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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBC8016V
WXBB7929V
MKBS1988V
MKBR7069V
MKBL8657V

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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
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.
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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