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Merck

757322

Sigma-Aldrich

3,6-Di-tert-butylcarbazole

97%

Sinónimos:

3,6-Di-tert-butyl-9H-carbazole

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About This Item

Fórmula empírica (notación de Hill):
C20H25N
Número de CAS:
Peso molecular:
279.42
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

97%

form

powder

mp

228-233

SMILES string

CC(C)(C)c1ccc2[nH]c3ccc(cc3c2c1)C(C)(C)C

InChI

1S/C20H25N/c1-19(2,3)13-7-9-17-15(11-13)16-12-14(20(4,5)6)8-10-18(16)21-17/h7-12,21H,1-6H3

InChI key

OYFFSPILVQLRQA-UHFFFAOYSA-N

General description

3,6-Di-tert-butylcarbazole is a carbazole based material with hole transporting characteristics. The 3,6-Di-tert-butyl component of the carbazole results in an increase in the glass transition temperature (Tg) of the compound. It can be used in combination with another carbazole to form novel electroluminescent materials.

Application

3,6-Di-tert-butylcarbazole is mainly used as a monomeric precursor in the syntheses of new carbazole based materials which consist of ethynylphenyl. These materials include 9-(4-bromophenyl)-3,6-di-tert-butylcarbazol and 2-(4-(2-(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)ethynyl)benzylidene)malononitrile (PBM) which can be further be used in organic light emitting diodes (OLEDs) and optical switching devices.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Ji Won Yang et al.
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Bis(phenylsulfone) was developed as a strong electron acceptor of thermally activated delayed fluorescent emitters. The connection of two electron withdrawing phenylsulfone moieties through meta-position of phenyl produced the bis(phenylsulfone) acceptor and the strong electron acceptor strength of bis(phenylsulfone) enabled preparation
Bis (carbazolyl) derivatives of pyrene and tetrahydropyrene: synthesis, structures, optical properties, electrochemistry, and electroluminescence.
Kaafarani BR, et al.
Journal of Material Chemistry C, 1(8), 1638-1650 (2013)
Synthesis and photophysical properties of carbazole-based blue light-emitting dendrimers.
Adhikari RM, et al.
The Journal of Organic Chemistry, 72(13), 4727-4732 (2007)
Carbazole based hole transporting materials for solid state dye sensitizer solar cells: role of the methoxy groups.
Degbia M, et al.
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Journal of the American Chemical Society, 134(36), 14706-14709 (2012-08-31)
Efficient thermally activated delayed fluorescence (TADF) has been characterized for a carbazole/sulfone derivative in both solutions and doped films. A pure blue organic light emitting diode (OLED) based on this compound demonstrates a very high external quantum efficiency (EQE) of

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