column Reaction Detection. Talanta 1993, 40, 237–241. DOI: 10.1016/0039-9140(93)80328-O.
  • Kremer, C.; Torres, J.; Dominguez, S. Lanthanide Complexes with ODA, IDA, and NTA: From Discrete Coordination Compounds to Supramolecular Assemblies. J. Mol. Struct. 2008, 879, 130–149. DOI: 10.1016/j.molstruc.2007.08.024.
  • Dybczyński, R. S.; Kulisa, K.; Pyszynska, M.; Bojanowska-Czajka, A. New Reversed Phase-High Performance Liquid Chromatographic Method for Selective Separation of Yttrium from All Rare Earth Elements Employing Nitrilotriacetate Complexes in Anion Exchange Mode. J. Chromatogr. A 2015, 1386, 74–80. DOI: 10.1016/j.chroma.2015.01.091.
  • Shannon, R. D. Revised Effective Ionic Radii and Systematic Studies of Interatomic Distances in Halides and Chalcogenides. Acta Cryst. A 1976, 32, 751–767. DOI: 10.1107/S0567739476001551.
  • Dybczyński, R. S.; Pyszynska, M.; Kulisa, K.; Bojanowska-Czajka, A. Selective Separation of Yttrium from Rare Earth Elements by Ion Interaction Chromatography. Analytical and Larger Scale Applications. Sep. Sci. Technol. 2020, 55, 1364–1379. DOI: 10.1080/01496395.2019.1588316.
  • Higgins, G. H.; Street, K. Note on the Ion Exchange Separation of Europium, Gadolinium and Terbium. J. Am. Chem. Soc. 1950, 72, 5321–5322. DOI: 10.1021/ja01167a517.
  • Samczyński, Z. Institute of Nuclear Chemistry and Technology. In Personal Communication; Warsaw, Poland, 2021.
  • Bruzzoniti, M. C.; Mentasti, E.; Sarzanini, C. Determination of Lanthanides by Ion Chromatography. Separation and Retention Mechanism. Anal. Chim. Acta 1997, 353, 239–244. DOI: 10.1016/S0003-2670(97)87782-3.
  • Bagwandin, R. An Evaluation of Chromatographic Modes for the Determination of Rare Earth Elements in Geological Materials by HPLC-ICP-MS. M.Sc. Thesis, School of Chemistry and Physics, University of KwaZulu-Natal, 2016.
  • Ahmed, S. H. Ion Chromatographic Determination of Yttrium after Separation from Dysprosium Simultaneously with Individual Quantification of Rare Earth Elements. Al-Azhar Bull. Sci. 2020, 31, 19–32. DOI: 10.21608/absb.2020.111464.
  • Dybczyński, R. S.; Kulisa, K. Separation of Rare Earth Elements (REE) by Ion Interaction Chromatography (IIC) Using Diglycolic Acid (ODA) as a Complexing Agent. Chromatographia 2021, 84, 473–482. DOI: 10.1007/s10337-021-04025-y.
  • Dybczyński, R. S.; Kulisa, K. Institute of Nuclear Chemistry and Technology. In Personal Communication; Warsaw, Poland, 2021.
  • Torres, J.; Kremer, C.; Dominguez, S. Chemical Speciation of Polynuclear Complexes Containing [Ln2M3L6] Units. Pure Appl. Chem. 2008, 80, 1303–1316. DOI: 10.1351/pac200880061303.
  • Nesterenko, P. N.; Jones, P. First Isocratic Separation of Fourteen Lanthanides and Yttrium by High Performance Chelation Ion Chromatography. Anal. Commun. 1997, 34, 7–8. DOI: 10.1039/a607966k.
  • Nesterenko, P. N.; Jones, P. Isocratic Separation of Lanthanides and Yttrium by High- performance Chelation Ion Chromatography on Iminodiacetic Acid Bonded to Silica. J. Chromatogr. A 1998, 804, 223–231. DOI: 10.1016/S0021-9673(97)01272-7.
  • Kumagai, H.; Inoue, Y.; Yokoyama, T.; Suzuki, T. M.; Suzuki, T. Chromatographic Selectivity of Rare Earth Elements on Iminodiacetate-Type Chelating Resins Having Spacer Arms of Different Lengths: Importance of Steric Flexibility of Functional Group in a Polymer Chelating Resin. Anal. Chem. 1998, 70, 4070–4073. DOI: 10.1021/ac980334v.
  • Hirose, A.; Kobori, K.; Ishii, D. Determination of Rare Earth Elements and Heavy Metals in River Water by Preconcentration on Chelex 100 and Neutron Activation. Anal. Chim. Acta 1978, 97, 303–310. DOI: 10.1016/S0003-2670(01)93436-1.
  • Zhu, Z.; Zheng, A. Fast Determination of Yttrium and Rare Earth Elements in Seawater by Inductively Coupled Plasma-Mass Spectrometry after Online Flow Injection Pretreatment. Molecules 2018, 23, 489. DOI: 10.3390/molecules23020489.
  • Polido Legaria, E.; Samouhos, M.; Kessler, V. G.; Seisenbaeva, G. A. Toward Molecular Recognition of REEs: Comparative Analysis of Hybrid Nanosorbents with the Different Complexonate Ligands EDTA, DTPA, and TTHA. Inorg. Chem. 2017, 56, 13938–13948. DOI: 10.1021/acs.inorgchem.7b02056.
  • Ashour, R. M.; Samouhos, M.; Polido Legaria, E.; Svärd, M.; Högblom, J.; Forsberg, K.; Palmlöf, M.; Kessler, V. G.; Seisenbaeva, G. A.; Rasmuson, Å. C. DTPA-Functionalized Silica Nano- and Microparticles for Adsorption and Chromatographic Separation of Rare Earth Elements. ACS Sustain. Chem. Eng. 2018, 6, 6889–6900. DOI: 10.1021/acssuschemeng.8b00725.
  • Hu, Y.; Misal Castro, L. C.; Drouin, E.; Florek, J.; Kählig, H.; Larivière, D.; Kleitz, F.; Fontaine, F. G. Size-Selective Separation of Rare Earth Elements Using Functionalized Mesoporous Silica Materials. ACS Appl. Mater Interfaces 2019, 11, 23681–23691. DOI: 10.1021/acsami.9b04183.
  • Seisenbaeva, G. A.; Ali, L. M. A.; Vardanyan, A.; Gary-Bobo, M.; Budnyak, T. M.; Kessler, V. G.; Durand, J. O. Mesoporous Silica Adsorbents Modified with Amino Polycarboxylate Ligands – Functional Characteristics, Health and Environmental Effects. J. Hazard. Mater. 2021, 406, 124698.
  • REE. Rare Earth Elements and their Uses. https://geology.com/articles/rare-earth-elements/.
  • Gholz, E. Rare Earth Elements and National Security, Council on Foreign Relations, October 2014. https://www.cfr.org/sites/default/files/pdf/2014/10/EnergyReport_Gholz.pdf.
  • Ziemkiewicz, P.; He, T.; Noble, A.; Liu, X. Recovery of Rare Earth Elements (REEs) from Coal Mine Drainage. U.S. Department of Energy. 2016. https://wvmdtaskforce.files.wordpress.com/2016/04/2016-etd30-pfz-a.pdf.
  • Borra, C. R.; Blanpain, B.; Pontikes, Y.; Binnemans, K.; Van Gerven, T. Recovery of Rare Earths and Other Valuable Metals from Bauxite Residue (Red Mud). A Review. J. Sustain. Metall. 2016, 2, 365–386. DOI: 10.1007/s40831-016-0068-2.
  • Ambaye, T. G.; Vaccari, M.; Castro, F. D.; Prasad, S.; Rtimi, S. Emerging Technologies for the Recovery of Rare Earth Elements (REEs) from the End-Of-Life Electronic Wastes: A Review on Progress, Challenges, and Perspectives. Environ. Sci. Pollut. Res. Int. 2020, 27, 36052–36074. DOI: 10.1007/s11356-020-09630-2.
  • Sethurajan, M.; Van Hullebusch, E. D.; Fontana, D.; Akcil, A.; Deveci, H.; Batinic, B.; Leal, J. P.; Gasche, T. A.; Kucuker, M. A.; Kuchta, K.; et al. Recent Advances on Hydrometallurgical Recovery of Critical and Precious Elements from End of Life Electronic Wastes – A Review. Crit. Rev. Environ. Sci. Technol. 2019, 49, 212–275. DOI: 10.1080/10643389.2018.1540760.
  • Cardoso, C. E. D.; Almeida, J. C.; Lopes, C. B.; Trindade, T.; Vale, C.; Pereira, E. Recovery of Rare Earth Elements by Carbon-based Nanomaterials – A Review. Nanomaterials 2019, 9, 814. DOI: 10.3390/nano9060814.
  • Tunsu, C.; Ekberg, C.; Foreman, M.; Retegan, T. Studies on the Solvent Extraction of Rare Earth Metals from Fluorescent Lamp Waste Using Cyanex 923. Solvent Extr. Ion Exch. 2014, 32, 650–668. DOI: 10.1080/07366299.2014.925297.
  • Yoon, H. S.; Kim, C. J.; Chung, K. W.; Kim, S. D.; Gh.Kumar, J. R. Recovery Process for the Rare Earths from Permanent Magnet Scraps Leach Liquor. J. Braz. Chem. Soc. 2015, 26, 1143–1151. DOI: 10.5935/0103-5053.20150077.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.