Bipolar-transporting dinuclear europium(III) complexes involving carbazole and oxadiazole units: Synthesis, photophysical and electroluminescent properties

Dyes and Pigments

Volumn 95, Issue 2, 2012, Pages 322-329

  Liu, Yu ^a   Wang, Jianyu ^a   Wang, Yafei ^a   Zhang, Zhiyong ^a   Zhu, Meixiang ^a   Lei, Gangtie ^a   Zhu, Weiguo ^a  

^a XIANGTAN UNIVERSITY   (China)

Author keywords

Bipolar transporting; Dinuclear europium (III) complexes; Electroluminescence; Photophysical properties; PLEDs; Synthesis

Indexed keywords

1 ,10-PHENANTHROLINE; BIPOLAR-TRANSPORTING; DIBENZOYLMETHANE; DINUCLEAR; DOPANT CONCENTRATIONS; ELECTROLUMINESCENT PROPERTIES; EUROPIUM COMPLEX; HOST MATRICES; OXADIAZOLE UNIT; OXADIZAOLE; PHOTO-EXCITATIONS; PHOTOPHYSICAL; PHOTOPHYSICAL PROPERTIES; PLEDS; POLYMER LIGHT-EMITTING DEVICES; POLYVINYLCARBAZOLE; RED EMISSIONS; SATURATED RED; UV-VIS ABSORPTION BANDS; UV-VIS ABSORPTIONS;

DICHLOROMETHANE; ELECTROLUMINESCENCE; PHOTOLUMINESCENCE; POLYCYCLIC AROMATIC HYDROCARBONS; SYNTHESIS (CHEMICAL); THERMOANALYSIS;

EUROPIUM;

EID: 84862316520     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2012.05.015     Document Type: Article

References (46)

1. G.-A. Crosby, R.-E. Whan, and R.-M. Alire Intramolecular energy transfer in rare earth chelates. Role of the triplet state J Chem Phys 34 1961 743 748
2. J. Kido, K. Nagai, Y. Okamoto, and T. Skotheim Electroluminescence from polysilane film doped with europium complex Chem Lett 1991 1267 1269
3. X.-C. Gao, H. Cao, C.-H. Huang, B.-G. Li, and S. Umitani Electroluminescence of a novel terbium complex Appl Phys Lett 72 1998 2217 2219
4. M.-A. Baldo, C. Adachi, and S.-R. Forrest Transient analysis of organic electrophosphorescence.II. Transient analysis of triplet-triplet annihilation Phys Rev B 62 2001 10967 10977
5. P.-P. Sun, J.-P. Duan, H.-T. Shih, and C.-H. Cheng Europium complex as a highly efficient red emitter in electroluminescent devices Appl Phys Lett 81 2002 792 794
6. J.-F. Fang, H. You, J. Gao, and D.-G. Ma Improved efficiency by a fluorescent dye in red organic light-emitting devices based on a europium complex Chem Phys Lett 392 2004 11 16
7. M.-R. Robinson, J.-C. Ostrowski, G.-C. Bazan, and M.-D. McGehee Reduced operating voltages in polymer light-emitting diodes doped with rare-earth complex Adv Mate 15 2003 1547 1551
8. T.-W. Canzler, and J. Kido Exciton quenching in highly efficient europium complex based organic light-emitting diodes Org Electron 7 2006 29 37
9. L. Zhou, H.-J. Zhang, W.-D. Shi, R.-P. Deng, Z.-F. Li, and J.-B. Yu Mechanisms of efficiency enhancement in the doped electroluminescent devices based on a europium complex J.Appl Phys 104 2008 114507 114511-7
10. 3+ complexes based on multifunctional bidentate aryl phosphine oxide derivatives: tuning photophysical and electrochemical properties toward bright electroluminescence J Phys Chem C 114 2010 1674 1683
11. X. Li, G.-Y. Xiao, H.-J. Chi, Y. Dong, H.-B. Zhao, and P. Lei A novel fluorinated europium ternary complex for highly efficient pure red electroluminescence Mater Chem Phys 123 2010 289 292
12. M.-D. McGehee, T. Bergstedt, C. Zhang, A.-P. Saab, M.-B. O'Regan, and G.-C. Bazan Narrow bandwidth luminescence from blends with energy transfer from semiconducting conjugated polymers to europium complexes Adv Mater 11 1999 1349 1354
13. J.-B. Peng, N. Takada, and N. Minami Red electroluminescence of a europium complex dispersed in poly(N-vinylcarbazole) Thin Solid Films 405 2002 224 227
14. A. O'Riordan, E. O'Connor, S. Moynihan, X. Llinares, R.-V. Deun, and P. Fias Narrow bandwidth red electroluminescence from solution- processed lanthanide-doped polymer thin films Thin Solid Films 49 2005 264 269
15. Y. Liu, J.-D. Li, C. Li, J.-G. Song, Y.-L. Zhang, and J.-B. Peng Highly efficient sharp red electroluminescence from europium complex-doped poly(9,9-dioctylfluorene) devices Chem Phys Lett 433 2007 331 334
16. U. Giovanella, M. Pasini, C. Freund, C. Botta, W. Porzio, and S. Destri Highly efficient color-tunable OLED based on poly(9,9-dioctylfluorene) doped with a novel europium complex J Phys Chem C 113 2009 2290 2295
17. X. Jiang, A.-K.-Y. Jen, G.-D. Phelan, D. Huang, T.-M. Londergan, and L.-R. Dalton Efficient emission from a europium complex containing dendron-substituted diketone ligands Thin Solid Films 416 2002 212 217
18. N.-J. Xiang, L.-M. Leung, S.-K. So, J. Wang, Q. Su, and M.-L. Gong Red InGaN-based light-emitting diodes with a novel europium (III) tetrabasic complex as mono-phosphor Mater Lett 60 2006 2909 2913
19. S.-f. Li, W.-H. Zhu, Z.-Y. Xu, J.-F. Pan, and H. Tian Antenna-functionalized dendritic b-diketonates and europium complexes: synthetic approaches to generation growth Tetrahedron 62 2006 5035 5048
20. Y.-X. Zheng, F. Cardinali, N. Armaroli, and G. Accorsi Synthesis and photoluminescence properties of heteroleptic europium (III) complexes with appended carbazole units Eur J Inorg Chem 2008 2075 2080
21. M. Sun, H. Xin, K.-Z. Wang, A.-Y. Zhang, L.-P. Jin, and C.-H. Huang Bright and monochromic red light-emitting electroluminescence devices based on a new multifunctional europium ternary complex Chem Commun 2003 702 703
22. Y. Liu, Y.-F. Wang, H.-P. Guo, M.-X. Zhu, C. Li, and J.-B. Peng Red-emitting europium(III) complex containing triphenylamine-functionalized phenanthroline J Phys Chem C 115 2011 4209 4216
23. H. Xin, F.-Y. Li, M. Guan, C.-H. Huang, M. Sun, and K.-Z. Wang Carbazole- functionalized europium complex and its high-efficiency organic electroluminescent properties J Appl Phys 94 2003 4729 4731
24. M. Guan, Z.-Q. Bian, F.-Y. Li, H. Xin, and C.-H. Huang Bright red light-emitting electroluminescence devices based on a functionalized europium complex New J Chem 27 2003 1731 1734
25. H. Xin, M. Sun, K.-Z. Wang, Y.-A. Zhang, L.-P. Jin, and C.-H. Huang Voltage-independent pure red devices based on a carbazole-functionalized europium complex Chem Phys Lett 388 2004 55 57
26. L.-Y. Zhang, T.-L. Li, B. Li, B.-F. Lei, S.-M. Yue, and W.-L. Li Synthesis and electroluminescent properties of a carbazole-functionalized europium(III) complex J Lumin 126 2007 682 686
27. J. Wu, H.-Y. Li, Q.-L. Xu, Y.-C. Zhu, Y.-M. Tao, and H.-R. Li Synthesis and photoluminescent properties of series ternary lanthanide (Eu(III), Sm(III), Nd(III), Er(III), Yb(III)) complexes containing 4,4,4-trifluoro-1-(2-naphthyl)- 1,3-butanedionate and carbazole-functionalized ligand Inorg Chim Acta 363 2010 2394 2400
28. F.-S. Liang, Q.-G. Zhou, Y.-X. Cheng, L.-X. Wang, D.-G. Ma, and B. Jing Oxadiazole- functionalized europium(III) β-diketonate complex for efficient red electroluminescence Chem Mater 15 2003 1935 1937
29. Z. Liu, F.-S. Wen, and W.-L. Li Synthesis and electroluminescence properties of europium (III) complexes with new second ligands Thin Solid Films 478 2005 265 270
30. R.-R. Tang, W. Zhang, Y.-M. Luo, and J. Li Synthesis, fluorescence properties of Eu(III) complexes with novel carbazole functionalized β-diketone ligand J Rare Earths 27 2009 362 367
31. H.-J. Tang, H. Tang, Z.-G. Zhang, J.-B. Yuan, C.-J. Cong, and K.-L. Zhang Synthesis, photoluminescent and electroluminescent properties of a novel europium(III) complex involving both hole- and electron-transporting functional groups Synth Met 159 2009 72 77
32. L. Li, Y. Liu, H.-P. Guo, Y.-F. Wang, Y.-B. Cao, and A.-H. Liang Synthesis, optophysical and electrochemical properties of bipolar-transporting europium(III) complexes with carbazole and oxadiazole units Tetrahedron 66 2010 7411 7417
33. A.-P. Bassett, S.-W. Magennis, P.-B. Glover, D.-J. Lewis, N. Spencer, and S. Parsons Highly Luminescent, triple- and quadruple-stranded, dinuclear Eu, Nd, and Sm(III) lanthanide complexes based on bis-diketonate ligands J Am Chem Soc 126 2004 9413 9424
34. H. You, J.-F. Fang, L.-H. Wang, X.-H. Zhu, W. Huang, and D.-G. Ma Efficient red organic light- emitting diodes based on a dinuclear europium complex Opt Mater 29 2007 1514 1517
35. P. He, H.-H. Wang, S.-G. Liu, J.-X. Shi, G. Wang, and M.-L. Gong Visible-light excitable europium(III) complexes with 2,7-positional substituted carbazole group-containing ligands Inorg Chem 48 2009 11382 11387
36. S.-G. Liu, P. He, H.-H. Wang, J.-X. Shi, and M.-L. Gong A highly luminescent dinuclear Eu(III) complex based on 4,4'-bis (4",4", 4"-trifluoro-1",3"-dioxobutyl)-o-terphenyl for light- emitting diodes Mater Chem Phys 116 2009 654 657
37. S.-G. Liu, P. He, H.-H. Wan, J.-X. Shi, and M.-L. Gong A luminescent dinuclear Eu(III) complex based on 2,8-bis(4',4',4',-trifluoro-1',3'-dioxobutyl) -dibenzothiophene for light-emitting diodes J Lumin 130 2010 855 858
38. H. Jang, C.-H. Shin, B.-G. Jung, D.-H. Kim, H.-K. Shim, and Y.-K. Do Synthesis and characterization of dinuclear europium complexes showing pure red electroluminescence Eur J Inorg Chem 2006 718 725
39. Y. Liu, G.J. Su, K.-Q. Xing, Q. Gan, Y.-P. Yang, and W.-G. Zhu Synthesis of 2-aryl-5-(4-bromopheny1)-1,3,4-oxadiazole derivatives and studies on their spectral properties Nat Sci J Xiangtan Univ 28 2006 68 71 [in Chinese]
40. Z.-W. Xu, Y. Li, X.-M. Ma, X.-D. Gao, and H. Tian Synthesis and properties of iridium complexes based 1,3,4-oxadiazoles derivatives Tetrahedron 64 2008 1860 1867
41. J.-P. Lecomte, A.-K.-D. Mesmaeker, and J. Lhomme Synthesis and characterisation of a new DNA-binding bifunctional ruthenium(II) complex J Chem Soc Faraday Trans 89 1993 3261 3269
42. K. Ueno, and A.-E. Martell Infrared studies on synthetic oxygen carriers J Phys Chem 60 1956 1270 1275
43. C.-J. Xu, B.-G. Li, J.-T. Wan, and Z.-Y. Bu Synthesis and characterization of a Eu-containing polymer precursor featuring thenoyltrifluoroacetone and 5-acrylamido-1,10-phenanthroline Spectrochim Acta A 82 2011 159 163
44. Z.-Q. Bian, D.-Q. Gao, M. Guang, H. Xin, F.-Y. Li, and K.-Z. Wang Study on the electroluminescent properties of ternary Europium complexes with different phenanthroline derivatives as neutral ligands Sci China B Chem 34 2004 113 120 [in Chinese]
45. Y. Zhang, H.-H. Shi, Y. Ke, and Y. Cao Synthesis and characterization of highly fluorescent europium functionalized β-diketonate complexes J Lumin 124 2007 51 57
46. J.-L. Bredas, R. Silbey, D.-S. Boudreaux, and R.-R. Chance Chain-length dependence of electronic and electrochemical properties of conjugated systems: polyacetylene, polyphenylene, polythiophene, and polypyrrole J Am Chem Soc 105 1983 6555 6559