1,3-Bis(N-carbazolyl)benzene Chemical Properties

Melting point:

176-178°C

Boiling point:

644.2±51.0 °C(Predicted)

Density 

1.21

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

color 

White to Almost white

InChI

InChI=1S/C30H20N2/c1-5-16-27-23(12-1)24-13-2-6-17-28(24)31(27)21-10-9-11-22(20-21)32-29-18-7-3-14-25(29)26-15-4-8-19-30(26)32/h1-20H

InChIKey

MZYDBGLUVPLRKR-UHFFFAOYSA-N

SMILES

C1(N2C3=C(C=CC=C3)C3=C2C=CC=C3)=CC=CC(N2C3=C(C=CC=C3)C3=C2C=CC=C3)=C1

Absorption

λmax 292, 338 nm (in THF)

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-36/37/39-41-37/38

WGK Germany 

3

HS Code 

29339900

1,3-Bis(N-carbazolyl)benzene Usage And Synthesis

Applications

1,3-Bis(N-carbazolyl)benzene (NCB) can be used for:
(1) development of hole transport materials for solar cells. NCB is more stable than 1,4-Bis(diphenylamino)benzene (DAB)^[1].
(2) As an organic semiconductor layer component for the preparation of multilayer organic-based light-emitting transistors (OLETs)^[2].
(3) Used as a material for phosphorescent host materials
(4) Used as an organic synthetic backbone material

Description

1,3-Bis(N-carbazolyl)benzene, known as mCP, with a high triplet energy (ET ?= 2.91 eV) and a very deep highest occupied?molecular orbital (HOMO) level, is often used as host materials for efficient blue phosphorescent light-emitting diodes. Kawamura et al. demonstrated that the photoluminescence internal quantum yield of the blue emitter of FIrpic could approach nearly 100% when doped into the wide energy gap host of mCP .

Uses

Material for use as a phosphorescent host material

Uses

9,9'-(1,3-Phenylene)bis-9H-carbazole uses as a phosphorescent host material

References

[1] JUAN MENTADO-MORALES. A Promising Thermodynamic Study of Hole Transport Materials to Develop Solar Cells: 1,3-Bis(N-carbazolyl)benzene and 1,4-Bis(diphenylamino)benzene.[J]. Molecules, 2022. DOI:10.3390/molecules27020381.
[2] DAE-KYU KIM; Jong H C; Yoo Lim Kim. Organic Light-Emitting Transistors Based on Pentacene and 4,5-Di(9H-carbazol-9-yl)phthalonitrile Doped onto 1,3-Bis(N-carbazolyl)benzene[J]. The Journal of Physical Chemistry C, 2019. DOI:10.1021/acs.jpcc.9b00150.

1,3-Bis(N-carbazolyl)benzene(550378-78-4)Related Product Information

• Chlorodiphenylphosphine
• Permanent Violet RL
• Chlorodimethylphenylsilane
• Benzene
• Diphenylmethane
• tert-Butylchlorodiphenylsilane
• Diphenylphosphine
• Diphenylsilane
• 1,3,5-Tri(1-naphthyl)benzene
• 4,4'-Bis(9-carbazolyl)-2,2'-dimethylbiphenyl
• MADN , 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene
• 9,9'-(2,8-Dibenzothiophenediyl)bis-9H-carbazole
• p-Bpye , 1,4-di(pyren-1-yl)benzene
• Bis[2-(diphenylphosphino)phenyl] ether oxide
• 4,4'-Bis(N-carbazolyl)-1,1'-biphenyl
• Carbazole
• 1,3,5-Tri(9-carbazolyl)benzene
• 9,9'-(1,3-Phenylene)bis-9H-carbazole