Synthesis and Application of 1,3,4,5,7,8-Hexafluorotetracyanonaphthoquinodimethane (F6-TNAP): A Conductivity Dopant for Organic Light-Emitting Devices
Synthesis and Application of 1,3,4,5,7,8-Hexafluorotetracyanonaphthoquinodimethane (F6-TNAP): A Conductivity Dopant for Organic Light-Emitting Devices
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DOI：
10.1021/cm1002737
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发表时间：
2010-07-13
影响因子：
8.6
通讯作者：
Gaspar, Daniel J.
中科院分区：
文献类型：
--
作者：
Koech, Phillip K.;Padmaperuma, Asanga B.;Gaspar, Daniel J.
有机发光器件（OLED）中使用导电掺杂剂来降低工作电压，从而提高功率效率。在这里，我们报告了有机分子 p 型导电掺杂剂：1,3,4,5,7,8-六氟四氰基萘醌二甲烷 (F6-TNAP) 的合成以及光物理和电致发光特性。 F6-TNAP 由市售八氟萘通过三步两锅合成获得。当 1%-5% 的 F6-TNAP 与 N,N'-二-L-萘基-N,N'-二苯基-1,1'-联苯-4,4'二胺 (α-NPD) 共蒸发时，形成 950 nm 处的吸收带，该吸收带归因于电荷转移并归属于 F6-TNAP 自由基阴离子。与未掺杂的器件相比，用掺杂到 α-NPD 作为空穴传输层 (HTL) 的 F6-TNAP 制造的单载流子（仅空穴）器件的工作电压降低了 >2 V。使用 F6-TNAP 掺杂 HTL 的蓝色 OLED 器件也证明了工作电压的降低，外部量子效率仅略有下降，从而导致功率效率的净提高。这些结果表明 F6-TNAP 可用于生产高效 OLED。
Conductivity dopants are used in organic light-emitting devices (OLEDs) to reduce the operating voltage and consequently improve the power efficiency. Here, we report the synthesis, as well as photophysical and electroluminescent properties, of an organic molecular p-type conductivity dopant: 1,3,4,5,7,8-hexafluorotetracyanonaphthoquinodimethane (F6-TNAP). F6-TNAP was obtained in a three-step two-pot synthesis from commercially available octafluoronaphthalene. When 1%-5% of F6-TNAP was coevaporated with N,N'-di-l-naphthyl-N,N'-diphenyl-1,1'-biphenyl-4,4'diamine (alpha-NPD) an absorption band at 950 nm was formed, which is attributed to charge transfer and assigned to the F6-TNAP radical anion. Single-carrier (hole-only) devices fabricated with F6-TNAP doped into alpha-NPD as the hole transport layer (HTL) show a >2 V decrease in operating voltage, compared to the undoped device. A decrease in operating voltage was also demonstrated in blue OLED devices using a F6-TNAP-doped HTL, with only a slight decrease in external quantum efficiency, thus resulting in a net improvement in power efficiency. These results demonstrate that F6-TNAP may be useful in generating high-efficiency OLEDs.