4CzIPN-Ph

CAS Number 1469705-37-0

Dopant Materials, Materials, OLED Materials, Red Dopant Materials, Semiconducting Molecules, TADF Materials, Yellow Dopant Materials

MSDS

A TADF orange emitter

Highly efficient TADF materials for OLEDs, Photosynthesis, Time-Resolved Luminescence Imaging and Sensing

Specifications | MSDS | Literature and Reviews

4CzIPN-Ph (CAS number 1469705-37-0), also known as 2,4,5,6-tetrakis(3,6-diphenylcarbazol-9-yl)-1,3-dicyanobenzene, has the structure origin of 4CzIPN with 8 phenyl substituents at 3,6-positions of carbazolyl moieties. Due to the steric conformational effects, the phenyl rings are relatively decoupled from the core of the molecule in 4CzIPN-Ph.

Wavefunctions suggests a partial delocalization of the hole electronic density into the outer phenyl rings, thus enhancing its charge transfer character with reduces ΔEST. Devices using single DMAC-DPS: 4CzTPN-Ph emission layer achieved a maximum external quantum efficiency of 13.4%, maximum power efficiency of 38.3 lm W^-1 and current-insensitive Commission Internationale de I'Eclairage (CIE) coordinates of (0.29, 0.39).

4CzIPN-Ph, 4CzPN-Ph and 4CzTPN-Ph are isomers with two nitrile (CN) groups sitting at meta-, ortho- and para- positions of the benzene ring respectively.

General Information

CAS Number	1469705-37-0
Full Name	2,4,5,6-Tetrakis(3,6-diphenylcarbazol-9-yl)-1,3-dicyanobenzene
Synonyms	2,4,5,6-Tetrakis(3,6-diphenyl-9H-carbazol-9-yl)-1,3-benzenedicarbonitrile, 2,4,5,6-Tetrakis(3,6-diphenyl-9H-carbazol-9-yl)isophthalonitrile
Chemical Formula	C₁₀₄H₆₄N₆
Molecular Weight	1397.66 g/mol
Absorption*	λ_max 406 nm in film
Photoluminescence	λ_em 598 nm in film
HOMO/LUMO	HOMO = 5.48 eV, LUMO = 2.66 eV [1]
Classification / Family	Carbazole derivatives, Isophthalonitrile TADF materials, Orange dopant materials, Sublimed materials

Chemical Structure

Product Details

Purity	Unsublimed >98.0% (¹H NMR)
Melting Point	N/A
Appearance	Orange powder/crystals

MSDS Documentation

4CzIPN-Ph MSDS Sheet

Literature and Reviews

Simple-structure organic light emitting diodes: Exploring the use of thermally activated delayed fluorescence host and guest materials, Z. Liu et al., Org. Electron., 41, 237-244 (2017); DOI: 10.1016/j.orgel.2016.11.010.
New Triplet Sensitization Routes for Photon Upconversion: Thermally Activated Delayed Fluorescence Molecules, Inorganic Nanocrystals, and Singlet-to-Triplet Absorption, N. Yanai et al., Acc. Chem. Res., 50 (10), 2487–2495 (2017); DOI: 10.1021/acs.accounts.7b00235.
Organic Thermally Activated Delayed Fluorescence Materials for Time-Resolved Luminescence Imaging and Sensing, F. Ni et al., Adv. Opt. Mater., 8 (14), 1902187 (2020); DOI: 10.1002/adom.201902187.

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.
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.
CN-Containing donor–acceptor-type small-molecule materials for thermally activated delayed fluorescence OLEDs, X. Cao et al., J. Mater. Chem. C, 5, 7699-7714 (2017); DOI: 10.1039/C7TC02481A.
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.

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