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699152

Sigma-Aldrich

Bathocuproine

greener alternative

sublimed grade, 99.99% trace metals basis

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Synonym(s):
2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline, BCP
Empirical Formula (Hill Notation):
C26H20N2
CAS Number:
4733-39-5
Molecular Weight:
360.45
Beilstein:
306714
EC Number:
225-240-5
MDL number:
MFCD00004972
UNSPSC Code:
12352103
PubChem Substance ID:
329762113
NACRES:
NA.23

grade

sublimed grade

Quality Level

200

Assay

99.99% trace metals basis

form

powder

greener alternative product characteristics

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

sustainability

Greener Alternative Product

mp

279-283 °C (lit.)
285 °C (DSC)

λmax

277 nm

fluorescence

λem 386 nm in THF

Orbital energy

HOMO 7 eV 
LUMO 3.5 eV 

OLED Device Performance

ITO/CuPc/NPD/TCTA/mCP:Firpic (6%)/BCP/LiF/Al

  • Color: blue
  • Max. EQE: 4.2 %

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/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

greener alternative category

, Enabling

SMILES string

Cc1cc(-c2ccccc2)c3ccc4c(cc(C)nc4c3n1)-c5ccccc5

InChI

1S/C26H20N2/c1-17-15-23(19-9-5-3-6-10-19)21-13-14-22-24(20-11-7-4-8-12-20)16-18(2)28-26(22)25(21)27-17/h3-16H,1-2H3

InChI key

STTGYIUESPWXOW-UHFFFAOYSA-N

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General description

TGA/DSC Lot specific scans 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". Electron transport organic materials have the chemical functionality to transport electrons and are used as electron transport layer in OLED devices. Click here for more information.

Application

Organic electronic material useful as OLED electron transporter and hole blocker.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

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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B M Krenn et al.
Journal of virology, 79(22), 13892-13899 (2005-10-29)
Pyrrolidine dithiocarbamate (PDTC) is an antiviral compound that was shown to inhibit the replication of human rhinoviruses (HRVs), poliovirus, and influenza virus. To elucidate the mechanism of PDTC, the effects on the individual steps of the infection cycle of HRV
Wendy A Spencer et al.
Free radical biology & medicine, 46(10), 1346-1352 (2009-02-24)
Polychlorinated biphenyls (PCBs) are toxic industrial chemicals, complete carcinogens, and efficacious tumor promoters. However, the mechanism(s) of PCB-mediated carcinogenicity remains largely undefined. One likely pathway by which these agents may play a role in carcinogenesis is the generation of oxidative
Malin Hultberg et al.
Chemico-biological interactions, 163(3), 192-198 (2006-09-15)
Glutathione plays crucial roles in antioxidant defence and glutathione deficiency contributes to oxidative stress and may therefore play a key role in the pathogenesis of many diseases. The objectives of the present study were to evaluate the effects on glutathione
Joab E C Hwang et al.
Metallomics : integrated biometal science, 6(12), 2223-2229 (2014-10-18)
The human copper homeostasis disorders Menkes and Wilson disease both have severe neurological symptoms. Menkes is a copper deficiency disorder whereas Wilson disease patients suffer from copper toxicity, indicating that tight control of neuronal copper levels is essential for proper
Mariko Murata et al.
Chemical research in toxicology, 17(12), 1750-1756 (2004-12-21)
Nitropyrenes are widespread in the environment due to mainly diesel engine emissions. Dinitropyrenes (DNPs), especially 1,8-dinitropyrene (1,8-DNP) and 1,6-dinitropyrene (1,6-DNP), are much more potent mutagens than other nitropyrenes. The carcinogenicity of 1,8-DNP and 1,6-DNP is stronger than 1,3-dinitropyrene (1,3-DNP). It
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