4CzIPN

chemical structure of 4czipn
In stock (price excludes taxes)
Order Code: M2100A1
MSDS sheet

General Information

CAS number 1416881-52-1
Chemical formula C56H32N6
Molecular weight 788.89 g/mol
Absorption λmax 365 nm in acetonitrile
Fluorescene λem 551 nm in acetonitrile
HOMO/LUMO HOMO = 5.8 eV, LUMO = 3.4 eV [1]
Synonyms 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile
Classification / Family Carbazole, TADF green emitter materials, Phosphorescent organic light-emitting devices (PHOLEDs), Sublimed materials

Product Details

Purity Sublimed >99.5% (HPLC)
Melting point TGA: >300 °C (0.5% weight loss)
Appearance Orange-yellow powder/crystals

*Sublimation is a technique used to obtain ultra pure-grade chemicals. For more details about sublimation, please refer to the Sublimed Materials for OLED devices page.

 

chemical structure of 4CzIPN
Chemical Structure of 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN).

 

Applications

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.

Despite its low solubility in most of the aromatic solvents, 4CzIPN is also solution-processable in solvents such as dichloromethane or chloroform. This is due to the structure distortion of the carbazole units caused by steric hindrance.

Device structure                                       ITO (70 nm)/(4 wt% ReO 3 ):mCP (50 nm)/mCP (15 nm)/mCP:B3PyMPM:(5 wt% 4CzIPN) (30 nm)/B3PYMPM (20 nm)/(4 wt% Rb2CO3):B3PYMPM (35 nm)/Al (100 nm) [3]
Colour                                  Green green
Max. Current Efficiency      94.5 cd/A
Max. EQE 29.6%
Max. Power Efficiency 88.6 Im/W
Device structure                                       ITO (50 nm)/PEDOT:PSS (60 nm)/poly(9-vinylcarbazole) (15 nm)/SiCz:4CzIPN (30 nm)/TSPO1 (35 nm)/LiF (1 nm)/Al (200 nm) [4]
Colour                                  Green green
Max. EQE 26%
Max. Power Efficiency 63.4 Im/W
Device structure                                       ITO(130 nm)/TAPC (35 nm)/CBP (5 nm)/5 wt% 4CzIPN doped CBP (5 nm)/B4PyPPM (65 nm)/LiF (0.8 nm)/Al (100 nm) [5]
Colour                                  Green green
Max. Current Efficiency      83.2 cd/A
Max. EQE 25.7%
Max. Power Efficiency 106.9 Im/W

Literature and Reviews

  1. Promising operational stability of high-efficiency organic light-emitting diodes based on thermally activated delayed fluorescence, H. Nakanotani et al., Sci Rep., 3: 2127 (2013); doi: 10.1038/srep02127.
  2. Solvent Effect on Thermally Activated Delayed Fluorescence by 1,2,3,5-Tetrakis(carbazol-9-yl)-4,6-dicyanobenzene, R. Ishimatsu et al., J. Phys. Chem. A, 117, 5607−5612 (2013); DOI: 10.1021/jp404120s.
  3. A Fluorescent Organic Light-Emitting Diode with 30% External Quantum Efficiency, J-W. Sun et al., Adv. Mater., 26, 5684–5688 (2014); DOI: 10.1002/adma.201401407.
  4. High Efficiency in a Solution-Processed Thermally Activated Delayed-Fluorescence Device Using a Delayed-Fluorescence Emitting Material with Improved Solubility, Y-J. Cho et al., Adv. Mater., 26, 6642–6646 (2014); DOI: 10.1002/adma.201402188.
  5. High-Performance Green OLEDs Using Thermally Activated Delayed Fluorescence with a Power Effi ciency of over 100 lmW−1, Y. Seino et al; Adv. Mater., 28, 2638–2643 (2016); DOI: 10.1002/adma.201503782.
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