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Sigma-Aldrich

4,4′-Bis(N-carbazolyl)-1,1′-biphenyl

greener alternative

97%

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:
Molecular Weight:
484.59
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

97%

form

solid

greener alternative product characteristics

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

sustainability

Greener Alternative Product

mp

281-285 °C

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

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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General description

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.

Application

4,4′-Bis(N-carbazolyl)-1,1′-biphenyl is a hole-transport material in high-efficiency red OLEDs and electroluminescent dendritic complexes.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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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Wang, X.;
SPIE Proc., 5632, 53-65 (2005)
Song, Y-H.;
Advances in Functional Materials, 14, 1221-1226 (2004)
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

Articles

In this article, we demonstrate that bis-styrylbenzene derivatives show promising characteristics for very low lasing thresholds and discuss the design considerations for organic lasing molecules.

Since their discovery, organic light emitting devices (OLEDs) have evolved from a scientific curiosity into a technology with applications in flat panel displays and the potential to revolutionize the lighting market. During their relatively short history, the technology has rapidly advanced, and device efficiencies have increased more than 20-fold, approaching the theoretical limit for internal quantum efficiencies.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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