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Synthesis and crystal structure of a new N-(2,6-dichlorobenzoyl)-N′,N″-bis(pyrrolidinyl)-phosphoric triamide as a carrier and competitive bulk liquid membrane transport of six metal cations

  • Structure of Matter and Quantum Chemistry
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Abstract

The competitive metal ion transport experiments of Co+2, Cd+2, Ag+, Pb+2, Ni+2, and Cu+2 were carried out by N-(2,6-dichlorobenzoyl)-N′,N″-bis(pyrrolidinyl)-phosphoric triamide as a carrier in organic membrane phase. 2,6-Cl2C6H3C(O)NHP(O)[NC4H8]2 has been synthesized and characterized by mass spectrometry IR spectroscopy and single crystal X-ray diffraction. The asymmetric unit of title phosphoric triamide contains one symmetrically independent molecule. The source phase contained equimolar concentrations of metal ions at pH 5 and the receiving phase being buffered at pH 3. The following solvents were examined as membrane: chloroform (CHCl3), nitrobenzene (NB), 1,2-dichloroethane (1,2-DCE), dichloromethane (DCM), dichloromethane/1,2-dichloroethane (DCM/1,2-DCE). The obtained results show that the selectivity and efficiency of transport for these heavy metal cations change with the nature of the ligand and also the organic solvents, which were used as liquid membrane in these experiments. A good selectivity was observed for Pb+2 cation by this ligand in all membrane systems. Moreover, the selectivity of metal cations in DCM is higher than other solvents. A non-linear relationship was found between the percent of transport of Pb+2 cation by this ligand and the compositions of DCM/1,2-DCE and binary solution by this ligand. The effect of several factors such as the nature of carboxylic acids (stearic, fumaric and maleic acid) as surfactant in the membrane phase and the time of transport on transport efficiency of Pb+2 cation were investigated.

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Authors and Affiliations

  1. Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran

    Razieh Sanavi Khoshnood & Farideh Kasraee

  2. Department of Chemistry, Ferdowsi University of Mashhad, Mashhad, Iran

    Mehrdad Pourayoubi & Maryam Toghraee

  3. Institute of Physics ASCR, v.v.i., Na Slovance 2, Praha 8, 18221, Czech Republic

    M. Dušek & P. J. Bereciartua

Authors
  1. Razieh Sanavi Khoshnood
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  2. Mehrdad Pourayoubi
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  3. Farideh Kasraee
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  4. Maryam Toghraee
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  5. M. Dušek
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  6. P. J. Bereciartua
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Correspondence to Razieh Sanavi Khoshnood.

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Khoshnood, R.S., Pourayoubi, M., Kasraee, F. et al. Synthesis and crystal structure of a new N-(2,6-dichlorobenzoyl)-N′,N″-bis(pyrrolidinyl)-phosphoric triamide as a carrier and competitive bulk liquid membrane transport of six metal cations. Russ. J. Phys. Chem. 88, 2146–2156 (2014). https://doi.org/10.1134/S0036024414120267

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  • DOI: https://doi.org/10.1134/S0036024414120267

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