Citation: Min CHENG, Jian-Ce JIN, Jian-Rong LI, Zhi-Zhuan ZHANG, Liao-Kuo GONG, Xiao-Ying HUANG. Two Manganese Halide Hybrids Based on 1-Butyl-2, 3-dimethylimidazolium: Synthesis, Crystal Structure and Photoluminescence[J]. Chinese Journal of Structural Chemistry, ;2021, 40(7): 857-864. doi: 10.14102/j.cnki.0254-5861.2011-3089 shu

Two Manganese Halide Hybrids Based on 1-Butyl-2, 3-dimethylimidazolium: Synthesis, Crystal Structure and Photoluminescence

  • Corresponding author: Liao-Kuo GONG, lkgong@fjirsm.ac.cn Xiao-Ying HUANG, xyhuang@fjirsm.ac.cn
  • Received Date: 6 January 2021
    Accepted Date: 21 February 2021

    Fund Project: the National Natural Science Foundation of China 21671187the Natural Science Foundation of Fujian Province 2020J01118

Figures(7)

  • Two new inorganic-organic hybrid manganese(Ⅱ) halide crystals, namely [BMMIm]2[MnCl4] (1, BMMIm = 1-butyl-2, 3-dimethylimidazolium) and [BMMIm]2[MnBr4] (2), have been obtained simply by heating/stirring with nearly 100% yield. Single-crystal X-ray diffraction (SCXRD) study reveals that 1 crystallizes in triclinic space group of P\begin{document}$ \overline 1 $\end{document} with a = 10.0176(7), b = 14.9603(11), c = 12.9086(8) Å, α = 91.060(4)°, β = 110.204(5)°, γ = 92.361(4)°, V = 1235.19(12) Å3, Z = 2, Dc = 1.353 g·cm-3, F(000) = 526, μ = 0.978 mm-1, R = 0.0410 and wR = 0.0690 (I > 2σ(I)) and Mr = 503.23; 2 belongs to orthorhombic space group of P212121 with a = 10.0176(7), b = 14.9603(11), c = 17.4450(14) Å, V = 2614.4(3) Å3, Z = 4, Dc = 1.730 g·cm-3, F(000) = 1340, μ = 6.629 mm-1, R = 0.0440 and wR = 0.0520 (I > 2σ(I)) and Mr = 681.07. The ionic compounds 1 and 2 are composed of mononuclear tetrahedral [MnX4]2- anion and two ionic liquid cations of [BMMIm]+. The photoluminescence (PL) of 1 and 2 was characterized and the influence of halogen atom types on PL was investigated.
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    1. [1]

      Zhang, Y.; Liao, W. Q.; Fu, D. W.; Ye, H. Y.; Chen, Z. N.; Xiong, R. G. Highly efficient red-light emission in an organic-inorganic hybrid ferroelectric: (pyrrolidinium)MnCl3. J. Am. Chem. Soc. 2015, 137, 4928−4931.  doi: 10.1021/jacs.5b01680

    2. [2]

      Ye, H. Y.; Zhou, Q.; Niu, X.; Liao, W. Q.; Fu, D. W.; Zhang, Y.; You, Y. M.; Wang, J.; Chen, Z. N.; Xiong, R. G. High-temperature ferroelectricity and photoluminescence in a hybrid organic-inorganic compound: (3-pyrrolinium)MnCl3. J. Am. Chem. Soc. 2015, 137, 13148−13154.  doi: 10.1021/jacs.5b08290

    3. [3]

      Tao, P.; Liu, S. J.; Wong, W. Y. Phosphorescent manganese(Ⅱ) complexes and their emerging applications. Adv. Opt. Mater. 2020, 2000985−21.

    4. [4]

      Qin, Y.; She, P.; Huang, X.; Huang, W.; Zhao, Q. Luminescent manganese(Ⅱ) complexes: synthesis, properties and optoelectronic applications. Coord. Chem. Rev. 2020, 416, 213331−19.  doi: 10.1016/j.ccr.2020.213331

    5. [5]

      Morad, V.; Cherninkh, I.; Pottschacher, L.; Shynkarenko, Y.; Yakunin, S.; Kovalenko, M. V. Manganese(Ⅱ) in tetrahedral halide environment: factors governing bright green luminescence. Chem. Mater. 2019, 31, 10161−10169.  doi: 10.1021/acs.chemmater.9b03782

    6. [6]

      Gong, L. K.; Hu, Q. Q.; Huang, F. Q.; Zhang, Z. Z.; Shen, N. N.; Hu, B.; Song, Y.; Wang, Z. P.; Du, K. Z.; Huang, X. Y. Efficient modulation of photoluminescence by hydrogen bonding interactions between inorganic [MnBr4]2- anions and organic cations. Chem. Commun. 2019, 55, 7303−7306.  doi: 10.1039/C9CC03038G

    7. [7]

      Wu, Y. X.; Wang, C. F.; Li, H. H.; Jiang, F.; Shi, C.; Ye, H. Y.; Zhang, Y. Highly efficient and uncommon photoluminescence behavior combined with multiple dielectric response in manganese(Ⅱ) based hybrid phase transition compounds. Eur. J. Inorg. Chem. 2020, 2020, 394−399.  doi: 10.1002/ejic.201901263

    8. [8]

      Rogers, R. D.; Seddon, K. R. Ionic liquids-solvents of the future? Science 2003, 302, 792−793.  doi: 10.1126/science.1090313

    9. [9]

      Wilkes, J. S. A short history of ionic liquids - from molten salts to neoteric solvents. Green Chem. 2002, 4, 73−80.  doi: 10.1039/b110838g

    10. [10]

      Li, H.; Liu, P.; Shao, H.; Wang, Y.; Zheng, Y.; Sun, Z.; Chen, Y. Green synthesis of luminescent soft materials derived from task-specific ionic liquid for solubilizing lanthanide oxides and organic ligand. J. Mater. Chem. 2009, 19, 5533−5540.  doi: 10.1039/b902663k

    11. [11]

      Li, H.; Shao, H.; Wang, Y.; Qin, D.; Liu, B.; Zhang, W.; Yan, W. Soft material with intense photoluminescence obtained by dissolving Eu2O3 and organic ligand into a task-specific ionic liquid. Chem. Commun. 2008, 5209−5211.

    12. [12]

      Shen, N. N.; Cai, M. L.; Song, Y.; Wang, Z. P.; Huang, F. Q.; Li, J. R.; Huang, X. Y. Supramolecular organization of [TeCl6]2- with ionic liquid cations: studies on the electrical conductivity and luminescent properties. Inorg. Chem. 2018, 57, 5282−5291.  doi: 10.1021/acs.inorgchem.8b00297

    13. [13]

      Garcia-Saiz, A.; de Pedro, I.; Migowski, P.; Vallcorba, O.; Junquera, J.; Blanco, J. A.; Fabelo, O.; Sheptyakov, D.; Waerenborgh, J. C.; Fernandez-Diaz, M. T.; Rius, J.; Dupont, J.; Gonzalez, J. A.; Fernandez, J. R. Anion-pi and halide-halide nonbonding interactions in a new ionic liquid based on imidazolium cation with three-dimensional magnetic ordering in the solid state. Inorg. Chem. 2014, 53, 8384−8396.  doi: 10.1021/ic500882z

    14. [14]

      Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Crystallogr. Sect. C 2015, 71, 3−8.

    15. [15]

      Laus, G.; Bentivoglio, G.; Kahlenberg, V.; Wurst, K.; Nauer, G.; Schottenberger, H.; Tanaka, M.; Siehl, H. U. Conformational flexibility and cation-anion interactions in 1-butyl-2, 3-dimethylimidazolium salts. Cryst. Growth Des. 2012, 12, 1838−1846.  doi: 10.1021/cg201424m

    16. [16]

      Mao, L.; Guo, P.; Wang, S.; Cheetham, A. K.; Seshadri, R. Design principles for enhancing photoluminescence quantum yield in hybrid manganese bromides. J. Am. Chem. Soc. 2020, 142, 13582−13589.  doi: 10.1021/jacs.0c06039

    17. [17]

      Zehbe, K.; Kollosche, M.; Lardong, S.; Kelling, A.; Schilde, U.; Taubert, A. Ionogels based on poly(methyl methacrylate) and metal-containing ionic liquids: correlation between structure and mechanical and electrical properties. Int. J. Mol. Sci. 2016, 17, 391−16.  doi: 10.3390/ijms17030391

    18. [18]

      Kozlova, S. A.; Verevkin, S. P.; Heintz, A.; Peppel, T.; Koeckerling, M. Paramagnetic ionic liquid 1-butyl-3-methylimidazolium tetrabromidocobaltate(Ⅱ): activity coefficients at infinite dilution of organic solutes and crystal structure. J. Chem. Eng. Data 2009, 54, 1524−1528.  doi: 10.1021/je800846j

    19. [19]

      Zhong, C.; Sasaki, T.; Jimbo-Kobayashi, A.; Fujiwara, E.; Kobayashi, A.; Tada, M.; Iwasawa, Y. Syntheses, structures, and properties of a series of metal ion-containing dialkylimidazolium ionic liquids. Bull. Chem. Soc. Jpn. 2007, 80, 2365−2374.  doi: 10.1246/bcsj.80.2365

    20. [20]

      Zhong, C. M.; Zuo, Y. J.; Jin, H. S.; Wang, T. C.; Liu, S. Q. Bis(1-n-butyl-3-methylimidazolium) tetrabromopalladate(Ⅱ). Acta Crystallogr. Sect. E 2006, 62, M2281−M2283.  doi: 10.1107/S160053680603296X

    21. [21]

      Kolle, P.; Dronskowski, R. Hydrogen bonding in the crystal structures of the ionic liquid compounds butyldimethylimidazolium hydrogen sulfate, chloride, and chloroferrate(Ⅱ, Ⅲ). Inorg. Chem. 2004, 43, 2803−2809.  doi: 10.1021/ic035237l

    22. [22]

      Du, C. F.; Li, J. R.; Huang, X. Y. Microwave-assisted ionothermal synthesis of SnSex nanodots: a facile precursor approach towards SnSe2 nanodots/graphene nanocomposites. RSC Adv. 2016, 6, 9835−9842.  doi: 10.1039/C5RA24500A

    23. [23]

      Chowdhury, A.; Thynell, S. T. Confined rapid thermolysis/FTIR/ToF studies of imidazolium-based ionic liquids. Thermochim. Acta 2006, 443, 159−172.  doi: 10.1016/j.tca.2006.01.006

    24. [24]

      Polat, T.; Yildirim, G. Investigation of solvent polarity effect on molecular structure and vibrational spectrum of xanthine with the aid of quantum chemical computations. Spectrochim. Acta A 2014, 123, 98−109.  doi: 10.1016/j.saa.2013.12.035

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