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

来源：

CHEMISTRYOPEN | 2019年 / 8卷 / 12期

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

页码：1413 / 1420

页数：8