122738-21-0

Basic information

• Product Name: N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE
• Synonyms: N4,N4,N4',N4'-Tetrakis(4-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine;N,N,N',N'-TETRAKIS(4;MeO-TPD,N4,N4,N4',N4'-Tetrakis(4-Methoxyphenyl)-[1,1'-biphenyl]-;N,N,Nμ,Nμ-Tetrakis(4-Methoxyphenyl)benzidine;N,N,N',N'-Tetrakis(4-methoxyphenyl)benzidine 98%;N′N,N,N′-Tetrakis(4-methoxyphenyl)benzidine
• CAS NO: 122738-21-0
• Molecular Formula: C₄₀H₃₆N₂O₄
• Molecular Weight: 608.72
• Mol File: 122738-21-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 190.0 to 194.0 °C
• Boiling Point: 752.5 °C at 760 mmHg
• Flash Point: 188.6 °C
• Appearance: /
• Density: 1.186
• Storage Temp.: 2-8°C
• PKA: -1.27±0.60(Predicted)
• CAS DataBase Reference: N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE(122738-21-0)
• EPA Substance Registry System: N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE(122738-21-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 122738-21-0(Hazardous Substances Data)

Usage

Description

N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE is a chemical compound known for its stability and high performance in the field of organic electronics. It is characterized by its ability to enhance the mobility and performance of devices when doped, as well as its contribution to increased brightness in OLED devices.

Uses

Used in Organic Photovoltaic (OPV) Devices:
N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE is used as a hole transport material for OPV devices to improve their overall performance and efficiency. Its air stability and ability to enhance mobility make it a popular choice in this application.
Used in Organic Light-Emitting Diode (OLED) Devices:
In the OLED industry, N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE is used to increase the brightness of the devices, with reported improvements of up to 14300 cd/m2 at 13V. This enhancement in brightness is crucial for the development of high-quality display technologies and energy-efficient lighting solutions.

Upstream product

• 623-12-1 4-chloromethoxybenzene 
• 75752-15-7 4,4'-diaminobiphenyl hydrochloride 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 92-87-5 p,p'-diaminobiphenyl 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 101-70-2 bis(4-methoxyphenyl)amine 
• 20440-94-2 N,N-bis(4-methoxyphenyl)aniline 
• 696-62-8 para-iodoanisole 

Downstream Products

• 1357929-94-2 C₅₆H₈₄N₂O₈Si₈ 
• 1357929-96-4 C₆₄H₁₀₈N₂O₁₂Si₁₂ 
• 211125-43-8 N,N,N',N',-tetra(4-hydroxyphenyl)-[1,1'-biphenyl]-4,4'-diamine 

Relevant articles and documents

Ullmann reaction in tetraethyl orthosilicate: A novel synthesis of triarylamines and diaryl ethers

A novel synthesis of triarylamines and diaryl ethers is reported; a feature of this process is the ligand-free copper-catalysed C-N and C-O bond formation in tetraethyl orthosilicate. The Royal Society of Chemistry.

PdCl2(Ph3P)2/Salicylaldimine Catalyzed Diarylation of Anilines with Unactivated Aryl Chlorides

Triphenylphosphine and salicylaldimine could be used as a mixed ligand system to obtain a high catalytic activity for palladium catalyzed diarylation of primary anilines with unactivated aryl chlorides by the synergistic effect of ligands. The activity and selectivity of the catalytic system could be improved by modifying the structure of salicylaldimine. In refluxing o-xylene, PdCl2(Ph3P)2 with 2,5-ditrifluoromethyl N-phenylsalicylaldimine as a coligand shows high efficiency for the diarylation of various anilines. The catalytic system shows good toleration for the steric hindrance of the substrates. The facile catalytic system works as well on the multiple arylation of 1,1′-biphenyl- 4,4′-diamine with aryl chlorides to afford N,N,N′,N′-tetraaryl-1,1′-biphenyl-4,4′-diamines which are important intermediates of organic light emitting diode (OLED) hole transport materials.

Solvent-Free Buchwald-Hartwig (Hetero)arylation of Anilines, Diarylamines, and Dialkylamines Mediated by Expanded-Ring N-Heterocyclic Carbene Palladium Complexes

A highly efficient solvent-free protocol for the Buchwald-Hartwig (hetero)arylation of anilines, diarylamines, and dialkylamines mediated by the expanded-ring N-heterocyclic carbene palladium complex (THP-Dipp)Pd(cinn)Cl [THP-Dipp = 1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene; cinn = cinnamyl, 3-phenylallyl] was developed. The catalytic protocol was efficient for the coupling of amines and (hetero)aryl chlorides and bromides bearing donor, acceptor, and bulky substituents.