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N,N'-Bis-(1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine, also known as NPB or NPD, is a light yellow to yellow powder with outstanding hole transport capability. It has been widely used in organic electronic devices such as OLEDs, polymer photovoltaics (OPV), and perovskite solar cells.

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  • 123847-85-8 Structure
  • Basic information

    1. Product Name: N,N'-Bis- (1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine
    2. Synonyms: N,N'-Bis- (1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine;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;N,N'-DI-[(1-NAPHTHALENYL)-N,N'-DIPHENYL]-1,1'-BIPHENYL)-4,4'-DIAMINE;NPB;NPD;ALPHA-NPB;ALPHA NAPHTHYLPHENYL BENZIDINE
    3. CAS NO:123847-85-8
    4. Molecular Formula: C44H32N2
    5. Molecular Weight: 588.74
    6. EINECS: 1312995-182-4
    7. Product Categories: electronic;oled materials;pharmacetical;Light yellow powder;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, pharmaceutical;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials
    8. Mol File: 123847-85-8.mol
  • Chemical Properties

    1. Melting Point: 279-283°C
    2. Boiling Point: 772.5 °C at 760 mmHg
    3. Flash Point: 340.8 °C
    4. Appearance: Pale yellow/Powder
    5. Density: 1.213 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: Inert atmosphere,Room Temperature
    8. Solubility: Chloroform (Heated), DMSO (Slightly, Heated, Sonicated), Ethyl Acetate (Slightly
    9. PKA: -0.08±0.50(Predicted)
    10. CAS DataBase Reference: N,N'-Bis- (1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine(CAS DataBase Reference)
    11. NIST Chemistry Reference: N,N'-Bis- (1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine(123847-85-8)
    12. EPA Substance Registry System: N,N'-Bis- (1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine(123847-85-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 123847-85-8(Hazardous Substances Data)

123847-85-8 Usage

Uses

Used in Organic Light Emitting Diode (OLED) Devices:
N,N'-Bis-(1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine is used as a hole transporting material in OLED devices for its exceptional ability to transport holes, which is crucial for the efficient operation of these devices.
Used in Polymer Photovoltaics (OPV):
In the OPV industry, N,N'-Bis-(1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine is used as a hole transporting material to improve the performance and efficiency of solar cells.
Used in Perovskite Solar Cells:
N,N'-Bis-(1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine is utilized as a hole transporting material in perovskite solar cells, contributing to their enhanced efficiency and performance.
NPB is considered one of the best materials within its competition and has become the most common-used material in OLEDs' application. This is attributed to its increased glass transition temperature (Tg) up to 95 °C, which enhances device morphology and is beneficial for device longevity.

Check Digit Verification of cas no

The CAS Registry Mumber 123847-85-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,3,8,4 and 7 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 123847-85:
(8*1)+(7*2)+(6*3)+(5*8)+(4*4)+(3*7)+(2*8)+(1*5)=138
138 % 10 = 8
So 123847-85-8 is a valid CAS Registry Number.

123847-85-8 Well-known Company Product Price

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  • Alfa Aesar

  • (H64502)  N,N'-Di(1-naphthyl)-N,N'-diphenylbenzidine, 98%   

  • 123847-85-8

  • 250mg

  • 352.0CNY

  • Detail
  • Alfa Aesar

  • (H64502)  N,N'-Di(1-naphthyl)-N,N'-diphenylbenzidine, 98%   

  • 123847-85-8

  • 1g

  • 937.0CNY

  • Detail
  • Alfa Aesar

  • (H64502)  N,N'-Di(1-naphthyl)-N,N'-diphenylbenzidine, 98%   

  • 123847-85-8

  • 5g

  • 3509.0CNY

  • Detail
  • Aldrich

  • (556696)  N,N′-Di(1-naphthyl)-N,N′-diphenyl-(1,1′-biphenyl)-4,4′-diamine  sublimed grade, 99%

  • 123847-85-8

  • 556696-500MG

  • 3,886.74CNY

  • Detail
  • Aldrich

  • (556696)  N,N′-Di(1-naphthyl)-N,N′-diphenyl-(1,1′-biphenyl)-4,4′-diamine  sublimed grade, 99%

  • 123847-85-8

  • 556696-1G

  • 5,514.21CNY

  • Detail

123847-85-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N4,N4'-Di(naphthalen-1-yl)-N4,N4'-diphenyl-[1,1'-biphenyl]-4,4'-diamine

1.2 Other means of identification

Product number -
Other names N,N'-Bis(naphthalen-1-yl)-N,N'-bis(phenyl)benzidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:123847-85-8 SDS

123847-85-8Relevant articles and documents

Palladium-catalyzed synthesis of triarylamines from aryl halides and diarylamines

Yamamoto, Toshihide,Nishiyama, Masakazu,Koie, Yasuyuki

, p. 2367 - 2370 (1998)

Various triarylamines can be readily prepared in excellent yields by palladium-catalyzed cross-coupling reaction of aryl halides and diarylamines. The amination reaction takes place rapidly by using the catalyst combination of Pd(OAc)2 and a bulky and electron-rich ligands, P(t-Bu)3.

Organic amorphous material N,N,N,N′-tetraaryl(Ar12Ar2 2)-1,1′-biphenyl-4,4′-diamine

Maiti,Wang,Cheng,Huang,Chao

, p. 1059 - 1064 (2001)

A series of N,N,N,N′-tetraaryl(Ar12Ar2 2)-1,1′-biphenyl-4,4′-diamine were synthesized by the Pd(0) catalyzed C-N bond formation methodology. The physical properties, including glass transition temperature (Tg), melting point (Mp) and oxidation potential were measured. For Ar1 = 2-naphthyl and Ar2 = 3-toly (4f) and Ar2 = 3-ethylphenyl(4h), the DSC charts indicate that they have Tg, but no observable Mp. These two compounds are amorphous in solid state. The X-ray powder diffraction pattern of 4f further confirmed that it is truly amorphous throughout the temperature range in which it is solid. Therefore, we have demonstrated that a low molecular weight organic solid can be amorphous. This is an important aspect in the preparation of morphologically stable amorphous thin film. Other compounds with Ar1 = Ph, 1-naphthyl while Ar2 = 3-toly or 3-ethylphenyl are normal compounds with both Tg and Mp when prepared in their glassy state by rapid cooling of their melt. The oxidation potentials for compounds with Ar1 = 1-naphthyl and 2-naphthyl and identical Ar2 are exactly the same. The molecular structural features must be important factors for an organic solid to be in the amorphous state.

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF

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Paragraph 0335-0337, (2020/05/30)

The present invention relates to a novel compound, an organic electric element using the same, and an electronic device thereof. According to the present invention, a luminous efficiency, a color purity and a lifespan of the element can be improved and a driving voltage can be lowered. The organic electric element comprises: an anode; a cathode; and an organic material layer formed between the anode and the cathode.

ORGANIC MIXTURE, COMPOSITION, AND ORGANIC ELECTRONIC COMPONENT

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Paragraph 0208-0209, (2020/01/03)

Disclosed in the present application is an organic mixture. The organic mixture comprises two organic compounds H1 and H2. The organic compound H1 has electron transmission performance, and the organic compound H1 satisfies: Δ((LUMO+1)?LUMO)≥0.1 eV, and min((LUMO(H1)?HOMO(H2), LUMO(H2)?HOMO(H1))≤min(ET(H1), ET(H2)). The organic compound H1 and the organic compound H2 are easy to form exciplexes and have balanced electron transmission properties, the organic compound Hi has high stability of electron transmission, and accordingly the efficiency and the service life of related electronic components can be effectively improved, and a feasible solution for improving overall performance of the electronic components is provided.

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING SAME, AND ELECTRONIC DEVICE COMPRISING SAME

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Paragraph 0125; 0167-0168, (2019/08/20)

The present invention provides a novel compound capable of improving the luminous efficiency, stability and life of an element, an organic electronic element using the same, and an electronic device comprising same.

Compound, organic electric element using the same, and an electronic device thereof

-

Page/Page column 242; 243; 277; 280, (2018/08/07)

A compound represented by Formula 1. An organic electric element includes a first electrode, a second electrode, and an organic material layer including the compound of Formula 1. The organic material layer include a light emitting layer, a hole transport layer including a compound represented by Formula 2, and an emission-auxiliary layer including the compound represented by Formula 1. When the organic electric element includes the compound in the organic material layer, luminous efficiency, color purity, and life span can be improved.

Metal-Free Oxidative C-C Coupling of Arylamines Using a Quinone-Based Organic Oxidant

Maddala, Sudhakar,Mallick, Sudesh,Venkatakrishnan, Parthasarathy

, p. 8958 - 8972 (2017/09/11)

A variety of arylamines are shown to undergo oxidative C-C bond formation using quinone-based chloranil/H+ reagent as the recyclable organic (metal-free) oxidant system to afford benzidines/naphthidines. Arylamines (3°/2°) designed with various substituents were employed to understand the steric as well as electronic preferences of oxidative dimerization, and a mechanism involving amine radical cation has been proposed. The tetraphenylbenzidine derivative obtained via oxidative C-C coupling has been further converted to blue-emissive hole-transporting material via a simple chemical transformation. This study highlights the preparation of novel HTMs in a simple, economic, and efficient manner.

Substituted carbazoles as hole transport materials for organic electroluminescence devices and organic electroluminescence devices comprising the same

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Paragraph 0047-0049; 0050, (2016/04/20)

A hole transport material for an organic electroluminescence (EL) device, and an EL device including the same, the hole transport material being represented by Formula 1, below:

MONOAMINE MATERIAL FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME

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Paragraph 0075; 0077, (2017/01/12)

A compound for an organic electroluminescence device and an organic electroluminescence device, the compound being represented by the following Chemical Formula 1:

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

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Paragraph 0405-0407, (2016/10/17)

Provided in the present invention are: a novel compound, capable of improving lifespan, stability, and light emitting efficiency of an element; an organic electrical element using the same; and an electronic device thereof. The compound is represented by chemical formula (1).COPYRIGHT KIPO 2016

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