9-{4-[4-(9H-carbazol-9-yl)phenyl]phenyl}-9H-carbazole

• ChemBase ID: 139902
• Molecular Formular: C36H24N2
• Molecular Mass: 484.58916
• Monoisotopic Mass: 484.19394878
• SMILES: c1ccc2c(c1)c1ccccc1n2c1ccc(cc1)c1ccc(cc1)n1c2ccccc2c2c1cccc2
• Canonical SMILES: c1ccc2c(c1)n(c1ccc(cc1)c1ccc(cc1)n1c3ccccc3c3c1cccc3)c1c2cccc1
• InChI: InChI=1S/C36H24N2/c1-5-13-33-29(9-1)30-10-2-6-14-34(30)37(33)27-21-17-25(18-22-27)26-19-23-28(24-20-26)38-35-15-7-3-11-31(35)32-12-4-8-16-36(32)38/h1-24H
• InChIKey: VFUDMQLBKNMONU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-{4-[4-(9H-carbazol-9-yl)phenyl]phenyl}-9H-carbazole
• IUPAC Traditional name: 9-{4-[4-(carbazol-9-yl)phenyl]phenyl}carbazole
• Synonyms: CBP; DCBP; 4,4′-Bis(9-carbazolyl)-1,1′-biphenyl; 4,4-N,N′-Dicarbazole-1,1′-biphenyl; 4,4′-Bis(N-carbazolyl)-1,1′-biphenyl; 4,4'-bis(n-carbazolyl)-1,1'-biphenyl; 4,4'-二(9-咔唑)联苯; 4,4'-二咔唑-9-基联苯; 4,4'-双(N-咔唑)-1,1'-联苯

Database IDs

• CAS Number: 58328-31-7
• MDL Number: MFCD00093417
• PubChem SID: 162234149; 24884461
• PubChem CID: 11248716

CALCULATED PROPERTIES

• LogD (pH = 7.4): 9.6190195
• Log P: 9.6190195
• Molar Refractivity: 176.0098 cm^3
• Polarizability: 68.22768 Å^3
• Polar Surface Area: 9.86 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 9.6190195

PROPERTIES

Physical Property

• Melting Point: 277.9 °C (typical, DSC); 281-285 °C
• Absorption Wavelength: λmax 532 nm
• Orbital energy: HOMO 6 eV; LUMO 2.9 eV

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 26-36/39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%; 99.9% trace metals basis
• Grade: sublimed grade
• Loss on Drying: 0.5 wt. % loss on heating, 279.6 °C (typical, TGA)
• OLED Device Performance: ITO/HMPD/CBP:Ir(ppy)3 (6%)/Alq3/Mg:Ag1• Color: green• Max. Luminance: 100 Cd/m2• Max. EQE: 9 %; ITO/HMPD/CBP:Ir(ppy)3 (6%)/Alq3/Mg:Ag6• Color: green• Max. Luminance: 100 Cd/m2• Max. EQE: 9 %; ITO/MoO3/CBP/CBP:Ir(ppy)2(acac) (6%)/TPBI/LiF/Al2• Color: green• Max. Luminance: ~100000 Cd/m2• Max. EQE: 24.5 %• Turn-On Voltage: 3.65 V; ITO/MoO3/CBP/CBP:Ir(ppy)2(acac) (6%)/TPBI/LiF/Al7• Color: green• Max. Luminance: ~100000 Cd/m2• Max. EQE: 24.5 %• Turn-On Voltage: 3.65 V; ITO/NPD/CBP:Ir(ppy)3 (6%)/Alq3/Mg:Ag3• Color: green• Max. Luminance: 100000 Cd/m2• Max. EQE: 8 %• Turn-On Voltage: 4.3 V; ITO/NPD/CBP:Ir(ppy)3 (6%)/niBr/Alq3/Mg:Ag4• Color: green• Max. EQE: 0.3 %• Turn-On Voltage: 4.5 V; ITO/NPD/CBP:Ir(ppy)3 (6%)/niBr/Alq3/Mg:Ag8• Color: green• Max. EQE: 0.3 %• Turn-On Voltage: 4.5 V; ITO/NPD/CBP:Ir(ppy)3/BCP/Alq3/Mg:Al3• Color: green• Max. Luminance: 100000 Cd/m2• Max. EQE: 8 %• Turn-On Voltage: 4.3 V; ITO/PEDOT:PSS/NPD/CBP:Ir(piq)3 (6 wt%)/Alq3/LiF/Al4• Color: red• Max. Luminance: 20000 Cd/m2• Max. EQE: 8.1 %• Turn-On Voltage: 5.9 V; ITO/PEDOT:PSS/NPD/CBP:Ir(piq)3 (6 wt%)/Alq3/LiF/Al5• Color: red• Max. Luminance: 20000 Cd/m2• Max. EQE: 8.1 %• Turn-On Voltage: 5.9 V; ITO/TAPC/CBP:FIrpic (6%)/PO14/LiF/Al5• Color: blue• Max. EQE: 12.5 %; ITO/TAPC/CBP:FIrpic (6%)/PO14/LiF/Al6• Color: blue• Max. EQE: 12.5 %
• Empirical Formula (Hill Notation): C36H24N2

DETAILS

Sigma Aldrich - 660124

Application
Hole-transport material in high-efficiency red OLEDs1 and electroluminescent dendritic complexes.2
Packaging
1 g in glass bottle
5 g in poly bottle
Protocols & Applications
Organic Semiconductor Laser Materials

Sigma Aldrich - 699195

General description
TGA/DSC lot specific traces available upon request
Packaging
1, 5 g in glass bottle