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Merck

699195

4,4′-Bis(N-carbazolyl)-1,1′-biphenyl

greener alternative

sublimed grade, 99.9% trace metals basis

Synonym(s):

4,4′-Bis(9-carbazolyl)-1,1′-biphenyl, 4,4-N,N′-Dicarbazole-1,1′-biphenyl, CBP, DCBP

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About This Item

Empirical Formula (Hill Notation):
C36H24N2
CAS Number:
58328-31-7
Molecular Weight:
484.59
NACRES:
NA.23
PubChem Substance ID:
329762117
UNSPSC Code:
12352103
MDL number:
MFCD00093417

Key Documents

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InChI

1S/C36H24N2/c1-5-13-33-29(9-1)30-10-2-6-14-34(30)37(33)27-21-17-25(18-22-27)26-19-23-28(24-20-26)38-35-15-7-3-11-31(35)32-12-4-8-16-36(32)38/h1-24H

SMILES string

c1ccc2c(c1)n(-c3ccc(cc3)-c4ccc(cc4)-n5c6ccccc6c7ccccc57)c8ccccc28

InChI key

VFUDMQLBKNMONU-UHFFFAOYSA-N

grade

sublimed grade

description

Emissive Layer

assay

99.9% trace metals basis

form

solid

greener alternative product characteristics

Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

loss

0.5 wt. % loss on heating, 279.6 °C (typical, TGA)

mp

277.9 °C (typical, DSC), 281-285 °C

λmax

532 nm

orbital energy

HOMO 6 eV , LUMO 2.9 eV 

greener alternative category

Enabling,

Quality Level

100

OLED device performance

ITO/HMPD/CBP:Ir(ppy)3 (6%)/Alq3/Mg:Ag

  • Color: green
  • Max. Luminance: 100 Cd/m2
  • Max. EQE: 9 %
, ITO/MoO3/CBP/CBP:Ir(ppy)2(acac) (6%)/TPBI/LiF/Al
  • Color: green
  • Max. Luminance: ~100000 Cd/m2
  • Max. EQE: 24.5 %
  • Turn-On Voltage: 3.65 V
, ITO/NPD/CBP:Ir(ppy)3 (6%)/Alq3/Mg:Ag
  • Color: green
  • Max. Luminance: 100000 Cd/m2
  • Max. EQE: 8 %
  • Turn-On Voltage: 4.3 V
, ITO/NPD/CBP:Ir(ppy)3 (6%)/niBr/Alq3/Mg:Ag
  • Color: green
  • Max. EQE: 0.3 %
  • Turn-On Voltage: 4.5 V
, ITO/NPD/CBP:Ir(ppy)3/BCP/Alq3/Mg:Al
  • Color: green
  • Max. Luminance: 100000 Cd/m2
  • Max. EQE: 8 %
  • Turn-On Voltage: 4.3 V
, ITO/PEDOT:PSS/NPD/CBP:Ir(piq)3 (6 wt%)/Alq3/LiF/Al
  • Color: red
  • Max. Luminance: 20000 Cd/m2
  • Max. EQE: 8.1 %
  • Turn-On Voltage: 5.9 V
, ITO/TAPC/CBP:FIrpic (6%)/PO14/LiF/Al
  • Color: blue
  • Max. EQE: 12.5 %

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General description

TGA/DSC lot specific traces available upon request
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product belongs to Enabling category of greener alternatives thus aligns with "Design for energy efficency". Hole transport organic materials allow perfect energy level alignment with the absorber layer and therefore efficient charge collection, are prone to degradation in ambient conditions.Click here for more information.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

699195-1G: + 699195-1G-PW: + 699195-5G-PW: + 699195-5G: + 699195-VAR: + 699195-BULK:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
0000078224
0000075426
0000030442
0000039898
MKBT8323V

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Dmitry Kolosov et al.
Journal of the American Chemical Society, 124(33), 9945-9954 (2002-08-15)
Four different 1,8-naphthalimide derivatives were examined in phosphorescent organic light emitting diodes (OLEDs), i.e., 1,8-naphthalimide, N-phenyl-1,8-naphthalimide, N-2,6-dibromophenyl-1,8-naphthalimide (niBr), and bis-N,N-1,8-naphthalimide. Photoluminescence from all four naphthalimides have violet-blue fluorescence and phosphorescent bands between 550 and 650 nm (visible at 77 K).
J M Gajer et al.
Oncogenesis, 4, e137-e137 (2015-02-11)
We have previously described novel histone acetyltransferase (HAT) inhibitors that block neuroblastoma cell growth in vitro. Here we show that two selected pyridoisothiazolone HAT inhibitors, PU139 and PU141, induce cellular histone hypoacetylation and inhibit growth of several neoplastic cell lines
Lawryn H Kasper et al.
Nucleic acids research, 42(18), 11363-11382 (2014-09-25)
Genome-wide distribution of histone H3K18 and H3K27 acetyltransferases, CBP (CREBBP) and p300 (EP300), is used to map enhancers and promoters, but whether these elements functionally require CBP/p300 remains largely uncertain. Here we compared global CBP recruitment with gene expression in
Rafael T Krmar et al.
American journal of hypertension, 28(4), 459-468 (2014-11-12)
Casual blood pressure (CBP) is considered a reliable proxy for cardiovascular health. Although the auscultatory technique is the reference standard method for measuring CBP, oscillometric devices are increasingly being used in children. We sought to establish oscillometric CBP normative standards
Hey-Yon Kim et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 29(1), 300-313 (2014-10-30)
Polycomb protein chromobox homolog 7 (CBX7) is involved in several biologic processes including stem cell regulation and cancer development, but its roles in breast cancer remain unknown. Here, we demonstrate that CBX7 negatively regulates breast tumor initiation. CD44(+)/CD24(-)/ESA(+) breast stem-like
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