Effective Removal of Cesium by New Functionalized 1,3-Alternate Calixcrown Materials Immobilized on a Silica Carrier

References

• Choppin, G. R.; Rydberg, J. Nuclear Chemistry: Theory and Applications; Pergamon Press: New York, 1980.
   Google Scholar
• Collins, E. D.; Renier, J. P., Systems Studies of Actinide Partitioning-transmutation Recycle Methods. Proceedings of International Conference Global 2005, Tsukuba, Japan, October 9-13, 2005, 235.
   Google Scholar
• Macerata, E.; Ossola, A.; Panzeri, W.; Giola, M.; Faroldi, F.; Tinonin, D.; Mele, A.; Casnati, A.; Mariani, M. Actinide-lanthanide Co-extraction by Rigidified Diglycolamides. Solvent Extr. Ion Exch. 2018, 36, 41–53. DOI: https://doi.org/10.1080/07366299.2017.1415670.
   Web of Science ®Google Scholar
• Nash, K. L.;. The Chemistry of TALSPEAK: A Review of the Science. Solvent Extr. Ion Exch. 2015, 33, 1–55. DOI: https://doi.org/10.1080/07366299.2014.985912.
   Web of Science ®Google Scholar
• Mathur, J. N.; Murali, M. S.; Nash, K. L. Actinides Partitioning - A Review. Solvent Extr. Ion Exch. 2001, 19, 357–390. DOI: https://doi.org/10.1081/SEI-100103276.
   Web of Science ®Google Scholar
• Ozawa, M.; Suzuki, T.; Koyama, S. I.; Akatsuka, H.; Mimura, H.; Fujii, Y. A New Back-end Cycle Strategy for Enhancing Separation, Transmutation and Utilization of Materials (Adv Orient Cycle). Prog. Nucl. Energy. 2008, 50, 476–482. DOI: https://doi.org/10.1016/j.pnucene.2007.11.061.
   Web of Science ®Google Scholar
• Banerjee, D.; Rao, M. A.; Wattal, P. Separation and Recovery of Cs from High Active Waste Simulant Using Resorcinol Formaldehyde Polycondensate Resin: Batch and Column Studies. Sep. Sci. Technol. 2013, 48, 133–139. DOI: https://doi.org/10.1080/01496395.2012.672510.
   Web of Science ®Google Scholar
• Zhang, A.; Xiao, C.; Liu, Y.; Hu, Q.; Chen, C.; Kuraoka, E. Preparation of Macroporous Silica-based Crown Ether Materials for Strontium Separation. J. Porous Mater. 2010, 17, 151–163. DOI: https://doi.org/10.1007/s10934-009-9287-2.
   Google Scholar
• Asfari, Z.; Wenger, S.; Vicens, J. Calixcrowns and Related Molecules. J. Inclusion Phenom. Macrocyclic Chem. 1994, 19, 137–148. DOI: https://doi.org/10.1007/BF00708979.
   Web of Science ®Google Scholar
• Asfieri, C.; Bohmer, V.; Harrowfield, J.; Vicens, J.; Saadioui, M.; Calixarenes, Eds. Molecular Dynamics of Cation Complexation and Extraction. Chapter 17; Wipff, G., Eds.; Kuuwer Academic Publishers: 3300 AA Dordrecht, The Netherlands, 2001, pp 312–333.
   Google Scholar
• Ludwing, R.; Dzung, N. T. K. Calixarene-based Molecules for Cation Recognition. Sensors. 2002, 2, 397–416. DOI: https://doi.org/10.3390/s21000397.
   Web of Science ®Google Scholar
• Asfieri, C.; Dradi, E.; Pochina, A.; Ungaro, R.; Andreetti, G. D. Synthesis, X-ray Crystal and Molecular Structure of a Novel Macro-bicyclic Ligand: Crowned P-t-butyl-calix[4]arene. J. Chem. Soc. Chem. Commun. 1983, 19, 1075–1077. DOI: https://doi.org/10.1039/c39830001075.
   Google Scholar
• Asfari, Z.; Bressot, C.; Vicens, J.; Hill, C.; Dozol, J. F.; Rouquette, H.; Eymard, S.; Lamare, V.; Tournois, B. Doubly Crowned Calix[4]arenes in the 1,3-alternate Conformation as Cesium-selective Carriers in Supported Liquid Membranes, Anal. Chem. 1995, 67, 3133–3139.
   Web of Science ®Google Scholar
• Kriz, J.; Dybal, J.; Makrlík, E.; Vannura, P.; Moyer, B. A. Interaction of Cesium Ions with Calix[4]arene-bis(t-octylbenzo-18-crown-6): NMR and Theoretical Study. J. Phys. Chem. B. 2011, 115, 7578–7587. DOI: https://doi.org/10.1021/jp203221k.
   PubMed Web of Science ®Google Scholar
• Mahajan, R.; Kumar, M.; Kaur, I. Cesium Ion Selective Electrode Based on Calix[4]crown Ether Ester. Talanta. 2002, 58, 445–450. DOI: https://doi.org/10.1016/S0039-9140(02)00310-7.
   PubMed Web of Science ®Google Scholar
• Riddle, C. L.; Baker, J. D.; Law, J. D.; McGrath, C. A.; Meikrantz, D. H.; Mincher, B. J.; Peterman, D. R.; Todd, T. A. Fission Product Extraction (FPEX): Development of a Novel Solvent for the Simultaneous Separation of Strontium and Cesium from Acidic Solutions. Solvent Extr. Ion Exch. 2005, 23(3), 449–461. DOI: https://doi.org/10.1081/SEI-200058035.
   Web of Science ®Google Scholar
• Mincher, B. J.; Mezyk, S. P.; Bauer, W. F.; Elias, G.; Riddle, C.; Peterman, D. R. FPEX γ-radiolysis in the Presence of Nitric Acid. Solvent Extr. Ion Exch. 2005, 25, 593–601. DOI: https://doi.org/10.1080/07366290701512477.
   Web of Science ®Google Scholar
• Walker, D. D.; Norato, M. A.; Campbell, S. G.; Crowder, M. L.; Fink, S. D.; Fondeur, F. F.; Geeting, M. W.; Kessinger, G. F.; Pierce, R. A. Cesium Removal from Savannah River Site Radioactive Waste Using the Caustic Side Solvent Extraction (CSSX) Process, WSRC-MS-003-00317; Westinghouse Savannah River Company: Aiken, South Carolina, 2003; pp 1–14.
   Google Scholar
• Moyer, B. A.; Bonnesen, P. V.; Bryan, J. C.; Engle, N. L.; Levitskaia, T. G.; Sachleben, R. A.; Bartsch, R. A.; Talanov, V. S.; Gibson, H. W.; Jason, J. W., Next Generation Extractants for Cesium Separation from High-level Waste: From Fundamental Concepts to Site Implementation; Chemical and Analytical Science Division, Oak Ridge National Laboratory: Oak Ridge, Tennessee, The United States of American, DE-AC05-00OR 22725, 2001, 3–10.
   Google Scholar
• Simon, N.; Tournois, B.; Eymard, S.; Volle, G.; Rivalier, P.; Leybros, J.; Lanoe, J. Y.; Tronche, N. R.; Ferlay, G.; Dozol, J. F. Cs Selective Extraction from High Level Liquid Waste with Crown Calixarene: Where are Today? Atalante 2004 International Conference on Advances for Future Nuclear Fuel Cycles, Nimes, France, June 21-25, 2004, 1–5.
   Google Scholar
• Simon, N.; Eymard, S.; Tournois, B.; Dozol, J. F. Caesium Extraction from Acidic High Level Liquid Wastes with Functionalized Calixarenes. Atalante 2000 International Conference on Scientific Research on the Back-End of the Fuel Cycle for 21th Century, Avignon, France, October 24-26, 2000, 1–8.
   Google Scholar
• Simon, N.; Eymard, S.; Tournois, B.; Dozol, J. F., Cs Selective Extraction from High Level Liquid Wastes with Crown Calixarenes: Where are We Today. Proceedings of the International Conference on Atalante 2004, June 21-24, 2004, France, 1–57.
   Google Scholar
• Herbst, R. S.; Law, J. D.; Todd, T. A.; Romanovskiy, V. N.; Babain, V. A.; Esimantovskiy, V. M.; Smirnov, I. V.; Zaitsev, B. N. Universal Solvent Extraction (UNEX) Flowsheet Testing for the Removal of Cesium, Strontium, and Actinides Elements from Radioactive, Acidic Dissolved Waste, Solvent Extr. Ion Exch. 2002, 20, 429–445. DOI: https://doi.org/10.1081/SEI-120014366.
   Web of Science ®Google Scholar
• Romanovskiy, V. N.; Smirnov, I. V.; Babain, V. A.; Todd, T. A.; Law, J. D.; Herbst, R. S.; Brewer, K. N. The Universal Solvent Extraction (UNEX) Process. I. Development of the UNEX Process Solvent for the Separation of Cesium, Strontium, and the Actinides from Acidic Radioactive Waste. Solvent Extr. Ion Exch. 2001, 19, 1–21. DOI: https://doi.org/10.1081/SEI-100001370.
   Web of Science ®Google Scholar
• Law, J. D.; Herbst, R. S.; Todd, T. A.; Romanovskiy, V. N.; Babain, V. A.; Esimantovskiy, V. M.; Smirnov, I. V.; Zaitsev, B. N. The Universal Solvent Extraction (UNEX) Process. II. Flowsheet Development and Demonstration of the UNEX Process for the Separation of Cesium, Strontium, and Actinides from Actual Acidic Radioactive Waste. Solvent Extr. Ion Exch. 2001, 19, 23–36. DOI: https://doi.org/10.1081/SEI-100001371.
   Web of Science ®Google Scholar
• Ahn, J.; Lim, N. Y.; Park, J. S.; Choi, Y.; Jung, J. H. Fabrication of Calix[4]arene-attached Mesoporous Ammonium Molybdophosphate-silica Hybrid and Its Application as an Adsorbent for Cesium Ions, New J. Chem. 2017, 41, 3196–3203.
   Web of Science ®Google Scholar
• Jlassi, K.; Abidi, R.; Benna, M.; Chehimi, M. M.; Kasak, P.; Krupa, I. Bentonite Decorated Calix[4]arene: A New, Promising Hybrid Material for Heavy-metal Removal. Appl. Clay Sci. 2018, 161, 15–22. DOI: https://doi.org/10.1016/j.clay.2018.04.005.
   Google Scholar
• Zhang, A.; Li, J.; Dai, Y.; Xu, L. Development of a New Simultaneous Separation of Cesium and Strontium by Extraction Chromatograph Utilization of a Hybridized Macroporous Silica-based Functional Material. Sep. Purif. Technol. 2014, 127, 39–45. DOI: https://doi.org/10.1016/j.seppur.2014.02.022.
   Web of Science ®Google Scholar
• Zhang, A.; Hu, Q.; Chai, Z. SPEC: A New Process for Strontium and Cesium Partitioning Utilizing Two Macroporous Silica-based Supramolecular Recognition Agents Impregnated Polymeric Composites. Sep. Sci. Technol. 2009, 44, 2146–2168. DOI: https://doi.org/10.1080/01496390902885239.
   Web of Science ®Google Scholar
• Zhang, A.; Hu, Q.; Chai, Z. Synthesis of a Novel Macroporous Silica-calix[4]arenecrown Polymeric Composite and Its Adsorption for Alkali Metal and Alkaline Earths. Ind. Eng. Chem. Res. 2010, 49, 2047–2054. DOI: https://doi.org/10.1021/ie901622y.
   Web of Science ®Google Scholar
• Xiao, C.; Zhang, A.; Chai, Z. Synthesis and Characterization of Novel Macroporous Silica-polymer-calixcrown Hybrid Supramolecular Recognition Materials for Effective Separation of Cesium. J. Hazard. Mater. 2014, 267, 109–118. DOI: https://doi.org/10.1016/j.jhazmat.2013.12.048.
   PubMed Web of Science ®Google Scholar
• Zhang, A.; Zhang, W.; Wang, Y.; Ding, X. Effective Separation of Cesium with a New Silica-calix[4]biscrown Material by Extraction Chromatography. Sep. Purif. Technol. 2016, 171, 17–25. DOI: https://doi.org/10.1016/j.seppur.2016.07.011.
   Google Scholar
• Zhang, A.; Xiao, C.; Etsushu, K.; Mikio, K. Modification of a Novel Macroporous Silica-based Impregnated Polymeric Composite by Tri-n-butyl Phosphate and Its Application in the Adsorption for Some Metals Contained in a Typical Simulated HLLW. J. Hazard. Mater. 2007, 147, 601–609. DOI: https://doi.org/10.1016/j.jhazmat.2007.01.056.
   PubMed Web of Science ®Google Scholar
• Zhang, A.; Hu, Q.; Chai, Z. Chromatographic Partitioning of Cesium by a Macroporous Silica-calix[4]arene-crown Supramolecular Recognition Composite. AIChE J. 2010, 56, 2632–2640. DOI: https://doi.org/10.1002/aic.12159.
   Web of Science ®Google Scholar
• Zhang, A.; Chai, Z. Adsorption Property of Cesium onto Modified Macroporous Silica-calix[4]arene-crown Based Supramolecular Recognition Materials. Ind. Eng. Chem. Res. 2012, 51, 6196–6204. DOI: https://doi.org/10.1021/ie202540d.
   Google Scholar
• Dozol, J. F.; Lamare, V.; Simon, N.; Ungaro, R.; Casnati, A. Extraction of Cesium by Calix[4]arene-crown-6: From Synthesis to Process. ACS Symp. Ser. 2000, 9, 12–25.
   Google Scholar
• Mokhtari, B.; Pourabdollah, K. Effect of Crown Ring Size and Upper Moiety on the Extraction of S-block Metals by Ionizable Calixcrown Nano-baskets. Bull. Korean Chem. Soc. 2011, 32, 9336–9344. DOI: https://doi.org/10.5012/bkcs.2011.32.11.3979.
   Google Scholar
• Dietz, M. L.; Bond, A. H.; Clapper, M.; Finch, J. W. Isomer Effects in the Extraction of Metal Ions from Acidic Nitrate Media by Dicyclohexano-18-crown-6. Radiochim. Acta. 1999, 85, 119–129. DOI: https://doi.org/10.1524/ract.1999.85.34.119.
   Web of Science ®Google Scholar
• Dybal, J.; Makrlík, E.; Vaňura, P.; Budka, J. Protonation of 25,27-bis(1-octyloxy)calix[4]arene-crown-6 in the 1,3-alternate Conformation. Monatsh Chem. 2008, 139, 1175–1178.
   Web of Science ®Google Scholar
• Kriz, J.; Dybal, J.; Makrlik, E.; Budka, J. Interaction of Hydronium Ion with Dibenzo-18-crown-6: NMR, IR, and Theoretical Study. J. Phys. Chem. A. 2008, 112, 10236–10243. DOI: https://doi.org/10.1021/jp805757d.
   PubMed Web of Science ®Google Scholar
• Gupta, K. K.; Achuthan, P. V.; Ramanujam, A.; Mathur, J. N. Effect of Diluents on the Extraction of Sr2+ from HNO3 Solutions with Dicyclohexano-18-crown-6. Solvent Extr. Ion Exch. 2003, 21, 53–71. DOI: https://doi.org/10.1081/SEI-120017547.
   Web of Science ®Google Scholar