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556696

Sigma-Aldrich

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

sublimed grade, 99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C44H32N2
CAS Number:
123847-85-8
Molecular Weight:
588.74
MDL number:
MFCD03093246
UNSPSC Code:
12352103
PubChem Substance ID:
57651547
NACRES:
NA.23

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

InChI key

IBHBKWKFFTZAHE-UHFFFAOYSA-N

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General description

TGA/DSC Lot specific traces available upon request

Application

Hole transporting material for OLED devices

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shakeel S Dalal et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(14), 4227-4232 (2015-04-02)
Physical vapor deposition is commonly used to prepare organic glasses that serve as the active layers in light-emitting diodes, photovoltaics, and other devices. Recent work has shown that orienting the molecules in such organic semiconductors can significantly enhance device performance.
Courtney M Wheatley et al.
Respiratory medicine, 109(8), 1001-1011 (2015-06-17)
Despite the demonstrated advantageous systemic changes in response to regular exercise for individuals with cystic fibrosis (CF), exercise is still viewed as an elective rather than a vital component of therapy, and it is likely that these benefits extend to
Highly efficient and stable organic light-emitting diode using 4,4'-bis(N-carbazolyl)-9,9'-spirobifluorene as a thermally stable host material
Tsuzuki, T.; Tokito, S.
Applied Physics Letters, 94, 033302-033302 (2009)
Phenylcarbazole-dipyridyl triazole hybrid as bipolar host material for phosphorescent OLEDs
Hung, W.; et al.
Journal of Materials Chemistry, 22, 5410-5418 (2012)
Davalyn R Powell et al.
Developmental biology, 407(2), 289-299 (2015-08-11)
Neural crest cells (NCCs) are essential embryonic progenitor cells that are unique to vertebrates and form a remarkably complex and coordinated system of highly motile cells. Migration of NCCs occurs along specific pathways within the embryo in response to both
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