A Water-Stable 3D Eu(Ⅲ)-Organic Framework as a Bi-Functional Ratiometric Luminescent Sensor for Fast, Sensitive and Selective Detection of ODZ and Hg2+ in Aqueous Media
- Corresponding author: Qingfu Zhang, zhangqingfu@lcu.edu.cn
Citation: Xiuting Gao, Nana Chen, Minglei Cao, Yang Shi, Qingfu Zhang. A Water-Stable 3D Eu(Ⅲ)-Organic Framework as a Bi-Functional Ratiometric Luminescent Sensor for Fast, Sensitive and Selective Detection of ODZ and Hg2+ in Aqueous Media[J]. Chinese Journal of Structural Chemistry, ;2022, 41(11): 221111. doi: 10.14102/j.cnki.0254-5861.2022-0171
Liu, X.; Steele, J. C.; Meng, X. Z. Usage, residue, and human health risk of antibiotics in Chinese aquaculture: a review. Environ. Pollut. 2017, 223, 161-169.
doi: 10.1016/j.envpol.2017.01.003
Wang, J. L.; Zhuan, R.; Chu, L. B. The occurrence, distribution and degradation of antibiotics by ionizing radiation: an overview. Sci. Total Environ. 2019, 646, 1385-1397.
doi: 10.1016/j.scitotenv.2018.07.415
Zhang, Q. Q.; Ying, G. G.; Pan, C. G.; Liu, Y. S.; Zhao, J. L. Comprehensive evaluation of antibiotics emission and fate in the river basins of China: source analysis, multimedia modeling, and linkage to bacterial resistance. Environ. Sci. Technol. 2015, 49, 6772-6782.
doi: 10.1021/acs.est.5b00729
Kümmerer, K. Antibiotics in the aquatic environment-a review-part I. Chemosphere 2009, 75, 417-434.
doi: 10.1016/j.chemosphere.2008.11.086
Grandjean, P.; Landrigan, P. J. Developmental neurotoxicity of industrial chemicals. Lancet 2006, 368, 2167-2178.
doi: 10.1016/S0140-6736(06)69665-7
Toussaint, B.; Chedin, M.; Vincent, U.; Bordin, G.; Rodriguez, A. R. Determination of (fluoro)quinolone antibiotic residues in pig kidney using liquid chromatography-tandem mass spectrometry part II: intercomparison exercise. J. Chromatogr. A 2005, 1088, 40-48.
doi: 10.1016/j.chroma.2005.02.016
Tabrizchi, M.; ILbeigi, V. Detection of explosives by positive corona discharge ion mobility spectrometry. J. Hazard. Mater. 2010, 176, 692-696.
doi: 10.1016/j.jhazmat.2009.11.087
Pérez-Fernández, V.; Domínguez-Vega, E.; Crego, A. L.; Ángeles García, M.; Marina, M. L. Recent advances in the analysis of antibiotics by CE and CEC. Electrophoresis 2012, 33, 127-146.
doi: 10.1002/elps.201100409
Cheng, Y. J.; Huang, S. H.; Singco, B.; Huang, H. Y. Analyses of sulfonamide antibiotics in meat samples by on-line concentration capillary electrochromatography-mass spectrometry. J. Chromatogr. A 2011, 1218, 7640-7647.
doi: 10.1016/j.chroma.2011.06.027
Zheng, W.; Zhou, S. Y.; Chen, Z.; Hu, P.; Liu, Y. S.; Tu, D. T.; Zhu, H. M.; Li, R. F.; Huang, M. D.; Chen, X. Y. Sub-10 nm lanthanide-doped CaF2 nanoprobes for time-resolved luminescent biodetection. Angew. Chem. Int. Ed. 2013, 52, 6671-6676.
doi: 10.1002/anie.201302481
Zhang, M. R.; Zheng, W.; Liu, Y.; Huang, P.; Gong, Z. L.; Wei, J. J.; Gao, Y.; Zhou, S. Y.; Li, X. J.; Chen, X. Y. A new class of blue-LED-excitable NIR-II luminescent nanoprobes based on lanthanide-doped CaS nanoparticles. Angew. Chem. Int. Ed. 2019, 58, 9556-9560.
doi: 10.1002/anie.201905040
Zhang, C. G.; Zhang, M. R.; Zheng, W.; Wei, J. J.; Wang, S. T.; Huang, P.; Cheng, X. W.; Dai, T.; Chen, Z.; Chen, X. Y. A new class of luminescent nanoprobes based on main-group Sb3+ emitters. Nano Res. 2022, 15, 179-185.
doi: 10.1007/s12274-021-3454-4
Allendorf, M. D.; Bauer, C. A.; Bhakta, R. K.; Houk, R. J. T. Lumine-scent metal-organic frameworks. Chem. Soc. Rev. 2009, 38, 1330-1352.
doi: 10.1039/b802352m
Rasheed, T.; Nabeel, F. Luminescent metal-organic frameworks as potential sensory materials for various environmental toxic agents. Coord. Chem. Rev. 2019, 401, 213065.
doi: 10.1016/j.ccr.2019.213065
Lu, Z. Q.; Li, Y. Z.; Hao, C.; Ru, Y.; Yang, S. J.; Zhang, N. D.; Fu, Y. Q.; Wu, W. L.; Zhou, Y. Synthesis, crystal structure and luminescent/magnetic properties of two metal-organic frameworks based on multi-N/O-donor mixed ligands. Chin. J. Struct. Chem. 2021, 40, 1122-1130.
Yin, Y. J.; Fang, W. J.; Liu, S. Q.; Chen, J.; Zhang, J. J.; Ni, A. Y. A new bio-metal-organic framework: synthesis, crystal structure and selectively sensing of Fe(III) Ion in aqueous medium. Chin. J. Struct. Chem. 2021, 40, 1456-1460.
Wang, N.; Zhou, M. S.; Li, T.; Fu, H. R.; Li, F. F. Synthesis and detection of pesticides of luminescent metal-organic framework based on carboxyl-decorating tetraphenylethylene. Chin. J. Struct. Chem. 2020, 39, 1496-1502.
Chen, L.; Liu, D. H.; Peng, J.; Du, Q. Z.; He, H. Ratiometric fluorescence sensing of metal-organic frameworks: tactics and perspectives. Coord. Chem. Rev. 2020, 404, 213113.
doi: 10.1016/j.ccr.2019.213113
Yan, B. Lanthanide-functionalized metal-organic framework hybrid systems to create multiple luminescent centers for chemical sensing. Acc. Chem. Res. 2017, 50, 2789-2798.
doi: 10.1021/acs.accounts.7b00387
Yang, L.; Song, Y. H.; Wang, L. Multi-emission metal-organic framework composites for multicomponent ratiometric fluorescence sensing: recent developments and future challenges. J. Mater. Chem. B 2020, 8, 3292-3315.
doi: 10.1039/C9TB01931F
Yin, H. Q.; Yin, X. B. Metal-organic frameworks with multiple luminescence emissions: designs and applications. Acc. Chem. Res. 2020, 53, 485-495.
doi: 10.1021/acs.accounts.9b00575
Wu, S. Y.; Min, H.; Shi, W.; Cheng, P. Multicenter metal-organic framework-based ratiometric fluorescent sensors. Adv. Mater. 2020, 32, 1805871.
doi: 10.1002/adma.201805871
(a) Li, Y.; Pang, J. D.; Bu, X. H. Multi-functional metal-organic frameworks for detection and removal of water pollutions. Chem. Commun. 2022, 58, 7890-7908; (b) Yang, Y.; Pang, J. D.; Li, Y. W.; Sun, L.; Zhang, H.; Zhang, L. Y.; Xu, S. T.; Jiang, T. W. Fabrication of a stable europium-based luminescent sensor for fast detection of urinary 1‑hydroxypyrene constructed from a tetracarboxylate ligand. Inorg. Chem. 2021, 60, 19189-19196.
Yang, Y.; Chen, L.; Jiang, F. L.; Wu, M. Y.; Pang, J. D.; Wan, X. Y.; Hong, M. C. A water-stable 3D Eu-MOF based on a metallacyclodimeric secondary building unit for sensitive fluorescent detection of acetone molecules. CrystEngComm 2019, 21, 321-328.
doi: 10.1039/C8CE01875H
Shu, Y.; Ye, Q. Y.; Dai, T.; Xu, Q.; Hu, X. Y. Encapsulation of luminescent guests to construct luminescent metal-organic frameworks for chemical sensing. ACS Sens. 2021, 6, 641-658.
doi: 10.1021/acssensors.0c02562
Zhang, X.; Hu, Q.; Xia, T. F.; Zhang, J.; Yang, Y.; Cui, Y. J.; Chen, B. L.; Qian, G. D. Turn-on and ratiometric luminescent sensing of hydrogen sulfide based on metal-organic frameworks. ACS Appl. Mater. Interfaces 2016, 8, 32259-32265.
doi: 10.1021/acsami.6b12118
Zeng, X. L.; Hu, J.; Zhang, M.; Wang, F. L.; Wu, L.; Hou, X. D. Visual detection of fluoride anions using mixed lanthanide metal-organic frameworks with a smartphone. Anal. Chem. 2020, 92, 2097-2102.
doi: 10.1021/acs.analchem.9b04598
Yu, L.; Zheng, Q. T.; Wang, H.; Liu, C. X.; Huang, X. Q.; Xiao, Y. X. Double-color lanthanide metal-organic framework based logic device and visual ratiometric fluorescence water microsensor for solid pharmaceuticals. Anal. Chem. 2020, 92, 1402-1408.
doi: 10.1021/acs.analchem.9b04575
(a) Alvarez, S.; Alemany, P.; Casanova, D.; Cirera, J.; Llunell, M.; Avnir, D. Shape maps and polyhedral interconversion paths in transition metal chemistry. Coord. Chem. Rev. 2005, 249, 1693-1708; (b) Cirera, J.; Ruiz, E.; Alvarez, S. Shape and spin state in four-coordinate transition-metal complexes: the case of the d6 configuration. Chem. Eur. J. 2006, 12, 3162-3167.
Lin, Z. J.; Yang, Z.; Liu, T. F.; Huang, Y. B.; Cao, R. Microwaveassisted synthesis of a series of lanthanide metal-organic frameworks and gas sorption properties. Inorg. Chem. 2012, 51, 1813-1820.
doi: 10.1021/ic202082w
Burrows, A. D.; Cassar, K.; Düren, T.; Friend, R. M. W.; Mahon, M. F.; Rigby, S. P.; Savarese, T. L. Syntheses, structures and properties of cadmium benzenedicarboxylate metal-organic frameworks. Dalton Trans. 2008, 2465-2474.
Spek, A. L. Structure validation in chemical crystallography. Acta Cryst. 2009, D65, 148-155.
Wang, X. H.; Lei, M. Y.; Zhang, T. J.; Zhang, Q. F.; Zhang, R. F.; Yang, M. A water-stable multi-responsive luminescent Zn-MOF sensor for detecting TNP, NZF and Cr2O72- in aqueous media. Dalton Trans. 2021, 50, 3816-3824.
doi: 10.1039/D0DT03049J
Zhang, Q. F.; Lei, M. Y.; Kong, F.; Yang, Y. A water-stable homochiral luminescent MOF constructed from an achiral acylamide-containing dicarboxylate ligand for enantioselective sensing of penicillamine. Chem. Commun. 2018, 54, 10901-10904.
doi: 10.1039/C8CC06274A
Hao, J. N.; Yan, B. Highly sensitive and selective fluorescent probe for Ag+ based on a Eu3+ post-functionalized metal-organic framework in aqueous media. J. Mater. Chem. A 2014, 2, 18018-18025.
doi: 10.1039/C4TA03990D
Zhang, X.; Luo, X.; Zhang, N. X.; Wu, J.; Huang, Y. Q. A highly selective and sensitive Zn(II) coordination polymer luminescent sensor for Al3+ and NACs in the aqueous phase. Inorg. Chem. Front. 2017, 4, 1888-1894.
doi: 10.1039/C7QI00549K
Cho, W.; Lee, H. J.; Choi, G.; Choi, S.; Oh, M. Dual changes in conformation and optical properties of fluorophores within a metal-organic framework during framework construction and associated sensing event. J. Am. Chem. Soc. 2014, 136, 12201-12204.
doi: 10.1021/ja504204d
Zhang, Q. F.; Lei, M. Y.; Yan, H.; Wang, J. Y.; Shi, Y. A water stable 3D luminescent metal-organic framework based on heterometallic [Eu6IIIZnII] clusters showing highly sensitive, selective, and reversible detection of ronidazole. Inorg. Chem. 2017, 56, 7610-7614.
doi: 10.1021/acs.inorgchem.7b01156
Arnaud, N.; Vaquer, E.; Georges, J. Comparative study of the luminescent properties of europium and terbium coordinated with thenoyltrifluoroacetone or pyridine-2, 6-dicarboxylic acid in aqueous solutions. Analyst 1998, 123, 261-265.
doi: 10.1039/a706522a
Tan, H. L.; Chen, Y. Ag+-enhanced fluorescence of lanthanide/nucleotide coordination polymers and Ag+ sensing. Chem. Commun. 2011, 47, 12373-12375.
doi: 10.1039/c1cc16003f
Tang, Q.; Liu, S. X.; Liu, Y. W.; Miao, J.; Li, S. J.; Zhang, L; Shi, Z.; Zheng, Z. P. Cation sensing by a luminescent metal-organic framework with multiple Lewis basic sites. Inorg. Chem. 2013, 52, 2799-2801.
doi: 10.1021/ic400029p
Zhao, B.; Chen, X. Y.; Cheng, P.; Liao, D. Z.; Yan, S. P.; Jiang, Z. H. Coordination polymers containing 1D channels as selective luminescent probes. J. Am. Chem. Soc. 2004, 126, 15394-15395.
doi: 10.1021/ja047141b
Hanaoka, K.; Kikuchi, K.; Kojima, H.; Urano, Y.; Nagano, T. Development of a zinc ion-selective luminescent lanthanide chemosensor for biological applications. J. Am. Chem. Soc. 2004, 126, 12470-12476.
doi: 10.1021/ja0469333
Razavi, S. A. A.; Masoomi, M. Y.; Morsali, A. Double solvent sensing method for improving sensitivity and accuracy of Hg(II) detection based on different signal transduction of a tetrazine-functionalized pillared metalorganic framework. Inorg. Chem. 2017, 56, 9646-9652.
doi: 10.1021/acs.inorgchem.7b01155
Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Cryst. 2015, C71, 3-8.
Sluis, P. V. D.; Spek, A. L. BYPASS: an effective method for the refinement of crystal structures containing disordered solvent regions. Acta Cryst. 1990, A46, 194-201.
Ying Chen , Li Li , Junyao Zhang , Tongrui Sun , Xuan Zhang , Shiqi Zhang , Jia Huang , Yidong Zou . Tailored ionically conductive graphene oxide-encased metal ions for ultrasensitive cadaverine sensor. Chinese Chemical Letters, 2024, 35(8): 109102-. doi: 10.1016/j.cclet.2023.109102
Shuangying Li , Qingxiang Zhou , Zhi Li , Menghua Liu , Yanhui Li . Sensitive measurement of silver ions in environmental water samples integrating magnetic ion-imprinted solid phase extraction and carbon dot fluorescent sensor. Chinese Chemical Letters, 2024, 35(5): 108693-. doi: 10.1016/j.cclet.2023.108693
Zhiqiang Liu , Qiang Gao , Wei Shen , Meifeng Xu , Yunxin Li , Weilin Hou , Hai-Wei Shi , Yaozuo Yuan , Erwin Adams , Hian Kee Lee , Sheng Tang . Removal and fluorescence detection of antibiotics from wastewater by layered double oxides/metal-organic frameworks with different topological configurations. Chinese Chemical Letters, 2024, 35(8): 109338-. doi: 10.1016/j.cclet.2023.109338
Hongdao LI , Shengjian ZHANG , Hongmei DONG . Magnetic relaxation and luminescent behavior in nitronyl nitroxide-based annuluses of rare-earth ions. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 972-978. doi: 10.11862/CJIC.20230411
Ruikui YAN , Xiaoli CHEN , Miao CAI , Jing REN , Huali CUI , Hua YANG , Jijiang WANG . Design, synthesis, and fluorescence sensing performance of highly sensitive and multi-response lanthanide metal-organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 834-848. doi: 10.11862/CJIC.20230301
Jing JIN , Zhuming GUO , Zhiyin XIAO , Xiujuan JIANG , Yi HE , Xiaoming LIU . Tuning the stability and cytotoxicity of fac-[Fe(CO)3I3]- anion by its counter ions: From aminiums to inorganic cations. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 991-1004. doi: 10.11862/CJIC.20230458
Yuxin Li , Chengbin Liu , Qiuju Li , Shun Mao . Fluorescence analysis of antibiotics and antibiotic-resistance genes in the environment: A mini review. Chinese Chemical Letters, 2024, 35(10): 109541-. doi: 10.1016/j.cclet.2024.109541
Jian Peng , Yue Jiang , Shuangyu Wu , Yanran Cheng , Jingyu Liang , Yixin Wang , Zhuo Li , Sijie Lin . A nonradical oxidation process initiated by Ti-peroxo complex showed high specificity toward the degradation of tetracycline antibiotics. Chinese Chemical Letters, 2024, 35(5): 108903-. doi: 10.1016/j.cclet.2023.108903
Xiaotao Jin , Yanlan Wang , Yingping Huang , Di Huang , Xiang Liu . Percarbonate activation catalyzed by nanoblocks of basic copper molybdate for antibiotics degradation: High performance, degradation pathways and mechanism. Chinese Chemical Letters, 2024, 35(10): 109499-. doi: 10.1016/j.cclet.2024.109499
Xiangshuai Li , Jian Zhao , Li Luo , Zhuohao Jiao , Ying Shi , Shengli Hou , Bin Zhao . Visual and portable detection of metronidazole realized by metal-organic framework flexible sensor and smartphone scanning. Chinese Chemical Letters, 2024, 35(10): 109407-. doi: 10.1016/j.cclet.2023.109407
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Lixian Cai , Yingxiang Ye . A flexible-robust MOF for efficient purification of perfluoropropane. Chinese Journal of Structural Chemistry, 2024, 43(11): 100368-100368. doi: 10.1016/j.cjsc.2024.100368
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