Tuning the Optoelectronic Properties of Carbazole/Oxadiazole Hybrids through Linkage Modes: Hosts for Highly Efficient Green Electrophosphorescence

作者: Youtian Tao , Qiang Wang , Chuluo Yang , Cheng Zhong , Kai Zhang

DOI: 10.1002/ADFM.200901615

关键词:

摘要: A series of bipolar transport host materials: 2,5-bis(2-(9H-carbazol-9-yl)phenyl)-1,3,4-oxadiazole (o-CzOXD) (1), 2,5-bis(4-(9H-carbazol-9-yl)phenyl)-1,3,4-oxadiazole (p-CzOXD) (2), 2,5-bis(3-(9H-carbazol-9-yl)phenyl)-1,3,4-oxadiazole (m-CzOXD) (3) and 2-(2-(9H-carbazol-9-yl)phenyl)-5-(4-(9H-carbazol-9-yl)phenyl)-1,3,4-oxadiazole (op-CzOXD) (4) are synthesized through simple aromatic nucleophilic substitution reactions. The incorporation the oxadiazole moiety greatly improves their morphological stability, with T-d T-g in range 428-464 degrees C 97-133 C, respectively. ortho meta positions 2,5-diphenyl-1,3,4-oxadiazole linked hybrids (1 3) show less intramolecular charge transfer a higher triplet energy compared to para-position analogue (2). four compounds exhibit similar LUMO levels (2.55-2.59 eV) other derivatives, whereas HOMO vary from 5.55 eV 5.69 eV, depending on linkage modes. DFT-calculation results indicate that 1, 3, 4 have almost complete separation at hole- electron-transporting moieties, while 2 exhibits only partial possibly due transfer. Phosphorescent organic light-emitting devices fabricated using 1-4 as hosts green emitter, Ir(ppy)(3) or (ppy)(2)Ir(acac), guest good excellent performance. Devices hosted by o-CzOXD (1) achieve maximum current efficiencies (eta(c)) high 77.9 cd A(-1) for 64.2 (ppy)(2)Ir(acac). device performance may be attributed well-matched between hole-transport layers, spatial levels.

参考文章(46)
M.-H. Tsai, Y.-H. Hong, C.-H. Chang, H.-C. Su, C.-C. Wu, A. Matoliukstyte, J. Simokaitiene, S. Grigalevicius, J. V. Grazulevicius, C.-P. Hsu, 3-(9-Carbazolyl)carbazoles and 3,6-Di(9-carbazolyl)carbazoles as Effective Host Materials for Efficient Blue Organic Electrophosphorescence** Advanced Materials. ,vol. 19, pp. 862- 866 ,(2007) , 10.1002/ADMA.200600822
Wei Shi, Dongtao Ge, Jixiao Wang, Zhizhong Jiang, Lei Ren, Qiqing Zhang, None, Heparin-Controlled Growth of Polypyrrole Nanowires Macromolecular Rapid Communications. ,vol. 27, pp. 926- 930 ,(2006) , 10.1002/MARC.200600102
Youtian Tao, Qiang Wang, Yuan Shang, Chuluo Yang, Liang Ao, Jingui Qin, Dongge Ma, Zhigang Shuai, Multifunctional bipolar triphenylamine/oxadiazole derivatives: highly efficient blue fluorescence, red phosphorescence host and two-color based white OLEDs Chem. Commun.. pp. 77- 79 ,(2009) , 10.1039/B816264F
H. Bruce Goodbrand, Nan-Xing Hu, Ligand-Accelerated Catalysis of the Ullmann Condensation: Application to Hole Conducting Triarylamines Journal of Organic Chemistry. ,vol. 64, pp. 670- 674 ,(1999) , 10.1021/JO981804O
Fushan Li, Zhijian Chen, Wei Wei, Huayu Cao, Qihuang Gong, Feng Teng, Lei Qian, Yuanmin Wang, Blue-light-emitting organic electroluminescence via exciplex emission based on a fluorene derivative Journal of Physics D. ,vol. 37, pp. 1613- 1616 ,(2004) , 10.1088/0022-3727/37/12/004
Jörn Pommerehne, Horst Vestweber, Werner Guss, Rainer F. Mahrt, Heinz Bässler, Michael Porsch, Jörg Daub, Efficient two layer leds on a polymer blend basis Advanced Materials. ,vol. 7, pp. 551- 554 ,(1995) , 10.1002/ADMA.19950070608
Yi‐Yeol Lyu, Jeonghun Kwak, Woo Sung Jeon, Younghun Byun, Hyo Sug Lee, Doseok Kim, Changhee Lee, Kookheon Char, None, Highly Efficient Red Phosphorescent OLEDs based on Non-Conjugated Silicon-Cored Spirobifluorene Derivative Doped with Ir-Complexes Advanced Functional Materials. ,vol. 19, pp. 420- 427 ,(2009) , 10.1002/ADFM.200801319
Gufeng He, Martin Pfeiffer, Karl Leo, Michael Hofmann, Jan Birnstock, Robert Pudzich, Josef Salbeck, High-efficiency and low-voltage p‐i‐n electrophosphorescent organic light-emitting diodes with double-emission layers Applied Physics Letters. ,vol. 85, pp. 3911- 3913 ,(2004) , 10.1063/1.1812378
Jian He, Hongmei Liu, Yanfeng Dai, Xuemei Ou, Jing Wang, Silu Tao, Xiaohong Zhang, Pengfei Wang, Dongge Ma, Nonconjugated Carbazoles: A Series of Novel Host Materials for Highly Efficient Blue Electrophosphorescent OLEDs Journal of Physical Chemistry C. ,vol. 113, pp. 6761- 6767 ,(2009) , 10.1021/JP808801Q