4CzIPN
CAS Number 1416881-52-1
Dopant Materials, Green Dopant Materials, High Purity Sublimed Materials, Materials, OLED Materials, Semiconducting Molecules,
4CzIPN, highest PLQY compared to its isomers
Available online in sensible quantities for priority dispatch
Product Information | MSDS | Literature
4CzIPN (CAS number 1416881-52-1), namely 1,2,3,5-Tetrakis(carbazol-9-yl)-4,6-dicyanobenzene, has a fully substituted benzene ring with two cyano groups as electron accepting units at meta-positions to each other and four carbazolyl groups as electron donating units. It is a powerful metal-free organophotocatalyst and also a typical donor–acceptor fluorophore.
4CzIPN from Ossila was used in the high-impact paper (IF 15.72), A comprehensive picture of roughness evolution in organic crystalline growth: the role of molecular aspect ratio, J. Dull et al., Mater. Horiz., 9, 2752 (2022); DOI: 10.1039/d2mh00854h.
Out of its three isomers, 4CzIPN has the highest photoluminescence quantum yield (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.
General Information
| CAS Number | 1416881-52-1 |
|---|---|
| Full Name | 1,2,3,5-Tetrakis(carbazol-9-yl)-4,6-dicyanobenzene |
| Chemical Formula | C56H32N6 |
| Molecular Weight | 788.89 g/mol |
| Absorption* | λmax 365 nm in acetonitrile |
| Fluorescence | 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), Photocatalyst, Sublimed materials |
* Measurable with the Ossila USB Spectrometer
Product Details
| Purity | Unsublimed >98% (1H NMR); Sublimed >99.0% (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, see sublimed materials.
Chemical Structure
Device Structure(s)
| 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 |
| 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 |
| 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 |
| Max. Current Efficiency | 83.2 cd/A |
| Max. EQE | 25.7% |
| Max. Power Efficiency | 106.9 Im/W |
MSDS Documentation
4CzIPN MSDS SheetPricing Table
| Grade | Order Code | Quantity | Price |
|---|---|---|---|
| Sublimed (>99.0% purity) | M2100A1 | 100 mg | $312 |
| Sublimed (>99.0% purity) | M2100A1 | 250 mg | $624 |
| Sublimed (>99.0% purity) | M2100A1 | 500 mg | $988 |
| Sublimed (>99.0% purity) | M2100A1 | 1 g | $1,560 |
| Unsublimed (>98.0% purity) | M2100B1 | 250 mg | $299 |
| Unsublimed (>98.0% purity) | M2100B1 | 500 mg | $481 |
| Unsublimed (>98.0% purity) | M2100B1 | 1 g | $754 |
Literature and Reviews
- A comprehensive picture of roughness evolution in organic crystalline growth: the role of molecular aspect ratio, J. Dull et al., Mater. Horiz., 9, 2752 (2022); DOI: 10.1039/d2mh00854h.
- Recent advances of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) in photocatalytic transformations, T. Shang et al., Chem. Commun., 55, 5408-5419 (2019); DOI: 10.1039/C9CC01047E.
- 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.