4CzIPN-tBu
CAS Number 1630263-99-8
Dopant Materials, Materials, Semiconducting Molecules, TADF Materials
A TADF yellow emitter, assistant host and photocatalyst
Used as an assistant dopant for highly efficient hyperfluorescent or as solo emitter for TADF devices.
Specifications | Pricing and Options | MSDS | Literature and Reviews
4CzIPN-tBu (CAS number 1630263-99-8), also known as 2,4,5,6-tetrakis(3,6-di-tert-butylcarbazol-9-yl)-1,3-dicyanobenzene, a donor-acceptor type molecule composed of dicyanobenzene and tert-butyl-substituted carbazolyl groups around the benzene ring.
4CzIPN-tBu is slightly red-shifted in absorption while comparing to that of 4CzIPN as the eight tert-butyl groups improve the donor strength of the carbazole units thus altering the donor–acceptor interaction. Also, due to the bulkier peripheral tert-butyl groups increasing steric effects, 4CzIPN-tBu experiences weaker intermolecular interactions in the solid-state.
Remarkably, the electrogenerated chemiluminescence (ECL) efficiency of 4CzIPN-tBu in dichloromethane reached almost 40% and stable electrogenerated chemiluminescence was observed from 4CzIPN-tBu due to the fact that polymerization is inhibited by the steric hindrance of the bulky tert-butyl groups at 3,6-postion of the carbazoles.
Solution-processed hyperfluorescent devices with an external quantum efficiency (EQE) of 15.3% using cibalackrot as the fluorescent emitter and 4CzIPN-tBu as the TADF assistant host in CBP. These sterically hindered tert-butyl groups effectively reduced losses caused by triplet diffusion between the TADF assistant host and the fluorescent emitter by spatially separating adjacent molecules and making a concurrent frontier molecular orbital (FMO) less likely [1].
General Information
CAS Number | 1630263-99-8 |
Full Name | 2,4,5,6-Tetrakis(3,6-di-tert-butylcarbazol-9-yl)-1,3-dicyanobenzene |
Synonyms | 4CzIPN-Bu, t4CzIPN, 2,4,5,6-Tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl)-1,3-benzenedicarbonitrile, 2,4,5,6-Tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl)isophthalonitrile |
Chemical Formula | C88H96N6 |
Molecular Weight | 1237.74 g/mol |
Absorption* | λmax 389 nm in film |
Photoluminescence | λem 550 nm in film |
HOMO/LUMO | HOMO = 5.70 eV, LUMO = 3.30 eV [1] |
Classification / Family | Carbazole derivative, TADF materials, Yellow dopant materials, Sublimed materials |
Chemical Structure
Product Details
Purity | Unsublimed >98.0% (1H NMR) |
Melting Point | N/A |
Appearance | Orange powder/crystals |
Device Structure(s)
Device Structure | ITO (100 nm)/PEDOT:PSS (30 nm)/Cibalackrot:4CzIPN-tBu:mCBP (0.5:29.5:70 mol%, 35 nm)/TPBi (65 nm)/Liq (2 nm)/Al (100 nm) [1] |
Colour | Red |
Max. Brightness | 4595 cd/m2 |
Max. EQE | 15.3% |
Device Structure | ITO (100 nm)/PEDOT:PSS (30 nm)/4CzIPN-tBu:mCBP (30:70 mol%, 35 nm)/TPBi (65 nm)/Liq (2 nm)/Al (100 nm) [2] |
Colour | Greenish Yellow |
Max. Brightness | 15,700 cd/m2 |
Max. EQE | 10.7% |
Device Structure | ITO (100 nm)/PEDOT:PSS (30 nm)/6,6’-Cibalackrot:4CzIPN-tBu:mCBP (0.5:29.5:70 mol%, 35 nm)/TPBi (65 nm)/Liq (2 nm)/Al (100 nm) [2] |
Colour | Red |
Max. Brightness | 11,920 cd/m2 |
Max. EQE | 10.7% |
Device Structure | ITO (100 nm)/PEDOT:PSS (30 nm)/5,5’-Cibalackrot:4CzIPN-tBu:mCBP (0.5:29.5:70 mol%, 35 nm)/TPBi (65 nm)/Liq (2 nm)/Al (100 nm) [2] |
Colour | Red |
Max. Brightness | 12,440 cd/m2 |
Max. EQE | 12.5% |
Pricing
Grade | Order Code | Quantity | Price |
Unsublimed (>98.0% purity) | M2381 | 250 mg | £240 |
Unsublimed (>98.0% purity) | M2381 | 500 mg | £400 |
Unsublimed (>98.0% purity) | M2381 | 1 g | £640 |
MSDS Documentation
Literature and Reviews
- High-performance solution-processed red hyperfluorescent OLEDs based on cibalackrot, N. Wallwork et al., J. Mater. Chem. C, 10, 4767-4774 (2022); DOI: 10.1039/D1TC04937B.
- Cibalackrot Dendrimers for Hyperfluorescent Organic Light-Emitting Diodes, N. Wallwork et al., Macromol. Rapid Commun., 43 (16), 2200118 (2022); DOI: 10.1002/marc.202200118.
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Photophysical Properties and Efficient, Stable, Electrogenerated Chemiluminescence of Donor–Acceptor Molecules Exhibiting Thermal Spin Upconversion, R. Ishimatsu et al., Chem. Euro. J., 22 (14), 4889-4898 (2016); DOI: 10.1002/chem.201600077.