Characterization of lanthanide and actinide complexes in the DIAMEX- SANEX process
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1 Characterization of lanthanide and actinide complexes in the DIAMEX- SANEX process Julie MULLER 1 Laurence BERTHON 1, Nicole ZORZ 1, Jean-Pierre SIMONIN 2 1 CEA, DEN, DRCP, SCPS, LILA, F Bagnols-sur-Cèze, France 2 UPMC, PECSA, 4 place Jussieu, Paris Cedex 05, France 1 st ACSEPT International Workshop Lisbon
2 Outlines Introduction DIAMEX-SANEX process Previous knowledge Aim of studies Extracting behavior in acidic medium Water and nitric acid extraction Am/Eu distribution ratios Molecular speciation by ESI-MS Conclusions & prospects 2
3 DIAMEX-SANEX process DMDOHEMA Malonamide O O N N O HDEHP Acidic extractant O O O P OH HTP : aliphatic diluent DMDOHEMA efficiency An + Ln HDEHP efficiency An(III) + Ln(III) coextraction An(III) stripping Ln Fission Products FEED ~HNO 3 3M An(III) Complexing agent ph 3 Solvent treatment Ln(III) stripping Ln(III) HNO 3 1M 3
4 Previous knowledge DMDOHEMA: (Meridiano Y., Solv. Ext. Ion Exch., 2009) Supramolecular organization from 0.1M in alkane diluents with N agg = 4 to 10 Link water extraction supramolecular organization HDEHP: (Buch A., Solv. Ext. Ion Exch., 2002) Dimeric form in alkane diluents DMDOHEMA-HDEHP DMDOHEMA-HDHP system: ( Gannaz B. thesis, 2006) Mixed aggregates with 2 HDHP and 4 DMDOHEMA (VPO, SAXS, SANS) Mixed complexes : Nd(DMDOHEMA) x (DEHP) 2 NO 3 (with x>2) (slope method, ESI-MS) Studies from ph 1 to HNO 3 3M O O P O OH O O P O OH HDHP HDEHP 4
5 Aim of studies HDEHP 0.3M Organic phase: extractant(s) in HTP 1000 antagonism Aqueous phase: Eu(NO 3 ) 3 0.1M 100 slope -3,3 slope -2,1 slope 2,1 Existence of mixed species with HDEHP? D Eu 10 1 DMDOHEMA 0.6M + HDEHP 0.3M synergy slope 2,9 Existence domain of these mixed complexes? 0,1 0,01 DMDOHEMA 0.6M Structure of these mixed complexes? 0,001 0,01 0, [HNO 3 ] (mol/l) Similar behavior with Am(III) 5
6 Outlines Introduction DIAMEX-SANEX concept Previous knowledge Aim of studies Extracting behavior in acidic medium Water and nitric acid extraction Am/Eu distribution ratios Molecular speciation by ESI-MS Conclusions & prospects 6
7 Water and nitric acid extraction Influence of extractants concentration 1 0,8 H 2 O 0,7 0,6 DMDOHEMA 0.6M + HDEHP H 2 O [solute]org (mol/l) 0,6 0,4 0,2 0 Organic phase: extractant(s) in HTP Aqueous phase: HNO 3 1M / LiNO 3 2M DMDOHEMA + HDEHP 0.3M DMDOHEMA 0 0,2 0,4 0,6 0,8 1 1,2 [DMDOHEMA] (mol/l) Effect on water extraction for [DMDOHEMA] > 0.3M HNO 3 [solute]org (mol/l) 0,5 0,4 0,3 0,2 0,1 0 HDEHP 0 0,1 0,2 0,3 0,4 0,5 [HDEHP] (mol/l) HDEHP already has an effect on water extraction at 0.01M DMDOHEMA: direct link between water extraction and supramolecular organization H 2 O HNO 3 HNO 3 Modification of the supramolecular organization? 7
8 Eu(III) and Am(III) extraction [DMDOHEMA] variation Eu Am slope 1.6 DMDOHEMA + HDEHP 0.3M Organic phase: extractant(s) in HTP Aqueous phase: Am/Eu traces in HNO 3 1M / LiNO 3 2M Difference of behavior between Am and Eu DM 1 slope 2.1 slope 2.9 DMDOHEMA 2 1,5 1 SF Am/Eu Synergistic effect 0,1 SF 0,1 1 D HDEHP + D DMDOHEMA 0,01 slope 2.9 0,1 [DMDOHEMA] (mol/l) 1 Change of the value of the slope from 2.9 to 1.6 Change in the cation environment? 0,5 0,01 DAm 0, ,1 HDEHP 0.3M [DMDOHEMA] DMDOHEMA (mol/l) DMDOHEMA 1 0.1M 0.1M + HDEHP 0.3M 0.1M + HDEHP 0.3M 8
9 Outlines Introduction DIAMEX-SANEX concept Previous knowledge Aim of studies Extracting behavior in acidic medium Water and nitric acid extraction Am/Eu distribution ratios Molecular speciation by ESI-MS Conclusions & prospects 9
10 ESI-MS technique Give structural information Soft ionization that preserve interactions Installed in a glove box (LN1 laboratory - Atalante) Bruker Esquire LC 10
11 Eu(III) complexes characterization by ESI-MS Intens. x Intens. x D 3 EuNO D 3 LEu 2+ D = DMDOHEMA 4 DH HL = HDEHP D 2 LEu 2+ D D 3 Ca 2+ D 2 Eu(NO 3 ) D D 2 LEuNO m/z m/z Organic phase: DMDOHEMA 0.6M + HDEHP 0.1M in HTP Aqueous phase: Eu(NO 3 ) 3 0.1M in HNO 3 1M / LiNO 3 2M Dilution 1/10 th in ethanol and 1/100 th in acetonitrile/water Mixed Eu-DMDOHEMA-HDEHP species are observed 11
12 Eu(III) complexes characterization by ESI-MS Influence of the organic phase Intens. x D D=DMDOHEMA HL=HDEHP ao¹t0012.d: +MS DMDOHEMA 0.6 M 1.0 D 3 Eu(NO 3 ) D D 5 D 2 Eu(NO 3 ) 2 + Organic phase: extractant(s) in HTP 0.0 x sept0213.d: +MS Aqueous phase: Eu(NO 3 ) 3 in HNO 3 1M / LiNO 3 2M Dilution 1/10 th in ethanol and 1/100 th in acetonitrile/water D 3 D D 2 LEu 2+ D 3 Eu(NO 3 ) D 5 D 3 LEu 2+ DMDOHEMA 0.6 M + HDEHP 0.01M D 2 Eu(NO 3 ) m/z Presence of mixed species even for low HDEHP concentrations 12
13 Eu(III) complexes characterization by ESI-MS Influence of the aqueous phase Organic phase: DMDOHEMA 0.6M + HDEHP 0.3M in HTP Aqueous phase: Eu(NO 3 ) 3 0.1M Dilution 1/10 th in ethanol and 1/100 th in acetonitrile/water Intens. x x10 5 Mixed Eu-DMDOHEMA- HDEHP species are observed at various acidities D 3 D 3 D 4 D D=DMDOHEMA HL=HDEHP D 2 LEu 2+ D 3 LEu D 2 LEu D 3 Eu(NO 3 ) 2+ D 5 D Sept0443.d: +MS HNO 3 1M / LiNO 3 2M D 3 LEu 2+ D 2 Eu(NO 3 ) Sept0356.d: +MS ph m/z x D + 3 HL + D x L 3 Eu + 3 H + with 1 x 3 x D + 2 HL + + NO 3 - D x L 2 EuNO H + with 1 x 3 x D NO 3 - D x Eu(NO 3 ) 3 with x 3 13
14 Am(III) complexes characterization by ESI-MS DMDOHEMA-HDEHP-Am(NO 3 ) 3 complexes Intens. x DH + D=DMDOHEMA HL=HDEHP D 4 Am D 2 LAm D 3 LAm 2+ D 2 Am(NO 3 ) 2+ D 3 Am(NO 3 ) 2+ D DK + 3 Am 3+ D2 Am(NO3 ) D 2 L(NO 3 )Am + D 3 L 2 Am m/z M DMDOHEMA M HDEHP in ethanol M of 241 Am in M HNO 3 dilution 1/3 rd in acetonitrile/water Mixed Am-DMDOHEMA-HDEHP species are observed 14
15 Outlines Introduction DIAMEX-SANEX concept Previous knowledge Aim of studies Extracting behavior in acidic medium Water and nitric acid extraction Am/Eu distribution ratios Molecular speciation by ESI-MS Conclusions & prospects 15
16 Conclusions Water extraction Change from low concentration of HDEHP (0.01M) Modification of the supramolecular organization? Distribution ratios Difference of behavior between Am and Eu Change of the value of the slope by addition of HDEHP Change in the cation environment? ESI-MS Existence of mixed species for Eu and Am whatever the acidity Eu(DMDOHEMA) x (DEHP) y (NO 3 ) z from HDEHP 0.01M Modification of the molecular speciation 16
17 Prospects Eu(III) and Am(III) extraction in acidic medium with DMDOHEMA 0.1M Extensive study of the synergistic effect Eu(III) and Am(III) extraction in HNO M Study of the antagonistic effect Coordination sphere of mixed Eu complexes TRLFS 17 O NMR (Position of nitrates in mixed complexes) Interaction between DMDOHEMA and HDEHP Low temperature NMR Calorimetry Supramolecular organization 17
18 Thank you for your attention 18
19 100 Eu Am slope 0, slope 0,2 DMDOHEMA 0.6M + HDEHP 0,1 DM 0,01 slope 2,3 0,001 slope 2,3 HDEHP 0,0001 0, ,01 0,1 1 [HDEHP] 19
20 HDEHP 0.3M 1000 slope slope -2.0 slope 1.8 DAm 10 1 DMDOHEMA 0.6M + HDEHP 0.3M slope 2.7 0,1 DMDOHEMA 0.6M 0,01 0,001 0,001 0,01 0, [HNO 3 ] (mol/l) 20
21 ElectroSprayIonization Mass Spectrometry (ESI-MS) Sample Bruker Esquire LC N 2 Skimmers Ion trap Detector Spray chamber Atmospheric pressure Transfer capillary 10-5 mbar Advantages: Soft ionization process: gives information about the stoichiometry of M-Ligand complexes (m/z ratio) and their stability in gas phase Sensitivity (~ mol/l) Drawbacks: Ionization depends on the nature of the compound Influence of the dilution on chemical equilibrium 21
22 80,00 70,00 ESI-MS : skimmer variation DMDOHEMA 0,6M / HTP Eu(NO 3 ) 3 0,1M / HNO 3 1M / LiNO 3 2M D 4 D 3 50,00 45,00 DMDOHEMA 0,6M / HDEHP 0,3M / HTP Eu(NO 3 ) 3 0,1M / HNO 3 1M / LiNO 3 2M D 3 LEu 2+ D 2 LEu 2+ DL 2 Eu + 40,00 60,00 35,00 50,00 30,00 Intensité relative (%) 40,00 Intensité relative (%) 25,00 20,00 30,00 D 8 D D 7 3 EuNO ,00 D 2 EuNO ,00 10,00 10,00 D 6 D 5 D 2 Eu(NO 3 ) 2 + DEu(NO 3 ) 2 + 0, Tension de Skimmer 1 (V) 5,00 D 2 LEuNO 3 + DLEuNO 3 + 0, Tension de Skimmer 1 (V) 22
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