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140910

Sigma-Aldrich

Bathocuproine

greener alternative
Bathocuproine

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:
306714
EC Number:
225-240-5
MDL number:
MFCD00004972
UNSPSC Code:
12352103
PubChem Substance ID:
24848482
NACRES:
NA.23
Pricing and availability is not currently available.

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

Signal Word

Warning

Hazard Statements

H302,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5277V
WXBF4996V
WXBF4329V
WXBF3183V
WXBF2860V

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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)
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
Douglas Ganini et al.
Free radical biology & medicine, 53(7), 1514-1521 (2012-07-25)
Ceruloplasmin (ferroxidase) is a copper-binding protein known to promote Fe(2+) oxidation in plasma of mammals. In addition to its classical ferroxidase activity, ceruloplasmin is known to catalyze the oxidation of various substrates, such as amines and catechols. Assays based on
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Questions

1–6 of 6 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What is the maximum absorbance wavelength for Product 140910, Bathocuproine?

    1 answer

    1. The ?max is at approximately 280 nm in methanol.

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  4. What are the possible applications for Product 140910, Bathocuproine?

    1 answer

    1. It can be used for Cu(I) detection, range 0.1-10 ppm, as it is a Cu(I)-specific colorimetric reagent. It is also an organic electron transporting material.

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  5. What solvents can be used to dissolve Product 140910, Bathocuproine?

    1 answer

    1. This product can be dissolved in 5% pyridine to yield a dark yellow solution. It is also soluble in methanol (36 mg/100ml), isoamyl alcohol (18 mg/100 ml), dioxane (100 mg/ml), 95% ethanol (50 mg/ml) and nitrobenzene.

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  6. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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