Citation: Wenlong MOU, Zhenzhou SUN, Sijie FAN, Chuanbing HOU, Zhongfeng LI, Hongliang HAN, Guo WANG, Yuping YANG, Qionghua JIN. Luminescence properties of Cu(Ⅰ) complexes with single-crystal-to-single-crystal conversion[J]. Chinese Journal of Inorganic Chemistry, ;2024, 40(1): 99-110. doi: 10.11862/CJIC.20230303 shu

Luminescence properties of Cu(Ⅰ) complexes with single-crystal-to-single-crystal conversion

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Department of Chemistry, Capital Normal University, Beijing 100048, China
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School of Resources, Environment and Tourism, Capital Normal University, Beijing 100048, China
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School of Science, Minzu University of China, Beijing 100081, China
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State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, China

Corresponding author: Qionghua JIN, jinqh@cnu.edu.cn
Received Date: 8 August 2023
Revised Date: 1 November 2023

Figures(9)

2 -(N, N -bis(diphenylphosphino)methyl)aminopyridine (bdppmapy) was selected as a phosphine ligand, dipyrido[3, 2-a∶2′, 3′-c]phenazine (dppz) as a nitrogen ligand, and [Cu(CH₃CN)₄]BF₄ as a copper salt to react at room temperature. Three new Cu (Ⅰ) complexes were prepared, namely [Cu(dppz) (bdppmapy)]₂(BF₄)₂·H₂O (CuBF₄-1), [Cu(dppz) (bdppmapy)]BF₄ (CuBF₄-2), and [Cu(dppz) (bdppmapy)]BF₄ (CuBF₄-3). Single crystals of CuBF₄-1 and CuBF₄-3 were obtained. The phenomenon of single-crystal-to-single-crystal conversion was found, and the influence of solvent molecules on the structure and photophysical properties of coordination geometry was explored. The structures of complexes CuBF₄-1 and CuBF₄-3 were determined by single-crystal X-ray diffraction, and the structures of the three complexes were characterized by powder X-ray diffraction (PXRD), IR, and hydrogen/phosphorus NMR (¹H/³¹P NMR). The photophysical properties of the complexes were characterized and analyzed by UV-Vis absorption spectrum, fluorescence spectrum, fluorescence lifetime, and quantum yield. The differences in the luminescence properties of the complexes were compared, and the influence of solvent molecules on the structure and photophysical properties of coordination geometry was discussed. Terahertz time-domain spectroscopy provided assistance in the study of complexes.
- Cu(Ⅰ) complex,
- weak force,
- crystal structure,
- luminescence property,
- terahertz time-domain spectroscopy
1. [1]
  Rader R A, McMillin D R, Buckner M T, Matthews T G, Casadonte D J, Lengel R K, Whittaker S B, Darmon L M, Lytle F E. Photostudies of[Cu(bpy)(PPh₃)₂]⁺, [Cu(phen)(PPh₃)₂]⁺, and[Cu(dmp)(PPh₃)₂]⁺ in solution and in rigid, low-temperature glasses. Simultaneous multiple emissions from intraligand and charge-transfer states[J]. J. Am. Chem. Soc., 1981,103(19):5906-5912. doi: 10.1021/ja00409a048
2. [2]
  Casadonte D J, McMillin D R. Dual emissions from Cu(dmp)(PR₃)₂⁺ systems in a rigid glass: Influence of the phosphine donor strength[J]. Inorg. Chem., 1987,26(23):3950-3952. doi: 10.1021/ic00270a025
3. [3]
  Cuttell D G, Kuang S M, Fanwick P E, McMillin D R, Walton R A. Simple Cu(Ⅰ) complexes with unprecedented excited-state lifetimes[J]. J. Am. Chem. Soc., 2002,124(1):6-7. doi: 10.1021/ja012247h
4. [4]
  Yersin H, Czerwieniec R, Shafikov M Z, Suleymanova A F. TADF material design: Photophysical background and case studies focusing on Cu^Ⅰ and Ag^Ⅰ complexes[J]. ChemPhysChem, 2017,18:3508-3535. doi: 10.1002/cphc.201700872
5. [5]
  Kuang S M, Cuttell D G, McMillin D R, Fanwick P E, Walton R A. Synthesis and structural characterization of Cu(Ⅰ) and Ni(Ⅱ) complexes that contain the bis[2-(diphenylphosphino)phenyl]ether ligand. Novel emission properties for the Cu(Ⅰ) species[J]. Inorg. Chem., 2002,41(12):3313-3322. doi: 10.1021/ic0201809
6. [6]
  Zaczek A J, Korter T M. Polymorphism in cis-trans muconic acid crystals and the role of C—H…O hydrogen bonds[J]. Cryst. Growth Des., 2017,17(8):4458-4466. doi: 10.1021/acs.cgd.7b00854
7. [7]
  Andersen J, Heimdal J, Nelander B, Wugt Larsen R. Competition between weak OH…π and CH…O hydrogen bonds: THz spectroscopy of the C₂H₂—H₂O and C₂H₄—H₂O complexes[J]. J. Chem. Phys., 2017,146(19)194302. doi: 10.1063/1.4983293
8. [8]
  Kleist E M, Koch Dandolo C L, Guillet J P, Mounaix P, Korter T M. Terahertz spectroscopy and quantum mechanical simulations of crystalline copper-containing historical pigments[J]. J. Phys. Chem. A, 2019,123(6):1225-1232. doi: 10.1021/acs.jpca.8b11676
9. [9]
  Rexrode N R, Orien J, King M D. Effects of solvent stabilization on pharmaceutical crystallization: Investigating conformational polymorphism of probucol using combined solid-state density functional theory, molecular dynamics, and terahertz spectroscopy[J]. J. Phys. Chem. A, 2019,123(32):6937-6947. doi: 10.1021/acs.jpca.9b00792
10. [10]
  Zhu N, Wang G, Lin S, Li Z F, Xin X L, Yang Y P, Liu M, Jin Q H. New discovery in crystallography: Correlation of terahertz time- domain spectra with crystal structures and photoluminescence properties of mononuclear/binuclear diimine-Cu(Ⅰ)-phosphine complexes[J]. CrystEngComm, 2019,21(29):4275-4288. doi: 10.1039/C9CE00729F
11. [11]
  Pan X, Kuang X N, Zhu N, Wang G, Yang Y P, Liu J M, Li Z F, Xin X L, Han H L, Jin Q H, Ren Z G, Zhang J W. Terahertz time-domain absorption spectra of Cu(Ⅰ) complexes bearing tetraphosphine ligands: The bridge between the C—H…π and π-π interactions and photoluminescence properties[J]. Dalton Trans., 2020,49(42):14941-14950. doi: 10.1039/D0DT02542A
12. [12]
  Sun Z Z, Zhu N, Pan X, Wang G, Li Z F, Xin X L, Han H L, Feng Y B, Jin Q H, Yang Y P, Yang W. A new application of terahertz time-domain absorption spectra in luminescent complexes: Characterization of the C—H…π weak interactions in Cu(Ⅰ) complexes[J]. Dalton Trans., 2021,50(29):10214-10224. doi: 10.1039/D1DT01023A
13. [13]
  Pan X, Li Z X, Wang G, Yang Y P, Xin X L, Han H L, Liu J M, Jin Q H, Yan D P. Excellent blue emissive neutral Cu(Ⅰ) complexes: Structural analysis, thermochromic luminescent properties, and terahertz spectrum research[J]. Cryst. Growth Des., 2021,21(11):6425-6436. doi: 10.1021/acs.cgd.1c00884
14. [14]
  Chen X W, Yuan H L, He L H, Chen J L, Liu S J, Wen H R, Zhou G J, Wang J Y, Wong W Y. A sublimable dinuclear cuprous complex showing selective luminescence vapochromism in the crystalline state[J]. Inorg. Chem., 2019,58(21):14478-14489. doi: 10.1021/acs.inorgchem.9b01972
15. [15]
  Sandroni M, Kayanuma M, Rebarz M, Akdas-Kilig H, Pellegrin Y, Blart E, Bozec H L, Daniel C, Odobel F. Heteroleptic diimine copper(Ⅰ) complexes with large extinction coefficients: Synthesis, quantum chemistry calculations and physico-chemical properties[J]. Dalton Trans., 2013,42(40):14628-14638. doi: 10.1039/c3dt51288f
16. [16]
  Keller S, Constable E C, Housecroft C E, Neuburger M, Prescimone A, Longo G, Pertegás A, Sessolo M, Bolink H J. [Cu(bpy)(P.P)]⁺ containing light-emitting electrochemical cells: Improving performance through simple substitution[J]. Dalton Trans., 2014,43(44):16593-16596. doi: 10.1039/C4DT02847C
17. [17]
  Linfoot C L, Leitl M J, Richardson P, Richardson P, Rausch A F, Chepelin O, White F J, Yersin H, Robertson N. Thermally activated delayed fluorescence (TADF) and enhancing photoluminescence quantum yields of[Cu^Ⅰ(diimine)(diphosphine)]⁺ complexes-photophysical, structural, and computational studies[J]. Inorg. Chem., 2014,53(20):10854-10861. doi: 10.1021/ic500889s
18. [18]
  Brunner F, Martinez-Sarti L, Keller S, Keller S, Pertegás A, Prescimone A, Constable E C, Bolink H J, Housecroft C E. Peripheral halo-functionalization in [Cu(N.N)(P.P)]⁺ emitters: Influence on the performances of light-emitting electrochemical cells[J]. Dalton Trans., 2016,45(38):15180-15192. doi: 10.1039/C6DT02665F
19. [19]
  Zhang F L, Guan Y Q, Chen X L, Wang S S, Liang D, Feng Y F, Chen S F, Li S Z, Zhang F Q, Lu C Z, Gao G X, Zhai B. Syntheses, photoluminescence, and electroluminescence of a series of sublimable bipolar cationic cuprous complexes with thermally activated delayed fluorescence[J]. Inorg. Chem., 2017,56(7):3742-3753. doi: 10.1021/acs.inorgchem.6b01847
20. [20]
  Fresta E, Volpi G, Milanesio M, Garino C, Barolo Claudia, Costa R D. Novel ligand and device designs for stable light-emitting electrochemical cells based on heteroleptic copper(Ⅰ) complexes[J]. Inorg. Chem., 2018,57(16):10469-10479. doi: 10.1021/acs.inorgchem.8b01914
21. [21]
  Minozzi C, Caron A, Grenier-Petel J C, Santandrea J, Collins S K. Heteroleptic copper(Ⅰ)-based complexes for photocatalysis: Combinatorial assembly, discovery, and optimization[J]. Angew. Chem. Int. Ed., 2018,57(19):5477-5481. doi: 10.1002/anie.201800144
22. [22]
  Fresta E, Weber M D, Fernandez-Cestau J, Costa R D. White light-emitting electrochemical cells based on deep-red Cu(Ⅰ) complexes[J]. Adv. Opt. Mater., 2019,7(23)1900830. doi: 10.1002/adom.201900830
23. [23]
  Bruker. SMART and SAINT, Madison Wisconsin, Simens Analytical X-ray Instrument Inc., 1996.
24. [24]
  Sheldrick G M. SHELXTL NT Ver. 5.1. University of Göttingen, Germany, 1997.
25. [25]
  Sheldrick G M. SHELXTL-97 and SHELXL-97. University of Göttingen, Germany, 1997.
26. [26]
  Sun Z Z, Zhu N, Pan X, Hu F Z, Wang G, Yang Y P, Qiu Q M, Li Z F, Xin X L, Liu J M, Li X Q, Jin Q H, Ren Z G, Zhou Q L. Designing luminescent diimine-Cu(Ⅰ)-phosphine complexes by tuning N-ligand and counteranions: Correlation of weak interactions, luminescence and THz absorption spectra[J]. CrystEngComm, 2022,24:1258-1266. doi: 10.1039/D1CE01574E
27. [27]
  Li Z X, Sun Z Z, Wang G, Yang W, Han H L, Yang Y P, Li Z F, Dai L X, Yao Y S, Jin Q H. Study on the luminescence properties of ionic[Cu(N.N)(P.P)]⁺ complexes: Influence of ligands, counteranions and weak interactions[J]. CrystEngComm, 2022,24:7739-7750. doi: 10.1039/D2CE01177H
28. [28]
  Küchle W, Dolg M, Stoll H, Preuss H. J. Chem. Phys. , 1994, 100(10): 7535-7542 doi: 10.1063/1.466847
29. [29]
  Becke A D. Density-functional thermochemistry. Ⅲ. The role of exact exchange[J]. J. Chem. Phys., 1993,122(98):5648-5652.
30. [30]
  Dreuw A, Head-Gordon M. Single-reference ab initio methods for the calculation of excited states of large molecules[J]. Chem. Rev., 2005,105:4009-4037. doi: 10.1021/cr0505627
31. [31]
  Hanwell M D, Curtis D E, Lonie D C, Vandermeersch T, Zurek E, Hutchison G R. Avogadro: An advanced semantic chemical editor, visualization, and analysis platform[J]. J. Cheminformatics, 2012,417. doi: 10.1186/1758-2946-4-17
32. [32]
  Frisch M J, Trucks G W, Schlegel H B, Scuceria G E. Gaussian 03. Wallingford, CT, Gaussian, Inc., 2003.
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