| Identification | More | [Name]
N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine | [CAS]
65181-78-4 | [Synonyms]
[1,1'-BIPHENYL]-4,4'-DIAMINE,N,N'-BIS(3-METHYLPHENYL)-N,N'-DIPHENYL-
4,4'-BIS[N-PHENYL-N-(M-TOLYL)AMINO]BIPHENYL
N,N'-BIS(3-METHYLPHENYL)-N,N'-BIS(PHENYL)BENZIDINE
N,N'-BIS(3-METHYLPHENYL)-N,N'-DIPHENYLBENZIDINE
N,N'-DIPHENYL-N,N'-DI(3-TOLYL)-4-BENZIDINE
N,N'-DIPHENYL-N,N'-DI(M-TOLYL)BENZIDINE
TPD
1’-biphenyl]-4,4’-diamine,n,n’-bis(3-methylphenyl)-n,n’-diphenyl-[
1’-Biphenyl]-4,4’-diamine,N,N’-bis(3-methylphenyl)-N,N’-diphenyl-[1
N,N-Dipehnyl-N,N-di(m-Tolyl)benzidine
4,4'-BIS(3-MethylPhenyl)-4,4'-Bis(Phenyl)-Benzidine
N,N'-Diphenyl-N,N'-di(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine
N,N'-Diphenyl-N,N'-di(3-tolyl)-4-benzidine(TPD)
N N'-BIS(3-METHYLPHENYL)-N N'-DIPHENYL-&
N,N'-BIS-(3-METHYLPHENYL)-N,N'-BI-(PHENYL)-BENZIDINE
N,N'-Diphenyl-N,N'-bis(3-methylphenyl)-(1,1'-diphenyl)-4,4'-diamine
m-TPD
N,N'-bis(3-methylphenyl)-N,N'-diphenyl-benzidine TPD
N,N-DIPHENYL-N,N''-BIS (3-METHYLPHENYL) BENZIDINE
N,N'-Bis(3-methylphenyl)-N,N'-diphenyl-(1,1'-biphenyl)-4,4'-diamine dihydrochloride | [EINECS(EC#)]
413-810-8 | [Molecular Formula]
C38H32N2 | [MDL Number]
MFCD00144965 | [Molecular Weight]
516.67 | [MOL File]
65181-78-4.mol |
| Chemical Properties | Back Directory | [Appearance]
solid | [Melting point ]
169°C | [Boiling point ]
680.1±55.0 °C(Predicted) | [density ]
1.37 g/cm3 | [vapor pressure ]
3.356Pa at 25℃ | [storage temp. ]
Sealed in dry,Room Temperature | [Water Solubility ]
Insoluble in water | [form ]
Powder | [pka]
-2.40±0.60(Predicted) | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [InChI]
1S/C38H32N2/c1-29-11-9-17-37(27-29)39(33-13-5-3-6-14-33)35-23-19-31(20-24-35)32-21-25-36(26-22-32)40(34-15-7-4-8-16-34)38-18-10-12-30(2)28-38/h3-28H,1-2H3 | [InChIKey]
OGGKVJMNFFSDEV-UHFFFAOYSA-N | [SMILES]
Cc1cccc(c1)N(c2ccccc2)c3ccc(cc3)-c4ccc(cc4)N(c5ccccc5)c6cccc(C)c6 | [LogP]
4.29 at 20℃ and pH6.3-6.5 | [Surface tension]
72.3mN/m at 242μg/L and 21.9℃ | [CAS DataBase Reference]
65181-78-4(CAS DataBase Reference) | [EPA Substance Registry System]
65181-78-4(EPA Substance) | [Absorption]
λmax?352 nm?in THF | [color ]
White powder/crystals | [Description]
N,N′-Bis(3-methylphenyl)-N,N′-diphenylbenzidine, commonly abbreviated as TPD,?is widely used as hole transport materials in organic electronic devices. |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS09 | [Signal word ]
Warning | [Hazard statements ]
H411 | [Precautionary statements ]
P273 | [Hazard Codes ]
N | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
3077 | [WGK Germany ]
2 | [TSCA ]
TSCA listed | [REACH Registrations]
Active | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29215900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 2 |
| Hazard Information | Back Directory | [Chemical Properties]
solid | [Synthesis]
General procedure for the synthesis of N,N'-diphenyl-N,N'-bis(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine from 4,4'-dibromobiphenyl and 3-methyldiphenylamine: under argon protection, 3.0 g (30 mmol) of sodium tert-butoxide, 217 mg (0.5 mmol) of IPr-HCl (Compound No.1), 45 mg ( 0.2 mmol) palladium(II) acetate, 3.67 g (20 mmol) 3-methyldiphenylamine, 3.2 g (10 mmol) 4,4'-dibromobiphenyl, and 30 ml of toluene were added to a 50 ml three-necked flask fitted with a stirrer, a condenser tube, a thermometer, and a gas introduction tube. The reaction mixture was heated to 130°C in an oil bath and refluxed for 7 hours. Upon completion of the reaction, it was cooled to room temperature and allowed to stand overnight. Subsequently, 150 ml of dichloromethane was added to the reaction mixture and the insoluble material was removed by filtration. The filtrate was washed twice with 50 ml of water and then dried with 30 g of anhydrous sodium sulfate. After evaporation of the solvent, the crude product was obtained. The crude product was purified by column chromatography (using 150 g of Fuji Silicia's NH silica gel as the carrier and cyclohexane as the eluent) to give 4.4 g of N,N'-diphenyl-N,N'-bis(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine (TPD) in a final yield of 85.2%. | [References]
[1] Tetrahedron Letters, 1998, vol. 39, # 16, p. 2367 - 2370
[2] Journal of the Chinese Chemical Society, 2001, vol. 48, # 6 A, p. 1059 - 1064
[3] Patent: EP2157077, 2010, A1. Location in patent: Page/Page column 9-10
[4] Journal of the American Chemical Society, 2012, vol. 134, # 50, p. 20262 - 20265
[5] Patent: JP5777106, 2015, B2. Location in patent: Paragraph 0037 |
| Questions And Answer | Back Directory | [Applications]
N,N′-Bis(3-methylphenyl)-N,N′-diphenylbenzidine, commonly abbreviated as TPD, is widely used as hole transport materials in organic electronic devices.
TPD is also used as a blue-violet light emitting material or host material on the phosphorescence organic light emitting diodes for its wide energy band is about 3.2 eV with highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) 5.5 eV and 2.3 eV respectively.
| [Uses]
Hole transport material for electrophotographic photoconductor in xerography.
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
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400-0056266 |
| Website: |
www.energy-chemical.com |
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