A phosphorylated ketone, 5-(diphenylphosphoryl)hexan-3-one, as a new effective extractant for the recovery and separation of lanthanides in the eudialyte processing

Сафиулина, А. М.; Матвеева, А. Г.; Лизунов, А. В.; Бодрин, Г. В.; Goryunov, E. I.; Григорьев, М. С.; Semenov, A. A.; Brel, V. K.; Нифантьев, Э. Е.

doi:10.1134/s001250081502007x

Cited by 11 publications

(3 citation statements)

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“…Of special interest have been carbacylamidophosphates (CAPh), containing the functional fragment C(O)NHP(O), because of their properties as extractants (Morgalyuk et al, 2005;Safiulina et al, 2015), urease inhibitors (Jaroslav & Swerdloff, 1985), enzyme inhibitors (Grimes et al, 2008;Adams et al, 2002), their antibacterial properties (Oroujzadeh et al, 2017) and anticancer activity (Kovalchyk et al, 1991;Amirkhanov et al, 1995). The presence of the phosphoryl group gives them a high affinity towards highly charged metal ions, and these types of compounds are used in the coordination chemistry of lanthanides and actinides (Litsis et al, 2010(Litsis et al, , 2017Kariaka et al, 2013).…”

Section: Chemical Contextmentioning

confidence: 99%

Tris(N-{bis[methyl(phenyl)amino]phosphoryl}benzenesulfonamidato-κ²O,O′)(1,10-phenanthroline-κ²N,N′)lanthanum(III)

et al. 2017

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2 )] is created by one La III ion, three deprotonated N-{bis[methyl(phenyl)amino]phosphoryl}benzene-sulfonamidate (L À ) ligands and one 1,10-phenanthroline (Phen) molecule. Each La III ion is eight-coordinated (6O+2N) by three phosphoryl O atoms, three sulfonyl O atoms of three L À ligands and two N atoms of the chelating Phen ligand, leading to the formation of six-and five-membered metallacycles, respectively. The lanthanum coordination polyhedron has a bicapped trigonalprismatic geometry. 'Sandwich-like' intramolecular -stacking interactions are observed between the 1,10-phenanthroline ligand and two benzene rings of two different L À ligands. The phenyl rings of L À that are not involved in the stacking interactions show minor positional disorder. Molecules form layers parallel to the (010) plane due to weak C-HÁ Á ÁO intermolecular hydrogen bonds. Unidentified highly disordered solvate molecules that occupy ca 400 Å 3 large voids have been omitted from the refinement model. Chemical context-Diketone derivatives have been the topic of investigations in many different branches of the chemical science, such as organic, coordination, bio-and theoretical chemistry. Of special interest have been carbacylamidophosphates (CAPh), containing the functional fragment C(O)NHP(O), because of their properties as extractants (Morgalyuk et al., 2005;Safiulina et al., 2015), urease inhibitors (Jaroslav & Swerdloff, 1985), enzyme inhibitors (Grimes et al., 2008;Adams et al., 2002), their antibacterial properties (Oroujzadeh et al., 2017) and anticancer activity (Kovalchyk et al., 1991;Amirkhanov et al., 1995). The presence of the phosphoryl group gives them a high affinity towards highly charged metal ions, and these types of compounds are used in the coordination chemistry of lanthanides and actinides (Litsis et al., 2010(Litsis et al., , 2017Kariaka et al., 2013). Many efforts have been devoted to the synthesis of another type of structural analogs of -diketones -sulfonylamidophosphates (SAPh) with the structural fragment S(O) 2 NHP(O). These types of compounds were first synthesized by Kirsanov (Kirsanov & Shevchenko, 1954) and some have since been used as bactericidal agents in medicine and toxicology (Xu & Angell, 2000), while others have found use as pesticides (Kishino & Saito, 1979). In addition, these compounds are potentially bidentate O,O-donor chelating ISSN 2056-9890 ligands for metal ions, similar to other deprotonated phosphorylic ligand derivatives (Znovjyak et al., 2015;Amirkhanov et al., 2014;Litsis et al., 2016;Shatrava et al., 2016a). For details of the coordination chemistry of phosphorylic ligands in molecular form, see Gholivand et al. (2012Gholivand et al. ( , 2014, Yizhak et al. (2013) and Shatrava et al. (2016b).Recently, we reported the preparation and study of the coordination properties of several representatives of sulfonylamidophosphates:methyl ( Knowledge of the crystal structure is an essential part of understanding the luminescent properties of these types of lanthanide complexes. In this...

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Section: Chemical Contextmentioning

confidence: 99%

Tris(N-{bis[methyl(phenyl)amino]phosphoryl}benzenesulfonamidato-κ²O,O′)(1,10-phenanthroline-κ²N,N′)lanthanum(III)

et al. 2017

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“…Атомы H показаны сферами произвольного радиуса При исследовании в направлении дизайна перспективных экстрагентов класса фосфорилкетонов для извлечения f-элементов установлено, что модифицирование фосфорилкетона Ia в изомерный ему фосфорилкетон II c изомеризацией алкильной части молекулы фосфорилкетонов может приводить к существенному увеличению их эффективности и селективности как экстрагентов. В работе[6] показано, что II является наиболее эффективным и селективным экстрагентом для извлечения и разделения тяжелых (Ho, Yb) и легких (La, Nd) лантанидов из азотнокислых растворов в хлороформ. Были проведены исследования процесса экстракции редкоземельных элементов (РЗЭ) с помощью соединения II из раствора вскрытия фосфогипса[7] и эвдиалитового концентрата[6,8].…”

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“…В работе[6] показано, что II является наиболее эффективным и селективным экстрагентом для извлечения и разделения тяжелых (Ho, Yb) и легких (La, Nd) лантанидов из азотнокислых растворов в хлороформ. Были проведены исследования процесса экстракции редкоземельных элементов (РЗЭ) с помощью соединения II из раствора вскрытия фосфогипса[7] и эвдиалитового концентрата[6,8]. Первоначально положительный эффект указанной выше трансформации фосфорилкетонов был выявлен в модельных экспериментах по экстракции ряда f-элементов из азотнокислых растворов в хлороформ.…”

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Extraction and Complexing Properties of Phosphoryl Ketones With Respect to Actinides and Lanthanides

Сафиулина¹,

Лизунов²,

Goryunov³

et al. 2023

TKSC RAS

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The paper summarizes the results of studies of the complexing properties of phosphoryl ketones with respect to actinides and lanthanides, which makes it possible to identify the most effective and selective ligand of the phosphoryl ketones class, namely 5-(diphenylphosphoryl)hexan-3-one. Using this ligand, the possibility of efficient extraction of rare earth metals, as well as uranium(VI) and thorium(IV) from phosphogypsumleaching solutions within a single stage technological extraction process was demonstrated and the efficiency of using 5-(diphenylphosphoryl)hexan-3-one as extractant with commercially available TBP and TOPO was performed.

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Extraction Properties of Mono- and Bis(diphenylphosphoryl)mono- and Diketones toward Actinides and Lanthanides

Сафиулина

Borisova

Лизунов

et al. 2022

Russ. J. Inorg. Chem.

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A phosphorylated ketone, 5-(diphenylphosphoryl)hexan-3-one, as a new effective extractant for the recovery and separation of lanthanides in the eudialyte processing

Cited by 11 publications

References 6 publications

Tris(N-{bis[methyl(phenyl)amino]phosphoryl}benzenesulfonamidato-κ²O,O′)(1,10-phenanthroline-κ²N,N′)lanthanum(III)

Tris(N-{bis[methyl(phenyl)amino]phosphoryl}benzenesulfonamidato-κ²O,O′)(1,10-phenanthroline-κ²N,N′)lanthanum(III)

Extraction and Complexing Properties of Phosphoryl Ketones With Respect to Actinides and Lanthanides

Extraction Properties of Mono- and Bis(diphenylphosphoryl)mono- and Diketones toward Actinides and Lanthanides

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A phosphorylated ketone, 5-(diphenylphosphoryl)hexan-3-one, as a new effective extractant for the recovery and separation of lanthanides in the eudialyte processing

Cited by 11 publications

References 6 publications

Tris(N-{bis[methyl(phenyl)amino]phosphoryl}benzenesulfonamidato-κ2O,O′)(1,10-phenanthroline-κ2N,N′)lanthanum(III)

Tris(N-{bis[methyl(phenyl)amino]phosphoryl}benzenesulfonamidato-κ2O,O′)(1,10-phenanthroline-κ2N,N′)lanthanum(III)

Extraction and Complexing Properties of Phosphoryl Ketones With Respect to Actinides and Lanthanides

Extraction Properties of Mono- and Bis(diphenylphosphoryl)mono- and Diketones toward Actinides and Lanthanides

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Product

Resources

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Tris(N-{bis[methyl(phenyl)amino]phosphoryl}benzenesulfonamidato-κ²O,O′)(1,10-phenanthroline-κ²N,N′)lanthanum(III)

Tris(N-{bis[methyl(phenyl)amino]phosphoryl}benzenesulfonamidato-κ²O,O′)(1,10-phenanthroline-κ²N,N′)lanthanum(III)