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Original Articles

Aggregation in Organic Solutions of Malonamides: Consequences for Water Extraction

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Pages 607-637 | Published online: 10 Nov 2009

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Read on this site (14)

Alexandre Artese, Sandrine Dourdain, Nathalie Boubals, Thomas Dumas, Pier Lorenzo Solari, Denis Menut, Laurence Berthon, Philippe Guilbaud & Stéphane Pellet-Rostaing. (2022) Evidence of Supramolecular Origin of Selectivity in Solvent Extraction of Bifunctional Amidophosphonate Extractants with Different Configurations. Solvent Extraction and Ion Exchange 40:4, pages 431-453.
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Simon Gourdin-Bertin, Jean-François Dufrêche, Magali Duvail & Thomas Zemb. (2022) Microemulsion as Model to Predict Free Energy of Transfer of Electrolyte in Solvent Extraction. Solvent Extraction and Ion Exchange 40:1-2, pages 28-63.
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S. Dourdain, M. Špadina, J. Rey, K. Bohinc, S. Pellet-Rostaing, Jean-François Dufrêche & T. Zemb. (2022) How Acidity Rules Synergism and Antagonism in Liquid–Liquid Extraction by Lipophilic Extractants—Part I: Determination of Nanostructures and Free Energies of Transfer. Solvent Extraction and Ion Exchange 40:1-2, pages 86-105.
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Laurence Berthon, Amaury Paquet, Georges Saint-Louis & Philippe Guilbaud. (2021) How Phase Modifiers Disrupt Third-phase Formation in Solvent Extraction Solutions. Solvent Extraction and Ion Exchange 39:2, pages 204-232.
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Andreas Geist, Laurence Berthon, Marie-Christine Charbonnel & Udo Müllich. (2020) Extraction of Nitric Acid, Americium(III), Curium(III), and Lanthanides(III) into DMDOHEMA Dissolved in Kerosene. Solvent Extraction and Ion Exchange 38:7, pages 681-702.
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Régis Mastretta, Rémi Poirot, Damien Bourgeois & Daniel Meyer. (2019) Palladium Isolation and Purification from Nitrate Media: Efficient Process Based on Malonamides. Solvent Extraction and Ion Exchange 37:2, pages 140-156.
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Julie M. Muller, Claude Berthon, Laurent Couston, Nicole Zorz, Jean-Pierre Simonin & Laurence Berthon. (2016) Extraction of Lanthanides(III) by a Mixture of a Malonamide and a Dialkyl Phosphoric Acid. Solvent Extraction and Ion Exchange 34:2, pages 141-160.
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Christophe Déjugnat, Laurence Berthon, Véronique Dubois, Yannick Meridiano, Sandrine Dourdain, Dominique Guillaumont, Stéphane Pellet-Rostaing & Thomas Zemb. (2014) Liquid-Liquid Extraction of Acids and Water by a Malonamide: I-Anion Specific Effects on the Polar Core Microstructure of the Aggregated Malonamide. Solvent Extraction and Ion Exchange 32:6, pages 601-619.
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Sandrine Dourdain, Christophe Déjugnat, Laurence Berthon, Véronique Dubois, Stéphane Pellet-Rostaing, Jean-François Dufrêche & Thomas Zemb. (2014) Liquid-Liquid Extraction of Acids by a Malonamide: II-Anion Specific Effects in the Aggregate-Enhanced Extraction Isotherms. Solvent Extraction and Ion Exchange 32:6, pages 620-636.
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Rémi Poirot, Damien Bourgeois & Daniel Meyer. (2014) Palladium Extraction by a Malonamide Derivative (DMDOHEMA) from Nitrate Media: Extraction Behavior and Third Phase Characterization. Solvent Extraction and Ion Exchange 32:5, pages 529-542.
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F. Rodrigues, G. Ferru, L. Berthon, N. Boubals, P. Guilbaud, C. Sorel, O. Diat, P. Bauduin, J.P. Simonin, J.P. Morel, N. Morel-Desrosiers & M.C. Charbonnel. (2014) New insights into the extraction of uranium(VI) by an N,N-dialkylamide. Molecular Physics 112:9-10, pages 1362-1374.
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Timothy L. Anderson, Alex Braatz, Ross J. Ellis, Mark R. Antonio & Mikael Nilsson. (2013) Synergistic Extraction of Dysprosium and Aggregate Formation in Solvent Extraction Systems Combining TBP and HDBP. Solvent Extraction and Ion Exchange 31:6, pages 617-633.
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Jamie Brown, Fiona McLachlan, Mark Sarsfield, Robin Taylor, Giuseppe Modolo & Andreas Wilden. (2012) Plutonium Loading of Prospective Grouped Actinide Extraction (GANEX) Solvent Systems based on Diglycolamide Extractants. Solvent Extraction and Ion Exchange 30:2, pages 127-141.
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RossJ. Ellis, Laura D'Amico, Renato Chiarizia & MarkR. Antonio. (2012) Solvent Extraction of Cerium(III) Using an Aliphatic Malonamide: The Role of Acid in Organic Phase Behaviors. Separation Science and Technology 47:14-15, pages 2007-2014.
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Articles from other publishers (57)

T. Prathibha, Satendra Kumar, Swaroop Chandra, S. Maji & N. Ramanathan. (2023) The complexation of lanthanides by glycolamide extractants: Evidences from electronic spectroscopy and DFT calculations. Inorganica Chimica Acta 548, pages 121396.
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E. Makombe, D. Bourgeois, L. Berthon & D. Meyer. (2022) Uranium(VI) and thorium(IV) extraction by malonamides: Impact of ligand molecular topology on selectivity. Journal of Molecular Liquids 368, pages 120701.
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Daniel MasseyAndrew Masters, Jonathan Macdonald-TaylorDavid WoodheadRobin Taylor. (2022) Molecular Dynamics Study of the Aggregation Behavior of N , N , N ′, N ′-Tetraoctyl Diglycolamide . The Journal of Physical Chemistry B 126:33, pages 6290-6300.
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Simon Stemplinger, Magali Duvail & Jean-François Dufrêche. (2022) Molecular dynamics simulations of Eu(NO3)3 salt with DMDOHEMA in n-alkanes: Unravelling curvature properties in liquid-liquid extraction. Journal of Molecular Liquids 348, pages 118035.
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Michael J. Servis, Biswajit Sadhu, L. Soderholm & Aurora E. Clark. (2022) Amphiphile conformation impacts aggregate morphology and solution structure across multiple lengthscales. Journal of Molecular Liquids 345, pages 117743.
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Nitesh Kumar & Aurora E. Clark. (2021) Unexpected inverse correlations and cooperativity in ion-pair phase transfer. Chemical Science 12:41, pages 13930-13939.
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Cesar L. Usma, S. Dourdain, G. Arrachart & S. Pellet-Rostaing. (2021) Solvent extraction of rare earths elements from nitrate media in DMDOHEMA/ionic liquid systems: performance and mechanism studies. RSC Advances 11:50, pages 31197-31207.
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Parveen K. Verma, Prasanta K. Mohapatra, Ashok K. Yadav, Shambhu N. Jha, Dibyendu Bhattacharyya, Andrea Leoncini, Jurriaan Huskens & Willem Verboom. (2021) Role of diluent in the unusual extraction of Am 3+ and Eu 3+ ions with benzene-centered tripodal diglycolamides: local structure studies using luminescence spectroscopy and XAS . New Journal of Chemistry 45:36, pages 16794-16803.
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Mario Špadina, Jean-François Dufrêche, Stephane Pellet-Rostaing, Stjepan Marčelja & Thomas Zemb. (2021) Molecular Forces in Liquid–Liquid Extraction. Langmuir 37:36, pages 10637-10656.
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Michael J. Servis, Marek Piechowicz & L. Soderholm. (2021) Impact of Water Extraction on Malonamide Aggregation: A Molecular Dynamics and Graph Theoretic Approach. The Journal of Physical Chemistry B 125:24, pages 6629-6638.
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Marin Vatin, Magali Duvail, Philippe Guilbaud & Jean-François Dufrêche. (2021) Thermodynamics of Malonamide Aggregation Deduced from Molecular Dynamics Simulations. The Journal of Physical Chemistry B 125:13, pages 3409-3418.
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Michael J. Servis, Marek Piechowicz, Ilya A. Shkrob, L. Soderholm & Aurora E. Clark. (2020) Amphiphile Organization in Organic Solutions: An Alternative Explanation for Small-Angle X-ray Scattering Features in Malonamide/Alkane Mixtures. The Journal of Physical Chemistry B 124:47, pages 10822-10831.
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Jing Wang, Guilhem Arrachart, Fabrice Giusti, Gaelle Martin-Gassin, Pierre-Marie Gassin, Alban Jonchere, Olivier Diat & Luc Girard. (2020) Synthesis and Characterization of a Chromo-Extractant to the Probe Liquid–Liquid Interface in a Solvent Extraction Process. The Journal of Physical Chemistry C 124:20, pages 10916-10923.
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Mario Špadina & Klemen Bohinc. (2020) Multiscale modeling of solvent extraction and the choice of reference state: Mesoscopic modeling as a bridge between nanoscale and chemical engineering. Current Opinion in Colloid & Interface Science 46, pages 94-113.
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Damien Bourgeois, Asmae El Maangar & Sandrine Dourdain. (2020) Importance of weak interactions in the formulation of organic phases for efficient liquid/liquid extraction of metals. Current Opinion in Colloid & Interface Science 46, pages 36-51.
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M. S. Murali, Santosh L. Gawali, P. A. Hassan & R. B. Gujar. (2019) Symmetrical dialkylsulphoxides in ionic liquid as extractants for uranyl ion: extraction efficacy and aggregation behavior. Journal of Radioanalytical and Nuclear Chemistry 320:3, pages 577-585.
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Amaury Paquet, Olivier Diat, Laurence Berthon & Philippe Guilbaud. (2019) Aggregation in organic phases after solvent extraction of uranyl nitrate: X-ray scattering and molecular dynamic simulations. Journal of Molecular Liquids 277, pages 22-35.
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Mario Špadina, Klemen Bohinc, Thomas Zemb & Jean-François Dufrêche. (2018) Multicomponent Model for the Prediction of Nuclear Waste/Rare-Earth Extraction Processes. Langmuir 34:35, pages 10434-10447.
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Baofu Qiao, Kenneth C. Littrell & Ross J. Ellis. (2018) Liquid worm-like and proto-micelles: water solubilization in amphiphile–oil solutions. Physical Chemistry Chemical Physics 20:18, pages 12908-12915.
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J. Rey, M. Bley, J.-F. Dufrêche, S. Gourdin, S. Pellet-Rostaing, T. Zemb & S. Dourdain. (2017) Thermodynamic Description of Synergy in Solvent Extraction: II Thermodynamic Balance of Driving Forces Implied in Synergistic Extraction. Langmuir 33:46, pages 13168-13179.
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Phillipe Guilbaud, Laurence Berthon, Wilfried Louisfrema, Olivier Diat & Nicole Zorz. (2017) Determination of the Structures of Uranyl-Tri- n -butyl-Phosphate Aggregates by Coupling Experimental Results with Molecular Dynamic Simulations . Chemistry - A European Journal 23:65, pages 16660-16670.
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Michael Bley, Magali Duvail, Philippe Guilbaud & Jean-François Dufrêche. (2017) Simulating Osmotic Equilibria: A New Tool for Calculating Activity Coefficients in Concentrated Aqueous Salt Solutions. The Journal of Physical Chemistry B 121:41, pages 9647-9658.
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Marie-Claire Dul, Bertrand Braibant, Sandrine Dourdain, Stéphane Pellet-Rostaing, Damien Bourgeois & Daniel Meyer. (2017) Perfluoroalkyl- vs alkyl substituted malonamides: Supramolecular effects and consequences for extraction of metals. Journal of Fluorine Chemistry 200, pages 59-65.
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Julie M. Muller, Claude Berthon, Laurent Couston, Dominique Guillaumont, Ross J. Ellis, Nicole Zorz, Jean-Pierre Simonin & Laurence Berthon. (2017) Understanding the synergistic effect on lanthanides(III) solvent extraction by systems combining a malonamide and a dialkyl phosphoric acid. Hydrometallurgy 169, pages 542-551.
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Magali Duvail, Steven van Damme, Philippe Guilbaud, Yushu Chen, Thomas Zemb & Jean-François Dufrêche. (2017) The role of curvature effects in liquid–liquid extraction: assessing organic phase mesoscopic properties from MD simulations. Soft Matter 13:33, pages 5518-5526.
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Yushu Chen, Magali Duvail, Philippe Guilbaud & Jean-François Dufrêche. (2017) Stability of reverse micelles in rare-earth separation: a chemical model based on a molecular approach. Physical Chemistry Chemical Physics 19:10, pages 7094-7100.
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Michael Bley, Bertrand Siboulet, Anwesa Karmakar, Thomas Zemb & Jean-François Dufrêche. (2016) A predictive model of reverse micelles solubilizing water for solvent extraction. Journal of Colloid and Interface Science 479, pages 106-114.
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Ernesto Scoppola, Erik B. Watkins, Richard A. Campbell, Oleg Konovalov, Luc Girard, Jean‐Francois Dufrêche, Geoffroy Ferru, Giovanna Fragneto & Olivier Diat. (2016) Solvent Extraction: Structure of the Liquid–Liquid Interface Containing a Diamide Ligand. Angewandte Chemie International Edition 55:32, pages 9326-9330.
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Ernesto Scoppola, Erik B. Watkins, Richard A. Campbell, Oleg Konovalov, Luc Girard, Jean‐Francois Dufrêche, Geoffroy Ferru, Giovanna Fragneto & Olivier Diat. (2016) Solvent Extraction: Structure of the Liquid–Liquid Interface Containing a Diamide Ligand. Angewandte Chemie 128:32, pages 9472-9476.
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Rémi Poirot, Xavier Le Goff, Olivier Diat, Damien Bourgeois & Daniel Meyer. (2016) Metal Recognition Driven by Weak Interactions: A Case Study in Solvent Extraction. ChemPhysChem 17:14, pages 2112-2117.
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O. Pecheur, S. Dourdain, D. Guillaumont, J. Rey, P. Guilbaud, L. Berthon, M.C. Charbonnel, S. Pellet-Rostaing & F. Testard. (2016) Synergism in a HDEHP/TOPO Liquid–Liquid Extraction System: An Intrinsic Ligands Property?. The Journal of Physical Chemistry B 120:10, pages 2814-2823.
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Baofu Qiao, Geoffroy Ferru, Monica Olvera de la Cruz & Ross J. Ellis. (2015) Molecular Origins of Mesoscale Ordering in a Metalloamphiphile Phase. ACS Central Science 1:9, pages 493-503.
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Ajay B. Patil, Vaishali S. Shinde, Priyanath Pathak & Prasanta K. Mohapatra. (2015) New extractant N,N′-dimethyl-N,N′-dicyclohexyl-2,(2′-dodecyloxyethyl)-malonamide (DMDCDDEMA) for radiotoxic acidic waste remediation: Synthesis, extraction and supported liquid membrane transport studies. Separation and Purification Technology 145, pages 83-91.
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J.-F. Dufrêche & Th. Zemb. (2015) Effect of long-range interactions on ion equilibria in liquid–liquid extraction. Chemical Physics Letters 622, pages 45-49.
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E. Scoppola, E. Watkins, G. Li Destri, L. Porcar, R. A. Campbell, O. Konovalov, G. Fragneto & O. Diat. (2015) Structure of a liquid/liquid interface during solvent extraction combining X-ray and neutron reflectivity measurements. Physical Chemistry Chemical Physics 17:23, pages 15093-15097.
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Nicolas Sieffert & Georges Wipff. (2015) Uranyl extraction by N,N-dialkylamide ligands studied using static and dynamic DFT simulations. Dalton Transactions 44:6, pages 2623-2638.
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Ross J. Ellis, Yannick Meridiano, Julie Muller, Laurence Berthon, Philippe Guilbaud, Nicole Zorz, Mark R. Antonio, Thomas Demars & Thomas Zemb. (2014) Complexation‐Induced Supramolecular Assembly Drives Metal‐Ion Extraction. Chemistry – A European Journal 20:40, pages 12796-12807.
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Geoffroy Ferru, Donatien Gomes Rodrigues, Laurence Berthon, Olivier Diat, Pierre Bauduin & Philippe Guilbaud. (2014) Elucidation of the Structure of Organic Solutions in Solvent Extraction by Combining Molecular Dynamics and X-ray Scattering. Angewandte Chemie International Edition 53:21, pages 5346-5350.
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Geoffroy Ferru, Donatien Gomes Rodrigues, Laurence Berthon, Olivier Diat, Pierre Bauduin & Philippe Guilbaud. (2014) Elucidation of the Structure of Organic Solutions in Solvent Extraction by Combining Molecular Dynamics and X‐ray Scattering. Angewandte Chemie 126:21, pages 5450-5454.
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Baofu Qiao, Thomas Demars, Monica Olvera de la Cruz & Ross J. Ellis. (2014) How Hydrogen Bonds Affect the Growth of Reverse Micelles around Coordinating Metal Ions. The Journal of Physical Chemistry Letters 5:8, pages 1440-1444.
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Christophe Déjugnat, Sandrine Dourdain, Véronique Dubois, Laurence Berthon, Stéphane Pellet-Rostaing, Jean-François Dufrêche & Thomas Zemb. (2014) Reverse aggregate nucleation induced by acids in liquid–liquid extraction processes. Physical Chemistry Chemical Physics 16:16, pages 7339.
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Mrinal K. Bera, Ross J. Ellis, Benjamin P. Burton-Pye & Mark R. Antonio. (2014) Structural aspects of heteropolyacid microemulsions. Phys. Chem. Chem. Phys. 16:41, pages 22566-22574.
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G. Benay & G. Wipff. (2013) Liquid–Liquid Extraction of Uranyl by an Amide Ligand: Interfacial Features Studied by MD and PMF Simulations. The Journal of Physical Chemistry B 117:24, pages 7399-7415.
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Ross J. Ellis, Timothy L. Anderson, Mark R. Antonio, Alex Braatz & Mikael Nilsson. (2013) A SAXS Study of Aggregation in the Synergistic TBP–HDBP Solvent Extraction System. The Journal of Physical Chemistry B 117:19, pages 5916-5924.
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Ross J. Ellis, Yannick Meridiano, Renato Chiarizia, Laurence Berthon, Julie Muller, Laurent Couston & Mark R. Antonio. (2013) Periodic Behavior of Lanthanide Coordination within Reverse Micelles. Chemistry – A European Journal 19:8, pages 2663-2675.
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C. Bauer, P. Bauduin, J.F. Dufrêche, T. Zemb & O. Diat. (2012) Liquid/liquid metal extraction: Phase diagram topology resulting from molecular interactions between extractant, ion, oil and water. The European Physical Journal Special Topics 213:1, pages 225-241.
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Ross J. Ellis & Mark R. Antonio. (2012) Coordination Structures and Supramolecular Architectures in a Cerium(III)–Malonamide Solvent Extraction System. Langmuir 28:14, pages 5987-5998.
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Philippe Guilbaud & Thomas Zemb. (2012) Solute-Induced Microstructural Transition from Weak Aggregates towards a Curved Film of Surface-Active Extractants. ChemPhysChem 13:3, pages 687-691.
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