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Merck

660124

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:
58328-31-7
Molecular Weight:
484.59
NACRES:
NA.23
PubChem Substance ID:
24884461
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

description

Emissive Layer

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

Enabling,

Quality Level

100

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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

Organic Semiconductor Laser Materials
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
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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL6268
MKCJ6749
MKCG1329
MKCF2535
MKBT3866V

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

Articles

Organic Semiconductor Laser Materials

Organic Semiconductor Laser Materials

Materials Design Concepts for Efficient Blue OLEDs: A Joint Theoretical and Experimental Study

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.

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