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932434

Sigma-Aldrich

TcTa

≥99% (HPLC)

Synonym(s):

4,4′,4′′-Tri-9-carbazolyltriphenylamine, 4,4′,4′′-tris(carbazol-9-yl)-triphenylamine, 4,4′,4-Tris(carbazol-9-yl)triphenylamine, Tris(4-(9H-carbazol-9-yl)phenyl)amine

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About This Item

Empirical Formula (Hill Notation):
C54H36N4
CAS Number:
139092-78-7
Molecular Weight:
740.89
MDL number:
MFCD03093250
UNSPSC Code:
41106305
NACRES:
NA.23

grade

sublimed grade

Quality Level

100

description

μh ≈ 3.0 x 10-4 cm2 V−1 s−1
μe ≈ 1.0 x 10-8 cm2 V−1 s−1

Assay

≥99% (HPLC)

loss

0.5% TGA, > 410 °C (weight loss)

mp

299 °C

solubility

THF: soluble
chloroform: soluble
dichloromethane: soluble

λmax

293 nm±5 nm in THF
326 nm±5 nm in THF

fluorescence

λem 385 nm±10 nm in THF

Orbital energy

HOMO 5.8 eV 
LUMO 2.4 eV 

SMILES string

c1ccc2c(c1)n(-c3ccc(cc3)N(c4ccc(cc4)-n5c6ccccc6c7ccccc57)c8ccc(cc8)-n9c%10ccccc%10c%11ccccc9%11)c%12ccccc2%12

InChI

1S/C54H36N4/c1-7-19-49-43(13-1)44-14-2-8-20-50(44)56(49)40-31-25-37(26-32-40)55(38-27-33-41(34-28-38)57-51-21-9-3-15-45(51)46-16-4-10-22-52(46)57)39-29-35-42(36-30-39)58-53-23-11-5-17-47(53)48-18-6-12-24-54(48)58/h1-36H

InChI key

AWXGSYPUMWKTBR-UHFFFAOYSA-N

Related Categories

Application

It′s a star-shaped carbazole hole-transporting material popularly used in OLEDs as solution-processable fluorescent emitting host, or as electron-blocking layer for quantum-dot light-emitting diodes (QD-LEDs).
TCTA is widely used as a hole transport material in OLED and organic photovoltaic (OPV) devices. It possesses excellent hole injection and transport properties, helping to efficiently transport positive charges (holes) from the anode to the emitting layer.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

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Benjamin T Feleki et al.
ACS applied energy materials, 4(4), 3033-3043 (2021-06-01)
Parasitic optical absorption is one of the root causes of the moderate efficiency of metal halide perovskite solar cells (PSCs) with an opaque substrate configuration. Here, we investigate the reduction of these optical losses by using thin (7-10 nm), undoped
Chang-Ki Moon et al.
Advanced materials (Deerfield Beach, Fla.), 29(17) (2017-03-02)
Inter- and intramolecular charge-transfer processes are combined using an exciplex-forming host and a thermally activated delayed fluorescent dopant, for fabricating efficient fluorescent organic light-emitting diodes along with the reduced efficiency roll-off at high current densities. Extra conversion on the host
Boosting Triplet Harvest by Reducing Nonradiative Transition of Exciplex toward Fluorescent Organic Light-Emitting Diodes with 100% Internal Quantum Efficiency
Kim, Kwon-Hyeon, et al.
Chemistry of Materials, 28, 1936-1941 (2016)
Lead-Free Halide Light-Emitting Diodes with External Quantum Efficiency Exceeding 7% Using Host?Dopant Strategy
Seo Gijun, et al.
ACS Energy Letters, 6, 2584?2593-2584?2593 (2021)

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