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765015

Sigma-Aldrich

2,2′-Dimethyl-N,N′-di-[(1-naphthyl)-N,N′-diphenyl]-1,1′-biphenyl-4,4′-diamine

97% (HPLC)

Synonym(s):
N,N′-Bis(naphthalen-1-yl)-N,N′-bis(phenyl)-2,2′-dimethylbenzidine, α-NPD
Empirical Formula (Hill Notation):
C46H36N2
CAS Number:
Molecular Weight:
616.79
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

97% (HPLC)

mp

247-252 °C

λmax

306 nm in THF

SMILES string

Cc1cc(ccc1-c2ccc(cc2C)N(c3ccccc3)c4cccc5ccccc45)N(c6ccccc6)c7cccc8ccccc78

InChI

1S/C46H36N2/c1-33-31-39(47(37-19-5-3-6-20-37)45-25-13-17-35-15-9-11-23-43(35)45)27-29-41(33)42-30-28-40(32-34(42)2)48(38-21-7-4-8-22-38)46-26-14-18-36-16-10-12-24-44(36)46/h3-32H,1-2H3

InChI key

ZJFKMIYGRJGWIB-UHFFFAOYSA-N

Related Categories

General description

2,2′-Dimethyl-N,N′-di-[(1-naphthyl)-N,N′-diphenyl]-1,1′-biphenyl-4,4′-diamine (α-NPD) is a conducting polymer that can be used as a hole transporting material (HTM) with a transport gap of ~4 eV and an ionization potential of 5.5 eV.

Application

α-NPD can be used as a π-conjugated organic semiconducting material which has good charge transporting properties. It can be used in the fabrication of organic electronic devices such organic light emitting diodes (OLEDs) and organic solar cells (OSCs).
This material is used as a high performance host material for OLED devices showing increased device efficiency (maximum luminance efficiency was 4.4 cd/A at 9 V for the fluorescent device and 24.4 cd/A for phosphorescent device).

Packaging

5 g in glass bottle

Storage Class Code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Band alignment at organic-inorganic semiconductor interfaces: alpha-NPD and CuPc on InP (110)
Chasse T, et al.
Journal of Applied Physics, 85(9), 6589-6592 (1999)
Optical band gaps of organic semiconductor materials
Costa JCS, et al.
Optical Materials, 58(1), 51-60 (2016)
Determination of charge-carrier transport in organic devices by admittance spectroscopy: Application to hole mobility in alpha-NPD
Nguyen ND, et al.
Physical Review. B, Condensed Matter and Materials Physics, 75(7), 075307-075307 (2007)
Tsai; Y.- S.; et al.
Thin Solid Films, 517, 5338-5338 (2009)
Impact of electrode contamination on the alpha-NPD/Au hole injection barrier
Wan A, et al.
Organic Electronics, 6(1), 47-54 (2005)

Articles

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