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Anion recognition by urea metal–organic frameworks: remarkable sensitivity for arsenate and fluoride ions

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Abstract

Functionalized metal–organic frameworks (F–MOFs) are known as a promising chemical sensors since they have specific merits like fixed functionalized ligands projecting into the pores which can be utilized to enhance sensitivity and selectivity. Due to the important role of anions in biological process and environmental systems, there is an increasing interest in synthesis and design of new receptors for anions. Urea groups can operate as a hydrogen bond donating site with hydrogen bond acceptor molecules. Strong and directional hydrogen-bonding between the positive urea groups and anions could reduce vibrational quenching and enhance the fluorescence intensity. In this study, two luminescent porous urea decorated MOFs have been successfully assembled and structurally characterized. Luminescence studies of these MOFs toward anions revealed that these F-MOFs exhibit high sensitivity and selectivity toward H2AsO4− and F− anions as two major ground water pollutants. Moreover, the proposed materials have been applied for the removal of arsenate and nitrate in contaminant well water samples.

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References

  • Ali I (2012) New generation adsorbents for water treatment. Chem Rev 112:5073–5091

    Article  CAS  Google Scholar 

  • Awual MR, Urata S, Jyo A, Tamada M, Katakai A (2008) Arsenate removal from water by a weak-base anion exchange fibrous adsorbent. Water Res 42:689–696

    Article  CAS  Google Scholar 

  • Azhdari Tehrani A, Esrafili L, Abedi S, Morsali A, Carlucci L, Proserpio DM, Wang J, Junk PC, Liu T (2017) Urea metal–organic frameworks for nitro-substituted compounds sensing. Inorg Chem 56:1446–1454

    Article  CAS  Google Scholar 

  • Bao X, Wu X, Berry SN, Howe EN, Chang Y-T, Gale PA (2018) Fluorescent squaramides as anion receptors and transmembrane anion transporters. Chem Commun 54:1363–1366

    Article  CAS  Google Scholar 

  • Berg M, Tran HC, Nguyen TC, Pham HV, Schertenleib R, Giger W (2001) Arsenic contamination of groundwater and drinking water in Vietnam: a human health threat. Environ Sci Technol 35:2621–2626

    Article  CAS  Google Scholar 

  • Bolisetty S, Reinhold N, Zeder C, Orozco MN, Mezzenga R (2017) Efficient purification of arsenic-contaminated water using amyloid–carbon hybrid membranes. Chem Commun 53:5714–5717

    Article  CAS  Google Scholar 

  • Bove FJ, Fulcomer MC, Klotz JB, Esmart J, Dufficy EM, Savrin JE (1995) Public drinking water contamination and birth outcomes. Am J Epidemiol 141:850–862

    Article  CAS  Google Scholar 

  • Byrne S, Mullen K (2018) Urea and thiourea based anion receptors in solution and on polymer supports. Supramol Chem 30:196–205

    Article  CAS  Google Scholar 

  • Dindar MH, Yaftian MR, Rostamnia S (2015) Potential of functionalized SBA-15 mesoporous materials for decontamination of water solutions from Cr (VI), As (V) and Hg (II) ions. J Environ Chem Eng 3:986–995

    Article  CAS  Google Scholar 

  • Dixit S, Hering JG (2003) Comparison of arsenic (V) and arsenic (III) sorption onto iron oxide minerals: implications for arsenic mobility. Environ Sci Technol 37:4182–4189

    Article  CAS  Google Scholar 

  • Doustkhah E, Mohtasham H, Farajzadeh M, Rostamnia S, Wang Y, Arandiyan H, Assadi MHN (2020) Organosiloxane tunability in mesoporous organosilica and punctuated Pd nanoparticles growth. Theory and experiment. Microporous Mesoporous Mater 293:109832

    Article  CAS  Google Scholar 

  • El-Sewify IM, Shenashen MA, Shahat A, Selim MM, Khalil MM, El-Safty SA (2018) Sensitive and selective fluorometric determination and monitoring of Zn2+ ions using supermicroporous Zr-MOFs chemosensors. Microchem J 139:24–33

    Article  CAS  Google Scholar 

  • Esrafili L, Tehrani AA, Morsali A (2017) Ultrasonic assisted synthesis of two urea functionalized metal organic frameworks for phenol sensing: a comparative study. Ultrason Sonochem 39:307–312

    Article  CAS  Google Scholar 

  • Esrafili L, Safarifard V, Tahmasebi E, Esrafili M, Morsali A (2018) Functional group effect of isoreticular metal–organic frameworks on heavy metal ion adsorption. New J Chem 42:8864–8873

    Article  CAS  Google Scholar 

  • Farajzadeh MA, Mogaddam MRA, Esrafili L (2015) Surfactant-less water emulsion based dispersive liquid–liquid microextraction for determination of organophosphorus pesticides in aqueous samples. Anal Methods 7:7899–7906

    Article  CAS  Google Scholar 

  • Ha S, Lee J, Kim KS, Choi EJ, Nhem P, Song C (2019) Anion-responsive thiourea-based gel actuator. Chem Mater 31:5735–5741

    Article  CAS  Google Scholar 

  • Hakimifar A, Morsali A (2019) High-sensitivity detection of nitroaromatic compounds (NACs) by the pillared-layer metal-organic framework synthesized via ultrasonic method. Ultrason Sonochem 52:62–68

    Article  CAS  Google Scholar 

  • Howarth AJ, Katz MJ, Wang TC, Platero-Prats AE, Chapman KW, Hupp JT, Farha OK (2015a) High efficiency adsorption and removal of selenate and selenite from water using metal–organic frameworks. J Am Chem Soc 137:7488–7494

    Article  CAS  Google Scholar 

  • Howarth AJ, Liu Y, Hupp JT, Farha OK (2015b) Metal–organic frameworks for applications in remediation of oxyanion/cation-contaminated water. CrystEngComm 17:7245–7253

    Article  CAS  Google Scholar 

  • Jagtap S, Yenkie MK, Labhsetwar N, Rayalu S (2012) Fluoride in drinking water and defluoridation of water. Chem Rev 112:2454–2466

    Article  CAS  Google Scholar 

  • Jay P (1985) Anion contamination of environmental water samples introduced by filter media. Anal Chem 57:780–782

    Article  CAS  Google Scholar 

  • Kreno LE, Leong K, Farha OK, Allendorf M, Van Duyne RP, Hupp JT (2011) Metal–organic framework materials as chemical sensors. Chem Rev 112:1105–1125

    Article  Google Scholar 

  • Lee J, Chuah CY, Kim J, KimY KN, Seo Y, Kim K, Bae TH, Lee E (2018) Separation of acetylene from carbon dioxide and ethylene by a water-stable microporous metal–organic framework with aligned imidazolium groups inside the channels. Angew Chem Int Ed 57:7869–7873

    Article  CAS  Google Scholar 

  • Li H, Eddaoudi M, O'Keeffe M, Yaghi OM (1999) Design and synthesis of an exceptionally stable and highly porous metal-organic framework. Nature 402:276

    Article  CAS  Google Scholar 

  • Li J, Wang X, Zhao G, Chen C, Chai Z, Alsaedi A, Hayat T, Wang X (2018) Metal–organic framework-based materials: superior adsorbents for the capture of toxic and radioactive metal ions. Chem Soc Rev 47:2322–2356

    Article  CAS  Google Scholar 

  • Mughini-Gras L, Penny C, Ragimbeau C, Schets FM, Blaak H, Duim B, Wagenaar JA, de Boer A, Cauchie H-M, Mossong J (2016) Quantifying potential sources of surface water contamination with Campylobacter jejuni and Campylobacter coli. Water Res 101:36–45

    Article  CAS  Google Scholar 

  • Panahi P, Nouruzi N, Doustkhah E, Mohtasham H, Ahadi A, Ghiasi-Moaser A, Rostamnia S, Mahmoudi G, Khataee A (2019) Zirconium based porous coordination polymer (PCP) bearing organocatalytic ligand: a promising dual catalytic center for ultrasonic heterocycle synthesis. Ultrason Sonochem 58:104653

    Article  Google Scholar 

  • Rostamnia S, Alamgholiloo H (2018) Synthesis and catalytic application of mixed valence iron (Fe II/Fe III)-based OMS-MIL-100 (Fe) as an efficient green catalyst for the aza-Michael reaction. Catal Lett 148:2918–2928

    Article  CAS  Google Scholar 

  • Rostamnia S, Mohsenzad F (2018) Nanoarchitecturing of open metal site Cr-MOFs for oxodiperoxo molybdenum complexes [MoO (O2) 2@ En/MIL-100 (Cr)] as promising and bifunctional catalyst for selective thioether oxidation. Molecular Catalysis 445:12–20

    Article  CAS  Google Scholar 

  • Rostamnia S, Alamgholiloo H, Jafari M (2018) Ethylene diamine post-synthesis modification on open metal site Cr-MOF to access efficient bifunctional catalyst for the Hantzsch condensation reaction. Appl Organomet Chem 32:e4370

    Article  Google Scholar 

  • Sharples J, Meharg A, Chambers S, Cairney J (2000) Evolution: symbiotic solution to arsenic contamination. Nature 404:951–952

    Article  CAS  Google Scholar 

  • Sternitzke V, Kaegi R, Audinot J-N, Lewin E, Hering JG, Johnson CA (2012) Uptake of fluoride from aqueous solution on nano-sized hydroxyapatite: examination of a fluoridated surface layer. Environ Sci Technol 46:802–809

    Article  CAS  Google Scholar 

  • Turner BD, Binning P, Stipp S (2005) Fluoride removal by calcite: evidence for fluorite precipitation and surface adsorption. Environ Sci Technol 39:9561–9568

    Article  CAS  Google Scholar 

  • Whelton AJ, McMillan L, Connell M, Kelley KM, Gill JP, White KD, Gupta R, Dey R, Novy C (2015) Residential tap water contamination following the freedom industries chemical spill: perceptions, water quality, and health impacts. Environ Sci Technol 49:813–823

    Article  CAS  Google Scholar 

  • Xie D, Ma Y, Gu Y, Zhou H, Zhang H, Wang G, Zhang Y, Zhao H (2017) Bifunctional NH 2-MIL-88 (Fe) metal–organic framework nanooctahedra for highly sensitive detection and efficient removal of arsenate in aqueous media. J Mater Chem A 5:23794–23804

    Article  CAS  Google Scholar 

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Acknowledgments

We gratefully acknowledged Islamic Azad University, Science and research branch, for the partial support of this research.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Basic Sciences, Science and Research Branch, Islamic Azad University, Tehran, Iran

    Masoomeh Sharafizadeh, Javad Mokhtari & Zohreh Mirjafary

  2. Department of Science, Payame Noor University (PNU), P.O. Box: 19395-4697, Tehran, Iran

    Hamid Saeidian

Authors
  1. Masoomeh Sharafizadeh
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  2. Javad Mokhtari
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  3. Hamid Saeidian
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  4. Zohreh Mirjafary
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Correspondence to Javad Mokhtari.

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Sharafizadeh, M., Mokhtari, J., Saeidian, H. et al. Anion recognition by urea metal–organic frameworks: remarkable sensitivity for arsenate and fluoride ions. Environ Sci Pollut Res 27, 25132–25139 (2020). https://doi.org/10.1007/s11356-020-08934-7

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  • DOI: https://doi.org/10.1007/s11356-020-08934-7

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