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

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

CAS-Nr58328-31-7

Englisch Name:4,4'-Bis(N-carbazolyl)-1,1'-biphenyl

CBNumberCB1188884

SummenformelC36H24N2

Molgewicht484.59

MOL-Datei58328-31-7.mol

4,4'-Bis(N-carbazolyl)-1,1'-biphenyl physikalisch-chemischer Eigenschaften

Schmelzpunkt	281-285 °C
Siedepunkt	700.8±60.0 °C(Predicted)
Dichte	1.19±0.1 g/cm3(Predicted)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	slightly sol. in Tetrahydrofuran
Aggregatzustand	powder to crystal
Farbe	White to Almost white
Biologische Quelle	mouse
maximale Wellenlänge (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 Datenbank	58328-31-7(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	37/38-41
S-Sätze:	26-36/39
WGK Germany	3
HS Code	29339900
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Dam. 1 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

4,4'-Bis(N-carbazolyl)-1,1'-biphenyl Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
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]
R-Sätze Betriebsanweisung:
R37/38:Reizt die Atmungsorgane und die Haut.
R41:Gefahr ernster Augenschäden.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/39:Bei der Arbeit geeignete Schutzkleidung und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
White to brown powder
Verwenden
Organic Semiconductor Laser Materials
Allgemeine Beschreibung
TGA/DSC lot specific traces available upon request
Synthese

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.
Einzelnachweise
[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.

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