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Sigma-Aldrich

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
MDL number:
MFCD00093417
UNSPSC Code:
12352103
PubChem Substance ID:
329762117
NACRES:
NA.23

grade

sublimed grade

Quality Level

100

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 

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 %

greener alternative category

Enabling,

SMILES string

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

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

InChI key

VFUDMQLBKNMONU-UHFFFAOYSA-N

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Related Categories

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
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
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).
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
Kyung-Hyun Park-Min et al.
Nature communications, 5, 5418-5418 (2014-11-14)
Emerging evidence suggests that RANKL-induced changes in chromatin state are important for osteoclastogenesis, but these epigenetic mechanisms are not well understood and have not been therapeutically targeted. In this study, we find that the small molecule I-BET151 that targets bromo
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