Synthesis and Application of 1,3,4,5,7,8-Hexafluorotetracyanonaphthoquinodimethane (F6-TNAP): A Conductivity Dopant for Organic Light-Emitting Devices

被引：85

作者：

Koech, Phillip K. ^{[1
]}

Padmaperuma, Asanga B. ^{[1
]}

Wang, Liang ^{[1
]}

Swensen, James S. ^{[1
]}

Polikarpov, Evgueni ^{[1
]}

Darsell, Jens T. ^{[1
]}

Rainbolt, James E. ^{[1
]}

Gaspar, Daniel J. ^{[1
]}

机构：

[1] Pacific NW Natl Lab, Energy & Environm Directorate, Richland, WA 99352 USA

来源：

CHEMISTRY OF MATERIALS | 2010年 / 22卷 / 13期

关键词：

PHTHALOCYANINE; EMISSION;

D O I：

10.1021/cm1002737

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

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.

引用

页码：3926 / 3932

页数：7

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