Iron phthalocyanine-sensitized magnetic catalysts for BPA photodegradation.


Journal

Scientific reports
ISSN: 2045-2322
Titre abrégé: Sci Rep
Pays: England
ID NLM: 101563288

Informations de publication

Date de publication:
25 03 2020
Historique:
received: 06 12 2019
accepted: 03 03 2020
entrez: 28 3 2020
pubmed: 28 3 2020
medline: 5 1 2021
Statut: epublish

Résumé

The catalytic behavior of iron phthalocyanine (FePc)-sensitized magnetic nanocatalysts was evaluated for their application in the oxidative treatment of Bisphenol A (BPA) under mild environmental conditions. Two types of FePc (Fe(II)Pc and Fe(III)Pc), which are highly photosensitive compounds, were immobilized on the surface of functionalized magnetite. The nanomaterials were characterized by high resolution transmission electron microscopy (HR-TEM), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR) and thermogravimetric analyses (TGA). The generation of singlet oxygen by nanomaterials was also investigated. In the presence of UVA light exposure (365 nm) and 15 mM H

Identifiants

pubmed: 32214135
doi: 10.1038/s41598-020-61980-6
pii: 10.1038/s41598-020-61980-6
pmc: PMC7096430
doi:

Substances chimiques

Benzhydryl Compounds 0
Ferrous Compounds 0
Indoles 0
Phenols 0
Water Pollutants, Chemical 0
iron phthalocyanine 0
Hydrogen Peroxide BBX060AN9V
bisphenol A MLT3645I99
Ferrosoferric Oxide XM0M87F357

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

5376

Références

Zhou, D., Wu, F., Deng, N. & Xiang, W. Photooxidation of bisphenol A (BPA) in water in the presence of ferric and carboxylate salts. Water Research 38, 4107–4116, https://doi.org/10.1016/j.watres.2004.07.021 (2004).
doi: 10.1016/j.watres.2004.07.021
Rubin, B. S., Sonnenschein, C., Vandenberg, L. N., Maffini, M. V. & Soto, A. M. Bisphenol-A and the Great Divide: A Review of Controversies in the Field of Endocrine Disruption. Endocrine Reviews 30, 75–95, https://doi.org/10.1210/er.2008-0021 (2009).
doi: 10.1210/er.2008-0021 pubmed: 2647705 pmcid: 2647705
Reddy, P. et al. Photocatalytic degradation of bisphenol A in aqueous media: A review. Journal of Environmental Management 213, 189–205, https://doi.org/10.1016/j.jenvman.2018.02.059 (2018).
doi: 10.1016/j.jenvman.2018.02.059
Sharma, J., Mishra, I. M. & Kumar, V. Mechanistic study of photo-oxidation of Bisphenol-A (BPA) with hydrogen peroxide (H2O2) and sodium persulfate (SPS). Journal of Environmental Management 166, 12–22, https://doi.org/10.1016/j.jenvman.2015.09.043 (2016).
doi: 10.1016/j.jenvman.2015.09.043
Nadejde, C. et al. Hybrid iron-based core-shell magnetic catalysts for fast degradation of bisphenol A in aqueous systems. Chemical Engineering Journal 302, 587–594, https://doi.org/10.1016/j.cej.2016.05.090 (2016).
doi: 10.1016/j.cej.2016.05.090
Xu, J., Zhao, C., Wang, T., Shaojie, Y. & Liu, Z. Photo-Oxidation of Bisphenol A in Aqueous Solutions at Near Neutral pH by a Fe(III)-Carboxylate Complex with Oxalacetic Acid as a Benign Molecule. Vol. 23 (2018).
Jiang, J. Functional Phthalocyanine Molecular Materials. Vol. 135 Jiang, Jianzhuang (Springer, Berlin, Heidelberg), (2010).
Meng, F. et al. One-step synthesis of Fe-phthalocyanine/Fe3O4 hybrid microspheres. Materials Letters 65, 264–267, https://doi.org/10.1016/j.matlet.2010.09.075 (2011).
doi: 10.1016/j.matlet.2010.09.075
Kluson, P. et al. Environmentally friendly phthalocyanine catalysts for water decontamination-Non-photocatalytic systems. Applied Catalysis B-Environmental 91, 605–609, https://doi.org/10.1016/j.apcatb.2009.06.033 (2009).
doi: 10.1016/j.apcatb.2009.06.033
Tao, X., Ma, W., Zhang, T. & Zhao, J. Efficient photooxidative degradation of organic compounds in the presence of iron tetrasulfophthalocyanine under visible light irradiation. Angewandte Chemie-International Edition 40, 3014-3016, 10.1002/1521-3773(20010817)40:16<3014::AID-ANIE3014>3.0.CO;2-M (2001).
Cui, L. Y. et al. Synthesis, crystal structure and characterization of a new zinc phthalocyanine complex. Journal of Molecular Structure 827, 149–154, https://doi.org/10.1016/j.molstruc.2006.05.030 (2007).
doi: 10.1016/j.molstruc.2006.05.030
Guo, Z. C. et al. Zinc phthalocyanine hierarchical nanostructure with hollow interior space: Solvent-thermal synthesis and high visible photocatalytic property. Journal of Colloid and Interface Science 348, 37–42, https://doi.org/10.1016/j.jcis.2010.04.035 (2010).
doi: 10.1016/j.jcis.2010.04.035
Reetz, M. T. & Jiao, N. Copper–Phthalocyanine Conjugates of Serum Albumins as Enantioselective Catalysts in Diels–Alder Reactions. Angewandte Chemie International Edition 45, 2416–2419, https://doi.org/10.1002/anie.200504561 (2006).
doi: 10.1002/anie.200504561
Mele, G. et al. Photocatalytic degradation of 4-nitrophenol in aqueous suspension by using polycrystalline TiO2 impregnated with functionalized Cu(II)–porphyrin or Cu(II)–phthalocyanine. Journal of Catalysis 217, 334–342, https://doi.org/10.1016/S0021-9517(03)00040-X (2003).
doi: 10.1016/S0021-9517(03)00040-X
Bartolome, J., Carlos, M. & Ivan, S. Magnetism of Metal Phthalocyanines. In NanoScience and Technology 221–245, https://doi.org/10.1007/978-3-642-40609-6_9 (2014).
Swarbrick, J. C., Weng, T.-C., Schulte, K., Khlobystov, A. N. & Glatzel, P. Electronic structure changes in cobalt phthalocyanine due to nanotube encapsulation probed using resonant inelastic X-ray scattering. Physical Chemistry Chemical Physics 12, 9693–9699, https://doi.org/10.1039/C002501A (2010).
doi: 10.1039/C002501A
Farren, C., FitzGerald, S., Bryce, M. R., Beeby, A. & Batsanov, A. S. Synthesis, structure and optical characterisation of silicon phthalocyanine bis-esters. Journal of the Chemical Society, Perkin Transactions 2, 59–66, https://doi.org/10.1039/B108778A (2002).
doi: 10.1039/B108778A
Rawling, T. & McDonagh, A. Ruthenium phthalocyanine and naphthalocyanine complexes: Synthesis, properties and applications. Coordination Chemistry Reviews 251, 1128–1157, https://doi.org/10.1016/j.ccr.2006.09.011 (2007).
doi: 10.1016/j.ccr.2006.09.011
Bian, Y. Z. & Jiang, J. Z. in 50 Years of Structure and Bonding - the Anniversary Volume Vol. 172 Structure and Bonding (ed. D. M. P., Mingos) 159–199 (Springer), (2016).
Sorokin, A. B. Phthalocyanine Metal Complexes in Catalysis. Chemical Reviews 113, 8152–8191, https://doi.org/10.1021/cr4000072 (2013).
doi: 10.1021/cr4000072
Kluson, P. et al. Sulphonated phthalocyanines as effective oxidation photocatalysts for visible and UV light regions. Journal of Molecular Catalysis a-Chemical 272, 213–219, https://doi.org/10.1016/j.molcata.2007.03.024 (2007).
doi: 10.1016/j.molcata.2007.03.024
Ishii, M., Nakahira, M. & Yamanaka, T. Infrared absorption spectra and cation distributions in (Mn, Fe)3O4. Solid State Communications 11, 209–212, https://doi.org/10.1016/0038-1098(72)91162-3 (1972).
doi: 10.1016/0038-1098(72)91162-3
Mazrouaa, A. M., Mohamed, M. G. & Fekry, M. Physical and magnetic properties of iron oxide nanoparticles with a different molar ratio of ferrous and ferric. Egyptian Journal of Petroleum 28, 165–171, https://doi.org/10.1016/j.ejpe.2019.02.002 (2019).
doi: 10.1016/j.ejpe.2019.02.002
Ngo, T. H. et al. Facile and solvent-free routes for the synthesis of size-controllable Fe3O4nanoparticles. Advances in Natural Sciences: Nanoscience and Nanotechnology 1, 035001, https://doi.org/10.1088/2043-6254/1/3/035001 (2010).
doi: 10.1088/2043-6254/1/3/035001
Nguyen, Q., Quyen, D. & Hoang, T. A new route of emulsifier-free emulsion polymerization for the preparation of polymer coated magnetite nanoparticles. Materials Science-Poland 32, 264–271, https://doi.org/10.2478/s13536-013-0172-y (2014).
doi: 10.2478/s13536-013-0172-y
Nidá, S. M. & Akl, A. M. A Novel Approach for Synthesis Magnetite Nanoparticles at Ambient. Temperature. Nanoscience and NanotechnologY 3, 35–39 (2013).
Cao, R. et al. Promotion of oxygen reduction by a bio-inspired tethered iron phthalocyanine carbon nanotube-based catalyst. Nature Communications 4, 7, https://doi.org/10.1038/ncomms3076 (2013).
doi: 10.1038/ncomms3076
Cao, X., Zhang, B., Zhao, F. & Feng, L. Synthesis and Properties of MPEG-Coated Superparamagnetic Magnetite Nanoparticles. Journal of Nanomaterials 2012, https://doi.org/10.1155/2012/607296 (2012).
Gotić, M. & Musić, S. Mössbauer, FT-IR and FE SEM investigation of iron oxides precipitated from FeSO4 solutions. Journal of Molecular Structure 834–836, 445–453, https://doi.org/10.1016/j.molstruc.2006.10.059 (2007).
doi: 10.1016/j.molstruc.2006.10.059
Namduri, H. & Nasrazadani, S. Quantitative analysis of iron oxides using Fourier transform infrared spectrophotometry. Corrosion Science 50, 2493–2497, https://doi.org/10.1016/j.corsci.2008.06.034 (2008).
doi: 10.1016/j.corsci.2008.06.034
Galhoum, A. A. et al. Cysteine-Functionalized Chitosan Magnetic Nano-Based Particles for the Recovery of Light and Heavy Rare Earth Metals: Uptake Kinetics and Sorption Isotherms. Nanomaterials (Basel, Switzerland) 5, 154–179, https://doi.org/10.3390/nano5010154 (2015).
doi: 10.3390/nano5010154
Damodharan, S., Rajan, R., Veerachamy, S., A, M. & Raj, A. Synthesis and Characterization of Pullulan Acetate Coated Magnetic Nanoparticle for Hyperthermic Therapy. Procedia materials science 10, 2–9, https://doi.org/10.1016/j.mspro.2015.06.017 (2015).
doi: 10.1016/j.mspro.2015.06.017
LibreTexts. Infrared_Spectroscopy_Absorption_Table, https://chem.libretexts.org/Bookshelves/Ancillary_Materials/Reference/Reference_Tables/Spectroscopic_Parameters/Infrared_Spectroscopy_Absorption_Table (2019).
Gao, C., Chen, S., Quan, X., Yu, H. & Zhang, Y. Enhanced Fenton-like catalysis by iron-based metal organic frameworks for degradation of organic pollutants. Journal of Catalysis 356, 125–132, https://doi.org/10.1016/j.jcat.2017.09.015 (2017).
doi: 10.1016/j.jcat.2017.09.015
Neamtu, M., Nadejde, C., Hodoroaba, V. D., Schneider, R. J. & Panne, U. Singlet oxygen generation potential of porphyrin-sensitized magnetite nanoparticles: Synthesis, characterization and photocatalytic application. Applied Catalysis B-Environmental 232, 553–561, https://doi.org/10.1016/j.apcatb.2018.03.079 (2018).
doi: 10.1016/j.apcatb.2018.03.079
Franger, S. et al. Large influence of the synthesis conditions on the physico-chemical properties of nanostructured Fe3O4. Journal of Nanoparticle Research 9, 389–402, https://doi.org/10.1007/s11051-006-9105-6 (2007).
doi: 10.1007/s11051-006-9105-6
Neamtu, M. et al. Functionalized magnetic nanoparticles: Synthesis, characterization, catalytic application and assessment of toxicity. Scientific Reports 8, 11, https://doi.org/10.1038/s41598-018-24721-4 (2018).
doi: 10.1038/s41598-018-24721-4
Legrini, O., Oliveros, E. & Braun, A. M. Photochemical Processes for Water-Treatment. Chemical Reviews 93, 671–698 (1993).
doi: 10.1021/cr00018a003
Neamtu, M. et al. Removal of pollutants by the new Fenton-like highly active catalysts containing an imidazolium salt and a Schiff base. Applied Catalysis B-Environmental 183, 335–342, https://doi.org/10.1016/j.apcatb.2015.10.032 (2016).
doi: 10.1016/j.apcatb.2015.10.032
Nadejde, C. et al. Green Fenton-like magnetic nanocatalysts: Synthesis, characterization and catalytic application. Applied Catalysis B-Environmental 176, 667–677, https://doi.org/10.1016/j.apcatb.2015.04.050 (2015).
doi: 10.1016/j.apcatb.2015.04.050
Thomas, A. H. et al. Singlet oxygen ((1)Delta(g)) production by pterin derivatives in aqueous solutions. Photochemical & Photobiological Sciences 2, 245–250 (2003).
doi: 10.1039/B209993D
Han, Z. B., Han, X., Zhao, X. M., Yu, J. T. & Xu, H. Iron phthalocyanine supported on amidoximated PAN fiber as effective catalyst for controllable hydrogen peroxide activation in oxidizing organic dyes. Journal of Hazardous Materials 320, 27–35, https://doi.org/10.1016/j.jhazmat.2016.08.004 (2016).
doi: 10.1016/j.jhazmat.2016.08.004
Han, X., Han, Z. B., Li, J. F., Zhao, J. & Zhao, X. M. Coordinative integration of copper (II) and iron (II) phthalocyanine into amidoximated PAN fiber for enhanced photocatalytic activity under visible light irradiation. Journal of Colloid and Interface Science 533, 333–343, https://doi.org/10.1016/j.jcis.2018.08.076 (2019).
doi: 10.1016/j.jcis.2018.08.076
Wang, Q. L. et al. Iron phthalocyanine-graphene donor-acceptor hybrids for visible-light-assisted degradation of phenol in the presence of H2O2. Applied Catalysis B-Environmental 192, 182–192, https://doi.org/10.1016/j.apcatb.2016.03.047 (2016).
doi: 10.1016/j.apcatb.2016.03.047
Alvaro, M., Carbonell, E., Espla, M. & Garcia, H. Iron phthalocyanine supported on silica or encapsulated inside zeolite Y as solid photocatalysts for the degradation of phenols and sulfur heterocycles. Applied Catalysis B-Environmental 57, 37–42, https://doi.org/10.1016/j.apcatb.2004.10.003 (2005).
doi: 10.1016/j.apcatb.2004.10.003
Norman, M., Zoltowska-Aksamitowska, S., Zgola-Grzeskowiak, A., Ehrlich, H. & Jesionowski, T. Iron(III) phthalocyanine supported on a spongin scaffold as an advanced photocatalyst in a highly efficient removal process of halophenols and bisphenol A. Journal of Hazardous Materials 347, 78–88, https://doi.org/10.1016/j.jhazmat.2017.12.055 (2018).
doi: 10.1016/j.jhazmat.2017.12.055
Rodriguez, E. M. et al. Efficiency of different solar advanced oxidation processes on the oxidation of bisphenol A in water. Applied Catalysis B-Environmental 95, 228–237, https://doi.org/10.1016/j.apcatb.2009.12.027 (2010).
doi: 10.1016/j.apcatb.2009.12.027
Yang, X. J. et al. Modeling and kinetics study of Bisphenol A (BPA) degradation over an FeOCl/SiO2 Fenton-like catalyst. Catalysis Today 276, 85–96, https://doi.org/10.1016/j.cattod.2016.01.002 (2016).
doi: 10.1016/j.cattod.2016.01.002
Wu, F. et al. Visible-light-assisted peroxymonosulfate activation and mechanism for the degradation of pharmaceuticals over pyridyl-functionalized graphitic carbon nitride coordinated with iron phthalocyanine. Applied Catalysis B-Environmental 218, 230–239, https://doi.org/10.1016/j.apcatb.2017.06.057 (2017).
doi: 10.1016/j.apcatb.2017.06.057
Dai, D. J. et al. Highly efficient removal of organic contaminants based on peroxymonosulfate activation by iron phthalocyanine: mechanism and the bicarbonate ion enhancement effect. Catalysis Science &. Technology 7, 934–942, https://doi.org/10.1039/c6cy02317g (2017).
doi: 10.1039/c6cy02317g
Han, Z. B., Li, J. F., Han, X., Ji, X. J. & Zhao, X. M. A comparative study of iron-based PAN fibrous catalysts for peroxymonosulfate activation in decomposing organic contaminants. Chemical Engineering Journal 358, 176–187, https://doi.org/10.1016/j.cej.2018.09.224 (2019).
doi: 10.1016/j.cej.2018.09.224
Ouedraogo, S. et al. Copper octacarboxyphthalocyanine as sensitizer of graphitic carbon nitride for efficient dye degradation under visible light irradiation. Applied Catalysis a-General 563, 127–136, https://doi.org/10.1016/j.apcata.2018.06.036 (2018).
doi: 10.1016/j.apcata.2018.06.036
Defoin, A. et al. A New Liquid-Phase Actinometer - Quantum Yield and Photo-Cidnp Study of Phenylglyoxylic Acid in Aqueous-Solution. Journal of Photochemistry 33, 237–255 (1986).
doi: 10.1016/0047-2670(86)87038-1
Rambu, A. P., Nadejde, C., Schneider, R. J. & Neamtu, M. Thin films containing oxalate-capped iron oxide nanomaterials deposited on glass substrate for fast Fenton degradation of some micropollutants. Environmental Science and Pollution Research 25, 6802–6813, https://doi.org/10.1007/s11356-017-1022-y (2018).
doi: 10.1007/s11356-017-1022-y
Viollier, E., Inglett, P. W., Hunter, K., Roychoudhury, A. N. & Van Cappellen, P. The ferrozine method revisited: Fe(II)/Fe(III) determination in natural waters. Applied Geochemistry 15, 785–790, https://doi.org/10.1016/s0883-2927(99)00097-9 (2000).
doi: 10.1016/s0883-2927(99)00097-9
Rata, D. M. et al. “In vitro” behaviour of aptamer-functionalized polymeric nanocapsules loaded with 5-fluorouracil for targeted therapy. Materials Science & Engineering C-Materials for Biological Applications 103, 11, https://doi.org/10.1016/j.msec.2019.109828 (2019).
doi: 10.1016/j.msec.2019.109828
Chirita, M., Radu, B., Adrian, I. & Ioan, G. Superparamagnetic Unusual Behavior of Micrometric Magnetite Monodisperse Monocrystals Synthesized by Fe-EDTA Thermal Decomposition. Particulate Science and Technology - Particulate Sci Technology 30, https://doi.org/10.1080/02726351.2011.585220 (2012).
Fischer, G., Cao, X., Cox, N. & Francis, M. The FT-IR spectra of glycine and glycylglycine zwitterions isolated in alkali halide matrices. Chemical Physics 313, 39–49, https://doi.org/10.1016/j.chemphys.2004.12.011 (2005).
doi: 10.1016/j.chemphys.2004.12.011
Andy, B. Compound Interests, https://www.compoundchem.com/2015/02/05/irspectroscopy/ (2015).
Newman, R. Some Applications of Infrared Spectroscopy in the Examination of Painting Materials. Journal of the American Institute for Conservation 19, 42–62, https://doi.org/10.1179/019713679806028977 (1979).
doi: 10.1179/019713679806028977

Auteurs

Mariana Neamtu (M)

Alexandru Ioan Cuza University of Iasi, Institute for Interdisciplinary Research - Science Research Department, Lascar Catargi Str. 54, 700107, Iasi, Romania. mariana.neamtu@uaic.ro.

Claudia Nadejde (C)

Alexandru Ioan Cuza University of Iasi, Institute for Interdisciplinary Research - Science Research Department, Lascar Catargi Str. 54, 700107, Iasi, Romania.

Loredana Brinza (L)

Alexandru Ioan Cuza University of Iasi, Institute for Interdisciplinary Research - Science Research Department, Lascar Catargi Str. 54, 700107, Iasi, Romania.

Oana Dragos (O)

National Institute of Research and Development for Technical Physics, Dimitrie Mangeron Bd. 47, 700050, Iasi, Romania.

Daniela Gherghel (D)

Institute of Biological Research Iasi, Experimental and Applied Biology Department, Lascar Catargi Str. 47, 700107, Iasi, Romania.

Andrea Paul (A)

Bundesanstalt für Materialforschung und -prüfung (BAM), Unter den Eichen 87, 12205, Berlin, Germany.

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