4CzIPN-tBu

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

Chemical Structure

Product Details

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

MSDS Documentation

4CzIPN-tBu MSDS Sheet

Literature and Reviews

1. 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.
2. Cibalackrot Dendrimers for Hyperfluorescent Organic Light-Emitting Diodes, N. Wallwork et al., Macromol. Rapid Commun., 43 (16), 2200118 (2022); DOI: 10.1002/marc.202200118.
3. 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.
   
4. Photoluminescence Quenching Probes Spin Conversion and Exciton Dynamics in Thermally Activated Delayed Fluorescence Materials, B. Yurash et al., Adv. Mater., 31 (21), 1804490 (2019); DOI: 10.1002/adma.201804490.
   
5. Cibalackrot Dendrimers for Hyperfluorescent Organic Light-Emitting Diodes, N. Wallwork et al., Macromol. Rapid Commun., 43 (16), 2200118 (2022); DOI: 10.1002/marc.202200118.
6. 4CzIPN-tBu-Catalyzed Proton-Coupled Electron Transfer for Photosynthesis of Phosphorylated N-Heteroaromatics, Y. Liu et al., J. Am. Chem. Soc., 143 (2), 964–972 (2021); DOI: 10.1021/jacs.0c11138.