ChemicalBook Product Catalog Pharmaceutical intermediates OLED material intermediate 4,4'-Bis(N-carbazolyl)-1,1'-biphenyl

4,4'-Bis(N-carbazolyl)-1,1'-biphenyl

Product Name4,4'-Bis(N-carbazolyl)-1,1'-biphenyl
CAS58328-31-7
MFC36H24N2
MW484.59
EINECS627-757-5
MOL File58328-31-7.mol

Chemical Properties

Melting point	281-285 °C
Boiling point	700.8±60.0 °C(Predicted)
Density	1.19±0.1 g/cm3(Predicted)
storage temp.	Sealed in dry,Room Temperature
solubility	Tetrahydrofuran[slightly sol. in]
solubility	slightly sol. in Tetrahydrofuran
form	powder to crystal
color	White to Almost white
biological source	mouse
λmax	319nm(CH2Cl2)(lit.)
InChI	InChI=1S/C36H24N2/c1-5-13-33-29(9-1)30-10-2-6-14-34(30)37(33)27-21-17-25(18-22-27)26-19-23-28(24-20-26)38-35-15-7-3-11-31(35)32-12-4-8-16-36(32)38/h1-24H
InChIKey	VFUDMQLBKNMONU-UHFFFAOYSA-N
SMILES	C1(C2=CC=C(N3C4=C(C=CC=C4)C4=C3C=CC=C4)C=C2)=CC=C(N2C3=C(C=CC=C3)C3=C2C=CC=C3)C=C1
CAS DataBase Reference	58328-31-7(CAS DataBase Reference)

Safety Information

Hazard Codes	Xi
Risk Statements	37/38-41
Safety Statements	26-36/39
WGK Germany	3
HS Code	29339900
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Dam. 1 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Classification

Carbazole derivatives, Hole-injection layer materials, Hole transport layer materials, Hole blocking layer materials, Phosphorescent host materials, Light-emitting fiodes, Organic electronics, Sublimed materials.

Description

As Glasses of a common OLED host material, 4,4′-bis(N-carbazolyl)-1,1′-biphenyl(CBP) were prepared by vapor deposition at various substrate temperatures. It can be doped with molybdenum oxide (MoO3) in the hole transport material.^[1]

Chemical Properties

White to brown powder

Uses

Organic Semiconductor Laser Materials

General Description

TGA/DSC lot specific traces available upon request

Synthesis

3001-15-8

86-74-8

58328-31-7

Under nitrogen protection, 150 g (369.5 mmol) of 4,4'-diiodobiphenyl, 123.5 g (738.6 mmol) of carbazole, 23 g of copper powder, 100 μL of potassium carbonate, and 500 mL of 1,3-diisopropylbenzene were added to a 2 L triple-necked flask equipped with a stirrer and condensation device. The reaction mixture was heated to reflux and maintained for 30 hours and then naturally cooled to room temperature. Subsequently, an appropriate amount of toluene was added to the reaction mixture and the insoluble material was removed by filtration. The solvent in the filtrate was removed by distillation under reduced pressure to obtain the crude product. To the crude product, 500 mL of methanol was added for recrystallization and a solid was precipitated. The crystals were collected by filtration and dried to give 122.8 g of the target product 4,4'-bis(carbazol-9-yl)biphenyl (CBP) in 68.6% yield.

References

[1] KüHN M, MANKEL E, KHN A, et al. Doping mechanism of MoO3 in 4,4′‐Bis(N‐carbazolyl)‐1,1′‐biphenyl: A photoelectron spectroscopic study[J]. physica status solidi (b), 2016, 253. DOI:10.1002/pssb.201600144.

4,4'-Bis(N-carbazolyl)-1,1'-biphenyl

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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