New charge-carrier blocking materials for high efficiency OLEDs

Abstract Three strategies for preparing high efficiency OLEDs are demonstrated, which involve the use of hole and electron blocking layers. The first of these strategies involves the use of a cyclometallated iridium compound (bis(2-(4,6-difluorophenyl)pyridyl- N ,C2 ′ )iridium(III) picolinate, FIrpic) as a hole-blocking material for green and blue emissive OLEDs. Devices which utilized FIrpic as a combined hole blocking and electron transporting layer gave external quantum efficiencies > 14% (device structure: anode/HTL/EL/FIrpic/cathode, HTL=hole transport layer, EL=emissive layer). When the FIrpic layer of this device was replaced with bathocuproine (BCP), the device efficiency dropped to 12%. A host-guest approach to the formation of a hole blocking layer (HBL) has also been demonstrated. FIrpic was doped into two different wide energy band-gap organic matrix materials (i.e. octaphenyl–cyclooctatetraene, OPCOT, and 1,3,5-tris-phenyl-2-(4-biphneyl)benzene, SC5) forming a mixed HBL. Devices with doped OPCOT gave quantum efficiencies comparable to those with a BCP HBL, while the SC5 based devices gave higher efficiency than their BCP blocked counterparts. When blue electrophosphorescent devices are prepared in a conventional OLED structure (i.e. anode/HTL/EL/HBL/ETL/cathode), excessive HTL emission is often observed, resulting from electron leakage from the doped CBP layer into the HTL. This electron leakage can be eliminated by inserting an electron blocking layer (EBL) between the HTL and luminescent layers. Both fac-tris(1-phenylpyrazolato, N ,C2 ′ )iridium(III) (Irppz) and Iridium(III) bis(1-phenylpyrazolato, N ,C2 ′ )(2,2,6,6-tetramethyl-3,5-heptanedionato- O , O ) have been used as efficient EBLs. The insertion of an EBL leads to both improved color purity and quantum efficiency, relative to devices without EBLs. For example, a white emitting device with the structure ITO/HTL/EL/HBL/ETL/LiF/Al gave an external efficiency of 1.9% and nearly exclusively HTL emission. Addition of a 100 A Irppz layer between the HTL and EL gave a device with an external quantum efficiency of 3.3% and electroluminescence from only the EL.

[1]  Stephen R. Forrest,et al.  Improved energy transfer in electrophosphorescent devices , 1999 .

[2]  Stephen R. Forrest,et al.  White Light Emission Using Triplet Excimers in Electrophosphorescent Organic Light‐Emitting Devices , 2002 .

[3]  Stephen R. Forrest,et al.  High efficiency single dopant white electrophosphorescent light emitting diodesElectronic supplementary information (ESI) available: emission spectra as a function of doping concentration for 3 in CBP, as well as the absorption and emission spectra of Irppz, CBP and mCP. See http://www.rsc.org/suppd , 2002 .

[4]  G. Jung,et al.  An Efficient Pyridine- and Oxadiazole-Containing Hole-Blocking Material for Organic Light-Emitting Diodes: Synthesis, Crystal Structure, and Device Performance , 2001 .

[5]  D Murphy,et al.  Highly phosphorescent bis-cyclometalated iridium complexes: synthesis, photophysical characterization, and use in organic light emitting diodes. , 2001, Journal of the American Chemical Society.

[6]  Stephen R. Forrest,et al.  Endothermic energy transfer: A mechanism for generating very efficient high-energy phosphorescent emission in organic materials , 2001 .

[7]  Sergey Lamansky,et al.  Synthesis and characterization of phosphorescent cyclometalated platinum complexes. , 2001, Inorganic chemistry.

[8]  S. Forrest,et al.  VERY HIGH-EFFICIENCY GREEN ORGANIC LIGHT-EMITTING DEVICES BASED ON ELECTROPHOSPHORESCENCE , 1999 .

[9]  M. Thompson,et al.  Phosphorescence quenching by conjugated polymers. , 2003, Journal of the American Chemical Society.

[10]  Ying Wang,et al.  Highly efficient electroluminescent materials based on fluorinated organometallic iridium compounds , 2001 .

[11]  N. Turro Modern Molecular Photochemistry , 1978 .

[12]  C. Adachi,et al.  1,8-Naphthalimides in phosphorescent organic LEDs: the interplay between dopant, exciplex, and host emission. , 2002, Journal of the American Chemical Society.

[13]  W. Blau,et al.  Hole blocking in carbon nanotube–polymer composite organic light-emitting diodes based on poly (m-phenylene vinylene-co-2, 5-dioctoxy-p-phenylene vinylene) , 2000 .

[14]  Dong Young Kim,et al.  New Polyquinoline Copolymers: Synthesis, Optical, Luminescent, and Hole-Blocking/Electron-Transporting Properties , 2000 .

[15]  Stephen R. Forrest,et al.  Measuring the Efficiency of Organic Light‐Emitting Devices , 2003 .

[16]  S. Forrest,et al.  Highly efficient phosphorescent emission from organic electroluminescent devices , 1998, Nature.

[17]  Wenqing Zhu,et al.  White-emitting organic diode with a doped blocking layer between hole- and electron-transporting layers , 2000 .

[18]  Shizuo Tokito,et al.  Highly efficient phosphorescence from organic light-emitting devices with an exciton-block layer , 2001 .

[19]  Stephen R. Forrest,et al.  High-efficiency red electrophosphorescence devices , 2001 .

[20]  Stephen R. Forrest,et al.  Transient analysis of organic electrophosphorescence: I. Transient analysis of triplet energy transfer , 2000 .

[21]  C. Tang,et al.  Organic Electroluminescent Diodes , 1987 .

[22]  C. H. Chen,et al.  Electroluminescence of doped organic thin films , 1989 .

[23]  S. Forrest,et al.  Nearly 100% internal phosphorescence efficiency in an organic light emitting device , 2001 .

[24]  Stephen R. Forrest,et al.  Tuning the color emission of thin film molecular organic light emitting devices by the solid state solvation effect , 1999 .

[25]  Kenji Nakamura,et al.  Optimization of driving lifetime durability in organic LED devices using Ir complex , 2001, SPIE Optics + Photonics.

[26]  Synthesis of Octasubstituted Cyclooctatetraenes and Their Use as Electron Transporters in Organic Light Emitting Diodes , 2000 .

[27]  Stephen R. Forrest,et al.  High operational stability of electrophosphorescent devices , 2002 .

[28]  Stephen R. Forrest,et al.  High-efficiency organic electrophosphorescent devices with tris(2-phenylpyridine)iridium doped into electron-transporting materials , 2000 .