1,3,5-Tri(9-carbazolyl)benzene

Base Information

• Chemical Name: 1,3,5-Tri(9-carbazolyl)benzene
• CAS No.: 148044-07-9
• Molecular Formula: C42H27N3
• Molecular Weight: 573.68
• Hs Code.: 29339900
• Mol file: 148044-07-9.mol

Synonyms:1,3,5-Tri(9H-carbazol-9-yl)benzene;

Chemical Property of 1,3,5-Tri(9-carbazolyl)benzene

Chemical Property:

• Melting Point: 325-330°C
• Refractive Index: 1.735
• PSA: 14.79000
• Density: 1.262 g/cm³
• LogP: 10.97790
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Tetrahydrofuran

Purity/Quality:

99% ^*data from raw suppliers

1,3,5-Tri(9h-Carbazol-9-Yl)benzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Description: With three carbazole units attached to the benzene ring, 1,3,5-tris(carbazol-9-yl)benzene?(tCP) is electron-rich and an excellent hole-transporting layer (HTL) material. It is mainly used as a phosphorescent host material for light-emitting diodes.
• Uses: 1,3,5-Tri(9-carbazolyl)benzene is an advanced host material for phosphorescent guest-host systems; such as used in Organic Light Emitting Diode devices This material is an advanced host material for phosphorescent guest-host systems; such as used in Organic Light Emitting Diode devices.

Technology Process of 1,3,5-Tri(9-carbazolyl)benzene

There total 4 articles about 1,3,5-Tri(9-carbazolyl)benzene 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: 95.0%

1,3,5-trisbromobenzene (626-39-1) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 1,3,5-tri(9H-carbazol-9-yl)benzene (148044-07-9)

Guidance literature:

9H-carbazole; With methylmagnesium chloride; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; at 5 - 20 ℃; for 0.166667h; Inert atmosphere;

1,3,5-trisbromobenzene; With PdCl(π-allyl)(cyclohexyl-(1-methyl-2,2-diphenylcyclopropylphophine)); In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; at 108 - 112 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/adsc.201500301

Reference yield: 94.6%

1,3,5-trichlorobenzene (108-70-3,63697-19-8) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 1,3,5-tri(9H-carbazol-9-yl)benzene (148044-07-9)

Guidance literature:

With ?di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; bis(η3-allyl-μ-chloropalladium(II)); methylmagnesium chloride; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; at 5 ℃; Inert atmosphere; Reflux;

Reference yield: 92.0%

1,3,5-triaminobenzene (108-72-5) + 2,2'-Dichlorobiphenyl (13029-08-8) → 1,3,5-tri(9H-carbazol-9-yl)benzene (148044-07-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₃₃H₄₈N₇P; sodium t-butanolate; In toluene; at 80 ℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/ejoc.201403428

upstream raw materials:

1,3,5-trichlorobenzene

9H-carbazole

1,3,5-trisbromobenzene

1,3,5-triaminobenzene

Refernces

• 1、 Luo, Jian,Lu, Jingzhi,Zhang, Jian. "Carbazole-triazine based donor-acceptor porous organic frameworks for efficient visible-light photocatalytic aerobic oxidation reactions". supporting information. p. 15154 - 15161. Retrieved 2018/08/17.
• 2、 Kim, So Han,Kim, Min,Verkade, John G.,Kim, Youngjo. "A tuned bicyclic proazaphosphatrane for catalytically enhanced n-arylation reactions with aryl chlorides". . p. 1954 - 1960. Retrieved 2015/03/18.