1416881-52-1

Basic information

• Product Name: 4CzIPN
• Synonyms: 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;2,4,5,6-tetrakis(carbazol-9-yl)-1,3-dicyanobenzene;1,2,3,5-Tetrakis(carbazol-9-yl)-4,6-dicyanobenzene;1,3-Benzenedicarbonitrile, 2,4,5,6-tetra-9H-carbazol-9-yl-
• CAS NO: 1416881-52-1
• Molecular Formula: C₅₆H₃₂N₆
• Molecular Weight: 788.89348
• EINECS: -0
• Product Categories: OLED materrials;TADF
• Mol File: 1416881-52-1.mol
• Article Data: 42

Chemical Properties

• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• Storage Temp.: Amber Vial, Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• Stability: Light Sensitive
• CAS DataBase Reference: 4CzIPN(CAS DataBase Reference)
• NIST Chemistry Reference: 4CzIPN(1416881-52-1)
• EPA Substance Registry System: 4CzIPN(1416881-52-1)

Safety Data

• Hazardous Substances Data: 1416881-52-1(Hazardous Substances Data)

Usage

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.

Upstream product

• 86-74-8 9H-carbazole 
• 2377-81-3 tetrafluoroisophthalonitrile 

Downstream Products

• 171364-82-2 4-cyanophenylboronic acid pinacol ester 

Relevant articles and documents

Luminescent solar concentrators based on thermally activated delayed fluorescence dyes

Thermally activated delayed fluorescence (TADF) dyes are third-generation light emitting materials. With impressive photophysical properties, TADF dyes are now widely recognized as successful emitters in organic light emitting diodes (OLEDs). However, their use in photovoltaic applications has not been realized. In this study, we for the first time present a TADF dye based luminescent solar concentrator device for efficient sunlight harvesting. We synthesized two carbazole dicyanobenzene (CDCB) derivative dyes and employed them in a bulk LSC device. Due to the charge transfer characteristics and twisted structures, TADF dyes help to achieve reduced reabsorption losses in the LSC. The photovoltaic measurements showed that the optical conversion efficiency (ηopt) and power conversion efficiency (ηPCE) of the champion device are 10.4% and 2.2%, respectively. Additionally, the superior resistance against photodegradation of TADF dyes facilitates their long-term use in LSCs. The results demonstrate that TADF dye-based LSCs provide a promising route for high-efficiency and low-cost solar energy generation.

Development of Thermally Activated Delayed Fluorescence Materials with Shortened Emissive Lifetimes

We have prepared a thermally activated delayed fluorescence (TADF) capable molecular system carrying halogen substituents at the carbazole units. The attachment of the halogen atoms considerably decreases the half-life of the delayed fluorescence. The effect is significant. The heavier the halogen, the greater the effect. Our materials have the shortest reported emissive lifetimes for TADF achieved to date. Intersystem crossing (ISC) is improved through the heavy atom effect, yet high quantum yields are achieved both in solution as well as in thin doped films. The simple and efficient synthesis of our targets uses inexpensive and easily obtained starting materials.

Solvent-Minimized Synthesis of 4CzIPN and Related Organic Fluorophores via Ball Milling

The mechanochemical synthesis of 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile and related organic fluorophores/photocatalysts via a solvent-minimized four-fold SNAr pathway is herein described. Employing sodium tert-butoxide as base, and negating the need for any air/moisture-sensitive reaction set-ups, a selection of organic dyes was synthesized in just 1 h using this ball-milling technique. Furthermore, the transformation was then showcased on a multigram scale.

SELECTIVE VALORIZATION OF BIOMASS SUGARS

Disclosed are methods of forming an epimer or a dehydrated isomer of a pyranose monosaccharide or a pyranose saccharide residue in an oligosaccharide or a glycoside.