1 3 5-TRIS(DIPHENYLAMINO)BENZENE 97

Base Information

• Chemical Name: 1 3 5-TRIS(DIPHENYLAMINO)BENZENE 97
• CAS No.: 126717-23-5
• Molecular Formula: C42H33 N3
• Molecular Weight: 579.744
• DSSTox Substance ID: DTXSID30566826
• Nikkaji Number: J787.986E
• Wikidata: Q72515110
• Mol file: 126717-23-5.mol

Synonyms:1,3,5-Benzenetriamine,N,N,N',N',N'',N''-hexaphenyl- (9CI); 1,3,5-Tris(diphenylamino)benzene;p-DPA-TDAB

Chemical Property of 1 3 5-TRIS(DIPHENYLAMINO)BENZENE 97

Chemical Property:

• Melting Point: 252-256 °C
• Boiling Point: 722.2±55.0 °C(Predicted)
• PKA: -2.56±0.50(Predicted)
• Density: 1.200
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 11.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 579.267448065
• Heavy Atom Count: 45
• Complexity: 648

Purity/Quality:

98% ^*data from raw suppliers

1,3,5-Tris ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC(=CC(=C3)N(C4=CC=CC=C4)C5=CC=CC=C5)N(C6=CC=CC=C6)C7=CC=CC=C7
• Uses: Hole transport material employed in electroluminescent devices. The radical cation is used in molecular magnetics.

Technology Process of 1 3 5-TRIS(DIPHENYLAMINO)BENZENE 97

There total 7 articles about 1 3 5-TRIS(DIPHENYLAMINO)BENZENE 97 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: 86.0%

1,3,5-trisbromobenzene (626-39-1) + diphenylamine (122-39-4) → N1,N1,N3,N3,N5,N5-hexaphenyl-1,3,5-benzenetriamine (126717-23-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; In toluene; at 120 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.orgel.2021.106275

Reference yield: 68.0%

iodobenzene (591-50-4) + N1,N3,N5-triphenylbenzene-1,3,5-triamine (102664-66-4) → N1,N1,N3,N3,N5,N5-hexaphenyl-1,3,5-benzenetriamine (126717-23-5)

Guidance literature:

With potassium hydroxide; copper; In decane; for 24h; Heating;

DOI:10.1039/b002928i

Reference yield: 26.0%

1,3,5-Triiodobenzene (626-44-8) + diphenylamine (122-39-4) → N1,N1,N3,N3,N5,N5-hexaphenyl-1,3,5-benzenetriamine (126717-23-5)

Guidance literature:

With potassium hydroxide; copper; In decalin; at 170 ℃; for 10h;

upstream raw materials:

iodobenzene

N¹,N³,N⁵-triphenylbenzene-1,3,5-triamine

1,3,5-trisbromobenzene

diphenylamine

Refernces

• 1、 Di, Kaiyuan,Duan, Yalei,Guo, Runda,Wang, Lei,Wang, Yaxiong,Ye, Shaofeng,Zhang, Weizhuo,Zhuang, Shaoqing. "A periphery cladding strategy to improve the performance of narrowband emitters, achieving deep-blue OLEDs with CIEy < 0.08 and external quantum efficiency approaching 20%". . . Retrieved 2021.
• 2、 Ishikawa, Wataru,Inada, Hiroshi,Nakano, Hideyuki,Shirota, Yasuhiko. "Methyl-substituted Derivatives of 1,3,5-Tris(diphenylamino)benzene as a Novel Class of Amorphous Molecular Materials". . p. 1731 - 1734. Retrieved 1991.
• 3、 Hirai, Yoshinori,Uozumi, Yasuhiro. "Heterogeneous aromatic amination of aryl halides with arylamines in water with PS-PEG resin-supported palladium complexes". supporting information; experimental part. p. 1788 - 1795. Retrieved 2011/04/16.