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  • 556696 - N,N′-Di(1-naphthyl)-N,N′-diphenyl-(1,1′-biphenyl)-4,4′-diamine

556696 Sigma-Aldrich


sublimed grade, 99%

Synonym: N,N′-Bis(naphthalen-1-yl)-N,N′-bis(phenyl)benzidine, NPB, NPD

  • CAS Number 123847-85-8

  • Empirical Formula (Hill Notation) C44H32N2

  • Molecular Weight 588.74

  •  MDL number MFCD03093246

  •  PubChem Substance ID 57651547

  •  NACRES NA.23



Related Categories Hole Transport (HT) & Hole Injection Layer (HIL) Materials, Hole Transport Materials, Materials Science, OLED and PLED Materials, Organic and Printed Electronics,
grade   sublimed grade
assay   99%
loss   0.5 wt. % loss on heating, 345°C (typical, TGA)
mp   279-283 °C (lit.)
Orbital energy   HOMO 5.5 eV 
  LUMO 2.4 eV 
OLED Device Performance   ITO/NPD/TCTA/BCPO:Ir(piq)3 (7-8%)/BCP/Alq3/LiF/Al
• Color: red
• Max. Luminance: 24529 Cd/m2
• Max. EQE: 17 %
• Turn-On Voltage: 2.7 V
  ITO/NPD/TCTA/BCPO:Ir(ppy)3 (7-8%)/BCP/Alq3/LiF/Al
• Color: green
• Max. Luminance: 207839 Cd/m2
• Max. EQE: 21.6 %
• Turn-On Voltage: 2.1 V
  ITO/NPD/mCP/BCPO:FIrpic (8%)/TAZ/LiF/Al
• Color: blue
• Max. Luminance: 35677 Cd/m2
• Max. EQE: 23.5 %
• Turn-On Voltage: 2.8 V
  ITO/PEDOT:PSS/NPD/TCTA/m-CBTZ:Ir(Bt)2(acac) (10%)/TPBI/LiF/Al
• Color: yellow
• Max. Luminance: 106000 Cd/m2
• Max. EQE: 17.5 %
• Turn-On Voltage: 3 V
SMILES string   c1ccc(cc1)N(c2ccc(cc2)-c3ccc(cc3)N(c4ccccc4)c5cccc6ccccc56)c7cccc8ccccc78
InChI   1S/C44H32N2/c1-3-17-37(18-4-1)45(43-23-11-15-35-13-7-9-21-41(35)43)39-29-25-33(26-30-39)34-27-31-40(32-28-34)46(38-19-5-2-6-20-38)44-24-12-16-36-14-8-10-22-42(36)44/h1-32H


General description

TGA/DSC Lot specific traces available upon request


1 g in glass bottle

500 mg in glass insert


Hole transporting material for OLED devices

Safety & Documentation

Safety Information

Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles


Organic Semiconductor Laser Materials

Over recent years, a wide variety of challenges aiming for electrical pumping of organic laser diodes have been addressed. However, organic laser diodes have difficulty gaining widespread application...
Chihaya Adachi, Hajime Nakanotani
Material Matters 2009, 4.3, 74.
Keywords: Absorption, Amplification, Electronics, Infrared spectroscopy, Nitrogen phosphorus detector, Organic electronics, Recombination, Semiconductor

Organic and Hybrid Electronics in Optical Analytical Applications

1Microelectronics Research Center and Department of Electrical & Computer Engineering, Iowa State University, Ames, IA, 50011, USA 2Department of Physics & Astronomy, Iowa State University, Ames, IA,...
Keywords: Absorption, Cardiovascular, Catalysis, Chromatin immunoprecipitation, Diagnostic, Electronics, Evaporation, Infrared spectroscopy, Materials Science, Oxidations, Recombination, Semiconductor, Sol-gel, Solar cells

Plexcore® Organic Conductive Inks

Employing the regioselective polymerization techniques used to make P3HTs, Plextronics has developed a self-doping polymer poly(thiophene-3-[2[(2-methoxyethoxy)ethoxy]-2,5-diyl) (Figure 1), which is ...
Keywords: Degradations, Infrared spectroscopy, Polymerization reactions

Polymer-based Materials for Printed Electronics: Enabling High Efficiency Solar Power and Lighting

The soaring global demand for energy has created an urgent need for new energy sources that are both cost-competitive and eco-friendly. Renewable energy technology, such as solar power and energy eff...
Ritesh Tipnis*, Darin Laird, Mathew Mathai
Material Matters 2008, 3.4, 92.
Keywords: Absorption, Degradations, Deposition, Electronics, Environmental, Infrared spectroscopy, Organic electronics, PAGE, Photovoltaics, Polymerization reactions, Printed electronics, Recombination, Reductions, Renewable energy, Semiconductor, Separation, Solar cells, Spin coating

Sublimed Materials for Organic Electronic Devices

Organic field-effect transistors (OFETs) have attracted considerable attention due to their potential for realizing large-area, mechanically flexible, lightweight and low-cost devices. One of the key...
Ajay Virkar, Zhenan Bao

Department of Chemical Engineering,
Stauffer III, 381 North-South Mall,
Stanford University, Stanford, CA 94305-5025
Keywords: Calorimetry, Electronics, Evaporation, High performance liquid chromatography, Organic electronics, Purification, Semiconductor, Sublimation

Peer-Reviewed Papers


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