Synthesis of Dendritic Oligo-Spiro(fluorene-9,9′-xanthene) Derivatives with Carbazole and Fluorene Pendants and their Thermal, Optical, and Electroluminescent Properties

被引:26
作者
Chu, Zengze [1 ]
Wang, Dan [1 ]
Zhang, Chao [1 ]
Fan, Xing [1 ]
Tang, Yanwei [1 ]
Chen, Lin [1 ]
Zou, Dechun [1 ]
机构
[1] Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Polymer Chem & Phys, Minist Educ,Coll Chem & Mol Engn, Beijing 100871, Peoples R China
基金
美国国家科学基金会;
关键词
carbazole; conjugated oligomers; fluorene; light-emitting diodes; spiro(fluorene-9,9 '-xanthene); CONFIGURED POLYFLUORENE DERIVATIVES; THIN-FILM TRANSISTORS; LIGHT-EMITTING-DIODES; BLUE-LIGHT; CONJUGATED OLIGOMERS; AMORPHOUS MATERIALS; DEVICES; ETHYNYLENE)S; EMISSION; ETHERS;
D O I
10.1002/marc.200900268
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Two novel spiro-configured ter(arylene-ethynylene) derivatives, TSF-Cz and TSF-F, have been designed and synthesized using spiro(fluorene-9,9'-xanthene) (SFX) as building blocks, introducing a hole-transporting carbazole and a fluorene chromophore as the peripheral functional group into the backbone through an oxygen atom. The two well-defined oligomers possess good solubility, film-forming quality, and high T-g's at 140 and 126 degrees C, respectively. In addition, these oligomers exhibit blue photoluminescence (PL) emission both in solution and solid states. The double-layered devices fabricated using the two materials as the emitter show a sky-blue emission with a brightness and a current efficiency of 7 613 cd . m(-2) and 1.11cd . A(-1) for TSF-Cz, and 1507 cd . m(-2) and 0.36 cd . A(-1) for TSF-F, respectively.
引用
收藏
页码:1745 / 1750
页数:6
相关论文
共 37 条
[1]   The condensation of diphenic anhydride with resorcinol [J].
Bischoff, F ;
Adkins, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1923, 45 :1030-1033
[2]  
Brabec CJ, 2001, ADV FUNCT MATER, V11, P15, DOI 10.1002/1616-3028(200102)11:1<15::AID-ADFM15>3.0.CO
[3]  
2-A
[4]   New N- and O-arylations with phenylboronic acids and cupric acetate [J].
Chan, DMT ;
Monaco, KL ;
Wang, RP ;
Winters, MP .
TETRAHEDRON LETTERS, 1998, 39 (19) :2933-2936
[5]   Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine [J].
Evans, DA ;
Katz, JL ;
West, TR .
TETRAHEDRON LETTERS, 1998, 39 (19) :2937-2940
[6]   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
[7]   Fully spiro-configured terfluorenes as novel amorphous materials emitting blue light [J].
Geng, YH ;
Katsis, D ;
Culligan, SW ;
Ou, JJ ;
Chen, SH ;
Rothberg, LJ .
CHEMISTRY OF MATERIALS, 2002, 14 (01) :463-470
[8]   Oligophenylenevinylenes for light-emitting diodes [J].
Goodson, T ;
Li, WJ ;
Gharavi, A ;
Yu, LP .
ADVANCED MATERIALS, 1997, 9 (08) :639-643
[9]   Relationship between molecular structure and electrical performance of oligothiophene organic thin film transistors [J].
Halik, M ;
Klauk, H ;
Zschieschang, U ;
Schmid, G ;
Ponomarenko, S ;
Kirchmeyer, S ;
Weber, W .
ADVANCED MATERIALS, 2003, 15 (11) :917-+
[10]   Improved properties of polyfluorenevinylenes by introduction of carbazole units [J].
Jin, Youngeup ;
Lee, Minjung ;
Kim, Sun Hee ;
Song, Suhee ;
Goo, Youngran ;
Woo, Han Young ;
Lee, Kwanghee ;
Suh, Hongsuk .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (13) :4407-4419