一种基于咔唑的新型磷光主体材料的合成及光电性能

doi:10.3866/PKU.WHXB201303281

物理化学学报 >> 2013, Vol. 29 >> Issue (06): 1351-1356.doi: 10.3866/PKU.WHXB201303281

一种基于咔唑的新型磷光主体材料的合成及光电性能

杨婷婷^1,2, 许慧侠^1,2, 王华^1,2, 苗艳勤^1,2, 杜晓刚^1,2, 景姝^1,2, 许并社^1,2

1 太原理工大学材料界面科学与工程教育部重点实验室, 太原 030024;
2 太原理工大学新材料工程技术中心, 太原 030024

收稿日期:2012-10-22 修回日期:2013-03-28 发布日期:2013-05-17
通讯作者: 许慧侠 E-mail:xuhuixia0824@163.com
基金资助:
教育部长江学者与创新团队发展项目(IRT0972); 国家国际科技合作专项(2012DFR50460); 国家自然科学基金(21071108, 60976018,21101111, 61274056, 61205179); 山西省自然科学基金(2010021023-2, 2011021022-2)和山西省科技攻关项目(20120321019)资助

Synthesis and Photoelectric Properties of a New Phosphorescent Host Material Based on Carbazole

YANG Ting-Ting^1,2, XU Hui-Xia^1,2, WANG Hua^1,2, MIAO Yan-Qin^1,2, DU Xiao-Gang^1,2, JING Shu^1,2, XU Bing-She^1,2

1 Key Laboratory of Interface Science and Engineering in Advanced Materials, Ministry of Education, Taiyuan University of Technology, Taiyuan 030024, P. R. China;
2 Research Center of Advanced Materials Science and Technology, Taiyuan University of Technology, Taiyuan 030024, P. R. China

Received:2012-10-22 Revised:2013-03-28 Published:2013-05-17
Supported by:
The project was supported by the Program for Changjiang Scholar and Innovation Research Team in University, China (IRT0972), International Science & Technology Cooperation Program of China (2012DFR50460), National Natural Science Foundation of China (21071108, 60976018, 21101111, 61274056, 61205179), Natural Science Foundation of Shanxi Province, China (2010021023-2, 2011021022-2), Key Scientific and Technological Project of Shanxi Province, China (20120321019).

摘要/Abstract

摘要：

设计并合成了一种基于咔唑的新型的磷光主体材料, 即9-(6-(9-咔唑基)己基)咔唑(hCP), 对其结构及性能进行了表征. 研究结果表明: hCP分子中两个咔唑与烷基链是非共平面的, 由于长烷基链的缠绕, 因而具有较高的三线态能级(3.01 eV)和较高的玻璃化温度(93℃); 以hCP为主体材料, 与绿光磷光染料三(2-苯基吡啶)合铱(Ir(ppy)₃)掺杂作为发光层, 制备了磷光电致发光器件, 其器件的最大电流效率为15.1 cd·A^-1, 相对于4,4'-N,N'-二咔唑基联苯(CBP)为主体材料的参考器件, 显著提高了34.8%.

关键词: 咔唑, 有机磷光电致发光二极管, 主体材料

Abstract:

A new phosphorescent host material based on 9-[6-(9H-carbazol-9-yl)hexyl]-9H-carbazole (hCP) was designed and synthesized and its structure and properties were characterized. These investigations indicated that hCP possessed a twisted rigid structure, with the two carbazole units in a non-coplanar conformation leading to a higher triplet energy level (3.01 eV). hCP also possessed a high glass transition temperature (93℃). Electroluminescent devices were fabricated by doping the hCP host with the green- phosphorescent fac-tris(2-phenylpyridine)iridium(III) (Ir(ppy)₃) as the light-emitting layer. Compared with devices employing the typical (4,4'-N,N'-dicarbazole)biphenyl) (CBP) as a host, the hCP host showed a 34.8% increase of current efficiency to 15.1 cd·A^-1.

Key words: Carbazole, Phosphorescence organic light emitting device, Host material

MSC2000:

O644

杨婷婷, 许慧侠, 王华, 苗艳勤, 杜晓刚, 景姝, 许并社. 一种基于咔唑的新型磷光主体材料的合成及光电性能[J]. 物理化学学报, 2013, 29(06): 1351-1356.

YANG Ting-Ting, XU Hui-Xia, WANG Hua, MIAO Yan-Qin, DU Xiao-Gang, JING Shu, XU Bing-She. Synthesis and Photoelectric Properties of a New Phosphorescent Host Material Based on Carbazole[J]. Acta Phys. -Chim. Sin., 2013, 29(06): 1351-1356.

参考文献

(1) Chu, Z. Z.;Wang, D.; Zhang, C.; Zou, D. C. Acta Phys. -Chim. Sin. 2012, 28, 2001. [初增泽, 王丹, 张超, 邹德春. 物理化学学报, 2012, 28, 2001.] doi: 10.3866/PKU.WHXB201206071
(2) Ma, Y. G.; Zhang, H. Y.; Shen, J. C.; Che, C. M. Synth. Met.1998, 94, 245. doi: 10.1016/S0379-6779(97)04166-0
(3) Baldo, M. A.; O' Brien, D. F.; You, Y.; Shoustikov, A.; Sibley,S.; Thompson, M. E.; Forrest, S. R. Nature 1998, 395, 151. doi: 10.1038/25954
(4) Kawamura, Y.; Goushi, K.; Brooks, J.; Brown, J. J.; Sasabe, H.;Adachi, C. Appl. Phys. Lett. 2005, 86, 071104. doi: 10.1063/1.1862777
(5) Shih, P. I.; Chien, C. H.; Chuang, C. Y.; Shu, C. F.; Yang, C. H.;Chen, J. H.; Chi, Y. J. Mater. Chem. 2007, 17, 1692. doi: 10.1039/b616043c
(6) So, F.; Krummacher, B.; Mathai, M. K.; Poplavskyy, D.;Choulis, S. A.; Choong, V. E. J. Appl. Phys. 2007, 102, 091101.doi: 10.1063/1.2804122
(7) Marsal, P.; Avilov, I.; Filho, D. A. D. S.; Brédas, J. L.; Beljonne,D. Chem. Phys. Lett. 2004, 392, 521. doi: 10.1016/j.cplett.2004.05.101
(8) Avilov, I.; Marsal, P.; Brédas, J. L.; Beljonne, D. Adv. Mater.2004, 16, 1624.
(9) Brunner, K.; Dijken, A. V.; Börner, H.; Bastiaansen, J. J. A. M.;Kiggen, N. M. M.; Langeveld, B. M.W. J. Am. Chem. Soc.2004, 126, 6035.
(10) Adachi, C.; Baldo, M. A.; Thompson, M. E.; Forrest, S. R.J. Appl. Phys. 2001, 90, 5048. doi: 10.1063/1.1409582
(11) Xiao, L. X.; Chen, Z. J.; Qu, B.; Luo, J. X.; Kong, S.; Gong, Q.H.; Kido, J. J. Adv. Mater. 2011, 23, 926. doi: 10.1002/adma.v23.8
(12) Baldo, M. A.; Lamansky, S.; Burrows, P. E.; Thompson, M. E.;Forrest, S. R. Appl. Phys. Lett. 1999, 75, 4. doi: 10.1063/1.124258
(13) Lee, J. H.; Lee, J. I.; Song, K. I.; Lee, S. J.; Chu, H. Y. Appl. Phys. Lett. 2008, 92 (13), 133304-1. doi: 10.1063/1.2904632
(14) Chopra, N. T.; Lee, J.W.; Zheng, Y.; Eom, S. H.; Xue, J. G.; So,F. Appl. Phys. Lett. 2008, 93 (14), 143307-1. doi: 10.1063/1.3000382
(15) Lange, N. A. Lange ' s Hangbook of Chemistry, 15th ed.; SciencePress: New York, 2003; p 36.
(16) Tao, Y. T.;Wang, Q.; Yang, C. L.;Wang, Q.; Zhang, Z. Q.; Zou,T. T.; Qin, J. G.; Ma, D. Angew. Chem. Int. Edit. 2008, 47, 8104.doi: 10.1002/anie.v47:42
(17) Solon, P. E.; Christos, L. C.; Vasilis, G. G.; Joannis, K. K.;Sophie, B.; Georges, H. Macromolecules 2007, 40, 921. doi: 10.1021/ma062055c
(18) Ge, Z.; Hayakawa, T.; Ando, S.; Ueda, M.; Akiike, T.;Miyamoto, H.; Kajita, T.; Kakimoto, M. A. Org. Lett. 2008, 10,421. doi: 10.1021/ol702773d
(19) Zheng, C.; Jun, Y.; Lo, M. F.; Fung, M. K.; Ou, X. M.; Zhang,X. H.; Lee, C. S. Chem. Mater. 2012, 24, 644.
(20) Gong, S. L.; He, X.; Chen, Y. H.; Jiang, Z. Q.; Zhong, C.; Ma,D. G.; Qin, J. G.; Yang, C. L. J. Mater. Chem. 2012, 22, 2896.
(21) Xu, H. X.; Xu, B. S.; Chen, L. Q.; Fang, X. H.;Wang, H.; Hao,Y. Y. J. Photochem. Photobiol. A : Chem. 2011, 217, 108. doi: 10.1016/j.jphotochem.2010.09.026
(22) Hao, Y. Y.; Li, J.; Gao, Z. X.;Wang, H.; Zhou, H. F.; Liu, X. G.;Xu, B. S. Chin. J. Lumin. 2006, 27 (2), 256. [郝玉英, 李洁,高志翔, 王华, 周禾丰, 刘旭光, 许并社. 发光学报, 2006, 27 (2), 256.]

[1]	边高峰,胡彬,欧阳密,王萍静,吕晓静,戴玉玉,张诚. 多色显示树枝状聚(3, 6-双噻吩咔唑)及其共聚物的电化学和电致变色性能[J]. 物理化学学报, 2015, 31(10): 1888 -1894 .
[2]	郝学良,赵金鸽,高建荣,韩亮. 基于苯甲酸受体的咔唑染料敏化剂的合成和光电性能[J]. 物理化学学报, 2015, 31(10): 1977 -1984 .
[3]	赵岷, 张元, 王璐. 含咔唑生色团的有机芳香杂环分子的二阶非线性光学性质[J]. 物理化学学报, 2011, 27(03): 584 -588 .
[4]	于晓航, 葛国平, 张国林, 郭海清. 空穴传输基团修饰的吡嗪铱配合物的合成及其发光性质[J]. 物理化学学报, 2010, 26(04): 1184 -1190 .
[5]	王会萍, 白福全, 郑清川, 赵增霞, 赵晓杰, 张红星. 吲哚咔唑异构体的电子结构和光学性质[J]. 物理化学学报, 2010, 26(01): 115 -119 .
[6]	孙倪悦陆涛陈亚东郝兰虎许岩李瑞君. 3D-QSAR和分子对接研究吲哚咔唑类细胞周期蛋白激酶抑制剂的选择性[J]. 物理化学学报, 2009, 25(04): 645 -654 .
[7]	尹艺青;房喻;胡道道;高改玲. N-乙烯基咔唑标记甲基丙烯酸-苊烯共聚物的荧光特性[J]. 物理化学学报, 2001, 17(09): 776 -780 .
[8]	刘俊福,杨孔章,陆祖宏,丁德胜,吴海明. Tl₂O₃/聚-N-乙烯基咔唑复合纳米线的研究[J]. 物理化学学报, 1996, 12(10): 865 -869 .
[9]	王雪松,张宝文,曹怡. 降冰片二烯衍生物光敏异构化反应的机理研究[J]. 物理化学学报, 1996, 12(05): 423 -428 .
[10]	王素华,陈德文. 咔唑氮氧自由基的光催化氧化产生及其机理[J]. 物理化学学报, 1995, 11(11): 1014 -1019 .

一种基于咔唑的新型磷光主体材料的合成及光电性能

Synthesis and Photoelectric Properties of a New Phosphorescent Host Material Based on Carbazole

PDF

赞

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 10

Metrics

本文评价

推荐阅读 0