Citation: Yueyue WEI, Xuehua SUN, Hongmei CHAI, Wanqiao BAI, Yixia REN, Loujun GAO, Gangqiang ZHANG, Jun ZHANG. Two Ln-Co (Ln=Eu, Sm) metal-organic frameworks: Structures, magnetism, and fluorescent sensing sulfasalazine and glutaraldehyde[J]. Chinese Journal of Inorganic Chemistry, ;2024, 40(12): 2475-2485. doi: 10.11862/CJIC.20240193 shu

Two Ln-Co (Ln=Eu, Sm) metal-organic frameworks: Structures, magnetism, and fluorescent sensing sulfasalazine and glutaraldehyde

Yueyue WEI ^{1, #} ,
Xuehua SUN ^{1, #} ,
Hongmei CHAI ^1,, ,
Wanqiao BAI ¹ ,
Yixia REN ¹ ,
Loujun GAO ¹ ,
Gangqiang ZHANG ² ,
Jun ZHANG ³

1.
Shaanxi Key Laboratory of Chemical Reaction Engineering, College of Chemistry and Chemical Engineering, Yan'an University, Yan'an, Shaanxi 716000, China
2.
College of Chemical Engineering and Technology, Xinjiang University, Urumqi 830046, China
3.
Xinjiang Shinning Environmental Protection Energy Co., Ltd., Hami, Xinjiang 839000, China

Corresponding author: Hongmei CHAI, chm8550@163.com

Received Date: 25 May 2024
Revised Date: 13 September 2024

Figures(6)

We used pentacarboxylic acid ligand 3, 5-di(2', 4'-dicarboxylphenyl) benzoic acid (H₅L) to synthesize two structural similarity lanthanide-cobalt heteronuclear bimetallic organic frameworks (Ln-Co-MOFs) by hydrothermal method: (C₂H₆NH₂)₅{[Eu₉Co(L)₆(H₂O)₅(OH)₄] ·5DMF}_n (1), (C₂H₆NH₂)₂{[Sm₉Co(L)₆(H₂O)₃Cl] ·5DMF}_n (2). The structures were characterized and the property was tested by single crystal X-ray diffraction, powder X-ray diffraction, thermogravimetry, infrared, fluorescence spectra, and magnetism. The results show that 1 and 2 both belong to the trigonal R3 space group and have novel 3D structures and good thermal stability. Among them, 1 has strong fluorescence properties, which can sensitively identify drug molecules sulfasalazine and organic molecules glutaraldehyde. The detection limits could reach 0.95 and 2.10 μmol·L^-1, respectively. In addition, 1 and 2 were antiferromagnetic at 1 kOe.
- heteronuclear bimetallic organic frameworks,
- fluorescence sensing,
- sulfasalazine,
- glutaraldehyde,
- magnetism
1. [1]
  Nozaki Y, Inoue A, Kinoshita K, Funauchi M, Matsumura I. Efficacy of iguratimod vs.salazosulfapyridine as the first line csDMARD for rheumatoid arthritis.[J]. Mod. Rheumatol., 2020,30(2):249-258. doi: 10.1080/14397595.2019.1572267
2. [2]
  Claytor J, Kumar P, Ananthakrishnan N A, Colombel J, Agrawal M, Ungaro C R. Mild Crohn's disease: Definition and management[J]. Curr. Gastroenterol. Rep., 2023,25(3):45-51. doi: 10.1007/s11894-023-00863-y
3. [3]
  Mushtaq S, Sarkar R. Sulfasalazine in dermatology: A lesser explored drug with broad therapeutic potential[J]. Int. J. Dermatol., 2020,6(3):191-198.
4. [4]
  Yu H, Hu K, Zhang T, Ren H. Identification of target genes related to sulfasalazine in triple-negative breast cancer through network pharmacology[J]. Med. Sci. Monit., 2020,26e926550.
5. [5]
  Sah N, Ramaiah B, Koneri R. Sulfasalazine-induced drug rash with eosinophilia and systemic symptoms syndrome in a seronegative spondyloarthritis patient: A case report[J]. Indian J. Pharmacol., 2021,53(5):391-393. doi: 10.4103/ijp.IJP_129_18
6. [6]
  Sil A, Bhattacharjee S M, Chandra A, Pramanik D J. Sulfasalazine induced drug reaction with eosinophilia and systemic symptoms (DRESS) with concomitant acute chikungunya virus infection: possible role of new viral trigger[J]. BMJ Case Rep., 2021,14(10)e244063. doi: 10.1136/bcr-2021-244063
7. [7]
  Winward J, Lyckholm L, Brown M S, Mokadem M. Republished: Case of relapsing sulfasalazine-induced hypersensitivity syndrome upon reexposure[J]. Drug and Therapeutics Bulletin, 2021,59(11):174-175. doi: 10.1136/dtb.2021.235803rep
8. [8]
  Jolibois B, Guerbet M, Vassal S. Glutaraldehyde in hospital wastewater[J]. Arch. Environ. Contam. Toxicol., 2002,42(2):137-144. doi: 10.1007/s00244-001-0011-8
9. [9]
  Ballantyne B, Jordan L S. Toxicological, medical and industrial hygiene aspects of glutaraldehyde with particular reference to its biocidal use in cold sterilization procedures[J]. J. Appl. Toxicol., 2001,21(2):131-151. doi: 10.1002/jat.741
10. [10]
  Migneault I, Dartiguenave C, Vinh J, Bertrand M J, Waldron K C. Two glutaraldehyde immobilized trypsin preparations for peptide mapping by capillary zone electrophoresis, liquid chromatography, and mass spectrometry[J]. J. Liq. Chromatogr. Relat. Technol., 2008,31(6):789-806. doi: 10.1080/10826070801890413
11. [11]
  Yu L Y, Wu M R, Dong W, Wen Y Q, Zhao C S, Liu S R, Jin J, Lin W. Rapid determination of glutaraldehyde in leather by UV spectroscopy reverse flow injection system[J]. J. Soc. Leather Technol. Chem., 2014,98(5):211-215.
12. [12]
  Pieraccini G, Bartolucci G, Pacenti M, Dugheri S, Boccalon P, Focardi L. Gas chromatographic determination of glutaraldehyde in the workplace atmosphere after derivatization with O-(2, 3, 4, 5, 6-pentafluorobenzyl) hydroxylamine on a solidphase microextraction fibre[J]. J. Chromatogr. A, 2002,955(1):117-124. doi: 10.1016/S0021-9673(02)00199-1
13. [13]
  Maggadani P B, Harmita , Isfadhila M. High-performance liquid chromatography analytical method validation glutaraldehyde and benzalkonium chloride in disinfeatants[J]. Int. J. Pharmaceut., 2018,10(1):248-251.
14. [14]
  Kang H I, Shin H S. Sensitive determination of glutaraldehyde in environmental water by derivatization and gas chromatography-mass spectrometry[J]. Anal. Methods, 2016,8(15):3216-3223. doi: 10.1039/C5AY02798E
15. [15]
  Tsamis V, Tsanaktsidou E, Karavasili C, Zacharis K C, Bouropoulos N, Fatouros G D, Markopoulou K C. Development and validation of HPLC-DAD and LC-(ESI)/MS methods for the determination of sulfasalazine, mesalazine and hydrocortisone 21-acetate in tablets and rectal suppositories: In vitro and ex vivo permeability studies[J]. J. Chromatogr. B, 2022,1198123246. doi: 10.1016/j.jchromb.2022.123246
16. [16]
  Louw V, Brownfoot F, Cluver C, Decloedt E, Kellermann T. An LCMS/MS method for the simultaneous quantitation of sulfasalazine and sulfapyridine in human placenta[J]. J. Pharmaceut. Biomed., 2023,235115633. doi: 10.1016/j.jpba.2023.115633
17. [17]
  ZHANG J, LIU X, LI Z X, PEI Y T, YANG Y Q, LI H M, LIU Z Q. Assembling a luminescence silencing system based on post-synthetic modification strategy: A highly sensitive and selective turn-on metalorganic framework probe for ascorbic acid detection[J]. Chinese J. Inorg. Chem., 2024,40(4):823-833. doi: 10.11862/CJIC.20230310
18. [18]
  Sakamoto R, Fukui N, Maeda H, Toyoda R, Takaishi S, Tanabe T, Komeda J, Amo-Ochoa P, Zamora F, Nishihara H. Layered metalorganic frameworks and metal-organic nanosheets as functional materials[J]. Coord. Chem. Rev., 2022,472214787. doi: 10.1016/j.ccr.2022.214787
19. [19]
  Zha X Q, Zhao X H, Webb E, Khan S U, Wang Y. Beyond pristine metal organic frameworks: Preparation of hollow MOFs and their composites for catalysis, sensing, and adsorption removal applications[J]. Molecules, 2023,28(1):144-164.
20. [20]
  HAN X, WANG L Y, GENG F J, XI G Q. Adsorption of rhodamine B by benzimidazole based metalorganic framework/graphene oxide composites[J]. Chinese J. Inorg. Chem., 2023,39(6):1159-1168. doi: 10.11862/CJIC.2023.061
21. [21]
  Amooghin E A, Sanaeepur H, Ghomi M, Luque R, Garcia H, Banglin Chen. Flexible-robust MOFs/HOFs for challenging gas separations[J]. Coord. Chem. Rev., 2024,505215660. doi: 10.1016/j.ccr.2024.215660
22. [22]
  AN Y Y, LU L P, ZHU M L. One Cd^Ⅱ-MOF as a multi-responsive fluorescent probe for sensing Fe (Ⅲ) and Cr (Ⅵ)[J]. Chinese J. Inorg. Chem., 2023,39(5):939-946.
23. [23]
  Wang H M, Feng X N, Xia Y, Yin X B. Dual-ligand terbium metalorganic framework for visual ratiometric fluorescence sensing of nitrites in pickles[J]. ACS Food Sci. Technol., 2022,2:1911-1920. doi: 10.1021/acsfoodscitech.2c00278
24. [24]
  XU H, PAN Z R, QI Z P, SUN J. Three luminescent Zn-MOFs based on V-shaped ligands for fluorescence sensing of 2, 4, 6-trinitrophenol and Fe³⁺ in aqueous solution[J]. Chinese J. Inorg.Chem., 2022,38(12):2479-2490. doi: 10.11862/CJIC.2022.238
25. [25]
  Liu X F, Ma Q Q, Feng X, Li R F, Zhang X Y. A recycled Tb-MOF fluorescent sensing material for highly sensitive and selective detection of tetracycline in milk[J]. Microchem. J., 2021,170106714. doi: 10.1016/j.microc.2021.106714
26. [26]
  Zhao Z Q, Yang S, Zhu M C, Zhang Y, Sun Y G, Wu S Y. A multicenter lanthanide coordination polymer for ratiometric pesticide monitoring[J]. Sens Actuator B-Chem., 2023,383133593. doi: 10.1016/j.snb.2023.133593
27. [27]
  ZHU Z X, WANG C J, LIU C, XIAO Y M, LUO D, LIU D N, WANG Y Y. A Zn-MOF luminescent sensor for selective detection of styrene[J]. Chinese J. Inorg. Chem., 2020,36(10):1941-1947. doi: 10.11862/CJIC.2020.224
28. [28]
  Zhang G Q, Gao L J, Chai H M, Ren Y X. Novel multifunctional samarium-organic framework for fluorescence sensing of Ag⁺, MnO₄^-, and cimetidine and electrochemical sensing of o-nitrophenol in aqueous solutions[J]. ACS Omega, 2021,6(10):6810-6816. doi: 10.1021/acsomega.0c05867
29. [29]
  Jimenez V O, Pham H T Y, Zhou D, Liu M, Nugera A F, Kalappattil V, Eggers T, Hoang K, Duong L D, Terrones M, Gutiérrez R H, Phan H M. Transition metal dichalcogenides: Making atomic-level magnetism tunable with light at room temperature[J]. Adv. Sci., 2024,11(7)2304792. doi: 10.1002/advs.202304792
30. [30]
  Obeidat A, Aladerah B, Gharaibeh M, Aledealat K. Magnetism and magnetic properties of 3D transition metal monolayer on Pd (100)[J]. J. Magn. Magn. Mater., 2023,585171116. doi: 10.1016/j.jmmm.2023.171116
31. [31]
  DING L L, ZHANG Y H, GU J Y, TAN H Y, ZHU L B. Determination of the carboxyl content of oxidized starch by Fourier transform infrared (FTIR) spectroscopy[J]. Spectrosc. Spectr. Anal., 2014,34(2):401-404.
32. [32]
  Ramya A R, Reddy M L P, Cowley A H, Vasudevan K V. Synthesis, crystal structure, and photoluminescence of homodinuclear lanthanide 4(dibenzylamino) benzoate complexes[J]. Inorg. Chem., 2010,49(5):2407-2415.
33. [33]
  Fan L H, Zhang J Y, Zhao Y, Sun C Y, Li W J, Chang Z D. A robust Eu-MOF as a multi-functional fluorescence sensor for detection of benzaldehyde, Hg²⁺, and Cr₂O₇^2-/CrO₄^2-[J]. Microchem. J, 2024,196109712.
34. [34]
  Song Q, Wang L, Zhang J, Liu Y, Zhang X, Kong X. Fabrication of Eu-MOFs rod-shaped nanospheres with dual emissions for ratiometric fluorescence detecting Hg²⁺ in water[J]. Spectroc. Acta Pt. A-Molec. Biomolec. Spectr., 2024,312124013.
35. [35]
  Dong X Y, Li D Q C, Li Y Y, Sakiyama H, Muddassir M, Pan Y, Srivastava D, Kumar A. A 3, 8-connected Cd (Ⅱ)-based metal-organic framework as an appropriate luminescent sensor for the antibiotic sulfasalazine[J]. CrystEngComm, 2022,24:7157-7165.
36. [36]
  Jia Y H, Wang J M, Zhao L M, Yan B. Eu³⁺-β-diketone functionalized covalent organic framework hybrid material as a sensitive and rapid response fluorescent sensor for glutaraldehyde[J]. Talanta, 2022,236122877.
37. [37]
  Xu X, Meng R, Lu C, Mei L, Chen L, Zhao J. Acetate-decorated triLn (Ⅲ)-containing antimonotungstates with a tetrahedral{WO₄}group as a structure-directing template and their luminescence properties[J]. Inorg. Chem., 2020,59(6):3954-3963.
38. [38]
  Song X M, Hou X F, Zhao Q X, Ma Z H, Ren Y X. Fluorescence quenching mechanisms of novel isomorphic Zn/Cd coordination polymers for selective nitrobenzene detection[J]. Spectroc. Acta Pt. A-Molec. Biomolec. Spectr., 2024,308123729.
39. [39]
  Dong X P, Qi H X, Zhai Z H, Li W Q, Zhang P D. Probing the fluorescence quenching mechanism of N-doped carbon quantum dots by inorganic ions[J]. Microchem. J., 2024,197109854.
40. [40]
  CUI S X, ZHANG W W, SHEN J M, RU L Y, ZHAO Y, XU B, ZUO M H. Syntheses, crystal structures, and magnetic properties of bimetallic complex[Fe (2, 2'-bpy)₂Ni (CN)₄]_n[J]. J. Chin. Ceram. Soc., 2020,48(6):919-924.
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