Synthesis, Electroluminescent Properties of 2-[2-(9-Aryl-9H-carbazol-3-yl)vinyl]-8-hydroxyquinoline and Their Each Zinc(Ⅱ) Complexes

Abstract

Abstract:

The (E)-2-[2-(9-p-tolyl-9H-carbazol-3-yl)vinyl]-8-hydroxyquinoline(8), (E)-2-{2-[9-(4-methoxyphenyl)-9H-carbazol-3-yl]vinyl}-8-hydroxyquinoline(9) and their zinc(Ⅱ) complexes (10 and 11) were synthesized and confirmed by UV-Vis, FTIR, ESI-MS, FAB-MS, ¹H NMR and elemental analysis. The thermal analysis results indicate that complexes 10 and 11 have good thermal stability, which is very essential for fabricating stable organic electroluminescent devices. The single-layer OLEDs with structure of ITO/Organ layer(50 nm)/Al(100 nm) were prepared based on them all emit yellow, in which the peak emission of electroluminescent were 592, 583 nm individually. The OLED based on complex 10 exhibited better device performance with a maximum luminance of 489 cd/m² and luminance efficiency of 0.41 cd/A than those of the device fabricated by complex 11, which were 402 cd/m², and 1.81 cd/A. The electroluminescent studies carried out on the two newly synthesized Zn(Ⅱ) complexes clearly demonstrate that fine control of the electroluminescent properties is possible through the modification of substitute in position 2 of the 8-hydroxyquinoline rings.

Key words: Electroluminescence, 8-Hydroxyquinoline derivative, Carbazole derivative, Zinc(Ⅱ) complex

TrendMD:

WANG Guang-Rong, ZENG He-Ping*. Synthesis, Electroluminescent Properties of 2-[2-(9-Aryl-9H-carbazol-3-yl)vinyl]-8-hydroxyquinoline and Their Each Zinc(Ⅱ) Complexes[J]. Chem. J. Chinese Universities, 2009, 30(6): 1140.

References

[1]CHEN Zhao-Bin(陈兆彬), LIU Yu-Fang(刘玉芳). Chemistry Bulletin(化学通报)[J], 2001, 6: 345—349
[2]JIANG Xi(蒋希), TIAN Ren-Yu(田仁玉), CAO Yong(曹镛). Chem. J. Chinese Universities(高等学校化学学报)[J], 2007, 28(8), 1586—1592
[3]Morin J. F., Leclerc M.. Macromolecules[J], 2002, 35(9): 8413—8420
[4]Jung H. K., Lee C. L., Lee J. K., et al.. Thin Solid Films[J], 2001, 111(5): 401—405
[5]Hamada Y., Sano T., Fujita M., et al.. Jpn. J. Appl. Phys.[J], 1993, 32(1): 514—519
[6]Brinkmann M., Fite B., Pratontep S., et al.. Chem. Mater.[J], 2004, 16(7): 4627—4630
[7]Sharma A., Singh D., Makrandi J. K., et al.. Mater. Lett.[J], 2007, 10(5): 1016—1018
[8]Ahn T., Shim H., Macromol K.. Chem. Phys.[J], 2001, 202(12): 3180— 3184
[9]Huang T. H., Lin J. T., Chen L.Y., et al.. Adv. Mater.[J], 2006, 18(3): 602—609
[10]Young W. K., Chung C., Lee J., et al.. Thin Solid Films[J], 2003, 426(3): 246—251
[11]Lee T. H., Tong K.L., So. S. K., et al.. Synthetic Metals[J], 2005, 155(2): 116—121
[12]WANG Chong-Xia(王崇侠), YU Zhong-Qing(余忠清). Chin. J. Lumin.(发光学报)[J], 2004, 25(4): 414—417
[13]Vogler A., Kunkely H.. Inorg. Chim. Acta[J], 1981, 23: 4220—4223
[14]Pimentel G. C.. J. Am. Chem. Soc.[J], 1957, 79: 3323—3328
[15]ZHANG Wei-Min(张卫民), ZENG He-Ping(曾和平). Acta Chimica Sinica(化学学报)[J], 2008, 66(4): 465—470
[16]Jung S. H., Kim D.Y., Cho H. N., et al.. Journal of Polymer Science, Part A: Polymer Chemistry[J], 2006, 44(9): 1189—1193
[17]XU Chun-Xiang(徐春祥), XU Hong-Guang(徐洪光), MENG Rui-Ping(孟瑞平). Chin. J. Lumin.(发光学报)[J], 2006, 27(5): 679—683
[18]LI Chun-Xia(李春香), BU Qin-Min(卜清明), SUN Pei-Pei(孙培培). Chin. J. Inorg. Chem.(无机化学学报)[J], 2006, 22(8): 1479—1482