ChemicalBook--->CAS DataBase List--->58328-31-7

58328-31-7

58328-31-7 Structure

58328-31-7 Structure
IdentificationMore
[Name]

4,4'-Bis(N-carbazolyl)-1,1'-biphenyl
[CAS]

58328-31-7
[Synonyms]

4,4'-BIS(9-CARBAZOLYL)-1,1'-BIPHENYL
4,4'-BIS(9H-CARBAZOL-9-YL)BIPHENYL
4,4'-BIS(CARBAZOL-9-YL)BIPHENYL
4,4'-BIS(N-CARBAZOLYL)-1,1'-BIPHENYL
4,4-N, N'-DICARBAZOLE-1,1'-BIPHENYL
CBP
CPB
DCBP
9,9'-[1,1'-biphenyl]-4,4'-diylbis-9H-Carbazole
4,4-BIS(9-CARBAZOYL)BIPHENYL HOLE TRANSPORT MATERIALS 318 NM (CH2CL2) ABSORBANCE
4,4''-BIS(CARBAZOL-9-YL)-BIPHENYL DCBP 98%
4,4μ-Bis(9-carbazolyl)-1,1μ-biphenyl, 4,4-N,Nμ-Dicarbazole-1,1μ-biphenyl, CBP, DCBP
[EINECS(EC#)]

627-757-5
[Molecular Formula]

C36H24N2
[MDL Number]

MFCD00093417
[Molecular Weight]

484.59
[MOL File]

58328-31-7.mol
Chemical PropertiesBack Directory
[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 ]

slightly sol. in Tetrahydrofuran
[form ]

powder to crystal
[color ]

White to Almost white
[biological source]

mouse
[λmax]

319nm(CH2Cl2)(lit.)
[Detection Methods]

HPLC
[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)
[Description]

4,4′-Bis(N-carbazolyl)-1,1′-biphenyl (CBP), is one of the most widely-used host materials for efficient fluorescent and phosphorescent organic light-emitting diodes with high hole mobility. This is due to its electron-rich property from two carbazolyl units.
[Odor]

White powder
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H315-H318-H335
[Precautionary statements ]

P280-P302+P352-P305+P351+P338+P310
[Hazard Codes ]

Xi
[Risk Statements ]

R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/39:Wear suitable protective clothing and eye/face protection .
[WGK Germany ]

3
[HS Code ]

29339900
Questions And AnswerBack Directory
[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.
Hazard InformationBack Directory
[Chemical Properties]

White to brown powder
[Uses]

[General Description]

TGA/DSC lot specific traces available upon request
[Synthesis]

4,4'-Diiodobiphenyl

3001-15-8

Carbazole

86-74-8

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

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, K?HN 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.
Spectrum DetailBack Directory
[Spectrum Detail]

4,4'-Bis(N-carbazolyl)-1,1'-biphenyl(58328-31-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

58328-31-7(sigmaaldrich)
[TCI AMERICA]

4,4'-Bis(9H-carbazol-9-yl)biphenyl,>98.0%(LC)(58328-31-7)
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