Citation: 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[J]. Chinese Journal of Inorganic Chemistry, ;2024, 40(3): 621-628. doi: 10.11862/CJIC.20230342 shu

Syntheses, crystal structures, catalytic and anti-wear properties of nickel(Ⅱ) and zinc(Ⅱ) coordination polymers based on 5-(2-carboxyphenyl)nicotinic acid

Zhenghua ZHAO ¹ ,
Qin ZHANG ¹ ,
Yufeng LIU ¹ ,
Zifa SHI ^2,, ,
Jinzhong GU ^2,,

1.
Petrochina Lanzhou Lube Oil R&D Institute, Lanzhou 730000, China
2.
College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China

Corresponding author: Zifa SHI, shizf@lzu.edu.cn Jinzhong GU, gujzh@lzu.edu.cn
Received Date: 12 September 2023
Revised Date: 27 November 2023

Figures(10)

Two nickel(Ⅱ) and zinc(Ⅱ) coordination polymers, namely {[Ni(μ₃-cpna)(μ-dpea)_0.5]·H₂O}_n (1) and {[Zn(μ₃-cpna)(μ-dpey)_0.5]·H₂O}_n (2) have been constructed hydrothermally using 5-(2-carboxyphenyl)nicotinic acid (H₂cpna), 1, 2-di(4-pyridyl)ethane (dpea), 1, 2-di(4-pyridyl)ethylene (dpey), and nickel and zinc chlorides at 160℃. The products were isolated as stable crystalline solids and were characterized by IR spectra, elemental analyses, thermogravimetric analyses, and single-crystal X-ray diffraction analyses. Single-crystal X-ray diffraction analyses revealed that two compounds crystallize in the monoclinic or orthorhombic systems, space groups, P2₁/c or Pbca. Both compounds show 3D metal-organic frameworks. Compound 2 exhibited an effective catalytic activity in the Knoevenagel condensation reaction at room temperature. Meanwhile, compound 2 showed an effective anti-wear performance in poly-α-olefine synthetic lubricant.
- coordination polymer,
- dicarboxylic acid,
- catalytic property,
- Knoevenagel condensation reaction,
- anti-wear performance
1. [1]
  Zheng J, Lu Z, Wu K, Ning G H, Li D. Coinage-metal-based cyclic trinuclear complexes with metal-metal interactions: Theories to experiments and structures to functions[J]. Chem. Rev., 2020,120(17):9675-9742. doi: 10.1021/acs.chemrev.0c00011
2. [2]
  Chakraborty G, Park I H, Medishetty R, Vittal J J. Two-dimensional metal-organic framework materials: Synthesis, structures, properties and applications[J]. Chem. Rev., 2021,121(7):3751-3891. doi: 10.1021/acs.chemrev.0c01049
3. [3]
  Gong W, Chen Z J, Dong J Q, Liu Y, Cui Y. Chiral metal-organic frameworks[J]. Chem. Rev., 2022,122(9):9078-9144. doi: 10.1021/acs.chemrev.1c00740
4. [4]
  Gu J Z, Lu W G, Jiang L, Zhou H C, Lu T B. 3D porous metal-organic framework exhibiting selective adsorption of water over organic solvents[J]. Inorg. Chem., 2007,46(15):5835-5837. doi: 10.1021/ic7004908
5. [5]
  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. doi: 10.1002/aoc.6359
6. [6]
  Alsharabasy A M, Pandit A, Farras P. Recent advances in the design and sensing applications of hemin/coordination polymer-based nanocomposites[J]. Adv. Mater., 2021,33(2)2003883. doi: 10.1002/adma.202003883
7. [7]
  Gu Y F, Zheng J J, Otake K I, Shivanna M, Sakaki S, Yoshino H, Ohba M, Kawaguchi S, Wang Y, Li F T, Kitagawa S. Host-guest interaction modulation in porous coordination polymers for inverse selective CO₂/C₂H₂ separation[J]. Angew. Chem. Int. Ed., 2021,60(21):11688-11694. doi: 10.1002/anie.202016673
8. [8]
  Zhao X, Wang Y X, Li D S, Bu X H, Feng P Y. Metal-organic frameworks for separation[J]. Adv. Mater., 2018,30(37)1705189. doi: 10.1002/adma.201705189
9. [9]
  Wei Y S, Zhang M, Zou R Q, Xu Q. Metal-organic framework-based catalysts with single metal sites[J]. Chem. Rev., 2020,120(21):12089-12174. doi: 10.1021/acs.chemrev.9b00757
10. [10]
  Gu J Z, Wen M, Cai Y, Shi Z F, Nesterov D S, Kirillova M V, Kirillov A M. Cobalt(Ⅱ) coordination polymers assembled from unexplored pyridine-carboxylic acids: structural diversity and catalytic oxidation of alcohols[J]. Inorg. Chem., 2019,58(9):5875-5885. doi: 10.1021/acs.inorgchem.9b00242
11. [11]
  ZHAO S Q, GU J Z. Synthesis, structures and catalytic activity in Knoevenagel condensation reaction of two diphenyl ether tetracarboxylic acid-Co(Ⅱ) coordination polymers[J]. Chinese J. Inorg. Chem., 2022,38(1):161-170.
12. [12]
  Wang Y J, Wang S Y, Zhang Y, Xia B, Li Q W, Wang Q L, Ma Y. Two zinc coordination polymers with photochromic behaviors and photo-controlled luminescence properties[J]. CrystEngComm, 2020,22(31):5162-5169. doi: 10.1039/D0CE00725K
13. [13]
  Jeong A R, Shin J W, Jeong J H, Jeoung S, Moon H R, Kang S, Min K S. Porous and nonporous coordination polymers induced by pseudohalide ions for luminescence and gas sorption[J]. Inorg. Chem., 2020,59(21):15987-15999. doi: 10.1021/acs.inorgchem.0c02503
14. [14]
  Zhang Q L, Xiong Y, Liu J Q, Zhang T T, Liu L L, Huang Y W. Porous coordination/covalent hybridized polymers synthesized from pyridine-zinc coordination compound and their CO₂ capture ability, fluorescence and selective response properties[J]. Chem. Commun., 2018,54(85):12025-12028. doi: 10.1039/C8CC05930F
15. [15]
  Gu J Z, Cui Y H, Liang X X, Wu J, Lv D Y, Kirillov A M. Structurally distinct metal-organic and H-bonded networks derived from 5-(6-carboxypyridin-3-yl)isophthalic acid: Coordination and template effect of 4, 4'-bipyridine[J]. Cryst. Growth Des., 2016,16(8):4658-4670. doi: 10.1021/acs.cgd.6b00735
16. [16]
  Cheng X Y, Guo L R, Wang H Y, Gu J Z, Yang Y, Kirillova M V, Kirillov A M. Coordination polymers from biphenyl-dicarboxylate linkers: Synthesis, structural diversity, interpenetration, and catalytic properties[J]. Inorg. Chem., 2022,61(32):12577-12590. doi: 10.1021/acs.inorgchem.2c01488
17. [17]
  Gu J Z, Gao Z Q, Tang Y. pH and auxiliary ligand influence on the structural variations of 5(2'-carboxylphenyl) nicotate coordination polymers[J]. Cryst. Growth Des., 2012,12(6):3312-3323. doi: 10.1021/cg300442b
18. [18]
  Gao Z Q, Lv D Y, Li H J, Lu W G, Gu J Z. Synthesis, crystal structure and luminescent properties of a novel 2D sheet Cd(Ⅱ) coordination polymer [Cd(Cpna)(Py)]_n[J]. Chin. J. Struct. Chem., 2013,32(7):1036-1040.
19. [19]
  LÜ D Y, GAO Z Q, GU J Z, DOU W. Synthesis, crystal structure and magnetic properties of a coordination polymer[Ni(cpna)(bpy)(H₂O)]_n[J]. Chinese J. Inorg. Chem., 2011,27(11):2318-2322.
20. [20]
  Lv D Y, Gao Z Q, Gu J Z, Ren R, Dou W. Synthesis, crystal structures, magnetic and luminescent properties of nickel(Ⅱ) and cadmium(Ⅱ) coordination polymers bearing 5-(2'-carboxylphenyl) nicotate ligands[J]. Transit. Met. Chem., 2011,36:313-318. doi: 10.1007/s11243-011-9471-5
21. [21]
  Li H J, Gao Z Q, Gu J Z. Synthesis, crystal structure and magnetic properties of 1D coordination polymer {[Co(cpna)(H₂biim)]·H₂O}_n[J]. Asian J. Chem., 2015,27(1):39-42. doi: 10.14233/ajchem.2015.16664
22. [22]
  Gao Z Q, Li H J, Gu J Z. Syntheses, crystal structures and magnetic properties of Ni(Ⅱ) and Mn(Ⅱ) coordination polymers constructed from 5-(2'-carboxylphenyl) nicotate and 2, 2'-biimidazole[J]. Chin. J. Struct. Chem., 2014,33(3):434-440.
23. [23]
  Gu J Z, Wen M, Cai Y, Shi Z F, Arol A S, Kirillova M V, Kirillov A M. Metal-organic architectures assembled from multifunctional polycarboxylates: Hydrothermal self-assembly, structures, and catalytic activity in alkane oxidation[J]. Inorg. Chem., 2019,58(4):2403-2412. doi: 10.1021/acs.inorgchem.8b02926
24. [24]
  Spek A L. PLATON SQUEEZE: A tool for the calculation of the disordered solvent contribution to the calculated structure factors[J]. Acta Crystallogr. Sect. C, 2015,C71(1):9-18.
25. [25]
  Cheng X Y, Guo L R, Wang H Y, Gu J Z, Yang Y, Kirillova M V, Kirillov A M. Coordination polymers constructed from and an adaptable pyridine-dicarboxylic acid linker: Assembly, diversity of structures, and catalysis[J]. Inorg. Chem., 2022,61(45):17951-17962. doi: 10.1021/acs.inorgchem.2c01855
26. [26]
  Karmakar A, Rúbio G M D M, Guedes da Silva M F C, Pombeiro A J L. Synthesis of metallomacrocycle and coordination polymers with pyridine-based amidocarboxylate ligands and their catalytic activities towards the Henry and Knoevenagel reaction[J]. ChemistryOpen, 2018,7(11):865-877. doi: 10.1002/open.201800170
27. [27]
  Almáši M, Zeleňák V, Opanasenko M, Čejka J. A novel nickel metal-organic framework with fluorite-like structure: Gas adsorption properties and catalytic activity in Knoevenagel condensation[J]. Dalton Trans., 2014,43(9):3730-3738. doi: 10.1039/c3dt52698d
28. [28]
  Wang J H, Zhuang W P, Liang W F, Yan T T, Li T, Zhang L X, Li S. Inorganic nanomaterial lubricant additives for base fluids, to improve tribological performance: Recent developments[J]. Friction, 2022,10(5):645-676. doi: 10.1007/s40544-021-0511-7
1. [1]
  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
2. [2]
  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
3. [3]
  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
4. [4]
  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
5. [5]
  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
6. [6]
  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
7. [7]
  Long TANG , Yaxin BIAN , Luyuan CHEN , Xiangyang HOU , Xiao WANG , Jijiang WANG . Syntheses, structures, and properties of three coordination polymers based on 5-ethylpyridine-2,3-dicarboxylic acid and N-containing ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1975-1985. doi: 10.11862/CJIC.20240180
8. [8]
  Jun Guo , Zhenbang Zhuang , Wanqiang Liu , Gang Huang . "Co-coordination force" assisted rigid-flexible coupling crystalline polymer for high-performance aqueous zinc-organic batteries. Chinese Chemical Letters, 2024, 35(9): 109803-. doi: 10.1016/j.cclet.2024.109803
9. [9]
  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
10. [10]
  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
11. [11]
  Tianze Wang , Junyi Ren , Dongxiang Zhang , Huan Wang , Jianjun Du , Xin-Dong Jiang , Guiling Wang . Development of functional dye with redshifted absorption based on Knoevenagel condensation at 1-site in phenyl[b]-fused BODIPY. Chinese Chemical Letters, 2024, 35(6): 108862-. doi: 10.1016/j.cclet.2023.108862
12. [12]
  Xin-Tong Zhao , Jin-Zhi Guo , Wen-Liang Li , Jing-Ping Zhang , Xing-Long Wu . Two-dimensional conjugated coordination polymer monolayer as anode material for lithium-ion batteries: A DFT study. Chinese Chemical Letters, 2024, 35(6): 108715-. doi: 10.1016/j.cclet.2023.108715
13. [13]
  Jinjie Lu , Qikai Liu , Yuting Zhang , Yi Zhou , Yanbo Zhou . Antibacterial performance of cationic quaternary phosphonium-modified chitosan polymer in water. Chinese Chemical Letters, 2024, 35(9): 109406-. doi: 10.1016/j.cclet.2023.109406
14. [14]
  Jian Ji , Jie Yan , Honggen Peng . Modulation of dinuclear site by orbital coupling to boost catalytic performance. Chinese Journal of Structural Chemistry, 2024, 43(8): 100360-100360. doi: 10.1016/j.cjsc.2024.100360
15. [15]
  Yu-Hang Miao , Zheng-Xu Zhang , Xu-Yi Huang , Yuan-Zhao Hua , Shi-Kun Jia , Xiao Xiao , Min-Can Wang , Li-Ping Xu , Guang-Jian Mei . Catalytic asymmetric dearomative azo-Diels–Alder reaction of 2-vinlyindoles. Chinese Chemical Letters, 2024, 35(4): 108830-. doi: 10.1016/j.cclet.2023.108830
16. [16]
  Jing Cao , Dezheng Zhang , Bianqing Ren , Ping Song , Weilin Xu . Mn incorporated RuO₂ nanocrystals as an efficient and stable bifunctional electrocatalyst for oxygen evolution reaction and hydrogen evolution reaction in acid and alkaline. Chinese Chemical Letters, 2024, 35(10): 109863-. doi: 10.1016/j.cclet.2024.109863
17. [17]
  Zhen Liu , Zhi-Yuan Ren , Chen Yang , Xiangyi Shao , Li Chen , Xin Li . Asymmetric alkenylation reaction of benzoxazinones with diarylethylenes catalyzed by B(C₆F₅)₃/chiral phosphoric acid. Chinese Chemical Letters, 2024, 35(5): 108939-. doi: 10.1016/j.cclet.2023.108939
18. [18]
  Shiyu Pan , Bo Cao , Deling Yuan , Tifeng Jiao , Qingrui Zhang , Shoufeng Tang . Complexes of cupric ion and tartaric acid enhanced calcium peroxide Fenton-like reaction for metronidazole degradation. Chinese Chemical Letters, 2024, 35(7): 109185-. doi: 10.1016/j.cclet.2023.109185
19. [19]
  Hongye Bai , Lihao Yu , Jinfu Xu , Xuliang Pang , Yajie Bai , Jianguo Cui , Weiqiang Fan . Controllable Decoration of Ni-MOF on TiO2: Understanding the Role of Coordination State on Photoelectrochemical Performance. Chinese Journal of Structural Chemistry, 2023, 42(10): 100096-100096. doi: 10.1016/j.cjsc.2023.100096
20. [20]
  Pingping Wang , Huixian Miao , Kechuan Sheng , Bin Wang , Fan Feng , Xuankun Cai , Wei Huang , Dayu Wu . Efficient blue-light-excitable copper(Ⅰ) coordination network phosphors for high-performance white LEDs. Chinese Chemical Letters, 2024, 35(4): 108600-. doi: 10.1016/j.cclet.2023.108600

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(124)
HTML views(5)

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