Synthesis and characterization of carbazole dendronized coumarin derivatives as solution-processed non-doped emitters and hole-transporters for electroluminescent devices

被引:32
作者
Prachumrak, Narid [1 ,2 ]
Pojanasopa, Sirintra [3 ]
Tarsang, Ruangchai [3 ]
Namuangruk, Supawadee [4 ]
Jungsuttiwong, Siriporn [3 ]
Keawin, Tinnagon [3 ]
Sudyoadsuk, Taweesak [3 ]
Promarak, Vinich [1 ,2 ,5 ]
机构
[1] Suranaree Univ Technol, Sch Chem, Muang Dist 30000, Nakhon Ratchasi, Thailand
[2] Suranaree Univ Technol, Inst Sci, Ctr Excellence Innovat Chem, Muang Dist 30000, Nakhon Ratchasi, Thailand
[3] Ubon Ratchathani Univ, Fac Sci, Dept Chem, Ubon Ratchathani 34190, Thailand
[4] Natl Nanotechnol Ctr, Klongluang 12120, Pathumthani, Thailand
[5] PTT Publ Co Ltd, PTT Grp Frontier Res Ctr, Bangkok 10900, Thailand
关键词
LIGHT-EMITTING-DIODES; ORGANIC ELECTROLUMINESCENT; DENDRIMERS; ENERGY; EFFICIENCY; TRIPHENYLAMINES; MORPHOLOGY; BLOCKING; DESIGN; PYRENE;
D O I
10.1039/c4nj00602j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of carbazole dendronized coumarin derivatives (CTmGn, m = 0-2, n = 1-3) containing oligothiophenyl coumarins as cores and carbazole dendrons up to the third generation as substituents were synthesized and characterized. Their optical, thermal, electrochemical, and electroluminescent properties as non-doped solution-processed light-emitters and hole-transporters for OLEDs were investigated. They exhibited a bright light blue to yellow fluorescence with solution fluorescence quantum yields (OF) of about 0.10-0.40 and morphologically stable amorphous thin films with glass transition temperatures as high as 285 degrees C. As emissive layers, solution-processed OLEDs with the structure of ITO/PEDOT:PSS/ CTmGn/BCP/LiF:Al emitted light blue to yellow colours with a maximum luminance efficiency as high as 7.92 cd A(-1) and a low turn-on voltage of 3.6 V. As hole-transporting layers, solution-processed OLEDs with the structure of ITO/PEDOT:PSS/CGn/A1q3/LiF:Al showed a bright green emission (lambda(EL) = 518 nm, CIE = 0.27, 0.53) with a maximum luminance efficiency as high as 6.54 cd A(-1) and a low turn-on voltage of 2.5 V.
引用
收藏
页码:3282 / 3294
页数:13
相关论文
共 62 条
[1]   Pyrene as chromophore and electrophore:: Encapsulation in a rigid polyphenylene shell [J].
Bernhardt, Stefan ;
Kastler, Marcel ;
Enkelmann, Volker ;
Baumgarten, Martin ;
Muellen, Klaus .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (23) :6117-6128
[2]   Carbazole compounds as host materials for triplet emitters in organic light-emitting diodes:: Tuning the HOMO level without influencing the triplet energy in small molecules [J].
Brunner, K ;
van Dijken, A ;
Börner, H ;
Bastiaansen, JJAM ;
Kiggen, NMM ;
Langeveld, BMW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (19) :6035-6042
[3]   Synthesis and characterization of spiro(adamantane-2,9′-fluorene)-based triaryldiamines:: thermally stable hole-transporting materials [J].
Chen, CH ;
Shen, WJ ;
Jakka, K ;
Shu, CF .
SYNTHETIC METALS, 2004, 143 (02) :215-220
[4]   Synthesis of spiro[fluorene-9,9′-xanthene] derivatives and their application as hole-transporting materials for organic light-emitting devices [J].
Chu, Zengze ;
Wang, Dan ;
Zhang, Chao ;
Wang, Fuzhi ;
Wu, Hongwei ;
Lv, Zhibin ;
Hou, Shaocong ;
Fan, Xing ;
Zou, Dechun .
SYNTHETIC METALS, 2012, 162 (7-8) :614-620
[5]   Enhanced Functionality for Donor-Acceptor Oligothiophenes by means of Inclusion of BODIPY: Synthesis, Electrochemistry, Photophysics, and Model Chemistry [J].
Collado, Daniel ;
Casado, Juan ;
Rodriguez Gonzalez, Sandra ;
Lopez Navarrete, Juan T. ;
Suau, Rafael ;
Perez-Inestrosa, Ezequiel ;
Pappenfus, Ted M. ;
Raposo, M. Manuela M. .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (02) :498-507
[6]   Highly efficient green-emitting phosphorescent iridium dendrimers based on carbazole dendrons [J].
Ding, JQ ;
Gao, J ;
Cheng, YX ;
Xie, ZY ;
Wang, LX ;
Ma, DG ;
Jing, XB ;
Wang, FS .
ADVANCED FUNCTIONAL MATERIALS, 2006, 16 (04) :575-581
[7]   Synthesis and application of dimeric 1,3,5-triazine ethers as hole-blocking materials in electroluminescent devices [J].
Fink, R ;
Heischkel, Y ;
Thelakkat, M ;
Schmidt, HW ;
Jonda, C ;
Huppauff, M .
CHEMISTRY OF MATERIALS, 1998, 10 (11) :3620-3625
[8]   Measuring the efficiency of organic light-emitting devices [J].
Forrest, SR ;
Bradley, DDC ;
Thompson, ME .
ADVANCED MATERIALS, 2003, 15 (13) :1043-1048
[9]  
Frisch M. J., 2016, GAUSSIAN 16
[10]   Investigation of blue dopant used coumarin derivatives [J].
Fujiwara, M ;
Ishida, N ;
Satsuki, M ;
Suga, S .
JOURNAL OF PHOTOPOLYMER SCIENCE AND TECHNOLOGY, 2002, 15 (02) :237-238