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
1. [1]
  Shuwen SUN , Gaofeng WANG . Two cadmium coordination polymers constructed by varying Ⅴ-shaped co-ligands: Syntheses, structures, and fluorescence properties. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 613-620. doi: 10.11862/CJIC.20230368
2. [2]
  Xiumei LI , Yanju HUANG , Bo LIU , Yaru PAN . Syntheses, crystal structures, and quantum chemistry calculation of two Ni(Ⅱ) coordination polymers. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 2031-2039. doi: 10.11862/CJIC.20240109
3. [3]
  Lu LIU , Huijie WANG , Haitong WANG , Ying LI . Crystal structure of a two-dimensional Cd(Ⅱ) complex and its fluorescence recognition of p-nitrophenol, tetracycline, 2, 6-dichloro-4-nitroaniline. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1180-1188. doi: 10.11862/CJIC.20230489
4. [4]
  Zhenghua ZHAO , Qin ZHANG , Yufeng LIU , Zifa SHI , Jinzhong GU . Syntheses, crystal structures, catalytic and anti-wear properties of nickel(Ⅱ) and zinc(Ⅱ) coordination polymers based on 5-(2-carboxyphenyl)nicotinic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 621-628. doi: 10.11862/CJIC.20230342
5. [5]
  Weizhong LING , Xiangyun CHEN , Wenjing LIU , Yingkai HUANG , Yu LI . Syntheses, crystal structures, and catalytic properties of three zinc(Ⅱ), cobalt(Ⅱ) and nickel(Ⅱ) coordination polymers constructed from 5-(4-carboxyphenoxy)nicotinic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1803-1810. doi: 10.11862/CJIC.20240068
6. [6]
  Meirong HAN , Xiaoyang WEI , Sisi FENG , Yuting BAI . A zinc-based metal-organic framework for fluorescence detection of trace Cu²⁺. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1603-1614. doi: 10.11862/CJIC.20240150
7. [7]
  Kaimin WANG , Xiong GU , Na DENG , Hongmei YU , Yanqin YE , Yulu MA . Synthesis, structure, fluorescence properties, and Hirshfeld surface analysis of three Zn(Ⅱ)/Cu(Ⅱ) complexes based on 5-(dimethylamino) isophthalic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1397-1408. doi: 10.11862/CJIC.20240009
8. [8]
  Qingyan JIANG , Yanyong SHA , Chen CHEN , Xiaojuan CHEN , Wenlong LIU , Hao HUANG , Hongjiang LIU , Qi LIU . Constructing a one-dimensional Cu-coordination polymer-based cathode material for Li-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 657-668. doi: 10.11862/CJIC.20240004
9. [9]
  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
10. [10]
  Zhenzhong MEI , Hongyu WANG , Xiuqi KANG , Yongliang SHAO , Jinzhong GU . Syntheses and catalytic performances of three coordination polymers with tetracarboxylate ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1795-1802. doi: 10.11862/CJIC.20240081
11. [11]
  Chao LIU , Jiang WU , Zhaolei JIN . Synthesis, crystal structures, and antibacterial activities of two zinc(Ⅱ) complexes bearing 5-phenyl-1H-pyrazole group. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1986-1994. doi: 10.11862/CJIC.20240153
12. [12]
  Xiaoxia WANG , Ya'nan GUO , Feng SU , Chun HAN , Long SUN . Synthesis, structure, and electrocatalytic oxygen reduction reaction properties of metal antimony-based chalcogenide clusters. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1201-1208. doi: 10.11862/CJIC.20230478
13. [13]
  Xiaowei TANG , Shiquan XIAO , Jingwen SUN , Yu ZHU , Xiaoting CHEN , Haiyan ZHANG . A zinc complex for the detection of anthrax biomarker. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1850-1860. doi: 10.11862/CJIC.20240173
14. [14]
  Ting WANG , Peipei ZHANG , Shuqin LIU , Ruihong WANG , Jianjun ZHANG . A Bi-CP-based solid-state thin-film sensor: Preparation and luminescence sensing for bioamine vapors. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1615-1621. doi: 10.11862/CJIC.20240134
15. [15]
  Huan ZHANG , Jijiang WANG , Guang FAN , Long TANG , Erlin YUE , Chao BAI , Xiao WANG , Yuqi ZHANG . A highly stable cadmium(Ⅱ) metal-organic framework for detecting tetracycline and p-nitrophenol. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 646-654. doi: 10.11862/CJIC.20230291
16. [16]
  Shuyan ZHAO . Field-induced Co^Ⅱ single-ion magnet with pentagonal bipyramidal configuration. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1583-1591. doi: 10.11862/CJIC.20240231
17. [17]
  Tiankai Sun , Hui Min , Zongsu Han , Liang Wang , Peng Cheng , Wei Shi . Rapid detection of nanoplastic particles by a luminescent Tb-based coordination polymer. Chinese Chemical Letters, 2024, 35(5): 108718-. doi: 10.1016/j.cclet.2023.108718
18. [18]
  Hao BAI , Weizhi JI , Jinyan CHEN , Hongji LI , Mingji LI . Preparation of Cu₂O/Cu-vertical graphene microelectrode and detection of uric acid/electroencephalogram. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1309-1319. doi: 10.11862/CJIC.20240001
19. [19]
  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
20. [20]
  Jia-Li Xie , Tian-Jin Xie , Yu-Jie Luo , Kai Mao , Cheng-Zhi Huang , Yuan-Fang Li , Shu-Jun Zhen . Octopus-like DNA nanostructure coupled with graphene oxide enhanced fluorescence anisotropy for hepatitis B virus DNA detection. Chinese Chemical Letters, 2024, 35(6): 109137-. doi: 10.1016/j.cclet.2023.109137

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(561)
HTML views(97)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142