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932442

Sigma-Aldrich

4,4′-Bis(carbazol-9-yl)biphenyl

≥99% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C36H24N2
CAS Number:
58328-31-7
Molecular Weight:
484.59
MDL number:
MFCD00093417
UNSPSC Code:
12352005
NACRES:
NA.23

grade

sublimed grade

Quality Level

100

description

µh ≈ 2.0 x 10-3cm2V-1S-1

Assay

≥99% (HPLC)

loss

0.5% TGA, >320 ºC (weight loss)

mp

281-285 °C

solubility

THF: soluble
chloroform: soluble
dichloromethane: soluble

fluorescence

λex 369 nm in THF

Orbital energy

HOMO 6.0 eV 
LUMO 2.9 eV 

λ

in THF

UV absorption

λ: 292 nm±5 nm Amax
λ: 318 nm±5 nm Amax

SMILES string

c1ccc2c(c1)n(-c3ccc(cc3)-c4ccc(cc4)-n5c6ccccc6c7ccccc57)c8ccccc28

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

InChI key

VFUDMQLBKNMONU-UHFFFAOYSA-N

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Application

4,4′-Bis(carbazol-9-yl)biphenyl can be used as a as a hole transport material or as part of the active layer inorganic photovoltaics (OPVs) devices. Due to its semiconducting properties, it can be used as a charge transport material in Organic Field-Effect Transistors(OFETs).It can be utilized as a host material in the emissive layer of organic light-emitting diodes (OLEDs) devices. It provides a suitable matrix for efficient energy transfer from dopant molecules, leading to enhanced electroluminescence and color purity in OLEDs.
4,4′-Bis(carbazol-9-yl)biphenyl, also known as CBP is used as solution-processable Phosphorescent Host in organic electronics such as OLED devices.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT0659

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Efficient blue organic light-emitting diodes employing thermally activated delayed fluorescence
Zhang Qisheng, et al.
Nature Photonics, 8, 326?332-326?332 (2014)
Ling Yu et al.
Chemical science, 9(5), 1385-1391 (2018-04-21)
Simultaneously achieving high efficiency and low efficiency roll-off remains a big challenge for OLEDs based on thermally activated delayed fluorescence (TADF) emitters. To address this issue, we elaborately designed and synthesized a series of new emitters with both TADF and
Weixuan Zeng et al.
Advanced materials (Deerfield Beach, Fla.), 30(5) (2017-12-09)
The combination of rigid acridine donor and 1,8-naphthalimide acceptor has afforded two orange-red emitters of NAI-DMAC and NAI-DPAC with high rigidity in molecular structure and strongly pretwisted charge transfer state. Endowed with high photoluminescence quantum yields (ΦPL ), distinct thermally
Jia-Xiong Chen et al.
Angewandte Chemie (International ed. in English), 58(41), 14660-14665 (2019-07-18)
Developing red thermally activated delayed fluorescence (TADF) emitters, attainable for both high-efficient red organic light-emitting diodes (OLEDs) and non-doped deep red/near-infrared (NIR) OLEDs, is challenging. Now, two red emitters, BPPZ-PXZ and mDPBPZ-PXZ, with twisted donor-acceptor structures were designed and synthesized

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