Low-cost copper complexes as p-dopants in solution processable hole transport layers

We demonstrate the usage of the Lewis-acidic copper(II)hexafluoroacetylacetonate (Cu(hfac)2) and copper(II)trifluoroacetylacetonate (Cu(tfac)2) as low-cost p-dopants for conductivity enhancement of solution processable hole transport layers based on small molecules in organic light emitting diodes (OLEDs). The materials were clearly soluble in mixtures of environmentally friendly anisole and xylene and spin-coated under ambient atmosphere. Enhancements of two and four orders of magnitude, reaching 4.0 × 10−11 S/cm with a dopant concentration of only 2 mol% Cu(hfac)2 and 1.5 × 10−9 S/cm with 5 mol% Cu(tfac)2 in 2,2′,7,7′-tetra(N,N-ditolyl)amino-9,9-spiro-bifluorene (spiro-TTB), respectively, were achieved. Red light emitting diodes were fabricated with reduced driving voltages and enhanced current and power efficiencies (8.6 lm/W with Cu(hfac)2 and 5.6 lm/W with Cu(tfac)2) compared to the OLED with undoped spiro-TTB (3.9 lm/W). The OLED with Cu(hfac)2 doped spiro-TTB showed an over 8 times improved LT50 li...

[1]  G. Schmid,et al.  Fluorinated Copper(I) Carboxylates as Advanced Tunable p‐Dopants for Organic Light‐Emitting Diodes , 2014, Advanced materials.

[2]  N. Koch,et al.  Doping of organic semiconductors: impact of dopant strength and electronic coupling. , 2013, Angewandte Chemie.

[3]  G. Schmid,et al.  Low-cost caesium phosphate as n-dopant for organic light-emitting diodes , 2012 .

[4]  Stephen R. Forrest,et al.  Phosphorescent organic light-emitting diodes for high-efficacy long-lifetime solid-state lighting , 2012 .

[5]  Q. Gong,et al.  Considerable improvement in the stability of solution processed small molecule OLED by annealing , 2011 .

[6]  Ki-Bum Kim,et al.  Homogeneous dispersion of organic p-dopants in an organic semiconductor as an origin of high charge generation efficiency , 2011 .

[7]  Liduo Wang,et al.  Solution processable small molecules for organic light-emitting diodes , 2010 .

[8]  X. Hou,et al.  Solution-processed small molecule thin films and their light-emitting devices , 2010 .

[9]  A. Kahn,et al.  P-type doping of organic wide band gap materials by transition metal oxides: A case-study on Molybdenum trioxide , 2009 .

[10]  Khizar-ul-Haq,et al.  Influence of p-doping hole transport layer on the performance of organic light-emitting devices , 2008 .

[11]  Tomoyuki Nakayama,et al.  Development of a phosphorescent white OLED with extremely high power efficiency and long lifetime , 2007 .

[12]  Jan Birnstock,et al.  High-efficiency and low-voltage p‐i‐n electrophosphorescent organic light-emitting diodes with double-emission layers , 2004 .

[13]  Xiaoping Zhou,et al.  Enhanced Hole Injection into Amorphous Hole-Transport Layers of Organic Light-Emitting Diodes Using Controlled p-Type Doping , 2001 .

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

[15]  L. Funck,et al.  Effects of axial ligation on the ligand field spectra of copper(II) .beta.-diketonates , 1968 .

[16]  R. Kaplan,et al.  A Study of Bis(hexafluoroacetylacetonato)copper(II) , 1966 .