Thermally cross-linkable hole-transporting materials on conducting polymer: Synthesis, characterization, and applications for polymer light-emitting devices

被引:117
作者
Cheng, Yen-Ju [1 ]
Liu, Michelle S. [1 ]
Zhang, Yong [1 ]
Niu, Yuhua [1 ]
Huang, Fei [1 ,2 ]
Ka, Jae-Won [1 ]
Yip, Hin-Lap [1 ,2 ]
Tian, Yanqing [1 ,2 ]
Jen, Alex K. -Y. [1 ,2 ]
机构
[1] Univ Washington, Dept Mat Sci & Engn, Seattle, WA 98195 USA
[2] Univ Washington, Inst Adv Mat & Technol, Seattle, WA 98195 USA
关键词
D O I
10.1021/cm071828o
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of novel hole-transporting materials (HTMs) bearing thermally cross-linkable styryl groups have been synthesized and characterized. These HTMs could be in situ cross-linked under mild thermal polymerization without any initiator. The cross-linking temperatures (150 - 180 degrees C) for these HTMs are substantially lower than that typically used for curing perfluorocyclobutane (PFCB)-based HTMs (230 degrees C). After cross-linking, the resultant HTMs form robust, smooth, and solvent-resistant networks, which enables the subsequent spin-coating of emissive layer (EML). The HTMs based on an ether linkage connecting triarylamine dimers exhibited better hole-transporting ability compared to their corresponding monotriarylamin,e compounds due to higher content and closer distance of the hole-transporting units. Most importantly, the milder cross-linking condition for these HTMs allows the commonly used conducting polymer, poly(3,4-ethylenedioxythiophene):poly(4-styrenesulfonate) (PEDOT:PSS), to be incorporated as the bottom hole-injecting layer to improve turn-on voltage and power efficiency of the devices. This PEDOT/HTM double-layer hole-injecting/hole-transporting configuration also provides the combined advantages of preventing acidic PEDOT:PSS-induced quenching of emission, facilitating cascade hole injection and transport, and functioning as an efficient electron blocker. One of the devices that combines 2-NPD with PEDOT:PSS showed much improved performance of low turn-on voltage (3.3 V), high luminous efficiency (10.8 cd/A), and brightness (21500 cd/m(2)).
引用
收藏
页码:413 / 422
页数:10
相关论文
共 63 条
[21]  
Ho PKH, 1998, ADV MATER, V10, P769, DOI 10.1002/(SICI)1521-4095(199807)10:10<769::AID-ADMA769>3.0.CO
[22]  
2-3
[23]   Molecular-scale interface engineering for polymer light-emitting diodes [J].
Ho, PKH ;
Kim, JS ;
Burroughes, JH ;
Becker, H ;
Li, SFY ;
Brown, TM ;
Cacialli, F ;
Friend, RH .
NATURE, 2000, 404 (6777) :481-484
[24]   High-efficiency, environment-friendly electroluminescent polymers with stable high work function metal as a cathode: Green- and yellow-emitting conjugated polyfluorene polyelectrolytes and their neutral precursors [J].
Huang, F ;
Hou, LT ;
Wu, HB ;
Wang, XH ;
Shen, HL ;
Cao, W ;
Yang, W ;
Cao, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (31) :9845-9853
[25]   Covalently bound hole-injecting nanostructures. Systematics of molecular architecture, thickness, saturation, and electron-blocking characteristics on organic light-emitting diode luminance, turn-on voltage, and quantum efficiency [J].
Huang, QL ;
Evmenenko, GA ;
Dutta, P ;
Lee, P ;
Armstrong, NR ;
Marks, TJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (29) :10227-10242
[26]   Cross-linked polyfluorene polymer precursors: Electrodeposition, PLED device characterization, and two-site co-deposition with poly(vinylcarbazole) [J].
Inaoka, S ;
Roitman, DB ;
Advincula, RC .
CHEMISTRY OF MATERIALS, 2005, 17 (26) :6781-6789
[27]   [p-((trifluorovinyl)oxy)phenyl]lithium: Formation, synthetic utility, and theoretical support for a versatile new reagent in fluoropolymer chemistry [J].
Ji, J ;
Narayan-Sarathy, S ;
Neilson, RH ;
Oxley, JD ;
Babb, DA ;
Rondan, NG ;
Smith, DW .
ORGANOMETALLICS, 1998, 17 (05) :783-785
[28]   Perfluorocyclobutane-based arylamine hole-transporting materials for organic and polymer light-emitting diodes [J].
Jiang, XZ ;
Liu, S ;
Liu, MS ;
Herguth, P ;
Jen, AKY ;
Sarikaya, M .
ADVANCED FUNCTIONAL MATERIALS, 2002, 12 (11-12) :745-751
[29]   The mechanism of the self-initiated thermal polymerization of styrene. Theoretical solution of a classic problem [J].
Khuong, KS ;
Jones, WH ;
Pryor, WA ;
Houk, KN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (04) :1265-1277
[30]   Fabrication of highly efficient organic electroluminescent devices [J].
Kido, J ;
Iizumi, Y .
APPLIED PHYSICS LETTERS, 1998, 73 (19) :2721-2723