N1-Phenyl-N4,N4-bis(4-(phenyl(m-tolyl)amino)phenyl)-N1-(m-tolyl)benzene-1,4-diamine

Base Information

• Chemical Name: N1-Phenyl-N4,N4-bis(4-(phenyl(m-tolyl)amino)phenyl)-N1-(m-tolyl)benzene-1,4-diamine
• CAS No.: 124729-98-2
• Molecular Formula: C57H48N4
• Molecular Weight: 789.035
• Hs Code.: 29214200
• DSSTox Substance ID: DTXSID40453692
• Nikkaji Number: J764.036F
• Wikidata: Q72515271
• Mol file: 124729-98-2.mol

Synonyms:124729-98-2;N1-Phenyl-N4,N4-bis(4-(phenyl(m-tolyl)amino)phenyl)-N1-(m-tolyl)benzene-1,4-diamine;m-MTDATA;4,4',4''-Tris(N-3-methylphenyl-N-phenylamino)triphenylamine;4,4',4''-Tris[phenyl(m-tolyl)amino]triphenylamine;4-N-(3-methylphenyl)-1-N,1-N-bis[4-(N-(3-methylphenyl)anilino)phenyl]-4-N-phenylbenzene-1,4-diamine;N1-Phenyl-N4,N4-bis(4-(phenyl(m-tolyl)amino)-phenyl)-N1-(m-tolyl)benzene-1,4-diamine;4,4',4-Tris(N-3-methylphenyl-N-phenylamino)triphenylamine[m-MTDATA];C57H48N4;SCHEMBL26563;DTXSID40453692;ZEA72998;MFCD00799401;AKOS005145697;AS-39322;FT-0658324;T2251;4,4,4-Tris[phenyl(m-tolyl)amino]triphenylamine;A805285;4,4',4"-Tris(N-3-methylphenyl-N-phenyl-amino)-;44'4''-Tris(N-3-methylphenyl-N-phenylamino)triphenylamine;4,4',4''-tris(n-3-methylphenyl-n-phenyl-amino)triphenylamine;4,4',4''-Tris[phenyl(m-tolyl)amino]triphenylamine, 98.0%;4,4',4'-Tris(N-3-methylphenyl-N-phenyl-amino)-triphenylamine;(4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]-triphenylamine);4,4,4-Tris(N-3-methylphenyl-N-phenylamino)triphenylamine[m-MTDATA];4,4',4''-Tris(N-3-methylphenyl-N-phenylamino)triphenylamine, 99.00%;N~1~-(3-Methylphenyl)-N~4~,N~4~-bis{4-[(3-methylphenyl)(phenyl)amino]phenyl}-N~1~-phenylbenzene-1,4-diamine

Chemical Property of N1-Phenyl-N4,N4-bis(4-(phenyl(m-tolyl)amino)phenyl)-N1-(m-tolyl)benzene-1,4-diamine

Chemical Property:

• Melting Point: 203-207 °C
• PKA: -1.07±0.60(Predicted)
• PSA: 12.96000
• Density: 1.199 g/cm³
• LogP: 16.49100
• Storage Temp.: 2-8°C
• XLogP3: 16
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 788.38789755
• Heavy Atom Count: 61
• Complexity: 1090

Purity/Quality:

99% ^*data from raw suppliers

4,4',4''-Tris[phenyl(m-tolyl)amino]triphenylamine >98.0%(N) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)N(C2=CC=CC=C2)C3=CC=C(C=C3)N(C4=CC=C(C=C4)N(C5=CC=CC=C5)C6=CC=CC(=C6)C)C7=CC=C(C=C7)N(C8=CC=CC=C8)C9=CC=CC(=C9)C
• Description: With its very low solid-state ionisation potential and good-quality amorphous film, 4,4',4''-Tris[phenyl(m-tolyl)amino]triphenylamine, m-MTDATA acts as an effective material for the hole-injection buffer layer (HIL) that facilitates hole injection from the ITO electrode to the hole transporting layer (HTL). This potentially lowers the driving voltage of the OLED devices.
• Uses: Hole-transporting layer and Hole Injection layer material for High-Performance OLEDs.

Technology Process of N1-Phenyl-N4,N4-bis(4-(phenyl(m-tolyl)amino)phenyl)-N1-(m-tolyl)benzene-1,4-diamine

There total 4 articles about N1-Phenyl-N4,N4-bis(4-(phenyl(m-tolyl)amino)phenyl)-N1-(m-tolyl)benzene-1,4-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: 92.0%

3-Methyldiphenylamine (1205-64-7) + tri(p-bromophenyl)amine (4316-58-9) → 4,4′,4″-tris[3-methylphenyl(phenyl)amino]triphenylamine (124729-98-2)

Guidance literature:

With palladium diacetate; tri-tert-butyl phosphine; sodium t-butanolate; In o-xylene; at 120 ℃; for 3h;

DOI:10.1016/S0040-4039(98)00202-0

Reference yield: 86.2%

3-Methyldiphenylamine (1205-64-7) + tris(4-iodophenyl)amine (4181-20-8) → 4,4′,4″-tris[3-methylphenyl(phenyl)amino]triphenylamine (124729-98-2)

Guidance literature:

With potassium hydroxide; 2,5-Dihydroxy-5-methyl-3-morpholin-4-yl-cyclopent-2-enone; copper(I) bromide; In Terpinolene; at 115 - 125 ℃; for 6h; Product distribution / selectivity;

Reference yield:

N,N-diphenylaminobenzene (603-34-9) → 4,4′,4″-tris[3-methylphenyl(phenyl)amino]triphenylamine (124729-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / mercuric oxide; I₂ / ethanol / 4 h / 78 °C

2: 75 percent / Cu; K₂CO₃ / decane / 24 h / 173 °C

With iodine; copper; potassium carbonate; mercury(II) oxide; In decane; ethanol;

DOI:10.1039/b106273p

upstream raw materials:

3-Methyldiphenylamine

tris(4-iodophenyl)amine

tri(p-bromophenyl)amine

N,N-diphenylaminobenzene

Downstream raw materials:

C₅₈H₅₀N₄O

C₅₈H₄₈N₄O

Refernces

• 1、 -. "Process for producing arylamine". Page/Page column 17. . Retrieved 2008/06/13.
• 2、 Plater,Jackson. "Polyaromatic amines. Part 2. Synthesis of 4,4′,4″-tris(N-aryl-N-phenylamino)triphenylamine, N,N-bis[4-(N-aryl-N-phenylamino)-phenyl]tolylamine and N,N,N′,N′-tetraaryl-o-phenylenediamine derivatives". . p. 2548 - 2552. Retrieved 2007/10/03.