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140910

Sigma-Aldrich

Bathocuproine

greener alternative

96%

Synonym(s):

2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline, BCP

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About This Item

Empirical Formula (Hill Notation):
C26H20N2
CAS Number:
4733-39-5
Molecular Weight:
360.45
Beilstein/REAXYS Number:
306714
EC Number:
225-240-5
MDL number:
MFCD00004972
UNSPSC Code:
12352103
PubChem Substance ID:
24848482
NACRES:
NA.23

assay

96%

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.)

λmax

~280 nm in methanol

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

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

Bathocuproine can be used as an electron modificationlayer or interlayer between ETL(electron transport layer) in perovskite solarcells, which can be fabricated using the spin-coating deposition method or thevacuum thermal evaporation method. The addition of bathocuproine enhances thepower conversion efficiency of organic photovoltaic cells.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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Development of air stable polymer solar cells using an inverted gold on top anode structure.
Sahin, Yucel, et al.
Thin Solid Films, 476(2), 340-343 (2005)
Electromodulation of photoluminescence in vacuum-evaporated films of bathocuproine
Misnik, M., Falkowski, K., Mroz, W., & Stampor, W.
Chemical Physics, 410, 45-54 (2013)
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
Structural templating as a route to improved photovoltaic performance in copper phthalocyanine/fullerene (C 60) heterojunctions
Sullivan, P., et al.
Applied Physics Letters, 91(23), 233114-233114 (2007)
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