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Merck
CN

925764

三(4-咔唑-9-苯基)胺

≥97%

别名:

TCTA

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关于此项目

经验公式(希尔记法):
C54H36N4
化学文摘社编号:
分子量:
740.89
UNSPSC Code:
12352103
NACRES:
NA.23
MDL number:
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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

SMILES string

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

InChI key

AWXGSYPUMWKTBR-UHFFFAOYSA-N

description

Hole Transport Layer

assay

≥97%

form

(Solid/Powder)

color

light yellow, transparent

mp

179-183 °C

λmax

385 nm (in THF)

orbital energy

HOMO 5.83 eV , LUMO 2.43 eV 

UV absorption

λ: 293 nm Amax: in THF, λ: 326 nm Amax: in THF

storage temp.

2-8°C

Quality Level

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Application

Having three carbazole units as the pendants and triarylamine at the core, tris(4-carbazoyl-9-ylphenyl)amine (TCTA) is electron-rich. With low electron mobility, TCTA has also been used as exciton/electron blocking layer materials because of its high lying LUMO energy level (LUMO = 2.4 eV).

TCTA is widely used as a hole-transport and hole-injection material in light-emitting diodes and perovskite solar cells.

TCTA is a very popular phosphorescent host material due to its large band gap (Eg = 3.4 eV) for green, red and white phosphorescent organic light-emitting diodes (PhOLEDs).

Examples of OLED device performance:

1. ITO/NPD/TCTA/BCPO:Ir(piq)3 (7-8%)/BCP/Alq3/LiF/Al
Color: red
Max. Luminance: 24529 Cd/m2
Max. EQE: 17 %
Turn-On Voltage: 2.7 V

2. ITO/NPD/TCTA/BCPO:Ir(ppy)3 (7-8%)/BCP/Alq3/LiF/Al
Color: green
Max. Luminance: 207839 Cd/m2
Max. EQE: 21.6 %
Turn-On Voltage: 2.1 V

3. ITO/PEDOT:PSS/NPD/TCTA/m-CBTZ:FIrpic (10 wt%)/DPPS/TAZ/LiF/Al
Color: blue
Max. Luminance: 29500 Cd/m2
Max. EQE: 8.8 %
Turn-On Voltage: 3.5 V

4. ITO/PEDOT:PSS/NPD/TCTA/m-CBTZ:Ir(Bt)2(acac) (10%)/TPBI/LiF/Al
Color: yellow
Max. Luminance: 106000 Cd/m2
Max. EQE: 17.5 %
Turn-On Voltage: 3 V
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, enabling improved device efficiency and stability.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Xinxin Ban et al.
ACS applied materials & interfaces, 8(3), 2010-2016 (2016-01-05)
A benzimidazole/phosphine oxide hybrid 1,3,5-tris(1-(4-(diphenylphosphoryl)phenyl)-1H-benzo[d]imidazol-2-yl)benzene (TPOB) was newly designed and synthesized as the electron-transporting component to form an exciplex-type host with the conventional hole-transporting material tris(4-carbazoyl-9-ylphenyl)amine (TCTA). Because of the enhanced triplet energy and electron affinity of TPOB, the energy
Highly efficient emitters of ultra-deep-blue light made from chrysene chromophores..
Shin H, et al.
Journal of Material Chemistry C, 4, 3833-3842 (2016)

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