N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE

Base Information

• Chemical Name: N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE
• CAS No.: 122738-21-0
• Molecular Formula: C40H36N2O4
• Molecular Weight: 608.737
• Mol file: 122738-21-0.mol

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

Chemical Property of N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE

Chemical Property:

• Melting Point: 190.0 to 194.0 °C
• Boiling Point: 752.5 °C at 760 mmHg
• PKA: -1.27±0.60(Predicted)
• Flash Point: 188.6 °C
• PSA: 43.40000
• Density: 1.186g/cm³
• LogP: 10.32760
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

N,N,N',N'-Tetrakis(4-methoxyphenyl)benzidine >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: This materials is a popular air stable hole transport material for OPV devices. It is often doped to improve mobility and performance. IT also increases the brightness of OLED devices (upto 14300 cd/m2 at 13V).

Technology Process of N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE

There total 6 articles about N,N,N',N'-TETRAKIS(4-METHOXYPHENYL)-1,1'-BIPHENYL-4,4'-DIAMINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

1-bromo-4-methoxy-benzene (104-92-7) + p,p'-diaminobiphenyl (92-87-5) → N4,N4,N4',N4'-tetrakis(4-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine (122738-21-0,244260-36-4)

Guidance literature:

With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; sodium t-butanolate; at 110 ℃; for 12h; Inert atmosphere; Green chemistry;

DOI:10.1002/ejoc.201501616

Reference yield: 87.0%

N,N-bis(4-methoxyphenyl)aniline (20440-94-2) → N4,N4,N4',N4'-tetrakis(4-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine (122738-21-0,244260-36-4)

Guidance literature:

N,N-bis(4-methoxyphenyl)aniline; With copper(II) perchlorate; In acetonitrile; at 25 ℃; for 12h;

With potassium carbonate; In water; acetonitrile; at 25 ℃; for 0.5h; Further stages.;

DOI:10.1021/jo800349n

Reference yield: 80.0%

4-(4-bromophenyl)bromobenzene (92-86-4) + bis(4-methoxyphenyl)amine (101-70-2) → N4,N4,N4',N4'-tetrakis(4-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine (122738-21-0,244260-36-4)

Guidance literature:

With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate; In toluene; for 4h; Glovebox; Reflux;

DOI:10.1039/c8cc00224j

upstream raw materials:

para-iodoanisole

p,p'-diaminobiphenyl

N,N-bis(4-methoxyphenyl)aniline

4-(4-bromophenyl)bromobenzene

Downstream raw materials:

C₅₆H₈₄N₂O₈Si₈

C₆₄H₁₀₈N₂O₁₂Si₁₂

N,N,N',N',-tetra(4-hydroxyphenyl)-[1,1'-biphenyl]-4,4'-diamine

Refernces

• 1、 Wu, Jung-Tsu,Liou, Guey-Sheng. "A novel panchromatic shutter based on an ambipolar electrochromic system without supporting electrolyte". supporting information. p. 2619 - 2622. Retrieved 2018/03/21.
• 2、 Tao, Xiaochun,Li, Lei,Zhou, Yu,Qian, Xuanying,Zhao, Min,Cai, Liangzhen,Xie, Xiaomin. "PdCl2(Ph3P)2/Salicylaldimine Catalyzed Diarylation of Anilines with Unactivated Aryl Chlorides". . p. 1749 - 1754. Retrieved 2017/10/06.