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

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

4,4'-Bis(N-carbazolyl)-1,1'-biphenyl Basic information
Classification
Product Name:4,4'-Bis(N-carbazolyl)-1,1'-biphenyl
Synonyms:4,4'-Bis(carbazolyl)-1,1'-biphenyl;4,4'-bis(carbazol-9-yl)biphenyl/CBP;CBP,4,4'-Bis(N-carbazolyl)-1,1'-biphenyl;4,4μ-Bis(9-carbazolyl)-1,1μ-biphenyl, 4,4-N,Nμ-Dicarbazole-1,1μ-biphenyl, CBP, DCBP;4,4'-di(9H-carbazol-9-yl)biphenyl;4,4'-Bis(9H-carbazol-9-yl)biphenyl ,99% [NA];4,4'-Di-9-carbazolylbiphenyl [This reagent can be used without further purification for display device research, etc.];4,4′-Bis(N-carbazolyl)-1,1′-biphenyl,4,4′-Bis(9-carbazolyl)-1,1′-biphenyl, 4,4-N,N′-Dicarbazole-1,1′-biphenyl, CBP, DCBP
CAS:58328-31-7
MF:C36H24N2
MW:484.59
EINECS:627-757-5
Product Categories:oled materials;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials;Electroluminescence;Functional Materials;Reagents for Conducting Polymer Research;White powder;OLED materials,pharm chemical,electronic;electronic;Electronic Chemicals;Carbazoles;Carbazoles (for Conduting Polymer Research);OLED
Mol File:58328-31-7.mol
4,4'-Bis(N-carbazolyl)-1,1'-biphenyl Structure
4,4'-Bis(N-carbazolyl)-1,1'-biphenyl 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 slightly sol. in Tetrahydrofuran
form powder to crystal
color White to Almost white
biological sourcemouse
λmax319nm(CH2Cl2)(lit.)
InChIInChI=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
InChIKeyVFUDMQLBKNMONU-UHFFFAOYSA-N
SMILESC1(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 Reference58328-31-7(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 Class11 - Combustible Solids
Hazard ClassificationsEye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
4,4'-Bis(N-carbazolyl)-1,1'-biphenyl Usage And Synthesis
ClassificationCarbazole derivatives, Hole-injection layer materials, Hole transport layer materials, Hole blocking layer materials, Phosphorescent host materials, Light-emitting fiodes, Organic electronics, Sublimed materials.
DescriptionAs 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 PropertiesWhite to brown powder
UsesOrganic Semiconductor Laser Materials
General DescriptionTGA/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, 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 Preparation Products And Raw materials
Raw materials4,4'-Dichlorobiphenyl-->4,4'-Diiodobiphenyl-->4,4'-Dibromobiphenyl-->Carbazole-->Diisopropylbenzene-->Copper-->Potassium carbonate
Tag:4,4'-Bis(N-carbazolyl)-1,1'-biphenyl(58328-31-7) Related Product Information
Permanent Violet RL Bifendate trans-Bifenthtin Bifonazole Biphenyl-4,4'-dicarboxylic acid Biphenyl 2,3,3',4,4',5-Hexachlorobiphenyl N,N'-Di-1-naphthyl-N,N'-diphenylbenzidine (NPB) 9,9'-(2,8-Dibenzothiophenediyl)bis-9H-carbazole p-Bpye , 1,4-di(pyren-1-yl)benzene 1,3-Bis(N-carbazolyl)benzene Bis[2-(diphenylphosphino)phenyl] ether oxide Carbazole 1-(4-METHYLPHENYL)-1 H-PYRROLE 9-Phenylcarbazole 1-Phenyl-1H-indole 4,4'-Bis(N-carbazolyl)-1,1'-biphenyl