4CzIPN

Base Information

• Chemical Name: 4CzIPN
• CAS No.: 1416881-52-1
• Molecular Formula: C56H32N6
• Molecular Weight: 788.91
• Mol file: 1416881-52-1.mol

Synonyms:2,4,5,6-tetrakis(carbazol-9-yl)-1,3-dicyanobenzene;4CzIPN;(4r,6r)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile;2,4,5,6-Tetra-9H-carbazol-9-yl-1,3-benzenedicarbonitrile;2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile

Chemical Property of 4CzIPN

Chemical Property:

• PSA: 67.30000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 13.81840
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)

Purity/Quality:

99% ^*data from raw suppliers

2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Out of its three isomers, 4CzIPN has the highest photo-luminescence quantum efficiency (PLQY) of above 90%. This is due to the?wide dispersion the highest-occupied molecular orbital (HOMO) over the donor moieties. Relatively short excited-state lifetime of delayed emission was reported. Additionally, higher external quantum efficiency (EQE) was observed by using 4CzIPN as an emitter in TADF-OLED devices.
• Uses: 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile is an organic fluorescent dye.

Technology Process of 4CzIPN

There total 1 articles about 4CzIPN 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: 96.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + tetrafluoroisophthalonitrile (2377-81-3) → (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (1416881-52-1)

Guidance literature:

9H-carbazole; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.5h; Inert atmosphere;

tetrafluoroisophthalonitrile; In tetrahydrofuran; mineral oil; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201610108

Reference yield: 94.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 2,6-dimethylisonicotinonitrile (39965-81-6) + (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (1416881-52-1) → C20H27NO2

Guidance literature:

In dimethyl sulfoxide; at 25 ℃; for 24h; Inert atmosphere; Irradiation;

Reference yield: 78.0%

4-(methoxycarbonyl)cyclohexanecarboxylic acid (32529-79-6) + (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (1416881-52-1) → methyl 4-(2,3,4,6-tetra(9H-carbazol-9-yl)-5-cyanophenyl)cyclohexane-1-carboxylate

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.1c00836

upstream raw materials:

9H-carbazole

tetrafluoroisophthalonitrile

Downstream raw materials:

4-cyanophenylboronic acid pinacol ester

Refernces

• 1、 Ji, Meishan,Chang, Chenyang,Wu, Xinxin,Zhu, Chen. "Photocatalytic intermolecular carboarylation of alkenes by selective C-O bond cleavage of diarylethers". . p. 9240 - 9243. Retrieved 2021.
• 2、 Wang, Zhiwei,Liu, Qishun,Liu, Ruisheng,Ji, Zhongyin,Li, Yan,Zhao, Xiaohui,Wei, Wei. "Visible-light-initiated 4CzIPN catalyzed multi-component tandem reactions to assemble sulfonated quinoxalin-2(1H)-ones". supporting information. p. 1479 - 1482. Retrieved 2021/09/06.
• 3、 Carder, Hayden M.,Suh, Carolyn E.,Wendlandt, Alison E.. "A Unified Strategy to Access 2- And 4-Deoxygenated Sugars Enabled by Manganese-Promoted 1,2-Radical Migration". supporting information. p. 13798 - 13805. Retrieved 2021/09/07.