Triflimide Effect in Solvent Extraction of Rare-Earth Elements from Nitric Acid Solutions by TODGA

References

• Rare Earth Chemistry; De Gruyter, 2020. DOI: 10.1515/9783110654929.
   Google Scholar
• Balaram, V. Rare Earth Elements: A Review of Applications, Occurrence, Exploration, Analysis, Recycling, and Environmental Impact. Geosci. Front. 2019, 10(4), 1285–1303. DOI: 10.1016/j.gsf.2018.12.005.
   Web of Science ®Google Scholar
• Lacal-Arántegui, R. Materials Use in Electricity Generators in Wind Turbines – State-Of-The-Art and Future Specifications. J. Clean. Prod. 2015, 87, 275–283. DOI: 10.1016/j.jclepro.2014.09.047.
   Web of Science ®Google Scholar
• Application of Ionic Liquids on Rare Earth Green Separation and Utilization; Springer-Verlag: Berlin Heidelberg, 2016. DOI: 10.1007/978-3-662-47510-2.
   Google Scholar
• European Commission: Communication COM(2020) 474 final - Critical Raw Materials Resilience: Charting a Path towards greater Security and Sustainability; 2020.
   Google Scholar
• U.S. Geological Survey,Mineral Commodity Summaries. U.S. Geological Survey: Reston, VA, 2021. DOI: 10.3133/mcs2021.
   Google Scholar
• Martin, A.; Iles, A. The Ethics of Rare Earth Elements Over Time and Space. HYLE 2020, 26(1), 5–30. DOI: 10.1142/9789811233548_0012.
   Web of Science ®Google Scholar
• Royen, H.; Fortkamp, U. Rare Earth Elements Purification, Separation and Recycling. Report number C 211. IVL Swedish Environmental Research Institute: Stockholm, Sweden, September 2016.
   Google Scholar
• Goonan, T. G. Rare Earth Elements—End Use and Recyclability; 2011. http://pubs.usgs.gov/sir/2011/5094/
   Google Scholar
• Swain, N.; Mishra, S. A Review on the Recovery and Separation of Rare Earths and Transition Metals from Secondary Resources. J. Clean. Prod. 2019, 220, 884–898. DOI: 10.1016/j.jclepro.2019.02.094.
   Web of Science ®Google Scholar
• Nash, K. L.; Madic, C.; Mathur, J. N.; Lacquement, J. Actinide Separation Science and Technology. In The Chemistry of the Actinide and Transactinide Elements; Morss, L. R., Edelstein, N. M. Fuger, J., Eds.; Springer Netherlands, 2006; pp. 2622–2798.
   Google Scholar
• Nash, K. L. A Review of the Basic Chemistry and Recent Developments in Trivalent F-Elements Separations. Solvent. Extr. Ion Exch. 1993, 11(4), 729–768. DOI: 10.1080/07366299308918184.
   Web of Science ®Google Scholar
• De Jesus, K.; Rodriguez, R.; Baek, D. L.; Fox, R. V.; Pashikanti, S.; Sharma, K. Extraction of Lanthanides and Actinides Present in Spent Nuclear Fuel and in Electronic Waste. J. Mol. Liq. 2021, 336, 116006. DOI: 10.1016/j.molliq.2021.116006.
   Web of Science ®Google Scholar
• Hidayah, N. N.; Abidin, S. Z. The Evolution of Mineral Processing in Extraction of Rare Earth Elements Using Liquid-Liquid Extraction: A Review. Miner. Eng. 2018, 121, 146–157. DOI: 10.1016/j.mineng.2018.03.018.
   Web of Science ®Google Scholar
• Dam, H. H.; Reinhoudt, D. N.; Verboom, W. Multicoordinate Ligands for Actinide/Lanthanide Separations. Chem. Soc. Rev. 2007, 36(2), 367–377. DOI: 10.1039/B603847F.
   PubMed Web of Science ®Google Scholar
• Hudson, M. J.; Harwood, L. M.; Laventine, D. M.; Lewis, F. W. Use of Soft Heterocyclic N-Donor Ligands to Separate Actinides and Lanthanides. Inorg. Chem. 2012, 52(7), 3414–3428. DOI: 10.1021/ic3008848.
   PubMed Web of Science ®Google Scholar
• Ansari, S. A.; Pathak, P.; Mohapatra, P. K.; Manchanda, V. K. Chemistry of Diglycolamides: Promising Extractants for Actinide Partitioning. Chem. Rev. 2012, 112(3), 1751–1772. DOI: 10.1021/cr200002f.
   PubMed Web of Science ®Google Scholar
• Whittaker, D.; Geist, A.; Modolo, G.; Taylor, R.; Sarsfield, M.; Wilden, A. Applications of Diglycolamide Based Solvent Extraction Processes in Spent Nuclear Fuel Reprocessing, Part 1: TODGA. Solvent. Extr. Ion Exch. 2018, 36(3), 223–256. DOI: 10.1080/07366299.2018.1464269.
   Web of Science ®Google Scholar
• Sasaki, Y.; Rao, L. An Additional Insight into the Correlation Between the Distribution Ratios and the Aqueous Acidity of the TODGA System. Solvent. Extr. Ion Exch. 2007, 25(2), 187–204. DOI: 10.1080/07366290601169345.
   Web of Science ®Google Scholar
• Sasaki, Y.; Matsumiya, M.; Nakase, M.; Takeshita, K. Extraction and Separation Between Light and Heavy Lanthanides by N, N, N ′, N ′-Tetraoctyl-Diglycolamide from Organic Acid. Chem. Lett. 2020, 49, 1216–1219. DOI: 10.1246/cl.200431.
   Web of Science ®Google Scholar
• Turanov, A. N.; Karandashev, V. K.; Khvostikov, V. A. Synergistic Extraction of Lanthanides (III) with Mixtures of TODGA and Hydrophobic Ionic Liquid into Molecular Diluent. Solvent. Extr. Ion Exch. 2017, 35(7), 461–479. DOI: 10.1080/07366299.2017.1355170.
   Web of Science ®Google Scholar
• Shimojo, K.; Kurahashi, K.; Naganawa, H. Extraction Behavior of Lanthanides Using a Diglycolamide Derivative TODGA in Ionic Liquids. Dalton Trans. 2008, 37(37), 5083–5088. DOI: 10.1039/b810277p.
   Google Scholar
• Panja, S.; Mohapatra, P. K.; Tripathi, S. C.; Gandhi, P. M.; Janardan, P. A Highly Efficient Solvent System Containing TODGA in Room Temperature Ionic Liquids for Actinide Extraction. Sep. Purif. Technol. 2012, 96, 289–295. DOI: 10.1016/j.seppur.2012.06.015.
   Web of Science ®Google Scholar
• Ansari, S. A.; Pathak, P. N.; Manchanda, V. K.; Husain, M.; Prasad, A. K.; Parmar, V. S. N.; N, N. ′. N′-Tetraoctyl Diglycolamide (TODGA): A Promising Extractant for Actinide‐Partitioning from High-Level Waste (HLW). Solvent. Extr. Ion Exch. 2005, 23(4), 463–479. DOI: 10.1081/SEI-200066296.
   Web of Science ®Google Scholar
• Mowafy, E. A.; Mohamed, D. Extraction and Separation of Nd(III), Sm(III), Dy(III), Fe(III), Ni(II), and Cs(I) from Concentrated Chloride Solutions with N,N,N′,N′-Tetra(2-Ethylhexyl) Diglycolamide as New Extractant. J. Rare Earths. 2015, 33(4), 432–438. DOI: 10.1016/S1002-0721(14)60437-3.
   Web of Science ®Google Scholar
• Zhu, Z.-X.; Sasaki, Y.; Suzuki, H.; Suzuki, S.; Kimura, T. Cumulative Study on Solvent Extraction of Elements by N,N,N′,N′-Tetraoctyl-3-Oxapentanediamide (TODGA) from Nitric Acid into N-Dodecane. Analytica Chimica Acta 2004, 527(2), 163–168. DOI: 10.1016/j.aca.2004.09.023.
   Web of Science ®Google Scholar
• Murakami, S.; Matsumiya, M.; Yamada, T.; Tsunashima, K. Extraction of Pr(III), Nd(III), and Dy(III) from HTFSA Aqueous Solution by Todga/phosphonium-Based Ionic Liquids. Solvent. Extr. Ion Exch. 2016, 34(2), 172–187. DOI: 10.1080/07366299.2016.1144951.
   Web of Science ®Google Scholar
• Kajan, I.; Florianová, M.; Ekberg, C.; Matyskin, A. V. Effect of Diluent on the Extraction of Europium(III) and Americium(III) with N,N,N′,N′-Tetraoctyl Diglycolamide (TODGA). RSC Adv. 2021, 11(58), 36707–36718. DOI: 10.1039/D1RA07534A.
   PubMed Web of Science ®Google Scholar
• Suzuki, H.; Naganawa, H.; Tachimori, S. Role of Hydrophobic Counteranions in the Ion Pair Extraction of Lanthanides(III) with an Electrically Neutral Extractant. Phys. Chem. Chem. Phys. 2003, 5(4), 726–733. DOI: 10.1039/B209401K.
   Web of Science ®Google Scholar
• Turanov, A. N.; Karandashev, V. K.; Yarkevich, A. N. Extraction of REEs(III), U(VI), and Th(iv) from Nitric Acid Solutions with Carbamoylmethylphosphine Oxides in the Presence of an Ionic Liquid. Radiochemistry 2013, 55(4), 382–387. DOI: 10.1134/s1066362213040073.
   Google Scholar
• Turanov, A. N.; Karandashev, V. K.; Baulin, V. E. Effect of Ionic Liquids on the Extraction of Rare-Earth Elements by Bidentate Neutral Organophosphorus Compounds from Chloride Solutions. Russ. J. Inorg. Chem. 2008, 53(6), 970–975. DOI: 10.1134/S0036023608060272.
   Google Scholar
• Sasaki, Y.; Choppin, G. R. Solvent Extraction of Eu, Th, U, Np and Am with N, N’-Dimethyl- N, N’-Dihexyl-3-Oxapentanediamide and Its Analogous Compounds. Anal. Sci. 1996, 12(2), 225–230. DOI: 10.2116/analsci.12.225.
   Web of Science ®Google Scholar
• Turanov, A. N.; Karandashev, V. K.; Baulin, V. E. Extraction of Metal Chloride Complexes by Phosphoryl-Containing Podands. Solvent. Extr. Ion Exch. 1996, 14(2), 227–245. DOI: 10.1080/07366299608918337.
   Web of Science ®Google Scholar
• Zhao, W.; Sun, J. Triflimide (HNTf2) in Organic Synthesis. Chem. Rev. 2018, 118(20), 10349–10392. DOI: 10.1021/acs.chemrev.8b00279.
   PubMed Web of Science ®Google Scholar
• Foropoulos, J., Jr.; DesMarteau, D. D. Synthesis, Properties, and Reaction of Bis((trifluoromethyl)sulfonyl) Imide. Inorg. Chem. 1984, 23, 3720–3723. DOI: 10.1021/ic00191a011.
   Google Scholar
• Katsuta, S.; Watanabe, Y.; Araki, Y.; Kudo, Y. Extraction of Gold(iii) from Hydrochloric Acid into Various Ionic Liquids: Relationship Between Extraction Efficiency and Aqueous Solubility of Ionic Liquids. ACS Sustainable Chem. Eng. 2016, 4(2), 564–571. DOI: 10.1021/acssuschemeng.5b00976.
   Web of Science ®Google Scholar
• Turanov, A. N.; Karandashev, V. K.; Boltoeva, M.; Gaillard, C.; Mazan, V. Synergistic Extraction of Uranium(vi) with TODGA and Hydrophobic Ionic Liquid Mixtures into Molecular Diluent. Sep. Purif. Technol. 2016, 164, 97–106. DOI: 10.1016/j.seppur.2016.03.004.
   Web of Science ®Google Scholar
• Peroutka, A. A.; Galley, S. S.; Shafer, J. C. Elucidating the Speciation of Extracted Lanthanides by Diglycolamides. Coord. Chem. Rev. 2023, 482, 215071. DOI: 10.1016/j.ccr.2023.215071.
   Web of Science ®Google Scholar
• Turanov, A. N.; Karandashev, V. K.; Baulin, V. E. Extraction of Alkaline Earth Metal Ions with TODGA in the Presence of Ionic Liquids. Solvent. Extr. Ion Exch. 2010, 28(3), 367–387. DOI: 10.1080/07366291003684238.
   Web of Science ®Google Scholar
• Geist, A. Extraction of Nitric Acid into Alcohol: Kerosene Mixtures. Solvent. Extr. Ion Exch. 2010, 28(5), 596–607. DOI: 10.1080/07366299.2010.499286.
   Web of Science ®Google Scholar
• Woodhead, D.; McLachlan, F.; Taylor, R.; Müllich, U.; Geist, A.; Wilden, A.; Modolo, G. Nitric Acid Extraction into a TODGA Solvent Modified with 1-Octanol. Solvent. Extr. Ion Exch. 2019, 37(2), 173–190. DOI: 10.1080/07366299.2019.1625201.
   Web of Science ®Google Scholar
• Davis, M. M. Acid-Base Behavior in Aprotic Organic Solvents; National Institute of Standards and Technology: Gaithersburg, MD, 1968. DOI: 10.6028/NBS.MONO.105.
   Google Scholar
• Lide, D. R. Handbook of Organic Solvents; 584; CRC Press: Boca Raton, 1994.
   Google Scholar
• Tolstikova, L. L.; Bel’skikh, A. V.; Shainyan, B. A. Protonation and Alkylation of Organophosphorus Compounds with Trifluoromethanesulfonic Acid Derivatives. Russ J. Gen. Chem. 2011, 81, 3. DOI: 10.1134/S1070363211030054.
   Web of Science ®Google Scholar
• Kawata, K.; Kitada, A.; Tsuchida, N.; Saimura, M.; Nagata, T.; Katahira, M.; Fukami, K.; Murase, K. Proton Conduction in Hydronium Solvate Ionic Liquids Affected by Ligand Shape. Phys. Chem. Chem. Phys. 2021, 23(1), 449–456. DOI: 10.1039/D0CP05025C.
   PubMed Web of Science ®Google Scholar
• Kitada, A.; Takeoka, S.; Kintsu, K.; Fukami, K.; Saimura, M.; Nagata, T.; Katahira, M.; Murase, K. A Hydronium Solvate Ionic Liquid: Facile Synthesis of Air-Stable Ionic Liquid with Strong Bronsted Acidity. J. Electrochem. Soc. 2018, 165(3), H121–H127. DOI: 10.1149/2.0481803jes.
   Web of Science ®Google Scholar
• Mandai, T.; Yoshida, K.; Ueno, K.; Dokko, K.; Watanabe, M. Criteria for Solvate Ionic Liquids. Phys. Chem. Chem. Phys. 2014, 16(19), 8761–8772. DOI: 10.1039/C4CP00461B.
   PubMed Web of Science ®Google Scholar
• Kulyako, Y. M.; Malikov, D. A.; Chmutova, M. K.; Litvina, M. N.; Myasoedov, B. F. New Method for Actinide and Rare-Earth Element Recovery by Diphenyl[dibutylcarbamoylmethyl]phosphine Oxide from Nitric Acid Solutions. J. Alloys Compd. 1998, 271-273, 760–764. DOI: 10.1016/S0925-8388(98)00202-3.
   Web of Science ®Google Scholar
• Bromley, M. A.; Boxall, C. A Study of Cerium Extraction Kinetics by TODGA in Acidified and Non-Acidified Organic Solvent Phases in the Context of Fission Product Management. Progress In Nuclear Science And Technology. 2018, 5, 70–73. DOI: 10.15669/pnst.5.70.
   Google Scholar
• Richaud, G. Measure of the Complex Dielectric Constant of Tributyl Phosphate (TBP) Application to Continuous Control of TBP Concentration. 1978. http://inis.iaea.org/search/search.aspx?orig_q=RN:51124255
   Google Scholar
• Sasaki, Y.; Sugo, Y.; Morita, K.; Nash, K. L. The Effect of Alkyl Substituents on Actinide and Lanthanide Extraction by Diglycolamide Compounds. Solvent. Extr. Ion Exch. 2015, 33(7), 625–641. DOI: 10.1080/07366299.2015.1087209.
   Web of Science ®Google Scholar
• Panja, S.; Mohapatra, P. K.; Tripathi, S. C.; Gandhi, P. M.; Janardan, P. Role of Organic Diluents on Am(iii) Extraction and Transport Behaviour Using N,N, N′,N′-Tetraoctyl-3-Oxapentanediamide as the Extractant. J. Membr. Sci. 2012, 403-404, 71–77. DOI: 10.1016/j.memsci.2012.02.022.
   Web of Science ®Google Scholar
• Billard, I. Ionic Liquids: New Hopes for Efficient Lanthanide/Actinide Extraction and Separation? In Handbook on the Physics and Chemistry of Rare Earths; Bünzli, and Pecharsky, Eds.; 2012; Vol, 43. pp 213–275. DOI: 10.1016/B978-0-444-59536-2.00003-9.
   Google Scholar
• Andersson, S.; Eberhardt, K.; Ekberg, C.; Liljenzin, J.-O.; Nilsson, M.; Skarnemark, G. Determination of Stability Constants of Lanthanide Nitrate Complex Formation Using a Solvent Extraction Technique. Radiochim. Acta 2006, 94(8_2006), 469–474. DOI: 10.1524/ract.2006.94.8.469.
   Web of Science ®Google Scholar
• Brigham, D. M.; Ivanov, A. S.; Moyer, B. A.; Delmau, L. H.; Bryantsev, V. S.; Ellis, R. J. Trefoil-Shaped Outer-Sphere Ion Clusters Mediate Lanthanide(iii) Ion Transport with Diglycolamide Ligands. J. Am. Chem. Soc. 2017, 139(48), 17350–17358. DOI: 10.1021/jacs.7b07318.
   PubMed Web of Science ®Google Scholar