CAS Number 1416881-52-1
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4CzIPN, highest PLQY compared to its isomers
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4CzIPN, 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 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.
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.
- 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.
- 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.
- 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.
- 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.
|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 |
|Classification / Family||Carbazole, TADF green emitter materials, Phosphorescent organic light-emitting devices (PHOLEDs), Photocatalyst, Sublimed materials|
|Purity||Unsublimed >98% (1H NMR); Sublimed >99.0% (HPLC)|
|Melting Point||TGA: >300 °C (0.5% weight loss)|
Sublimation is a technique used to obtain ultra pure-grade chemicals, see sublimed materials.
|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) |
|Max. Current Efficiency||94.5 cd/A|
|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) |
|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) |
|Max. Current Efficiency||83.2 cd/A|
|Max. Power Efficiency||106.9 Im/W|
|Sublimed (>99.0% purity)||M2100A1||100 mg||£240|
|Sublimed (>99.0% purity)||M2100A1||250 mg||£480|
|Sublimed (>99.0% purity)||M2100A1||500 mg||£760|
|Sublimed (>99.0% purity)||M2100A1||1 g||£1200|
|Unsublimed (>98.0% purity)||M2100B1||250 mg||£230|
|Unsublimed (>98.0% purity)||M2100B1||500 mg||£370|
|Unsublimed (>98.0% purity)||M2100B1||1 g||£580|
To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.