1416881-53-2

Basic information

• Product Name: 2,3,5,6-tetrakis(carbazol-9-yl)-1,4-dicyanobenzene
• Synonyms: 2,3,5,6-tetrakis(carbazol-9-yl)-1,4-dicyanobenzene;4CzTPN;2,3,5,6-Tetra-9H-carbazol-9-yl-1,4-benzenedicarbonitrile;2,3,5,6-tetra(9H-carbazol-9-yl)terephthalonitrile
• CAS NO: 1416881-53-2
• Molecular Formula: C₅₆H₃₂N₆
• Molecular Weight: 788.89348
• EINECS: -0
• Product Categories: TADF
• Mol File: 1416881-53-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2,3,5,6-tetrakis(carbazol-9-yl)-1,4-dicyanobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-tetrakis(carbazol-9-yl)-1,4-dicyanobenzene(1416881-53-2)
• EPA Substance Registry System: 2,3,5,6-tetrakis(carbazol-9-yl)-1,4-dicyanobenzene(1416881-53-2)

Safety Data

• Hazardous Substances Data: 1416881-53-2(Hazardous Substances Data)

Usage

Description

4CzTPN, namely?2,3,5,6-tetrakis(carbazol-9-yl)-1,4-dicyanobenzene, is one of the three isomers of 4CzPN and 4CzIPN.

Upstream product

• 1835-49-0 tetrafluoroterephthalonitrile 
• 86-74-8 9H-carbazole 

Relevant articles and documents

Experimentally Observed Reverse Intersystem Crossing-Boosted Lasing

Thermally activated delayed-fluorescent (TADF) materials are anticipated to overcome triplet-related losses towards electrically driven organic lasers. Thus far, contributions from triplets to lasing have not yet been experimentally demonstrated owing to the limited knowledge about the excited-state processes. Herein, we experimentally achieve reverse intersystem crossing (RISC)-boosted lasing in organic microspheres with uniformly dispersed TADF emitters. In these materials, triplets are continuously converted to radiative singlets through RISC, giving rise to reduced losses in stimulated emission. The involvement of regenerated singlets in population inversion results in a thermally activated lasing; that is, the lasing intensity increases with increasing temperature, accompanied by accelerated depletion of the excited-state population. Benefiting from the suppression of triplet accumulations by RISC processes, a high-repetition-rate microlaser was achieved.

4CzIPN-tBu-Catalyzed Proton-Coupled Electron Transfer for Photosynthesis of Phosphorylated N-Heteroaromatics

2,4,5,6-Tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl)isophthalonitrile (4CzIPN-tBu) was developed as a photocatalyst for the phosphorus-radical-initiated cascade cyclization reaction of isocyanides. By using 4CzIPN-tBu as catalyst, we developed a visible-light-induced proton-coupled electron transfer strategy for the generation of phosphorus-centered radicals, via which a wide range of phosphorylated phenanthridines, quinolines, and benzothiazoles were successfully constructed.

Organophotoredox assisted cyanation of bromoarenes: via silyl-radical-mediated bromine abstraction

The insertion of a nitrile (-CN) group into arenes through the direct functionalization of the C(sp2)-Br bond is a challenging reaction. Herein, we report an organophotoredox method for the cyanation of aryl bromides using the organic photoredox catalyst 4CzIPN and tosyl cyanide (TsCN) as the nitrile source. A photogenerated silyl radical, via a single electron transfer (SET) mechanism, was employed to abstract bromine from aryl bromide to provide an aryl radical, which was concomitantly intercepted by TsCN to afford the aromatic nitrile. A range of substrates containing electron-donating and -withdrawing groups was demonstrated to undergo cyanation at room temperature in good yields.