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Merck

757322

3,6-Di-tert-butylcarbazole

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H25N
CAS Number:
Molecular Weight:
279.42
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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Product Name

3,6-Di-tert-butylcarbazole, 97%

Quality Level

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

SMILES string

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

InChI key

OYFFSPILVQLRQA-UHFFFAOYSA-N

assay

97%

form

powder

mp

228-233

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.

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.

pictograms

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Ji Won Yang et al.
Physical chemistry chemical physics : PCCP, 18(45), 31330-31336 (2016-11-09)
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
Carbazole based hole transporting materials for solid state dye sensitizer solar cells: role of the methoxy groups.
Degbia M, et al.
Polymer International, 63(8), 1387-1393 (2014)
Qisheng Zhang et al.
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
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)

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