Applications Uses
ChemicalBook > CAS DataBase List > N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine

N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine

Applications Uses
Product Name
N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine
CAS No.
65181-78-4
Chemical Name
N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine
Synonyms
TPD;m-TPD;[1,1'-BIPHE;TPD-photoreceptor;)-N,N'-bis(phenyL;N,N'-Bis(3-methyL;N,N'-Bis(3-methylphe;4,4'-Bis[N-(m-tolyl)anilino]biphenyl;4,4'-bis(m-tolylphenylamino)biphenyl;N,N-Dipehnyl-N,N-di(m-Tolyl)benzidine
CBNumber
CB8428776
Molecular Formula
C38H32N2
Formula Weight
516.67
MOL File
65181-78-4.mol
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N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine Property

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.
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
[1,1'-Biphenyl]-4,4'-diamine, N,N'-bis(3-methylphenyl)-N,N'-diphenyl- (65181-78-4)
color 
White powder/crystals
Absorption
λmax?352 nm?in THF
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Safety

Hazard Codes 
N
Risk Statements 
36/37/38-51/53
Safety Statements 
26-36/37/39-61
RIDADR 
3077
WGK Germany 
2
HazardClass 
9
PackingGroup 
III
HS Code 
29215900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
443263
Product name
N,N′-Bis(3-methylphenyl)-N,N′-diphenylbenzidine
Purity
99%
Packaging
1g
Price
$94.8
Updated
2025/07/31
Sigma-Aldrich
Product number
443263
Product name
N,N′-Bis(3-methylphenyl)-N,N′-diphenylbenzidine
Purity
99%
Packaging
5g
Price
$390
Updated
2025/07/31
TCI Chemical
Product number
D2448
Product name
N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine
Purity
>98.0%(N)
Packaging
1g
Price
$28
Updated
2025/07/31
TCI Chemical
Product number
D2448
Product name
N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine
Purity
>98.0%(N)
Packaging
5g
Price
$82
Updated
2025/07/31
TCI Chemical
Product number
D3236
Product name
N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine (purified by sublimation)
Purity
>99.0%(HPLC)(N)
Packaging
1g
Price
$81
Updated
2025/07/31
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N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine Chemical Properties,Usage,Production

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.

Description

N,N′-Bis(3-methylphenyl)-N,N′-diphenylbenzidine, commonly abbreviated as TPD,?is widely used as hole transport materials in organic electronic devices.

Chemical Properties

solid

Uses

Organic photoconductor. Hole transporter.

Synthesis

92-86-4

1205-64-7

65181-78-4

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

N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine Preparation Products And Raw materials

Raw materials

Xylene Potassium carbonate Sodium bisulfite Potassium dichromate 3-Iodotoluene Diphenylamine Acetic acid Nitrobenzene Sulfuric acid

Preparation Products

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N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine Suppliers

Americas 1 Belgium 1 China 232 Europe 1 Germany 6 India 8 Japan 8 Slovakia 1 Switzerland 1 United Kingdom 11 United States 37 Global 307
Chemsigma International Co., Ltd.
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025-58748998 18951874644
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J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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4006356688 18621169109
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86-21-61259102
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China
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INTATRADE GmbH
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+49 3493/605464
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+49 3493/605470
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Germany
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
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Sales-CN@TCIchemicals.com
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Ark Pharm, Inc.
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Energy Chemical
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Jilin OLED Material Tech Co., Ltd
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0431-85877181
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Adamas Reagent, Ltd.
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View Lastest Price from N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine manufacturers

Shanghai Qyubiotech Co., Ltd.
Product
N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine 65181-78-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%+
Supply Ability
10000kgs per Month
Release date
2023-08-16
Henan Aochuang Chemical Co.,Ltd.
Product
N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine 65181-78-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-18
Shanghai UCHEM Inc.
Product
N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine 65181-78-4
Price
US $50.00-397.00/g
Min. Order
25g
Purity
0.98
Supply Ability
25kg
Release date
2023-12-14

65181-78-4, N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidineRelated Search:

Dichlorodiphenylsilane Diphenyldimethoxysilane Diphenylphosphine Diphenylsilane PHENYL VALERATE Diphenylmethane Chlorodiphenylphosphine tert-Butylchlorodiphenylsilane 1,3-Diphenyl-2-thiourea Benzidine Triphenylamine N,N'-Di-1-naphthyl-N,N'-diphenylbenzidine (NPB) N,N'-DI(PYRID-4-YL)-PERYLENTETRACARBONIC ACID, DIAMIDE N,N'-Bis(2,6-diisopropylphenyl)-3,4,9,10-perylenetetracarboxylic DiiMide N,N'-di-(4-pyridyl)-1,2,4,5-benzenetetracarboxydiimide N,N'-BIS(1-HEXYLHEPTYL)-PERYLENE-3,4:9,10-BIS-(DICARBOXIMIDE) N,N'-bis(4-amino-2,3,5,6-tetramethylphenyl)naphthalene-1,4,5,8-dicarboxyimide N,N'-DIOCTYL-3,4,9,10-PERYLENEDICARBOXIMIDE

  • 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
  • 4,4'-BIS[N-PHENYL-N-(M-TOLYL)AMINO]BIPHENYL
  • [1,1'-BIPHENYL]-4,4'-DIAMINE,N,N'-BIS(3-METHYLPHENYL)-N,N'-DIPHENYL-
  • N,N'-DIPHENYL-N,N'-DI(3-TOLYL)-4-BENZIDINE
  • -OSUO-Succinimidyl-1,3-dimethylpropyleneuronium tetrafluoroborate
  • [TPD]4’ Bis (3 Methyl phenyl)-4,4’ Bis (Phenyl) Benzidine
  • N,N'-Bis-(3-methylphenyl)-N,N'-Bis-phenyl—(1,1'-biphenyl)-4,4'-diamine
  • N,N'-Bis(3-methylphe
  • [1,1'-Biphenyl]-4,4'-diaMine,N4,N4'-bis(3-Methylphenyl)-N4,N4'-diphenyl-
  • [1,1'-Biphenyl]-4,4'-diamine-N,N'-bis(3-methylphenyl)-N,N'-diphenyl, T
  • 4,4'-Bis[N-(m-tolyl)anilino]biphenyl
  • N,N'-(1,1'-Biphenyl-4,4'-diyl)bis(phenyl 3-methylphenylamine)
  • N,N'-Di-m-tolyl-N,N'-diphenyl-1,1'-biphenyl-4,4'-diamine
  • N,N'-Diphenyl-N,N'-bis(3-methylphenyl)-[1,1'-biphenyl]-4,4'-diamine
  • N,N'-diphenyl-N,N'-di(3-methylphenyl)-4,4'-diaminobiphenyl
  • N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine [This reagent can be used without further purification for display device research, etc.]
  • N,N'-Bis(3-methylphenyl)-N,N'-diphenylbenzidine 4,4'-Bis[N-phenyl-N-(m-tolyl)amino]biphenyl
  • N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine, 99%, sublimed grade
  • N,N'-DIPHENYL-N,N'-DI(M-TOLYL)BENZIDINE
  • N,N'-BIS(3-METHYLPHENYL)-N,N'-DIPHENYLBENZIDINE
  • 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-&
  • 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
  • N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1，1'-Biphenyl]-4,4'-diamine, 。 n,n'-bis(3-methylphenyl)-n,n'-diphenyl-[1，1'-biphenyl]-4,4'-diamine 。 n,n'-bis(3-methylphenyl)-n,n'-diphenyl-benzidine, 。
  • N,N''-Bis-(3-methylphenyl)-N,N''-diphenyl-[1,1''-biphenyl]-4,4''-diamine
  • TPD
  • N,N'-BIS-(3-METHYLPHENYL)-N,N'-BI-(PHENYL)-BENZIDINE
  • N,N''-BI(3-METHYLPHENYL)-N,N''-BIS(PHENYL)BENZIDINE
  • N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine (purified by sublimation)
  • TPD-photoreceptor
  • N,N'-Diphenyl-N,N'-bis(3-methylphenyl)-4,4'-benzidine
  • N,N'-Diphenyl-N,N'-di(M-tolyl)benzidine, subliMed grade
  • N,N'-Bis(3-Methylphenyl)-N,N'-diphenylbenzidine 99%
  • N,N'-Di(3-methylphenyl)-N,N'-di(phenyl)benzidine
  • 4,4'-Bis[N-(3-methylphenyl)-N-phenylamino]biphenyl
  • N4,N4'-Diphenyl-N4,N4'-di-m-tolyl-biphenyl-4,4'-diamine
  • [1,1'-BIPHE
  • N,N'-Diphenyl-N,N'-di(3-methylphenyl)benzidine
  • N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine(purifiedbysublimation)&gt
  • N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine&gt
  • N,N'- diphenyl N,N'-(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine
  • )-N,N'-bis(phenyL
  • N,N'-Bis(3-methyL
  • TPD N,N'-Diphenyl-N,N'-di(3-tolyl)-4-benzidine
  • TPD - N,N′-Bis(3-methylphenyl)-N,N′-diphenylbenzidine
  • N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine (TPD)
  • 4,4'-bis(m-tolylphenylamino)biphenyl
  • N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine
  • N,N'-bis(3-Methylphenyl)-N,N'-diphenyl-benzidine
  • N4,N4'-Diphenyl-N4,N4'-di-m-tolyl-[1,1'-biphenyl]-4,4'-diamine
  • N,N'-diphenyl-N,N'-bis(3-methylphenyl)-(1,1'-diphenyl)-4,4'-diamine