Organometallic Gels Based on Metal Ion Exchange for the Detection of Antibiotics and Nitroaromatic Compounds
- Corresponding author: Yun-Shang YANG, yangyunshang@tom.com Ying-Peng ZHANG, yingpengzhang@126.com
Citation: Yi-Zhen YUAN, Yun-Shang YANG, Yu-Chen ZHAO, Ying-Peng ZHANG. Organometallic Gels Based on Metal Ion Exchange for the Detection of Antibiotics and Nitroaromatic Compounds[J]. Chinese Journal of Inorganic Chemistry, ;2022, 38(6): 1121-1132. doi: 10.11862/CJIC.2022.126
Alsaedi M K, Alothman G K, Alnajrani M N, Alsager O A, Alshmimri S A, Alharbi M A, Alawad M O, Alhadlaq S, Alharbi S. Antibiotic Adsorption by Metal-Organic Framework (UiO-66): A Comprehensive Kinetic, Thermodynamic, and Mechanistic Study[J]. Antibiotics, 2020,9(10)722. doi: 10.3390/antibiotics9100722
Azhar M R, Abid H R, Sun H Q, Periasamy V, Tade M O, Wang S B. Excellent Performance of Copper Based Metal Organic Framework in Adsorptive Removal of Toxic Sulfonamide Antibiotics from Wastewater[J]. J. Colloid Interface Sci., 2016,478:344-352. doi: 10.1016/j.jcis.2016.06.032
Chai H M, Zhang G Q, Jiao C X, Ren Y X, Gao L J. A Multifunctional Tb-MOF Detector for H2O2, Fe3+, Cr2O72-, and TPA Explosive Featuring Coexistence of Binuclear and Tetranuclear Clusters[J]. ACS Omega, 2020,5(51):33039-33046. doi: 10.1021/acsomega.0c04526
Cong Z Z, Song Z F, Ma Y X, Zhu M C, Zhang Y, Wu S Y, Gao E J. Highly Emissive Metal-Organic Frameworks for Sensitive and Selective Detection of Nitrofuran and Quinolone Antibiotics[J]. Chem. Asian J., 2021,16(13):1773-1779. doi: 10.1002/asia.202100352
Firuzabadi F D, Alavi M A, Zarekarizi F, Tehrani A A, Morsali A. A Pillared Metal-Organic Framework with Rich π-Electron Linkers as a Novel Fluorescence Probe for the Highly Selective and Sensitive Detection of Nitroaromatics[J]. Colloids Surf. A, 2021,622126631. doi: 10.1016/j.colsurfa.2021.126631
Gai S, Zhang J, Fan R Q, Xing K, Chen W, Zhu K, Zheng X B, Wang P, Fang X K, Yang Y L. Highly Stable Zinc-Based Metal-Organic Frameworks and Corresponding Flexible Composites for Removal and Detection of Antibiotics in Water[J]. ACS Appl. Mater. Interfaces, 2020,12(7):8650-8662. doi: 10.1021/acsami.9b19583
Gan Z Y, Hu X T, Xu X C, Zhang W, Zou X B, Shi J Y, Zheng K Y, Arslan M. A Portable Test Strip Based on Fluorescent Europium-Based Metal-Organic Framework for Rapid and Visual Detection of Tetracycline in Food Samples[J]. Food Chem., 2021,354129501. doi: 10.1016/j.foodchem.2021.129501
Guo F, Su C H, Fan Y H, Shi W B, Zhang X L. Construction of a Dual-Response Luminescent Metal-Organic Framework with Excellent Stability for Detecting Fe3+ and Antibiotic with High Selectivity and Sensitivity[J]. J. Solid State Chem., 2020,284121183. doi: 10.1016/j.jssc.2020.121183
Guo X, Gao B, Cui X, Wang J H, Dong W Y, Duan Q, Su Z M. PL Sensor for Sensitive and Selective Detection of 2, 4, 6-Trinitrophenol Based on Carbazole and Tetraphenylsilane Polymer[J]. Dyes Pigment., 2021,191109379. doi: 10.1016/j.dyepig.2021.109379
Imanipoor J, Mohammadi M, Dinari M, Ehsani M R. Adsorption and Desorption of Amoxicillin Antibiotic from Water Matrices Using an Effective and Recyclable MIL-53(Al) Metal-Organic Framework Adsorbent[J]. J. Chem. Eng. Data, 2021,66(1):389-403. doi: 10.1021/acs.jced.0c00736
Joseph L, Jun B M, Jang M, Park C M, Munoz-Senmache J C, Hernandez-Maldonado A J, Heyden A, Yu M, Yoon Y. Removal of Contaminants of Emerging Concern by Metal-Organic Framework Nanoadsorbents: A Review[J]. Chem. Eng. J., 2019,369:928-946. doi: 10.1016/j.cej.2019.03.173
Li B, Jiang Y Y, Sun Y Y, Wang Y J, Han M L, Wu Y P, Ma L F, Li D S. The Highly Selective Detecting of Antibiotics and Support of Noble Metal Catalysts by a Multifunctional Eu-MOF[J]. Dalton Trans., 2020,49(42):14854-14862. doi: 10.1039/D0DT03176C
Li C L, Zeng C H, Chen Z, Jiang Y F, Yao H, Yang Y Y, Wong W T. Luminescent Lanthanide Metal-Organic Framework Test Strip for Immediate Detection of Tetracycline Antibiotics in Water[J]. J. Hazard. Mater., 2020,384121498. doi: 10.1016/j.jhazmat.2019.121498
Li C P, Long W W, Lei Z, Guo L, Xie M J, Lu J, Zhu X D. Anionic Metal-Organic Framework as a Unique Turn-On Fluorescent Chemical Sensor for Ultra-Sensitive Detection of Antibiotics[J]. Chem. Commun., 2020,56(82):12403-12406. doi: 10.1039/D0CC05175F
Li D, Lv N, Yu J K, Qiao Y, Xue X X, Li H J, Che G B. Synthesis, Crystal Structure and Highly Sensitive Detection Property of a Fluorescent Copper Coordination Polymer[J]. J. Mol. Struct., 2021,1236130347. doi: 10.1016/j.molstruc.2021.130347
Li J, Ye C F, Wu Y N, Zhu Y J, Xu J J, Wang Y, Wang H T, Guo M T, Li F T. Novel Sensing Platform Based on Gold Nanoparticle-Aptamer and Fe-Metal-Organic Framework for Multiple Antibiotic Detection and Signal Amplification[J]. Environ. Int., 2019,125:135-141. doi: 10.1016/j.envint.2019.01.033
Li S Q, Liu X D, Chai H X, Huang Y M. Recent Advances in the Construction and Analytical Applications of Metal-Organic Frameworks-Based Nanozymes[J]. Trac-Trends Anal. Chem., 2018,105:391-403. doi: 10.1016/j.trac.2018.06.001
Li W T, Hu Z J, Meng J, Zhang X, Gao W, Chen M L, Wang J H. Zn-Based Metal Organic Framework-Covalent Organic Framework Composites for Trace Lead Extraction and Fluorescence Detection of TNP[J]. J. Hazard. Mater., 2021,411125021. doi: 10.1016/j.jhazmat.2020.125021
Li Z P, Zhu X P, Gao E J, Wu S Y, Zhang Y, Zhu M C. Bifunctional Luminescent Eu Metal-Organic Framework for Sensing Nitroaromatic Pollutants and Fe3+ Ion with High Sensitivity and Selectivity[J]. Appl. Organomet. Chem., 2021,35(3)e6136.
Liang X Q, Wen L X, Mi Y F, Guo J J, Yu B, Tao M, Cao Z H, Zhao Z J. Highly Cross-Linked Polymeric Nanoparticles with Aggregation-Induced Emission for Sensitive and Recyclable Explosive Detection[J]. Dyes Pigment., 2021,191109369. doi: 10.1016/j.dyepig.2021.109369
Lin Z G, Song F Q, Wang H, Song X Q, Yu X X, Liu W S. The Construction of a Novel Luminescent Lanthanide Framework for the Selective Sensing of Cu2+ and 4-Nitrophenol in Water[J]. Dalton Trans., 2021,50(5):1874-1886. doi: 10.1039/D0DT04089D
Liu S, Bai J L, Huo Y P, Ning B A, Peng Y, Li S, Han D P, Kang W J, Gao Z X. A Zirconium-Porphyrin MOF-Based Ratiometric Fluorescent Biosensor for Rapid and Ultrasensitive Detection of Chloramphenicol[J]. Biosens. Bioelectron., 2020,149111801. doi: 10.1016/j.bios.2019.111801
Liu X G, Tao C L, Yu H Q, Chen B, Liu Z, Zhu G P, Zhao Z J, Shen L, Tang B Z. A New Luminescent Metal-Organic Framework Based on Dicarboxyl-Substituted Tetraphenylethene for Efficient Detection of Nitro-Containing Explosives and Antibiotics in Aqueous Media[J]. J. Mater. Chem. C, 2018,6(12):2983-2988. doi: 10.1039/C7TC05535H
Lu D K, Qin M H, Liu C, Deng J J, Shi G Y, Zhou T S. Ionic Liquid-Functionalized Magnetic Metal-Organic Framework Nanocomposites for Efficient Extraction and Sensitive Detection of Fluoroquinolone Antibiotics in Environmental Water[J]. ACS Appl. Mater. Interfaces, 2021,13(4):5357-5367. doi: 10.1021/acsami.0c17310
Nacarogluballi J, Kirpik H, Kose M. A Gossypol-Hydrazone Compound and Its Sensing Properties towards Metal Ions and Nitro-Phenolic Compounds[J]. J. Mol. Struct., 2021,1236130310. doi: 10.1016/j.molstruc.2021.130310
Qin Z S, Dong W W, Zhao J, Wu Y P, Tian Z F, Zhang Q, Li D S. Metathesis in Metal-Organic Gels (MOGs): A Facile Strategy to Construct Robust Fluorescent Ln-MOG Sensors for Antibiotics and Explosives[J]. Eur. J. Inorg. Chem., 2018(2):186-193.
Qin Z S, Dong W W, Zhao J, Wu Y P, Zhang Q C, Li D S. A Water-Stable Tb(Ⅲ)-Based Metal-Organic Gel (MOG) for Detection of Antibiotics and Explosives[J]. Inorg. Chem. Front., 2018,5(1):120-126. doi: 10.1039/C7QI00495H
Safaei M, Foroughi M M, Ebrahimpoor N, Jahani S, Omidi A, Khatami M. A Review on Metal-Organic Frameworks: Synthesis and Applications[J]. Trac-Trends Anal. Chem., 2019,118:401-425. doi: 10.1016/j.trac.2019.06.007
Sharma V, Mehata M S. Rapid Optical Sensor for Recognition of Explosive 2, 4, 6-TNP Traces in Water through Fluorescent Znse Quantum Dots[J]. Spectrochim. Acta A, 2021,260119937. doi: 10.1016/j.saa.2021.119937
Singhaal R, Tashi L, Nisa Z, Ashashi N A, Sen C, Devi S, Sheikh H N. PEI Functionalized NaCeF4∶Tb3+/Eu3+ for Photoluminescence Sensing of Heavy Metal Ions and Explosive Aromatic Nitro Compounds[J]. RSC Adv., 2021,11(32):19333-19350. doi: 10.1039/D1RA02910J
Skorjanc T, Shetty D, Valant M. Covalent Organic Polymers and Frameworks for Fluorescence-Based Sensors[J]. ACS Sens., 2021,6(4):1461-1481. doi: 10.1021/acssensors.1c00183
Sun S L, Sun X Y, Sun Q, Gao E Q, Zhang J L, Li W J. Europium Metal-Organic Framework Containing Helical Metal-Carboxylate Chains for Fluorescence Sensing of Nitrobenzene and Nitrofunans Antibiotics[J]. J. Solid State Chem., 2020,292121701. doi: 10.1016/j.jssc.2020.121701
Wang B, Lv X L, Feng D W, Xie L H, Zhang J, Li M, Xie Y B, Li J R, Zhou H C. Highly Stable Zr(Ⅳ)-Based Metal-Organic Frameworks for the Detection and Removal of Antibiotics and Organic Explosives in Water[J]. J. Am. Chem. Soc., 2016,138(19):6204-6216. doi: 10.1021/jacs.6b01663
Wang G, Sun T T, Sun Z R, Hu X. Preparation of Copper Based Metal Organic Framework Materials and Its Effective Adsorptive Removal of Ceftazidime from Aqueous Solutions[J]. Appl. Surf. Sci., 2020,532147411. doi: 10.1016/j.apsusc.2020.147411
Wang B, Lv X L, Feng D, Xie L H, Zhang J, Li M, Zhou H C. Highly Stable Zr(Ⅳ)-Based Metal-Organic Frameworks for the Detection and Removal of Antibiotics and Organic Explosives in Water[J]. J. Am. Chem. Soc., 2016,138(19):6204-6216. doi: 10.1021/jacs.6b01663
Qin J H, Huang Y D, Shi M Y, Wang H R, Ma L F. Aqueous-Phase Detection of Antibiotics and Nitroaromatic Explosives by an Alkali-Resistant Zn -MOF Directed by an Ionic Liquid[J]. RSC Adv., 2020,10(3):1439-1446. doi: 10.1039/C9RA08733H
Wang J, Zha Q Q, Qin G X, Ni Y H. A Novel Zn(Ⅱ)-Based Metal-Organic Framework as a High Selective and Sensitive Sensor for Fluorescent Detections of Aromatic Nitrophenols and Antibiotic Metronidazole[J]. Talanta, 2020,211120742. doi: 10.1016/j.talanta.2020.120742
Wang K, Zhuang T, Su Z X, Chi M H, Wang H C. Antibiotic Residues in Wastewaters from Sewage Treatment Plants and Pharmaceutical Industries: Occurrence, Removal and Environmental Impacts[J]. Sci. Total Environ., 2021,788147811. doi: 10.1016/j.scitotenv.2021.147811
Wang J, He C, Wu P Y, Wang J, Duan C Y. An Amide-Containing Metal-Organic Tetrahedron Responding to a Spin-Trapping Reaction in a Fluorescent Enhancement Manner for Biological Imaging of NO in Living Cells[J]. J. Am. Chem. Soc., 2011,133(32):12402-12405. doi: 10.1021/ja2048489
Xu Y L, Liu Y, Liu X H, Zhao Y, Wang P, Wang Z L, Sun W Y. Novel Cadmium(Ⅱ) Frameworks with Mixed Carboxylate and Imidazole-Containing Ligands for Selective Detection of Antibiotics[J]. Polyhedron, 2018,154:350-356. doi: 10.1016/j.poly.2018.08.009
Zhou S H, Lu L, Liu D, Wang J, Sakiyama H, Muddassir M, Liu J Q. Series of Highly Stable Cd(Ⅱ)-Based MOFs as Sensitive and Selective Sensors for Detection of Nitrofuran Antibiotic[J]. CrystEngComm, 2021,23(46):8043-8052. doi: 10.1039/D1CE01264A
Li J, Chen T J, Han S, Song L F. Four Zn(Ⅱ)-Organic Frameworks as Luminescent Probe for Highly Selectivity Detection of Cr(Ⅵ) Ions and Antibiotics[J]. J. Solid State Chem., 2019,277:107-114. doi: 10.1016/j.jssc.2019.05.038
Qin J H, Huang Y D, Shi M Y, Wang H R, Han M L, Yang X G, Ma L F. Aqueous-Phase Detection of Antibiotics and Nitroaromatic Explosives by an Alkali-Resistant Zn-MOF Directed by an Ionic Liquid[J]. RSC Adv., 2020,10(3):1439-1446. doi: 10.1039/C9RA08733H
Wang G D, Li Y Z, Shi W J, Zhang B, Hou L, Wang Y Y. A Robust Cluster-Based Eu-MOF as Multi-functional Fluorescence Sensor for Detection of Antibiotics and Pesticides in Water[J]. Sens. Actuators B, 2021,331129377. doi: 10.1016/j.snb.2020.129377
Ji X X, Wu S Y, Song D X, Chen S Y, Chen Q, Gao E J, Xu J, Zhu X P, Zhu M C. A Water-Stable Luminescent Sensor Based on Cd2+ Coordination Polymer for Detecting Nitroimidazole Antibiotics in Water[J]. Appl. Organomet. Chem., 2021,35(10)e6359.
Li J M, Li R, Li X. Construction of Metal-Organic Frameworks (MOFs) and Highly Luminescent Eu(Ⅲ)-MOF for the Detection of Inorganic Ions and Antibiotics in Aqueous Medium[J]. CrystEngComm, 2018,20(34):4962-4972. doi: 10.1039/C8CE00915E
Wang W, Yang J, Wang R M, Zhang L L, Yu J F, Sun D F. Luminescent Terbium-Organic Framework Exhibiting Selective Sensing of Nitroaromatic Compounds (NACs)[J]. Cryst. Growth Des., 2015,15(6):2589-2592. doi: 10.1021/acs.cgd.5b00381
Abuzalat O, Wong D, Park S S, Kim S. Highly Selective and Sensitive Fluorescent Zeolitic Imidazole Frameworks Sensor for Nitroaromatic Explosive Detection[J]. Nanoscale, 2020,12(25):13523-13530. doi: 10.1039/D0NR01653E
Kaur M, Mehta S K, Kansal S K. A Fluorescent Probe Based on Nitrogen Doped Graphene Quantum Dots for Turn Off Sensing of Explosive and Detrimental Water Pollutant, TNP in Aqueous Medium[J]. Spectrochim. Acta A, 2017,180:37-43. doi: 10.1016/j.saa.2017.02.035
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Inset: pore size distribution of MOG(Tb)