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140910 Aldrich

Bathocuproine

96%

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

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Properties

Related Categories Bathocuproine (BCP), Building Blocks, Chemical Synthesis, Electron Transport and Hole Blocking Materials, Heterocyclic Building Blocks,
assay   96%
mp   279-283 °C(lit.)
absorption   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/Al1
• Color: blue
• Max. EQE: 4.2 %
  ITO/NPD/CBP:Ir(ppy)3/BCP/Alq3/Mg:Al2
• 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/Al3
• 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/Al3
• Color: green
• Max. Luminance: 207839 Cd/m2
• Max. EQE: 21.6 %
• Turn-On Voltage: 2.1 V

Description

Frequently Asked Questions

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Packaging

1 g in glass bottle

500 mg in glass bottle

Price and Availability


OLED Tool

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
Hazard Codes (Europe) 
Xn
Risk Statements (Europe) 
22
WGK Germany 
3

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. Improved Efficiency in Blue Phosphorescent Organic Light-Emitting Devices Using Host Materials of Lower Triplet Energy than the Phosphorescent Blue Emitter Swensen, J. S.; et al. Adv. Funct. Mater. 21, 3250 - 3258, (2011)

2. Very high-efficiency green organic light-emitting devices based on electrophosphorescence Forrest, S. R.; et al. Appl. Phys. Lett. 75, 4, (1999)

3. A Highly Efficient Universal Bipolar Host for Blue, Green, and Red Phosphorescent OLEDs Cheng, C.; et al. Adv. Mater. 22, 2468 - 2471, (2010)

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Charge transfer at n-doped organic-organic heterojunctions Zhao, W.;Kahn, A. J. Appl. Phys. 105, 123711, (2009)

Electromodulation of photoluminescence in vacuum-evaporated films of bathocuproine Misnik, M., Falkowski, K., Mróz, W., & Stampor, W. Chem. Phys. 410, 45-54, (2013)

Development of air stable polymer solar cells using an inverted gold on top anode structure. Sahin, Yücel, et al. Thin Solid Films 476(2), 340-343, (2005)

Structural templating as a route to improved photovoltaic performance in copper phthalocyanine/fullerene (C 60) heterojunctions Sullivan, P., et al. Appl. Phys. Lett. 91(23), 233114-233114, (2007)

Mechanism of metal-mediated DNA damage induced by a metabolite of carcinogenic acetamide. Sakano K, Oikawa S, Hiraku Y, et al. Chem. Biol. Interact. 149(1), 52-9, (2004)

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The effect of different antioxidants on glutathione turnover in human cell lines and their interaction with hydrogen peroxide. Hultberg M and Hultberg B Chem. Biol. Interact. 163(3), 192-8, (2006)

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Metal complexes with superoxide dismutase-like activity as candidates for anti-prion drug. Tomoko Fukuuchi et al Bioorg. Med. Chem. Lett. 16, 5982-7, (2006)

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Copper-boosting compounds: a novel concept for antimycobacterial drug discovery. Speer A, Shrestha TB, Bossmann SH, et al. Antimicrob. Agents Chemother. 57(2), 1089-91, (2013)

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Inhibition of polyprotein processing and RNA replication of human rhinovirus by pyrrolidine dithiocarbamate involves metal ions. Krenn BM, Holzer B, Gaudernak E, et al. J. Virol. 79(22), 13892-9, (2005)

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The anthocyanidin delphinidin mobilizes endogenous copper ions from human lymphocytes leading to oxidative degradation of cellular DNA. Hanif S, Shamim U, Ullah MF, et al. Toxicology 249(1), 19-25, (2008)

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Effect of copper on the cytotoxicity of phenanthrene and 9,10-phenanthrenequinone to the human placental cell line, JEG-3. Peters ZJ, Nykamp JA, Passaperuma K, et al. Reprod. Toxicol. 23(4), 513-20, (2007)

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Ceruloplasmin (ferroxidase) oxidizes hydroxylamine probes: deceptive implications for free radical detection. Ganini D, Canistro D, Jang J, et al. Free Radic. Biol. Med. 53(7), 1514-21, (2012)

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"Inverse-electron-demand" ligand substitution: experimental and computational insights into olefin exchange at palladium(0). Popp BV, Thorman JL, Morales CM, et al. J. Am. Chem. Soc. 126(45), 14832-42, (2004)

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Metabolic activation of carcinogenic ethylbenzene leads to oxidative DNA damage. Midorikawa K, Uchida T, Okamoto Y, et al. Chem. Biol. Interact. 150(3), 271-81, (2004)

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Photo-irradiated titanium dioxide catalyzes site specific DNA damage via generation of hydrogen peroxide. Hirakawa K, Mori M, Yoshida M, et al. Free Radic. Res. 38(5), 439-47, (2004)

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Oxidative DNA adducts after Cu(2+)-mediated activation of dihydroxy PCBs: role of reactive oxygen species. Spencer WA, Lehmler HJ, Robertson LW, et al. Free Radic. Biol. Med. 46(10), 1346-52, (2009)

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Plant polyphenols mobilize nuclear copper in human peripheral lymphocytes leading to oxidatively generated DNA breakage: implications for an anticancer mechanism. Shamim U, Hanif S, Ullah MF, et al. Free Radic. Res. 42(8), 764-72, (2008)

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Oxidative DNA damage induced by carcinogenic dinitropyrenes in the presence of P450 reductase. Murata M, Ohnishi S, Seike K, et al. Chem. Res. Toxicol. 17(12), 1750-6, (2004)

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Mechanism of UVA-dependent DNA damage induced by an antitumor drug dacarbazine in relation to its photogenotoxicity. Iwamoto T, Hiraku Y, Okuda M, et al. Pharm. Res. 25(3), 598-604, (2008)

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Oxidatively generated DNA damage induced by 3-amino-5-mercapto-1,2,4-triazole, a metabolite of carcinogenic amitrole. Furukawa A, Oikawa S, Harada K, et al. Mutat. Res. 694(1-2), 7-12, (2010)

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Carcinogenic 3-nitrobenzanthrone induces oxidative damage to isolated and cellular DNA. Murata M, Tezuka T, Ohnishi S, et al. Free Radic. Biol. Med. 40(7), 1242-9, (2006)

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In vitro interaction between homocysteine and copper ions: Potential redox implications. Carrasco-Pozo C, Alvarez-Lueje A, Olea-Azar C, et al. Exp. Biol. Med. (Maywood.) 231(9), 1569-75, (2006)

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The mechanisms of oxidative DNA damage and apoptosis induced by norsalsolinol, an endogenous tetrahydroisoquinoline derivative associated with Parkinson's disease. Kobayashi H, Fukuhara K, Tada-Oikawa S, et al. J. Neurochem. 108(2), 397-407, (2009)

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Involvement of cytoplasmic membrane damage in the copper (II)-dependent cytotoxicity of a novel naturally occurring tripyrrole. Subramanian M, Chander R, Krishna M, et al. Biochim. Biophys. Acta 1770(1), 143-9, (2007)

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Mechanism of oxidative DNA damage induced by capsaicin, a principal ingredient of hot chili pepper. Oikawa S, Nagao E, Sakano K, et al. Free Radic. Res. 40(9), 966-73, (2006)

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Essential role of copper in the activity and regular periodicity of a recombinant, tumor-associated, cell surface, growth-related and time-keeping hydroquinone (NADH) oxidase with protein disulfide-thiol interchange activity (ENOX2). Tang X, Chueh PJ, Jiang Z, et al. J. Bioenerg. Biomembr. 42(5), 355-60, (2010)

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Mechanism of DNA damage and apoptosis induced by tetrahydropapaveroline, a metabolite of dopamine. Kobayashi H, Oikawa S, and Kawanishi S Neurochem. Res. 31(4), 523-32, (2006)

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[The study of electroplex emission based on PVK/BCP]. Teng F, Wang YM, Xu Z, et al. Guang Pu Xue Yu Guang Pu Fen Xi 25(5), 669-71, (2005)

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Hemolysis of human red blood cells by riboflavin-Cu(II) system: enhancement by azide. Ali I, Sakhnini N, and Naseem I Biochemistry. (Mosc.) 70(9), 1011-4, (2005)

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Analysis of antioxidant activities in vegetable oils and fat soluble vitamins and biofactors by the PAO-SO method. Sakai K, Kino S, Takeuchi M, et al. Methods Mol. Biol. 594, 241-50, (2010)

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Merck 14,10212

Beil. 23,IV,2160

FT-IR 1 (2), 891:D / FT-IR 2 (3), 3963:A / FT-NMR 1 (3), 478:A / IR-Spectra (3), 1411:G / IR-Spectra (2), 1231:H / NMR-Reference 2 (2), 765:D / RegBook 1 (2), 2655:J / Sigma FT-IR 1 (2), 299:B / Structure Index 1, 418:B:2

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