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Sigma-Aldrich

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:
37500-95-1
Molecular Weight:
279.42
MDL number:
MFCD03425849
UNSPSC Code:
12352103
PubChem Substance ID:
329766666
NACRES:
NA.23

Quality Level

100

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - 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

Certificates of Analysis (COA)

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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)
Solvent dependant optical switching in carbazole-based fluorescent nanoparticles.
Adhikari RM, et al.
Langmuir, 25(4), 2402-2406 (2009)
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
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)
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
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