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A New Water-Insoluble β-Ketoimine as a Potential Agent Capable of Water Treatment Applications

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Języki publikacji
EN
Abstrakty
EN
This paper describes the synthesis of the new β-ketoimine 4-(3-triethoxysilylpropylimino)-3-ethyl-pentan-2-one, and studies its structure, solubility in water and complexation properties in terms of the possibility of its further application for water and wastewater treatment, especially for removing metal ions from aqueous solutions. The synthesis procedure consisted of the addition of 3-ethyl-pentane-2,4-dione to 3-aminopropyltriethoxysilane and subsequent elimination of the water molecules. The structure of the resulting compound was confirmed by nuclear magnetic resonance and Fourier transform infrared spectroscopy-attenuated total reflectance. The affinity of the resulting compound for metal ions binding from aqueous solutions was studied using spectrophotometric methods. Moreover, the stability constants of created in this process complexes of a new β-ketoimine with selected metal ions (Ag+, Au3+, Cd2+, Co2+, Cr6+, Cu2+, Fe3+, Mg2+, Ni2+, Pd2+, Pt2+ and Zn2+) was determined and it was found that the stability of created complexes of L:M with molar ratios equal 1:1 are changing as follows: Pd2+ > Cr6+ > Pt2+ > Ni2+ > Cd2+ > Cu2+ > Ag+ > Fe3+ > Zn2+ > Co 2+> Au3+ > Mg2+.
Rocznik
Strony
120--131
Opis fizyczny
Bibliogr. 47 poz., rys., tab.
Twórcy
  • Faculty of Chemical Technology and Engineering, Bydgoszcz University of Science and Technology, ul. Seminaryjna 3, 85-326 Bydgoszcz, Poland
Bibliografia
  • 1. Arslanoğlu E., Eren M.Ş.A., Arslanoğlu H., Çiftçi H. 2023. Modification of grape pulp with citric acid for the production of natural ion exchanger resin and removal of Pb(II) and Cd(II) from aqueous solutions: kinetic, thermodynamics, and mechanism. Biomass Conversion and Biorefinery, 13, 2349–2362.
  • 2. Ashenhurst J. 2023 All About Enamines. https://www.masterorganicchemistry.com/2010/05/24/enamines/, (accessed 23 October 2023).
  • 3. Biedulska M., Królicka A., Lipińska A.D., Krychowiak-Maśnicka M., Pierański M., Grabowska K., Nidzworski D. 2020. Physicochemical profile of Os(III) complexes with pyrazine derivatives: From solution behavior to DNA binding studies and biological assay. Journal of Molecular Liquids 316, 113804.
  • 4. Castro-Muñoz R., González-Melgoza L.L., García-Depraect O. 2021. Ongoing progress on novel nanocomposite membranes for the separation of heavy metals from contaminated water. Chemosphere, 270, 129421
  • 5. Celik S., Yurdakul S., Erdem B. 2023. Copper(I) iodide complex with 4-pyridinecarboxaldehyde ligand: Synthesis, spectroscopic characterisation, AIM and NCI analysis combined with molecular docking and antibacterial activity studies. Journal of Molecular Structure, 1273, 134279.
  • 6. Dalton D.M., Rovis T. 2013. Catalytic, asymmetric indolizidinone aza-quaternary stereocenter synthesis: expedient synthesis of the cylindricine alkaloid core. Organic Letters, 15(10), 2346–9.
  • 7. Fang Y., Liu Q., Song Y., Jia F., Yang Y., Li H. 2023. Rational design of anti-interference Fe/Co MOFcoupled PMS process for As(III) removal in DOMrich groundwater: 1O2-dominated As(III) oxidation and chemisorption of As(V). Chemical Engineering Journal, 470, 144386.
  • 8. Fedel M., Callone E., Ziarelli F., Deflorian F., Dirè S. 2020. Influence of Gd3+ on molecular organization and electrochemical properties of Si-based organic/inorganic sol-gel layers. Electrochimica Acta, 341(4), 136033.
  • 9. Ghorbani H., Eshraghi M., Sabouri A.A. 2021. Magnetic properties of Co0.9Cd0.1Fe1.9X0.1O4 (X = Cr, Yb) nanoparticles prepared by hydrothermal method. Progress in Physics of Applied Materials, 1, 50–56.
  • 10. Gupta K.K., Kaur T., Dadhich E. 2013. Potentiometric and Thermodynamic Studies of Some Metal Complexes With Carboxy Methyl Mercapto Succinic Acid. Oriental Journal of Chemistry, 29(1), 177–180.
  • 11. Huang X., Liu W., Zhang Z., Zou X., Li P. 2023. Quantity or quality: Environmental legislation and corporate green innovations. Ecological Economics, 204(B), 107684.
  • 12. Kaur R.P., Sawhney R.S., Engles D. 2016. Conduction of Organic Molecular Junctions - A Review. Reviews in Theoretical Science, 4(3), 287–301.
  • 13. Khanzada A.K., Al-Hazmi H.E., Śniatała B., Joseph T.M., Majtacz J., Abdulrahman S.A.M., Albaseer S.S., Kurniawan T.A., Rahimi-Ahar Z., Habibzadeh S., Mąkinia J. 2023. Hydrochar-nanoparticle integration for arsenic removal from wastewater: Challenges, possible solutions, and future horizon. Environmental Research, 238(1), 117164.
  • 14. Kim J., Im Y., Park K.S., Cho T.W., Jeon J., Chung K., Kang M. 2017. Improved cell performances in Ni/Zn redox batteries fabricated by ZnO materials with various morphologies synthesized using amine chelates. Journal of Industrial and Engineering Chemistry, 56, 463–471.
  • 15. Kowalik M., Masternak J., Brzeski J., Daszkiewicz M., Barszcz B. 2022. Effect of a lone electron pair and tetrel interactions on the structure of Pb(II) CPs constructed from pyrimidine carboxylates and auxiliary inorganic ions. Polyhedron, 219, 115818.
  • 16. Laatikainen M., Sainio T. 2019. Ion exchange in complexing media – Nickel removal from ammoniacal ammonium sulfate solutions. Chemical Engineering Journal, 373, 831–839.
  • 17. Lagiewka J., Nowik-Zajac A., Pajdak A., Zawierucha I. 2023. A novel multifunctional β-cyclodextrin polymer as a promising sorbent for rapid removal of methylene blue from aqueous solutions. Carbohydrate Polymers, 307, 120615.
  • 18. Liu H., Zafar M.W., Sinha A., Khan I. 2023. The path to sustainable environment: Do environmental taxes and governance matter?. Sustainable Development, 31(4), 2278–2290.
  • 19. Loreti M.A.P., Reis M.T.A., Ismael M.R.C., Staszak K., Wieszczycka K. 2021. Effective Pd(II) carriers for classical extraction and pseudo-emulsion system. Separation and Purification Technology, 265, 118509.
  • 20. Miličević A., Branica G., Raos N. 2011. IrvingWilliams Order in the Framework of Connectivity Index 3χv Enables Simultaneous Prediction of Stability Constants of Bivalent Transition Metal Complexes. Molecules, 16(2), 1103–1112.
  • 21. Mohamed E.H., Lotfy H.M., Hegazy M.A., Mowaka S. 2017. Different applications of isosbestic points, normalized spectra and dual wavelength as powerful tools for resolution of multicomponent mixtures with severely overlapping spectra. Chemistry Central Journal, 11, 43.
  • 22. Munio A.A.Z., Domato D.C., Pido A.A.G., Lagud Y.J., Ambolode II L.C.C. 2023. A First-Principles Study on the Chemisorption of Arsenic on the Cellulose Biopolymer. Biointerface Research in Applied Chemistry 13(6), 571.
  • 23. Nasir A.M., Goh P.S., Abdullah M.S., Ng B.Ch., Ismail A.F. 2019. Adsorptive nanocomposite membranes for heavy metal remediation: Recent progresses and challenges. Chemosphere, 232, 96–112.
  • 24. Pandey A., Kalamdhad A., Sharma Y.Ch. 2023. Recent advances of nanocellulose as biobased adsorbent for heavy metal ions removal: A sustainable approach integrating with waste management. Environmental Nanotechnology, Monitoring & Management, 20, 100791.
  • 25. Petkowski J.J., Bains W., Seager S. 2020. On the Potential of Silicon as a Building Block for Life. Life, 10(6), 84.
  • 26. Pitzer K.S. 2017. Activity Coefficients in Electrolyte Solutions, 2nd Edition, CRC Press Boca Raton, USA.
  • 27. Rykowska I., Wasiak W. 2011. Chemically modified silica gel for selective solid-phase extraction and preconcentration of heavy metal ions. International Journal of Environmental Analytical Chemistry, 91(15), 1466–1476.
  • 28. Rykowska I., Wasiak W. 2009. SPE and GC methods of preconcentration and determination of phenol, ochlorophenol, and benzene by means of chemically modified silica. Annales UMCS Sectio AA (Chemia), 64, 273–281.
  • 29. Radzymińska-Lenarcik E., Witt K., Bożejewicz D. 2018. Selective transport of copper(II) ions across polymer inclusionmembrane with aromatic β–diketones as carriers. Physicochemical Problems of Mineral Processing, 54(3), 741–750.
  • 30. Semenov V.V., Melenskova N.V., Cherepennikova N.F., Kurskii Yu.A., Kuznetsova O.V., Lopatin M.A. 2007. Functionalized silicon-containing imino enols and enamino ketones prepared by hydrolytic condensation. Russian Journal of Applied Chemistry, 80, 647–653.
  • 31. Semenov, V.V., Cherepennikova, N.F., Melenskova, N.V., Domracheva G.A., Bushukc B.A., Bushukc S.B., Kal’vinkovskayac Yu.A., Douglasd W. 2007. Transparent luminescent sol-gel films containing europium(III) and terbium(III) cations. Dokl Chem 412, 7–10.
  • 32. Shi G., Wang J., Cheng J., Zhang S., Sun Y., Zhang N., Li X., Xin B. 2023. Quantitative Assessment and Control of the Environmental Risk of Both Ash and Slag in the Carbothermal Reduction of Electroplating Sludge for Eco-friendly Conversion of Toxic Heavy Metals into Valuable Alloy. Journal of Sustainable Metallurgy. https://doi.org/10.1007/ s40831-023-00747-5
  • 33. Shrestha R., Ban S., Devkota S., Sharma S., Joshi R., Tiwari A.P., Kim H.Y., Joshi M.K. 2021. Technological trends in heavy metals removal from industrial wastewater: A review. Journal of Environmental Chemical Engineering 9(4), 105688.
  • 34. Sreenivasulu B., Subramaniam R. 2019. Mapping the conceptual space formed by students’ understanding of coordination number of a transition metal complex: an exploratory study. Chemistry Education Research and Practice, 20, 468–483.
  • 35. Staniszewski B., Urbaniak W., Pawlicki G., Witt K., Lis S. 2011. Complexation studies of 3-substituted b-diketones with selected d- and f-metal ions. Chemical Papers, 65, 221–225.
  • 36. Susmanto P., Putri A.R., Nugraha M.Z. 2023. Production of Superabsorbent Biopolymer from Polivinyl Alcohol Modified Cellulose Based with Variation of the Number of Initiator and Crosslink Agent. Journal of Ecological Engineering, 24(6), 98–108.
  • 37. Ugwu D.I., Conradie J. 2023. Metal complexes derived from bidentate ligands: Synthesis, catalytic and biological applications. Inorganica Chimica Acta, 553, 121518.
  • 38. Vieceli N., Vonderstein C., Swiontekc T., Stopić S., Dertmann Ch., Sojka R., Reinhardt N., Ekberg Ch., Friedrich B., Petranikova M. 2023. Recycling of LiIon Batteries from Industrial Processing: Upscaled Hydrometallurgical Treatment and Recovery of High Purity Manganese by Solvent Extraction. Solvent Extraction and Ion Exchange, 41(2), 205–220.
  • 39. Wawrzyniak R. 2009. Quantitative relationship and application of 3-benzylketoimine metal dichlorides in the analysis of volatile hydrocarbons. Journal of Separation Science, 32, 1415–1424.
  • 40. Wawrzyniak R., Wasiak W. 2004. Silica Modified with Ketoimine Group-Containing Silane as an Adsorbent in Capillary Columns. Chromatographia, 59, 205–211.
  • 41. Witt K. 2022. Patent Application No. P.442807 [WIPO ST 10/C PL442807]).
  • 42. Witt K., Radzyminska-Lenarcik E., Urbaniak W. 2016. Selective transport of zinc ions through novel polymer inclusion membranes (PIMS)containing β-diketone derivatives as carrier reagents. Separation Science and Technology, 51:15–16, 2620–2627.
  • 43. Wolters L.P., Bickelhaupt F.M. 2015. The activation strain model and molecular orbital theory. WIREs Computational Molecular Science, 5, 324–343.
  • 44. Yin H., Qiu G., Tan W., Ma J., Liu L. 2022. Highly efficient removal of Cu-organic chelate complexes by flow-electrode capacitive deionization-self enhanced oxidation (FCDI-SEO): Dissociation, migration and degradation. Chemical Engineering Journal, 445, 136811.
  • 45. Zawierucha I., Kozlowski C., Malina G. 2016. Immobilized materials for removal of toxic metal ions from surface/groundwaters and aqueous waste streams. Environmental Science: Processes & Impact, 18, 429–444.
  • 46. Zhang X., Zeng L., Wang Y., Tian J., Wang J., Sun W., Han H., Yang Y. 2023. Selective separation of metals from wastewater using sulfide precipitation: A critical review in agents, operational factors and particle aggregation. Journal of Environmental Management, 344, 118462.
  • 47. Zhao X., Ding B.-W., Qin J.-W., He F. 2020. ChangQing Duan Intermolecular copigmentation between f ive common 3-O-monoglucosidic anthocyanins and three phenolics in red wine model solutions: The influence of substituent pattern of anthocyanin B ring. Food Chemistry, 326, 126960.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-6da0bdae-e3a4-454d-81b1-d53ee3cbd5f2
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