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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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD6642V
WXBD5788V
WXBD5007V
WXBD4928V
WXBD1079V

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Electromodulation of photoluminescence in vacuum-evaporated films of bathocuproine
Misnik, M., Falkowski, K., Mroz, W., & Stampor, W.
Chemical Physics, 410, 45-54 (2013)
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)
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)
Zachary J Peters et al.
Reproductive toxicology (Elmsford, N.Y.), 23(4), 513-520 (2007-03-21)
The trophoblast cell line, JEG-3, was used to study the cytotoxicity of phenanthrene, 9,10-phenanthrenequinone (PHEQ), anthracene, and 9,10-anthracenedione alone and with copper. The endpoints were the capacity of cultures to reduce alamar Blue (AB), a measure of energy metabolism, and
Kazutaka Hirakawa et al.
Free radical research, 38(5), 439-447 (2004-08-06)
Titanium dioxide (TiO2) is a potential photosensitizer for photodynamic therapy. In this study, the mechanism of DNA damage catalyzed by photo-irradiated TiO2 was examined using [32P]-5'-end-labeled DNA fragments obtained from human genes. Photo-irradiated TiO2 (anatase and rutile) caused DNA cleavage
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