Acceptor Derivatization of the 4CzIPN TADF System: Color Tuning and Introduction of Functional Groups

被引:11
|
作者
Hundemer, Fabian [1 ]
von Reventlow, Lorenz Graf [2 ,3 ]
Leonhardt, Celine [1 ]
Polamo, Mika [4 ]
Nieger, Martin [4 ]
Seifermann, Stefan M. [1 ]
Colsmann, Alexander [2 ,3 ]
Braese, Stefan [1 ,3 ,5 ]
机构
[1] KIT, Inst Organ Chem, Fritz Haber Weg 6, D-76131 Karlsruhe, Germany
[2] KIT, Light Technol Inst, Engesser Str 13, D-76131 Karlsruhe, Germany
[3] KIT, Mat Res Ctr Energy Syst, Str Forum 7, D-76131 Karlsruhe, Germany
[4] Univ Helsinki, Dept Chem, POB 55, Helsinki 00014, Finland
[5] KIT, Inst Toxicol & Genet, Hermann von Helmholtz Pl 1, D-76344 Eggenstein Leopoldshafen, Germany
关键词
thermally activated delayed fluorescence; organic light emitting diodes (OLED); oxadiazoles; color-tuning; functionalization; ACTIVATED DELAYED FLUORESCENCE; LIGHT-EMITTING-DIODES; BIPOLAR HOST; TRIPLET; MOLECULE; MECHANISMS;
D O I
10.1002/open.201900141
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We demonstrate modular modifications of the widely employed emitter 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN) by replacing one or both nitrile acceptors with oxadiazole groups via a tetrazole intermediate. This allows the introduction of various functional groups including halides, alkynes, alkenes, nitriles, esters, ethers and a protected amino acid while preserving the thermally activated delayed fluorescence (TADF) properties. The substituents control the emission maximum of the corresponding emitters, ranging between 472-527 nm, and show high solid-state photoluminescence quantum yields up to 85 %. The TADF emission of two compounds, 4CzCNOXDtBu and 4CzdOXDtBu, a mono- and a bis-oxadiazole substituted 4CzIPN is characterized in detail by time- and temperature-dependent photoluminescence. Solution-processed OLEDs comprising 4CzCNOXDtBu and 4CzdOXDtBu show a significant blue-shift of the emission compared to the reference 4CzIPN, with external quantum efficiencies of 16 %, 5.9 % and 17 % at 100 cd m(-2), respectively.
引用
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页码:1413 / 1420
页数:8
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