DOI QR코드

DOI QR Code

Preparation and Luminescent Properties of a Novel Carbazole Functionalized Bis-β-diketone Ligand and Corresponding Eu(III) and Tb(III) Complexes

  • Zhang, Wei (School of Chemistry and Chemical Engineering, Central South University) ;
  • Liu, Chang-Hui (Department of Chemistry and Environmental Engineering, Hunan City University) ;
  • Tang, Rui-Ren (School of Chemistry and Chemical Engineering, Central South University) ;
  • Tang, Chang-Quan (School of Chemistry and Chemical Engineering, Central South University)
  • Published : 2009.10.20

Abstract

A novel carbazole functionalized bis-$\beta$-diketone type organic ligand, 1,1′-(2,6-bispyridyl)bis-3-(9-ethylcarbazole- 3-yl)-1,3-propanedione ($H_2L$) and its corresponding lanthanide complexes $Eu_2(L)_3\;and\;Tb_2(L)_3$ were successfully prepared. The ligand and complexes were characterized in detail based on FT-IR spectra, $^1H$ NMR and elemental analysis. The observed UV-Vis absorption and photoluminescence properties of the complexes were investigated, it shows that the Eu(III) and Tb(III) ions can be sensitized efficiently by the ligand ($H_2L$) to some extent, in particular, the complex $Tb_2(L)_3$ exhibits a more excellent luminescence property than the Eu(III) complex. Meanwhile, the introduction of the carbazole moiety can enlarge the $\Pi$-conjugated system of the ligand and enhance the luminescent intensity of the complexes. The results show that the complexes would be used as excellent luminescent materials.

Keywords

References

  1. Weissman, S. I. J. Chem. Phys. 1942, 10, 214. https://doi.org/10.1063/1.1723709
  2. Nozary, H.; Piguet, C.; Rivera, J. P.; Tissot, P.; Morgantini, P. Y.; Weber, J.; Bernardinelli, G.; Bunzli, J. C. G.; Deschenaux, R.; Donnio, B.; Guillon, D. Chem. Mater. 2002, 14, 1075 https://doi.org/10.1021/cm011162c
  3. Katagiri, S.; Hasegawa, Y.; Wada, Y.; Mitsuo, K.; Yanagida, S. J. Alloys. Compd. 2006, 408-412, 809. https://doi.org/10.1016/j.jallcom.2005.01.134
  4. Yoshimoto, S.; Sawaguchi, T.; Su, W.; Jiang, J. Z.; Kobayashi, N. Angew. Chem. Int. Ed. 2007, 46, 1071. https://doi.org/10.1002/anie.200603585
  5. Wang, B. D.; Yang, Z. Y.; Qin, D. D.; Chen, Z. N. J. Photochem. Photobiol. A 2008, 194, 49 https://doi.org/10.1016/j.jphotochem.2007.07.024
  6. Bunzi, J. C. G.; Piguet, C. Chem. Soc. Rev. 2005, 34, 1048-1077. https://doi.org/10.1039/b406082m
  7. Quirino, W. G.; Adati, R. D.; Lima, S. A. M.; Legnani, C.; Jafelicci, Jr., M.; Davolos, M. R.; Cremona, M. Thin Solid Films 2006, 515, 927. https://doi.org/10.1016/j.tsf.2006.07.066
  8. Chen, Z. Q.; Ding, F.; Hao, F.; Bian, Z. Q.; Ding, B.; Zhu, Y. Z.; Chen, F. F.; Huang, C. H. Org. Electron. 2009, 10, 939 https://doi.org/10.1016/j.orgel.2009.04.023
  9. Kido, J.; Okamot, Y. Chem. Rev. 2002, 102, 2357. https://doi.org/10.1021/cr010448y
  10. Gao, X. C.; Cao, H.; Huang, C. H.; Li, B. G.; Umitani, S. Appl. Phys. Lett. 1998, 72, 2217 https://doi.org/10.1063/1.121327
  11. Lamture, J. B.; Iverson, B.; Hogan, M. E. Tetrahedron Lett. 1996, 37, 6483 https://doi.org/10.1016/0040-4039(96)01417-7
  12. Kim, J. G.; Yoon, S. K.; Sohn, Y.; Kang, J. G. J. Alloys Compd.1998, 274, 1. https://doi.org/10.1016/S0925-8388(98)00518-0
  13. Huang, L.; Wang, K. Z.; Huang, C. H.; Li, F. Y.; Huang, Y. Y. Mater. Chem. 2001, 11, 790 https://doi.org/10.1039/b006919l
  14. Kido, J.; Nagai, K.; Okamoto, Y. Chem. Lett. 1990, 19, 657.
  15. Grazulevicius, J. V.; Strohriegl, P.; Pielichowski, J.; Pielichowski, K. Prog. Polym. Sci. 2003, 28, 1297. https://doi.org/10.1016/S0079-6700(03)00036-4
  16. Hu, N. X.; Xie, S.; Popovic, Z.; Ong, B.; Hor, A. M. J. Am. Chem. Soc. 1999, 121, 5097. https://doi.org/10.1021/ja9906554
  17. Morin, J. F.; Leclerc, M.; Ades, D.; Siove, A. Macromol. Rapid Commun. 2005, 26, 761. https://doi.org/10.1002/marc.200500096
  18. Luo, Y. M.; Chen, Z.; Tang, R. R.; Xiao, L. X.; Peng, H. J. Spectrochim. Acta Part A 2008, 69, 513. https://doi.org/10.1016/j.saa.2007.04.029
  19. Xiao, L. X.; Luo, Y. M.; Chen, Z.; Li, J.; Tang, R. R. Spectrochim. Acta Part A 2008, 71, 321. https://doi.org/10.1016/j.saa.2007.12.025
  20. Lamture, J. B.; Zhou, Z. H.; Kumar, A. S.; Wensel, T. G. Inorg. Chem. 1995, 34, 864. https://doi.org/10.1021/ic00108a017
  21. Kashima, C.; Hibi, S.; Maruyama, T.; Harada, K.; Omote, Y. J. Heterocyclic Chem. 1987, 24, 913. https://doi.org/10.1002/jhet.5570240405
  22. Tang, R. R.; Yan, Z. E.; Guo, C. C. Chem. J. Chinese. U 2006, 27, 472.
  23. Buu-Hoi, NG. PH.; Royer, R. J. Org. Chem. 1950, 15, 123. https://doi.org/10.1021/jo01147a020
  24. Zheng, Y. X.; Zhou, Y. H.; Gianluca, A.; Nicola, A. J. Rare. Earth 2008, 26, 173 https://doi.org/10.1016/S1002-0721(08)60060-5

Cited by

  1. Synthesis, photoluminescence features with intramolecular energy transfer and Judd–Ofelt analysis of highly efficient europium(III) complexes vol.27, pp.12, 2016, https://doi.org/10.1007/s10854-016-5760-2
  2. Relative Study of Luminescent Properties with Judd-Ofelt Characterization in Trivalent Europium Complexes Comprising ethyl-(4-fluorobenzoyl) Acetate vol.27, pp.4, 2017, https://doi.org/10.1007/s10895-017-2069-3
  3. Synthesis, luminescence properties of a novel aromatic carboxylic acid (L) and corresponding Eu(III) and Tb(III) compounds as well as the binding characteristics of L with bovine serum albumin ( vol.696, pp.10, 2011, https://doi.org/10.1016/j.jorganchem.2010.10.059