Citation: Han XU, Zhao-Rui PAN, Rong JIANG. Syntheses, Crystal Structures and Properties of Coordination Polymers Based on 4, 4'-Bis(imidazol-l-yl)-phenyl Sulphone or 4, 4'-Bis(imidazol-l-yl)diphenyl Thioether[J]. Chinese Journal of Inorganic Chemistry, ;2022, 38(6): 1133-1145. doi: 10.11862/CJIC.2022.111 shu

Syntheses, Crystal Structures and Properties of Coordination Polymers Based on 4, 4'-Bis(imidazol-l-yl)-phenyl Sulphone or 4, 4'-Bis(imidazol-l-yl)diphenyl Thioether

Han XU ¹ ,
Zhao-Rui PAN ^2,, ,
Rong JIANG ¹

1.
School of Chemistry and Chemical Engineering, Key Laboratory of Inorganic Functional Materials, Huangshan University, Huangshan, Anhui 245041, China
2.
School of Environmental Science, Nanjing Xiaozhuang University, Nanjing 211171, China

Corresponding author: Zhao-Rui PAN, pzr_2006@163.com
Received Date: 8 December 2021
Revised Date: 1 April 2022

Figures(16)

Three new coordination polymers based on V-shaped ligands, namely {[Cd(BIDPS)(PA)(H₂O)]·CH₃OH}_n (1), {[Zn(BIDPS)(p-bdc)]·H₂O}_n (2) and [Mn(BIDPT)(NBA)]_n (3) (BIDPS=4, 4' -bis(imidazol-l-yl)-phenyl sulphone, H₂PA=pamoic acid, p - H₂bdc= p - phthalic acid, BIDPT=4, 4' - bis(imidazol - l - yl)diphenyl thioether, H₂NBA=4, 4' - azanediyl dibenzoic acid) have been hydrothermally synthesized and structurally characterized. Compounds 1 and 2 feature an undulate 2D layer structure. Compound 1 exhibits a rare 2D→3D inclined polycatenated structure, while compound 2 is further joined by intermolecular hydrogen bondings to form a 3D network. Compound 3 displays a 3-connected hexagonal layer hcb topology (honeycomb network) and is further assembled into a 3D network via C—H … π interaction. Compounds 1 and 2 showed excellent water stability and fluorescence, which were further con-firmed as bifunctional fluorescent sensors for Fe³⁺ and Cr₂O₇^2- with high selectivity, sensitivity, and anti-interference ability in the water. The mechanisms of fluorescence quenching were also studied in detail. CCDC: 1919698, 1; 2085947, 2; 2117923, 3.
- coordination polymer,
- crystal structure,
- fluorescence,
- detection
1. [1]
  Xu H, Pan Z R. A Phenyl Sulfide Functionalized Luminescent Sensors for Efficient Fe³⁺ and Cr₂O₇^2- Ions Detection[J]. Chin. J. Struct. Chem., 2019,38(12):2121-2128.
2. [2]
  Gai S, Fan R Q, Zhang J, Sun J K, Li P X, Geng Z Q, Jiang X, Dong Y Y, Wang J Q, Yang Y L. Structural Design of Low Toxicity Metal-organic Frameworks for Multifunction Detection of Organic and Inorganic Contaminants from Water[J]. Inorg. Chem., 2021,60(14):10387-10397. doi: 10.1021/acs.inorgchem.1c00936
3. [3]
  Yang X, Ma L F, Yan D. Facile Synthesis of 1D Organic-Inorganic Perovskite Micro-belts with High Water Stability for Sensing and Photonic Application[J]. Chem. Sci., 2019,10:4567-4572. doi: 10.1039/C9SC00162J
4. [4]
  Gogoi C, Yousufuddin M, Biswas S. A New 3D Luminescent Zn(Ⅱ)-Organic Framework Containing a Quinoline-2, 6-dicarboxylate Linker for the Highly Selective of Fe(Ⅲ) Ions[J]. Dalton Trans., 2019,48:1766-1773. doi: 10.1039/C8DT04252G
5. [5]
  Lustig W P, Mukherjee S, Rudd N D, Desai A V, Li J, Ghosh S K. Metal-Organic Frameworks: Functional Luminescent and Photonic Materials for Sensing Applications[J]. Chem. Soc. Rev., 2017,46:3242-3285. doi: 10.1039/C6CS00930A
6. [6]
  Tao Y F, Zhang P, Liu J N, Chen X D, Guo X L, Jin H Q, Chai J, Wang L, Fan Y. Multi-responsive Luminescent Sensor Based on Three-Dimensional Lanthanide Metal-Organic Framework[J]. New J. Chem., 2018,42:19485-19493. doi: 10.1039/C8NJ04601H
7. [7]
  Zhitkovich A. Importance of Chromium-DNA Adducts in Mutagenicity and Toxicity of Chromium(Ⅵ)[J]. Chem. Res. Toxicol., 2005,18(3):3-11.
8. [8]
  Jennifer S J, Jana A K. Metal-Organic Framework Membranes: From Synthesis to Separation Application[J]. Chem. Soc. Rev., 2014,43:6116-6140. doi: 10.1039/C4CS00159A
9. [9]
  Li H B, Ji Z Y, Chen C, Di Z Y, Liu Y S, Wu M Y. A Microporous Metal-Organic Framework for Efficient C₂H₂/CO₂ and C₂H₆/CH₄ Separation[J]. Cryst. Growth Des., 2021,21(4):2277-2282. doi: 10.1021/acs.cgd.0c01701
10. [10]
  He H M, Zhang D Y, Guo F, Sun F X, Zhang Q, Zhao H J, Zheng H G. A Versatile Microporous Zinc(Ⅱ) Metal-Organic Framework for Selective Gas Adsorption, Cooperative Catalysis, and Luminescent Sensing[J]. Inorg. Chem., 2018,57(12):7314-7320. doi: 10.1021/acs.inorgchem.8b00938
11. [11]
  Wang X Q, Ma X H, Feng D D, Tang J, Wu D, Yang J, Jiao J J. Four Novel Lanthanide(Ⅲ) Metal-Organic Framework: Tunable Light Emission and Multiresponsive Luminescence Sensors for Vitamin B₆ and Pesticides[J]. Cryst. Growth Des., 2021,21(4):2889-2897.
12. [12]
  Zhang X M, Wang Y Q, Song Y, Gao E Q. Synthesis, Structure, and Magnetism of Copper(Ⅱ) and Manganese(Ⅱ) Coordination Polymers with Azide and Pyridylbenzoates[J]. Inorg. Chem., 2011,50(15):7284-7294. doi: 10.1021/ic2008842
13. [13]
  Parmar B, Rachuri Y, Bisht K K, Laiya R, Suresh E. Mechanochemical and Conventional Synthesis of Zn(Ⅱ)/Cd(Ⅱ) Luminescent Coordination Polymers: Dual Sensing Probe for Selective Detection Chromate Anions and TNP in Aqueous Phase[J]. Inorg. Chem., 2017,56(5):2627-2638. doi: 10.1021/acs.inorgchem.6b02810
14. [14]
  Srivastava S, Gupta B K, Gupta R. Lanthanide-Based Coordination Polymers of the Size-Selective Detection of Nitroaromatics[J]. Cryst. Growth Des., 2017,17(7):3907-3916. doi: 10.1021/acs.cgd.7b00536
15. [15]
  Zhang Z, Fang Q H, Zhuang Z Y, Han Y, Li L Y, Yu Y. Europium Activated Aluminum Organic Frameworks for Highly Selective and Sensitive Detection of Fe³⁺ and Cr(Ⅵ) in Aqueous Solution[J]. Chin. J. Struct. Chem., 2020,39(11):1958-1964.
16. [16]
  Zhai L J, Jiao C X, Liang J F, Zhang J, Niu X Y, Hu T P, Niu Y L. Two New Coordination Polymers Based on H₄BIPA-TC: Syntheses and Fluorescence Sensing for Nitroaromatic Compounds and Fe³⁺ Ion[J]. Chin. J. Struct. Chem., 2020,39(4):772-782.
17. [17]
  Hu J S, Shang Y J, Yao X Q, Qin L, Li Y Z, Guo Z J, Zheng H G, Xue Z L. Syntheses, Structure, and Photochemical Properties of Six New Metal-Organic Frameworks Based on Aromatic Dicarboxylate Acids and V-Shaped Imidazole Ligands[J]. Cryst. Growth Des., 2010,10(9):4135-4142. doi: 10.1021/cg1008208
18. [18]
  Liu B L, Ge Z W, Guo J H, Li C P, Jing C. A 2D Cd^Ⅱ Coordination Polymer Constructed from 4-Amino-3, 5-bis(2-pyridyl)-1, 2, 4-triazole and Tetrabromoterephthalic Acid: Synthesis, Crystal Structure, and Properties[J]. Chin. J. Struct. Chem., 2015,34(7):1128-1134.
19. [19]
  Fonari M S, Kravtsov V C, Bold V, Lucenti E, Cariati E, Marinotto D, Forni A. Structural Landscape of Zn(Ⅱ) and Cd(Ⅱ) Coordination Compounds with Two Isomeric Triimidazole Luminophores: Impact of Crystal Packing Patterns on Emission Properties[J]. Cryst. Growth Des., 2021,21(7):4184-4200. doi: 10.1021/acs.cgd.1c00459
20. [20]
  Naskar K, Dey A, Maity S, Ray P P, Sinha C. Charge Transportation in Zn(Ⅱ)/Cd(Ⅱ)-Based 2D MOFs of 5-Nitro-isophthalate with Isonicotinic Hydrazide[J]. Cryst. Growth Des., 2021,21(9):4847-4856. doi: 10.1021/acs.cgd.1c00018
21. [21]
  LIU L, JIN P N, YANG J, SONG L X, ZHAO B, LI J K, HUANG B, ZHANG Y P, YANG X X. Structure and Fluorescence Properties of Three 1D/2D/3D Zn(Ⅱ)/Co(Ⅱ) Complexes Based on Flexible Tetracar-boxylic Acid[J]. Chinese J. Inorg. Chem., 2021,37(5):921-928.
22. [22]
  XU H. Syntheses, Crystal Structures and Fluorescence Properties of Two Compounds Constructed by Aromatic Carboxylates 4, 4'-Bis (imidazol-1-yl)-phenyl Sulphone[J]. Chinese J. Inorg. Chem., 2016,32(8):1481-1486.
23. [23]
  Zhang H, Ji L Q, Song Y Z, Kong Z G, Li C, Wang X Y. Syntheses, Crystal Structures and Properties of Mn(Ⅱ) and Co(Ⅱ) Coordination Complexes Based on 1, 10-Phenanthroline Derivative[J]. Chin. J. Struct. Chem., 2021,40(3):336-342.
24. [24]
  Li F F, Lu L P. A New Mn(Ⅱ) Coordination Polymer: Synthesis, Structure and Magnetic Property[J]. Chin. J. Struct. Chem., 2019,38(10):1814-1822.
25. [25]
  Lin Y N, Zhang X P, Chen W J, Shi W, Cheng P. Three Cadmium Coordination Polymers with Carboxylate and Pyridine Mixed Ligands: Luminescent Sensors for Fe^Ⅲ and Cr^Ⅵ Ions in an Aqueous Medium[J]. Inorg. Chem., 2017,56(19):11768-11778. doi: 10.1021/acs.inorgchem.7b01790
26. [26]
  Yu H H, Fan M Y, Liu Q, Su Z M, Li X, Pan Q Q, Hu X L. Two Highly Water-Stable Imidazole-Based Ln-MOFs for Sensing Fe³⁺, Cr₂O₇^2-/CrO₄^2- in a Water Environment[J]. Inorg. Chem., 2020,59(3):2005-2010. doi: 10.1021/acs.inorgchem.9b03364
27. [27]
  Wang S N, Yun R R, Peng Y Q, Zhang Q F, Lu J, Dou J M, Bai J F, Li D C, Wang D Q. A Serious of Four-Connected Entangled Metal-Organic Frameworks Assembled from Pamoic Acid and Pyridine-Containing Ligands: Interpenetrating, Self-Penetrating, and Supra-molecular Isomerism[J]. Cryst. Growth Des., 2012,12(1):479-492.
28. [28]
  Chu J F, Wang S Y, Liu J C, Hu H B, Xu Q X. Two Cadmium Coordination Polymers Based on Pamoic Acid and Different Polydentate N-Donor Ligands: Syntheses, Crystal Structures, and Fluorescence Properties[J]. Z. Anorg. Allg. Chem., 2020,646(21):420-425.
29. [29]
  Rath B B, Vittal J J. Water Stable Zn(Ⅱ) Metal-Organic Framework as a Selective and Sensitive Luminescent Probe for Fe(Ⅲ) and Chromate Ions[J]. Inorg. Chem., 2020,59(13):8818-8826. doi: 10.1021/acs.inorgchem.0c00545
30. [30]
  Ge F Y, Sun G H, Meng L, Ren S S, Zheng H G. Four New Luminescent Metal-Organic Frameworks as Multifunctional Sensors for Detecting Fe³⁺, Cr₂O₇^2- and Nitromethane[J]. Cryst. Growth Des., 2020,20(3):1898-1904. doi: 10.1021/acs.cgd.9b01593
31. [31]
  Zhai Z W, Yang S H, Cao M, Li L K, Du C X, Zang S Q. Rational Design of Three Two-Fold Interpenetrated Metal-Organic Frameworks: Luminescent Zn/Cd-Metal-Organic Frameworks for Detection of 2, 4, 6-Trinitrophenol and Nitrofurazone in the Aqueous Phase[J]. Cryst. Growth Des., 2018,18(11):7173-7182. doi: 10.1021/acs.cgd.8b01335
32. [32]
  Xue Z Z, Guan Q W, Xu L, Meng X D, Pan J. A Zn(Ⅱ)-Based Coordination Polymer Featuring Selective Detection of Fe³⁺ and Efficient Capture of Anionic Dyes[J]. Cryst. Growth Des., 2020,20(11):7477-7483. doi: 10.1021/acs.cgd.0c01151
33. [33]
  Wang Z J, Ge F Y, Sun G H, Zheng H G. Two MOFs as Dual-Responsive Photoluminescence Sensors for Metal and Inorganic Ions Detection[J]. Dalton Trans., 2018,47:8257-8263. doi: 10.1039/C8DT01363B
34. [34]
  Wu X X, Fu H R, Han M L, Zhou Z, Ma L F. Tetraphenylethylene Immobilized Metal-Organic Frameworks: Highly Sensitive Fluorescent Sensor for the Detection of Cr₂O₇^2- and Nitroaromatic Explosives[J]. Cryst. Growth Des., 2017,17(11):6041-6048. doi: 10.1021/acs.cgd.7b01155
35. [35]
  He H M, Zhu Q Q, Li C P, Du M. Design of a Highly-Stable Pillar-Layer Zinc(Ⅱ) Porous Framework for Rapid, Reversible, and Multi-Responsive Luminescent Sensor in Water[J]. Cryst. Growth Des., 2019,19(2):694-703. doi: 10.1021/acs.cgd.8b01271
36. [36]
  Chen S G, Shi Z Z, Qin L, Jia H L, Zheng H G. Two New Luminescent Cd(Ⅱ)-Metal-Organic Frameworks as Bifunctional Chemosensors for Detection of Cations Fe³⁺, Anions CrO₄^2-, and Cr₂O₇^2- in Aqueous Solution[J]. Cryst. Growth Des., 2017,17(1):67-72. doi: 10.1021/acs.cgd.6b01197
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