All Photos(1)
Synonym(s):
3,6-Di-tert-butyl-9H-carbazole
Empirical Formula (Hill Notation):
C20H25N
CAS Number:
Molecular Weight:
279.42
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
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![[9-(4-Bromophenyl)]-3,6-di-tert-butyl-9H-carbazole](/deepweb/assets/sigmaaldrich/product/structures/214/779/819c00e2-ee0a-4166-977c-a7f68002b43d/640/819c00e2-ee0a-4166-977c-a7f68002b43d.png)
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
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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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)
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
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
Solvent dependant optical switching in carbazole-based fluorescent nanoparticles.
Adhikari RM, et al.
Langmuir, 25(4), 2402-2406 (2009)
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)
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