Phosphoryl-Ligand Adducts of Rare Earth-TriNOx Complexes: Systematic Studies and Implications for Separations Chemistry

Cheisson, Thibault; Cole, Bren E.; Manor, Brian C.; Carroll, Patrick J.; Schelter, Eric J.

doi:10.1021/acssuschemeng.8b05638

Title: Phosphoryl-Ligand Adducts of Rare Earth-TriNOx Complexes: Systematic Studies and Implications for Separations Chemistry

Journal Article · 17 January 2019 · ACS Sustainable Chemistry & Engineering

DOI: https://doi.org/10.1021/acssuschemeng.8b05638 · OSTI ID:1566586

^[1]; Cole, Bren E. ^[1]; Manor, Brian C. ^[1]; Carroll, Patrick J. ^[1];

^[1]

Univ. of Pennsylvania, Philadelphia, PA (United States). P. Roy and Diana Vagelos Lab., Dept. of Chemistry

Phosphoryl ligands of the general formula O$$=$$PR₃ (R = Me, OMe, Et, $^n$Bu, Ph, $^i$Pr, NMe₂) were coordinated to [Nd(TriNOx)] (TriNOx^3– = ([(2-$^t$BuNO)C₆H₄CH₂]₃N)^3–), and the resulting complexes were characterized. Solution equilibrium constants for each complex were determined, demonstrating a large range for phosphoryl ligands’ Lewis basicity. Thermogravimetric analyses provided evidence for the qualitative thermodynamic preference of phosphoryl ligands for [Nd(TriNOx)] over the dysprosium analogue. Here, these findings were exploited for the separation of binary mixtures of neodymium/dysrosium and lanthanum/neodymium. Implementation of phosphoryl ligands in the TriNOx separation system expands its scope and demonstrates a fundamentally different mode for separating rare-earth cations based on adducts with neutral donors.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Energy Frontier Research Centers (EFRC) (United States). Center for Actinide Science & Technology (CAST); Florida State Univ., Tallahassee, FL (United States); Univ. of Pennsylvania, Philadelphia, PA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)

Grant/Contract Number:: SC0016568; SC0017259

OSTI ID:: 1566586

Journal Information:: ACS Sustainable Chemistry & Engineering, Journal Name: ACS Sustainable Chemistry & Engineering Journal Issue: 5 Vol. 7; ISSN 2168-0485

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

References (44)

Nanostructured Hybrid Materials for the Selective Recovery and Enrichment of Rare Earth Elements Florek, Justyna; Chalifour, François; Bilodeau, François Advanced Functional Materials, Vol. 24, Issue 18 https://doi.org/10.1002/adfm.201303602	journal	January 2014
An Operationally Simple Method for Separating the Rare-Earth Elements Neodymium and Dysprosium Bogart, Justin A.; Lippincott, Connor A.; Carroll, Patrick J. Angewandte Chemie International Edition, Vol. 54, Issue 28 https://doi.org/10.1002/anie.201501659	journal	May 2015
Electro-kinetic Separation of Rare Earth Elements Using a Redox-Active Ligand Fang, Huayi; Cole, Bren E.; Qiao, Yusen Angewandte Chemie International Edition, Vol. 56, Issue 43 https://doi.org/10.1002/anie.201706894	journal	September 2017
REE Recovery from End-of-Life NdFeB Permanent Magnet Scrap: A Critical Review Yang, Yongxiang; Walton, Allan; Sheridan, Richard Journal of Sustainable Metallurgy, Vol. 3, Issue 1 https://doi.org/10.1007/s40831-016-0090-4	journal	September 2016
Coordination chemistry of phosphoryl compounds — I Donoghue, J. T.; Peters, David A. Journal of Inorganic and Nuclear Chemistry, Vol. 31, Issue 2 https://doi.org/10.1016/0022-1902(69)80490-2	journal	February 1969
From permanent magnets to rechargeable hydride electrodes Willems, J. J. G.; Buschow, K. H. J. Journal of the Less Common Metals, Vol. 129 https://doi.org/10.1016/0022-5088(87)90029-4	journal	February 1987
Thermal stability of transition-metal complexes Donia, Ahmed M. Thermochimica Acta, Vol. 320, Issue 1-2 https://doi.org/10.1016/S0040-6031(98)00472-9	journal	November 1998
Advances in the lanthanide metallosupramolecular chemistry of the cucurbit[n]urils Ni, Xin-Long; Xue, Sai-Feng; Tao, Zhu Coordination Chemistry Reviews, Vol. 287 https://doi.org/10.1016/j.ccr.2014.12.018	journal	March 2015
Lanthanide phosphine oxide complexes Platt, Andrew W. G. Coordination Chemistry Reviews, Vol. 340 https://doi.org/10.1016/j.ccr.2016.09.012	journal	June 2017
Ligand-assisted elution chromatography for separation of lanthanides Ling, Lei; Wang, Nien-Hwa Linda Journal of Chromatography A, Vol. 1389 https://doi.org/10.1016/j.chroma.2015.02.004	journal	April 2015
EXAFS study on the cause of enrichment of heavy REEs on bacterial cell surfaces Takahashi, Yoshio; Yamamoto, Mika; Yamamoto, Yuhei Geochimica et Cosmochimica Acta, Vol. 74, Issue 19 https://doi.org/10.1016/j.gca.2010.07.001	journal	October 2010
Review on hydrometallurgical recovery of rare earth metals Jha, Manis Kumar; Kumari, Archana; Panda, Rekha Hydrometallurgy, Vol. 165 https://doi.org/10.1016/j.hydromet.2016.01.035	journal	October 2016
Interactions between trivalent rare earth oxides and mixed [Hbet][Tf2N]:H2O systems in the development of a one-step process for the separation of light from heavy rare earth elements Schaeffer, Nicolas; Grimes, Sue; Cheeseman, Chris Inorganica Chimica Acta, Vol. 439 https://doi.org/10.1016/j.ica.2015.09.015	journal	January 2016
Studies on rechargeable NiMH batteries Ying, T.; Gao, X.; Hu, W. International Journal of Hydrogen Energy, Vol. 31, Issue 4 https://doi.org/10.1016/j.ijhydene.2005.04.018	journal	March 2006
Recycling of rare earths: a critical review Binnemans, Koen; Jones, Peter Tom; Blanpain, Bart Journal of Cleaner Production, Vol. 51 https://doi.org/10.1016/j.jclepro.2012.12.037	journal	July 2013
Bioadsorption of Rare Earth Elements through Cell Surface Display of Lanthanide Binding Tags Park, Dan M.; Reed, David W.; Yung, Mimi C. Environmental Science & Technology, Vol. 50, Issue 5 https://doi.org/10.1021/acs.est.5b06129	journal	February 2016
Rare-Earth Separation Using Bacteria Bonificio, William D.; Clarke, David R. Environmental Science & Technology Letters, Vol. 3, Issue 4 https://doi.org/10.1021/acs.estlett.6b00064	journal	March 2016
Selective Crystallization of Phosphoester Coordination Polymer for the Separation of Neodymium and Dysprosium: A Thermodynamic Approach Tasaki-Handa, Yuiko; Abe, Yukie; Ooi, Kenta The Journal of Physical Chemistry B, Vol. 120, Issue 49 https://doi.org/10.1021/acs.jpcb.6b09450	journal	November 2016
SambVca 2. A Web Tool for Analyzing Catalytic Pockets with Topographic Steric Maps Falivene, Laura; Credendino, Raffaele; Poater, Albert Organometallics, Vol. 35, Issue 13 https://doi.org/10.1021/acs.organomet.6b00371	journal	June 2016
Behind the Scenes of Clean Energy: The Environmental Footprint of Rare Earth Products Arshi, Praneet S.; Vahidi, Ehsan; Zhao, Fu ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 3 https://doi.org/10.1021/acssuschemeng.7b03484	journal	January 2018
Comparative Life Cycle Assessment of NdFeB Permanent Magnet Production from Different Rare Earth Deposits Marx, Josefine; Schreiber, Andrea; Zapp, Petra ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 5 https://doi.org/10.1021/acssuschemeng.7b04165	journal	March 2018
Recycling as a Strategy against Rare Earth Element Criticality: A Systemic Evaluation of the Potential Yield of NdFeB Magnet Recycling Rademaker, Jelle H.; Kleijn, René; Yang, Yongxiang Environmental Science & Technology, Vol. 47, Issue 18 https://doi.org/10.1021/es305007w	journal	September 2013
Life Cycle Inventory of the Production of Rare Earths and the Subsequent Production of NdFeB Rare Earth Permanent Magnets Sprecher, Benjamin; Xiao, Yanping; Walton, Allan Environmental Science & Technology, Vol. 48, Issue 7 https://doi.org/10.1021/es404596q	journal	March 2014
Value Analysis of Neodymium Content in Shredder Feed: Toward Enabling the Feasibility of Rare Earth Magnet Recycling Bandara, H. M. Dhammika; Darcy, Julia W.; Apelian, Diran Environmental Science & Technology, Vol. 48, Issue 12 https://doi.org/10.1021/es405104k	journal	May 2014
Recycling Potential of Neodymium: The Case of Computer Hard Disk Drives Sprecher, Benjamin; Kleijn, Rene; Kramer, Gert Jan Environmental Science & Technology, Vol. 48, Issue 16 https://doi.org/10.1021/es501572z	journal	July 2014
Synthesis, Characterization, and Activity of Yttrium(III) Nitrate Complexes Bearing Tripodal Phosphine Oxide and Mixed Phosphine–Phosphine Oxide Ligands Sues, Peter E.; Lough, Alan J.; Morris, Robert H. Inorganic Chemistry, Vol. 51, Issue 17 https://doi.org/10.1021/ic3010147	journal	August 2012
Uncovering the Mechanistic Role of HMPA in the Samarium Barbier Reaction Choquette, Kimberly A.; Sadasivam, Dhandapani V.; Flowers, Robert A. Journal of the American Chemical Society, Vol. 132, Issue 49 https://doi.org/10.1021/ja1088925	journal	December 2010
Size-Selective Crystallization of Homochiral Camphorate Metal–Organic Frameworks for Lanthanide Separation Zhao, Xiang; Wong, Matthew; Mao, Chengyu Journal of the American Chemical Society, Vol. 136, Issue 36 https://doi.org/10.1021/ja5067306	journal	August 2014
Development of Industrial Extractants into Functional Ionic Liquids for Environmentally Friendly Rare Earth Separation Sun, Xiaoqi; Waters, Kristian E. ACS Sustainable Chemistry & Engineering, Vol. 2, Issue 7 https://doi.org/10.1021/sc500255n	journal	June 2014
Synergistic Effect between Bifunctional Ionic Liquids and a Molecular Extractant for Lanthanide Separation Sun, Xiaoqi; Waters, Kristian E. ACS Sustainable Chemistry & Engineering, Vol. 2, Issue 12 https://doi.org/10.1021/sc500493d	journal	November 2014
Adsorption and chromatographic separation of rare earths with EDTA- and DTPA-functionalized chitosan biopolymers Roosen, Joris; Binnemans, Koen J. Mater. Chem. A, Vol. 2, Issue 5 https://doi.org/10.1039/C3TA14622G	journal	January 2014
Photochemical recycling of europium from Eu/Y mixtures in red lamp phosphor waste streams Van den Bogaert, Bart; Havaux, Daphné; Binnemans, Koen Green Chemistry, Vol. 17, Issue 4 https://doi.org/10.1039/C4GC02140A	journal	January 2015
Adsorption performance of functionalized chitosan–silica hybrid materials toward rare earths Roosen, Joris; Spooren, Jeroen; Binnemans, Koen J. Mater. Chem. A, Vol. 2, Issue 45 https://doi.org/10.1039/C4TA04518A	journal	January 2014
Rare earth recovery from end-of-life motors employing green chemistry design principles Bandara, H. M. Dhammika; Field, Kathleen D.; Emmert, Marion H. Green Chemistry, Vol. 18, Issue 3 https://doi.org/10.1039/C5GC01255D	journal	January 2016
Interaction of a symmetrical α,α′,δ,δ′-tetramethyl-cucurbit[6]uril with Ln ³⁺ : potential applications for isolation of lanthanides Yang, Bo; Gao, Zhong-Zheng; Lu, Ji-Hong CrystEngComm, Vol. 18, Issue 26 https://doi.org/10.1039/C6CE00134C	journal	January 2016
Photochemical recovery of europium from non-aqueous solutions Van den Bogaert, Bart; Gheeraert, Lore; Leblebici, Mumin Enis Physical Chemistry Chemical Physics, Vol. 18, Issue 43 https://doi.org/10.1039/C6CP06329B	journal	January 2016
Functionalization of mesoporous materials for lanthanide and actinide extraction Florek, Justyna; Giret, Simon; Juère, Estelle Dalton Transactions, Vol. 45, Issue 38 https://doi.org/10.1039/C6DT00474A	journal	January 2016
Efficient adsorption and separation of dysprosium from NdFeB magnets in an acidic system by ion imprinted mesoporous silica sealed in a dialysis bag Zheng, Xudong; Liu, Enli; Zhang, Fusheng Green Chemistry, Vol. 18, Issue 18 https://doi.org/10.1039/C6GC01426G	journal	January 2016
A molecular basis to rare earth separations for recycling: tuning the TriNOx ligand properties for improved performance Cole, Bren E.; Falcones, Ingemar B.; Cheisson, Thibault Chemical Communications, Vol. 54, Issue 73 https://doi.org/10.1039/C8CC04409K	journal	January 2018
What is a green solvent? A comprehensive framework for the environmental assessment of solvents Capello, Christian; Fischer, Ulrich; Hungerbühler, Konrad Green Chemistry, Vol. 9, Issue 9 https://doi.org/10.1039/b617536h	journal	January 2007
Searching for green solvents Jessop, Philip G. Green Chemistry, Vol. 13, Issue 6 https://doi.org/10.1039/c0gc00797h	journal	January 2011
Accomplishing simple, solubility-based separations of rare earth elements with complexes bearing size-sensitive molecular apertures Bogart, Justin A.; Cole, Bren E.; Boreen, Michael A. Proceedings of the National Academy of Sciences, Vol. 113, Issue 52 https://doi.org/10.1073/pnas.1612628113	journal	December 2016
Rare Earths from Mines to Metals: Comparing Environmental Impacts from China's Main Production Pathways: Environmental Impacts of Rare Earths in China Lee, Jason C. K.; Wen, Zongguo Journal of Industrial Ecology, Vol. 21, Issue 5 https://doi.org/10.1111/jiec.12491	journal	September 2016
Challenges in Metal Recycling Reck, B. K.; Graedel, T. E. Science, Vol. 337, Issue 6095 https://doi.org/10.1126/science.1217501	journal	August 2012

Cited By (6)

Magnetic Field Directed Rare‐Earth Separations Higgins, Robert F.; Cheisson, Thibault; Cole, Bren E. Angewandte Chemie, Vol. 132, Issue 5 https://doi.org/10.1002/ange.201911606	journal	December 2019
Stabilization of the Oxidation State +IV in Siloxide‐Supported Terbium Compounds Willauer, Aurélien R.; Palumbo, Chad T.; Scopelliti, Rosario Angewandte Chemie, Vol. 132, Issue 9 https://doi.org/10.1002/ange.201914733	journal	January 2020
Magnetic Field Directed Rare‐Earth Separations Higgins, Robert F.; Cheisson, Thibault; Cole, Bren E. Angewandte Chemie International Edition, Vol. 59, Issue 5 https://doi.org/10.1002/anie.201911606	journal	January 2020
Stabilization of the Oxidation State +IV in Siloxide‐Supported Terbium Compounds Willauer, Aurélien R.; Palumbo, Chad T.; Scopelliti, Rosario Angewandte Chemie International Edition, Vol. 59, Issue 9 https://doi.org/10.1002/anie.201914733	journal	February 2020
High-throughput screening for discovery of benchtop separations systems for selected rare earth elements Nelson, Joshua J. M.; Cheisson, Thibault; Rugh, Haley J. Communications Chemistry, Vol. 3, Issue 1 https://doi.org/10.1038/s42004-019-0253-x	journal	January 2020
Halide anion discrimination by a tripodal hydroxylamine ligand in gas and condensed phases Cheisson, Thibault; Jian, Jiwen; Su, Jing Physical Chemistry Chemical Physics, Vol. 21, Issue 36 https://doi.org/10.1039/c9cp03764k	journal	January 2019

Linked Research (11)

Similar Records

Aliphatic neodymium alkoxides with sterically demanding ligands. Preparation and X-ray crystal structures of Nd[sub 2](OCH-i-Pr[sub 2]) (L = THF, py) and [Nd[sub 2](OCH-i-Pr[sub 2])[sub 6]([mu]-DME)]

Journal Article · 1993 · Inorganic Chemistry; (United States) · OSTI ID:5036530

Banhart, D M; Clark, D L; Huffman, J C; +2 more

A molecular basis to rare earth separations for recycling: tuning the TriNOx ligand properties for improved performance

Journal Article · 2017 · ChemComm · OSTI ID:1539988

Cole, Bren E.; Falcones, Ingemar B.; Cheisson, Thibault; +3 more

A molecular basis to rare earth separations for recycling: tuning the TriNOx ligand properties for improved performance

Journal Article · 2017 · ChemComm · OSTI ID:1466425