Citation: Chenlu Wang, Suling Xu, Ning Ren, Jianjun Zhang. Construction, Thermochemistry, and Fluorescence Properties of Novel Lanthanide Complexes Synthesized from Halogenated Aromatic Carboxylic Acids and Nitrogen-Containing Ligands[J]. Acta Physico-Chimica Sinica, ;2023, 39(1): 220603. doi: 10.3866/PKU.WHXB202206035 shu

Construction, Thermochemistry, and Fluorescence Properties of Novel Lanthanide Complexes Synthesized from Halogenated Aromatic Carboxylic Acids and Nitrogen-Containing Ligands

Chenlu Wang ¹ ,
Suling Xu ² ,
Ning Ren ^3,, ,
Jianjun Zhang ^1,,

1.
Testing and Analysis Center, College of Chemistry & Material Science, Hebei Normal University, Shijiazhuang 050024, China
2.
Hebei Special Equipment Supervision and Inspection Institute, Shijiazhuang 050000, China
3.
College of Chemical Engineering & Material, Hebei Key Laboratory of Heterocyclic Compounds, Handan University, Handan 056005, Hebei Province, China

Corresponding author: Ning Ren, ningren9@163.com Jianjun Zhang, jjzhang6@126.com
Received Date: 24 June 2022
Revised Date: 12 July 2022
Accepted Date: 12 July 2022
Available Online: 19 July 2022
Fund Project: the National Natural Science Foundation of China 22273015the National Natural Science Foundation of China 21803016

In this study, new lanthanide complexes were synthesized via the volatilization method in solution at room temperature. The general molecular formulas for the lanthanide complexes are as follows: [Ln(2, 4-DFBA)₃(phen)]₂ (Ln = Sm 1, Eu 2, and Er 3; 2, 4-DFBA = 2, 4-difluorobenzoate; and phen = 1, 10-phenanthroline), as well as [Ln(2-Cl-6-FBA)₂(terpy)(NO₃)(H₂O)]₂ (Ln = Tb 4 and Dy 5; 2-Cl-6-FBA = 2-chloro-6-fluorobenzoate; and terpy = 2, 2': 6'2''-tripyridine). Based on single-crystal X-ray analysis, the five complexes exhibited a monoclinic crystal structure belonging to the space group P2₁/n. Even though complexes 1, 2 (I), and 3 (II) share a general molecular formula, their coordination modes were different. For example, complexes 1 and 2 formed a muffin-like structure with nine coordinated atoms, while complex 3 formed a double hat triangular geometry with eight coordinated atoms. The two-dimensional (2D) polyhedral structures of complexes 1 and 2 were formed via weak π-π stacking interactions, whereas complex 3 exhibited a 2D faceted supramolecular structure through C―H∙∙∙F hydrogen bonds. Complexes 4 and 5 were isostructural, with the presence of nitrate ions in their structure. This occurred through the C―H∙∙∙F hydrogen bonds and π-π stacking of the molecules to form a faceted supramolecular crystal structure. A series of characterizations, such as elemental analysis, infrared and Raman spectroscopy, as well as powder X-ray diffraction, were performed on the five complexes. Thermogravimetry-derivative thermogravimetry-differential scanning calorimetry were performed between 299.25 and 1073.15 K to investigate the mechanism for the thermal decomposition of complexes 1–5. The analysis of the escaping gas stacking maps of the five complexes using thermogravimetric and 3D infrared coupling techniques further confirmed the correctness of the thermal decomposition mechanism of each complex. The results obtained revealed that similar structured complexes follow a similar thermal decomposition mechanism, and the end solid products for all complexes were their corresponding metal oxides. During the irradiation of the Xe lamp, the solid fluorescence of complexes 1, 2, 4, and 5 were measured. The characteristic transition peaks were located at ⁴G_5/2 → ⁶H_5/2, ⁴G_5/2 → ⁶H_7/2, and ⁴G_5/2 → ⁶H_9/2 (1); ⁵D₀ → ⁷F₀, ⁵D₀ → ⁷F₁, ⁵D₀ → ⁷F₂, ⁵D₀ → ⁷F₃, and ⁵D₀ → ⁷F₄ (2); ⁵D₄ → ⁷F₆, ⁵D₄ → ⁷F₅, ⁵D₄ → ⁷F₄, and ⁵D₄ →⁷F₃ (4); and ⁴F_9/2 → ⁶H_15/2, ⁴F_9/2 → ⁶H_13/2 (5). The peaks observed indicated the characteristic transitions of Ln(III). The lanthanide complexes exhibited characteristic fluorescence due to this fact, which also explained their characteristic color. Furthermore, the fluorescence lifetimes of complexes 2 and 4 were measured, and their fluorescence decay curves indicated fluorescence lifetimes of 1.288 and 0.648 ms, respectively.
- Lanthanide complexes,
- Supramolecular structure,
- Thermochemistry,
- Three-dimensional infrared,
- Fluorescent properties
1. [1]
  Garcia, J.; Allen, M. J. Eur. J. Inorg. Chem. 2012, 2012 (29), 4550. doi: 10.1002/ejic.201200159 doi: 10.1002/ejic.201200159
2. [2]
  Carne-Sanchez, A.; Albalad, J.; Grancha, T.; Imaz, I.; Juanhuix, J.; Larpent, P.; Furukawa, S.; Maspoch, D. J. Am. Chem. Soc. 2019, 141 (9), 4094. doi: 10.1021/jacs.8b13593 doi: 10.1021/jacs.8b13593
3. [3]
  He, W.; Bai, X.; Ma, J.; Wang, S.; Zhang, B.; Shao, L.; Chen, H.; Li, L.; Fu, Y.; Chen, J. J. Electroanal. Chem. 2021, 883, 115036. doi: 10.1016/j.jelechem.2021.115036 doi: 10.1016/j.jelechem.2021.115036
4. [4]
  Kotynia, A.; Wiatrak, B.; Kamysz, W.; Neubauer, D.; Jawien, P.; Marciniak, A. Int. J. Mol. Sci. 2021, 22, 12028. doi: 10.3390/ijms222112028 doi: 10.3390/ijms222112028
5. [5]
  Bazargan, M.; Mirzaei, M.; Amiri, A.; Ritchie, C. Mikrochim. Acta 2021, 188 (4), 108. doi: 10.1007/s00604-021-04767-4 doi: 10.1007/s00604-021-04767-4
6. [6]
  Xu, C.; Chen, J.; Wang, Z.; Xu, L.; Cao, H.; Dong, X. Acta Chim. Sin. 2021, 79, 1415. doi: 10.6023/a21080380 doi: 10.6023/a21080380
7. [7]
  Barhoumi, R.; Amokrane, A.; Klyatskaya, S.; Boero, M.; Ruben, M.; Bucher, J. P. Nanoscale 2019, 11 (44), 21167. doi: 10.1039/c9nr05873g doi: 10.1039/c9nr05873g
8. [8]
  Struhatska, M.; Olyshevets, I.; Kariaka, N.; Dyakonenko, V.; Konovalova, I.; Shishkina, S.; Smola, S.; Rusakova, N.; Ovchynnikov, V.; Yu. Sliva, T.; et al. Inorg. Chim. Acta 2022, 535, 120844. doi: 10.1016/j.ica.2022.120844 doi: 10.1016/j.ica.2022.120844
9. [9]
  Wu, Y.; Xia, C. -C.; Wang, X. -Y. Inorg. Chim. Acta 2021, 520, 120308. doi: 10.1016/j.ica.2021.120308 doi: 10.1016/j.ica.2021.120308
10. [10]
  Parnicka, P.; Lisowski, W.; Klimczuk, T.; Łuczak, J.; Żak, A.; Zaleska-Medynska, A. Appl. Catal. B 2021, 291, 120056. doi: 10.1016/j.apcatb.2021.120056 doi: 10.1016/j.apcatb.2021.120056
11. [11]
  Zhang, M. Y.; Yi, F. Y.; Liu, L. J.; Yan, G. P.; Liu, H.; Guo, J. F. Dalton Trans. 2021, 50 (43), 15593. doi: 10.1039/d1dt02312h doi: 10.1039/d1dt02312h
12. [12]
  Brennecke, B.; Wang, Q.; Zhang, Q.; Hu, H. Y.; Nazare, M. Angew. Chem. Int. Ed. Engl. 2020, 59 (22), 8512. doi: 10.1002/anie.202002391 doi: 10.1002/anie.202002391
13. [13]
  Chan, C. F.; Tsang, M. K.; Li, H.; Lan, R.; Chadbourne, F. L.; Chan, W. L.; Law, G. L.; Cobb, S. L.; Hao, J.; Wong, W. T.; et al. J. Mater. Chem. B 2014, 2 (1), 84. doi: 10.1039/c3tb21034k doi: 10.1039/c3tb21034k
14. [14]
  Cador, O.; Le Guennic, B.; Pointillart, F. Inorg. Chem. Front. 2019, 6 (12), 3398. doi: 10.1039/c9qi00875f doi: 10.1039/c9qi00875f
15. [15]
  Marchal, C.; Filinchuk, Y.; Imbert, D.; Bünzli, J. -C. G.; Mazzanti, M. Inorg. Chem. 2007, 46, 6242. doi: 10.1021/ic7009918 doi: 10.1021/ic7009918
16. [16]
  Bretonnière, Y.; Mazzanti, M.; Wietzke, R.; Pécaut, J. Chem. Commun. 2000, 1543. doi: 10.1039/b004152l doi: 10.1039/b004152l
17. [17]
  Xue, M.; Chen, M.; Chang, W.; Chen, R.; Li, P. Colloid Polym. Sci. 2020, 298 (3), 233. doi: 10.1007/s00396-020-04598-4 doi: 10.1007/s00396-020-04598-4
18. [18]
  Khanagwal, J.; Khatkar, S. P.; Dhankhar, P.; Bala, M.; Kumar, R.; Boora, P.; Taxak, V. B. Spectrosc. Lett. 2020, 53 (8), 625. doi: 10.1080/00387010.2020.1817093 doi: 10.1080/00387010.2020.1817093
19. [19]
  Constable, E. C.; Housecroft, C. E. Molecules 2019, 24 3951. doi: 10.3390/molecules24213951 doi: 10.3390/molecules24213951
20. [20]
  Junker, A. K. R.; Hill, L. R.; Thompson, A. L.; Faulkner, S.; Sorensen, T. J. Dalton Trans. 2018, 47 (14), 4794. doi: 10.1039/C7DT04788F doi: 10.1039/C7DT04788F
21. [21]
  Sheldrick, G. M.; Schneider, T. R. Method. Enzymol. 1997, 277 (277), 319. doi: 10.1016/S0076-6879(97)77018-6 doi: 10.1016/S0076-6879(97)77018-6
22. [22]
  Madanhire, T.; Davids, H.; Pereira, M. C.; Hosten, E. C.; Abrahams, A. Polyhedron 2020, 184, 114560. doi: 10.1016/j.poly.2020.114560 doi: 10.1016/j.poly.2020.114560
23. [23]
  Zhao, X.; Yu, X. -Y.; Chen, T. -L.; Luo, Y. -H.; Yang, J. -J.; Zhang, H. Inorg. Chem. Commun. 2012, 20, 247. doi: 10.1016/j.inoche.2012.03.018 doi: 10.1016/j.inoche.2012.03.018
24. [24]
  Matthes, P. R.; Nitsch, J.; Kuzmanoski, A.; Feldmann, C.; Steffen, A.; Marder, T. B.; Muller-Buschbaum, K. Chem. Eur. J. 2013, 19 (51), 17369. doi: 10.1002/chem.201302504 doi: 10.1002/chem.201302504
25. [25]
  Fang, X.; Cai, L. M.; Shao, Y. C.; Lin, M. J. J. Coord. Chem. 2014, 67 (21), 3542. doi: 10.1080/00958972.2014.969723 doi: 10.1080/00958972.2014.969723
26. [26]
  Casanovas, B.; Porcar, O.; Speed, S.; Vicente, R.; Font-Bardía, M.; El Fallah, M. S. Magnetochemistry 2021, 7, 124. doi: 10.3390/magnetochemistry7090124 doi: 10.3390/magnetochemistry7090124
27. [27]
  Bokobza, L. Polymers 2019, 11, 1159. doi: 10.3390/polym11071159 doi: 10.3390/polym11071159
28. [28]
  You, L. -X.; Guo, Y.; Xie, S. -Y.; Wang, S. -J.; Xiong, G.; Dragutan, I.; Dragutan, V.; Ding, F.; Sun, Y. -G. J. Solid State Chem. 2019, 278, 120900. doi: 10.1016/j.jssc.2019.120900 doi: 10.1016/j.jssc.2019.120900
29. [29]
  Ishikawa, R.; Michiwaki, S.; Noda, T.; Katoh, K.; Yamashita, M.; Kawata, S. Magnetochemistry 2019, 5, 30. doi: 10.3390/magnetochemistry5020030 doi: 10.3390/magnetochemistry5020030
30. [30]
  He, S. M.; Sun, S. J.; Zheng, J. R.; Zhang, J. J. Spectrochim. Acta A 2014, 123, 211. doi: 10.1016/j.saa.2013.12.023 doi: 10.1016/j.saa.2013.12.023
31. [31]
  Zhu, M. -M.; Cui, J.; Zeng, Y. -L.; Ren, N.; Zhang, J. -J. Polyhedron 2019, 158, 485. doi: 10.1016/j.poly.2018.11.031 doi: 10.1016/j.poly.2018.11.031
32. [32]
  Li, Y. Y.; Ren, N.; He, S. M.; Wang, S. P.; Zhang, J. J. Appl. Organomet. Chem. 2019, 33, 5212. doi: 10.1002/aoc.5212 doi: 10.1002/aoc.5212
33. [33]
  Miao, J.; Guo, R. F.; Liu, Z. H. Acta Phys. -Chim. Sin. 2020, 36 (6), 1905052. doi: 10.3866/PKU.WHXB201905052
34. [34]
  Zhang, M.; Zhao, F. Q.; Yang, Y. J.; Li, H.; Zhang, J. K.; Ma, W. Z.; Gao, H. X.; Li, N. Acta Phys. -Chim. Sin. 2020, 36 (6), 1904027. doi: 10.3866/PKU.WHXB201904027
35. [35]
  Qi, X. -X.; Shi, Q.; Ren, N.; Zhang, J. -J. J. Therm. Anal. Calorim. 2018, 135 (4), 2583. doi: 10.1007/s10973-018-7269-9 doi: 10.1007/s10973-018-7269-9
36. [36]
  Zhou, M. X.; Ren, N.; Zhang, J. J. Acta Phys. -Chim. Sin. 2021, 37 (10), 2004071. doi: 10.3866/PKU.WHXB202004071
37. [37]
  Zhao, J. -Y.; Ren, N.; Zhang, J. -J. Polyhedron 2021, 194, 114892. doi: 10.1016/j.poly.2020.114892 doi: 10.1016/j.poly.2020.114892
38. [38]
  Wei, C.; Sun, B.; Zhao, Z.; Cai, Z.; Liu, J.; Tan, Y.; Wei, H.; Liu, Z.; Bian, Z.; Huang, C. Inorg. Chem. 2020, 59 (13), 8800. doi: 10.1021/acs.inorgchem.0c00444 doi: 10.1021/acs.inorgchem.0c00444
39. [39]
  Yuan, F. G.; Zhang, M. M.; Li, L.; Zhu, X. H. Polym. Sci. Ser. B 2020, 62 (5), 451. doi: 10.1134/S1560090420050140 doi: 10.1134/S1560090420050140
40. [40]
  Yılmaz Obalı, A.; Kurşunlu, A. N. J. Lumin. 2020, 228, 117614. doi: 10.1016/j.jlumin.2020.117614 doi: 10.1016/j.jlumin.2020.117614
41. [41]
  Chen, Y.; Liu, S.; Gao, R.; Wang, Y.; Zhang, W.; Ju, Z. J. Solid State Chem. 2019, 279, 120931. doi: 10.1016/j.jssc.2019.120931 doi: 10.1016/j.jssc.2019.120931
42. [42]
  Kot, K.; Oczko, G.; Puchalska, M.; Starynowicz, P. Polyhedron 2019, 173, 114119. doi: 10.1016/j.poly.2019.114119 doi: 10.1016/j.poly.2019.114119
43. [43]
  Wang, Y.; Du, H.; Xie, J.; Gao, Q.; Zhou, J. Integr. Ferroelectr. 2018, 190, 20. doi: 10.1080/10584587.2018.1456115 doi: 10.1080/10584587.2018.1456115
1. [1]
  Yuhang Li , Yang Ling , Yanhang Ma . Application of three-dimensional electron diffraction in structure determination of zeolites. Chinese Journal of Structural Chemistry, 2024, 43(4): 100237-100237. doi: 10.1016/j.cjsc.2024.100237
2. [2]
  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
3. [3]
  Wenhao Chen , Muxuan Wu , Han Chen , Lue Mo , Yirong Zhu . Cu₂Se@C thin film with three-dimensional braided structure as a cathode material for enhanced Cu²⁺ storage. Chinese Chemical Letters, 2024, 35(5): 108698-. doi: 10.1016/j.cclet.2023.108698
4. [4]
  Hui Gu , Mingyue Gao , Kuan Shen , Tianli Zhang , Junhao Zhang , Xiangjun Zheng , Xingmei Guo , Yuanjun Liu , Fu Cao , Hongxing Gu , Qinghong Kong , Shenglin Xiong . F127 assisted fabrication of Ge/rGO/CNTs nanocomposites with three-dimensional network structure for efficient lithium storage. Chinese Chemical Letters, 2024, 35(9): 109273-. doi: 10.1016/j.cclet.2023.109273
5. [5]
  Hai-Ling Wang , Zhong-Hong Zhu , Hua-Hong Zou . Structure and assembly mechanism of high-nuclear lanthanide-oxo clusters. Chinese Journal of Structural Chemistry, 2024, 43(9): 100372-100372. doi: 10.1016/j.cjsc.2024.100372
6. [6]
  Chao Ma , Peng Guo , Zhongmin Liu . DNL-16: A new zeolitic layered silicate unraveled by three-dimensional electron diffraction. Chinese Journal of Structural Chemistry, 2024, 43(4): 100235-100235. doi: 10.1016/j.cjsc.2024.100235
7. [7]
  Shiyu Hou , Maolin Sun , Liming Cao , Chaoming Liang , Jiaxin Yang , Xinggui Zhou , Jinxing Ye , Ruihua Cheng . Computational fluid dynamics simulation and experimental study on mixing performance of a three-dimensional circular cyclone-type microreactor. Chinese Chemical Letters, 2024, 35(4): 108761-. doi: 10.1016/j.cclet.2023.108761
8. [8]
  Tiantian Gong , Yanan Chen , Shuo Wang , Miao Wang , Junwei Zhao . Rigid-flexible-ligand-ornamented lanthanide-incorporated selenotungstates and photoluminescence properties. Chinese Journal of Structural Chemistry, 2024, 43(9): 100370-100370. doi: 10.1016/j.cjsc.2024.100370
9. [9]
  Yifan LIU , Zhan ZHANG , Rongmei ZHU , Ziming QIU , Huan PANG . A three-dimensional flower-like Cu-based composite and its low-temperature calcination derivatives for efficient oxygen evolution reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 979-990. doi: 10.11862/CJIC.20240008
10. [10]
  Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan YU . Self-assembly of [Pd₆(L)₄]⁸⁺-type macrocyclic complexes for fluorescent sensing of HSO₃^-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057
11. [11]
  Zhengzheng LIU , Pengyun ZHANG , Chengri WANG , Shengli HUANG , Guoyu YANG . Synthesis, structure, and electrochemical properties of a sandwich-type {Co₆}-cluster-added germanotungstate. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1173-1179. doi: 10.11862/CJIC.20240039
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]
  Shengwen Guan , Zhaotong Wei , Ningxu Han , Yude Wei , Bin Xu , Ming Wang , Junjuan Shi . Construction of metallo-complexes with 2,2′:6′,2″-terpyridine substituted triphenylamine in different modified positions and their photophysical properties. Chinese Chemical Letters, 2024, 35(7): 109348-. doi: 10.1016/j.cclet.2023.109348
14. [14]
  Chaochao Jin , Kai Li , Jiongpei Zhang , Zhihua Wang , Jiajing Tan . N,O-Bidentated difluoroboron complexes based on pyridine-ester enolates: Facile synthesis, post-complexation modification, optical properties, and applications. Chinese Chemical Letters, 2024, 35(9): 109532-. doi: 10.1016/j.cclet.2024.109532
15. [15]
  Zhenzhu Wang , Chenglong Liu , Yunpeng Ge , Wencan Li , Chenyang Zhang , Bing Yang , Shizhong Mao , Zeyuan Dong . Differentiated self-assembly through orthogonal noncovalent interactions towards the synthesis of two-dimensional woven supramolecular polymers. Chinese Chemical Letters, 2024, 35(5): 109127-. doi: 10.1016/j.cclet.2023.109127
16. [16]
  Yudi Cheng , Xiao Wang , Jiao Chen , Zihan Zhang , Jiadong Ou , Mengyao She , Fulin Chen , Jianli Li . A near-infrared fluorescent probe for visualizing transformation pathway of Cys/Hcy and H₂S and its applications in living system. Chinese Chemical Letters, 2024, 35(5): 109156-. doi: 10.1016/j.cclet.2023.109156
17. [17]
  Lixian Fu , Yiyun Tan , Yue Ding , Weixia Qing , Yong Wang . Water–soluble and polarity–sensitive near–infrared fluorescent probe for long–time specific cancer cell membranes imaging and C. Elegans label. Chinese Chemical Letters, 2024, 35(4): 108886-. doi: 10.1016/j.cclet.2023.108886
18. [18]
  Lei Shen , Hongmei Liu , Ming Jin , Jinchao Zhang , Caixia Yin , Shuxiang Wang , Yutao Yang . “Three-in-one” strategy of trifluoromethyl regulated blood-brain barrier permeable fluorescent probe for peroxynitrite and antiepileptic evaluation of edaravone. Chinese Chemical Letters, 2024, 35(10): 109572-. doi: 10.1016/j.cclet.2024.109572
19. [19]
  Xuejian Xing , Pan Zhu , E Pang , Shaojing Zhao , Yu Tang , Zheyu Hu , Quchang Ouyang , Minhuan Lan . D-A-D-structured boron-dipyrromethene with aggregation-induced enhanced phototherapeutic efficiency for near-infrared fluorescent and photoacoustic imaging-guided synergistic photodynamic and photothermal cancer therapy. Chinese Chemical Letters, 2024, 35(10): 109452-. doi: 10.1016/j.cclet.2023.109452
20. [20]
  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

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(123)
HTML views(2)

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