N-(4-{4-[(naphthalen-1-yl)(phenyl)amino]phenyl}phenyl)-N-phenylnaphthalen-1-amine

• ChemBase ID: 144203
• Molecular Formular: C44H32N2
• Molecular Mass: 588.73828
• Monoisotopic Mass: 588.25654903
• SMILES: c1ccc(cc1)N(c1ccc(cc1)c1ccc(cc1)N(c1ccccc1)c1cccc2c1cccc2)c1cccc2c1cccc2
• Canonical SMILES: c1ccc(cc1)N(c1cccc2c1cccc2)c1ccc(cc1)c1ccc(cc1)N(c1cccc2c1cccc2)c1ccccc1
• InChI: InChI=1S/C44H32N2/c1-3-17-37(18-4-1)45(43-23-11-15-35-13-7-9-21-41(35)43)39-29-25-33(26-30-39)34-27-31-40(32-28-34)46(38-19-5-2-6-20-38)44-24-12-16-36-14-8-10-22-42(36)44/h1-32H
• InChIKey: IBHBKWKFFTZAHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-{4-[(naphthalen-1-yl)(phenyl)amino]phenyl}phenyl)-N-phenylnaphthalen-1-amine
• IUPAC Traditional name: N-(4-{4-[naphthalen-1-yl(phenyl)amino]phenyl}phenyl)-N-phenylnaphthalen-1-amine
• Synonyms: NPB; NPD; N,N′-Bis(naphthalen-1-yl)-N,N′-bis(phenyl)benzidine; N,N′-Di-[(1-naphthyl)-N,N′-diphenyl]-1,1′-biphenyl)-4,4′-diamine; N4,N4'-Di(naphthalen-1-yl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diaMine; N,N′-二(萘-1-基)-N,N′-二(苯基)联苯胺; N,N′-二苯基-N,N′-(1-萘基)-1,1′-联苯-4,4′-二胺

Database IDs

• CAS Number: 123847-85-8
• MDL Number: MFCD03093246
• PubChem SID: 162238420; 24879573
• PubChem CID: 5069127

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 12.242545
• LogD (pH = 7.4): 12.242545
• Log P: 12.242545
• Molar Refractivity: 190.4156 cm^3
• Polarizability: 77.5306 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 275-280 °C; 279-283 °C(lit.)
• Orbital energy: HOMO 5.5 eV; LUMO 2.4 eV

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 96%; 97%; 99%
• Grade: sublimed grade
• Loss on Drying: 0.5 wt. % loss on heating, 345°C (typical, TGA)
• OLED Device Performance: ITO/NPD/mCP/BCPO:FIrpic (8%)/TAZ/LiF/Al1• Color: blue• Max. Luminance: 35677 Cd/m2• Max. EQE: 23.5 %• Turn-On Voltage: 2.8 V; ITO/NPD/mCP/BCPO:FIrpic (8%)/TAZ/LiF/Al2• Color: blue• Max. Luminance: 35677 Cd/m2• Max. EQE: 23.5 %• Turn-On Voltage: 2.8 V; ITO/NPD/TCTA/BCPO:Ir(piq)3 (7-8%)/BCP/Alq3/LiF/Al1• Color: red• Max. Luminance: 24529 Cd/m2• Max. EQE: 17 %• Turn-On Voltage: 2.7 V; ITO/NPD/TCTA/BCPO:Ir(piq)3 (7-8%)/BCP/Alq3/LiF/Al2• 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/Al1• Color: green• Max. Luminance: 207839 Cd/m2• Max. EQE: 21.6 %• Turn-On Voltage: 2.1 V; ITO/NPD/TCTA/BCPO:Ir(ppy)3 (7-8%)/BCP/Alq3/LiF/Al2• Color: green• Max. Luminance: 207839 Cd/m2• Max. EQE: 21.6 %• Turn-On Voltage: 2.1 V; ITO/PEDOT:PSS/NPD/TCTA/m-CBTZ:Ir(Bt)2(acac) (10%)/TPBI/LiF/Al1• Color: yellow• Max. Luminance: 106000 Cd/m2• Max. EQE: 17.5 %• Turn-On Voltage: 3 V; ITO/PEDOT:PSS/NPD/TCTA/m-CBTZ:Ir(Bt)2(acac) (10%)/TPBI/LiF/Al2• Color: yellow• Max. Luminance: 106000 Cd/m2• Max. EQE: 17.5 %• Turn-On Voltage: 3 V
• Empirical Formula (Hill Notation): C44H32N2

DETAILS

Sigma Aldrich - 556696

Application
Hole transporting material for OLED devices
General description
TGA/DSC Lot specific traces available upon request
Packaging
1 g in glass bottle
500 mg in glass bottle

Sigma Aldrich - 734594

Application
Hole transporting material for OLED devices
Packaging
5 g in glass bottle