2-Bromodibenzothiophene

CAS Number 22439-61-8

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

An intermediate used for the synthesis of complex structures

Used commonly for semiconducting molecules, oligomers in application of OLEDs, OFETs and OPVs.

Specifications | MSDS | Literature and Reviews

2-Bromodibenzothiophene (CAS number 22439-61-8), mono-brominated dibenzothiophene at 2-postion, is commonly used as an intermediate for the further synthesis of more complex structures as organic semiconductors in light-emitting diodes, field-effect transistors and photovoltaic devices.

Bipolar 4,4′-bis(dibenzothiophene-S,S-dioxide-2-yl)triphenylamine (DSTPA), containing a strongly electron-withdrawing core and a strongly electron-donating core with a biphenyl bridge, has suitable HOMO and LUMO levels for easily accepting both holes and electrons. Having a high fluorescence quantum yield of 0.98 and a high triplet energy level of 2.39 eV, DSTPA can be used as green fluorescent emitter or host material for red phosphors [1].

9-(dibenzothiophen-2-yl)-3,6-bis(carbazol-9-yl)-9H-carbazole (DB2tCz), a host material synthesised from 2-bromodibenzothiophene and 3,6-bis(carbazol-9-yl)-9H-carbazole showed high glass transition temperature (Tg = 185 °C) and triplet energy level (ET = 2.93 eV). Vacuum deposited blue PhOLED device with FIrPic as the phosphorescence emitter and DB2tCz exhibited maximum current efficiency of 35.6 cd A−1, power efficiencies of 29.4 lm W−1, and external quantum efficiencies of 20.0% [2]

Dibenzothiophene building block

for the synthesis of OLED and organic photovoltaic materials

Worldwide shipping

Quick and reliable shipping

Substituted with a bromide group

for facile reactions

High purity

>98% Purity

General Information

CAS Number	22439-61-8
Chemical Formula	C₁₂H₇BrS
Full Name	2-Bromodibenzothiophene
Molecular Weight	263.15 g/mol
Synonyms	2-Bromodibenzo[b,d]thiophene
Classification / Family	Dibenzothiophene, Semiconductor synthesis intermediates, Low band gap polymers, OLED, OFETs, organic photovoltaics

Chemical Structure

Product Details

Purity	>98% (¹H NMR)
Melting Point	T_m = 250-252 °C
Appearance	White to off-white powder/crystals

MSDS Documentation

2-Bromodibenzothiophene MSDS Sheet

Literature and Reviews

A Bipolar Transporter as an Efficient Green Fluorescent Emitter and Host for Red Phosphors in Multi- and Single-Layer Organic Light-Emitting Diodes, J Ye et al., Chem. Eur. J., 20 (42), 13762-13769 (2014); DOI: 10.1002/chem.201402925.
New sulfur-containing host materials for blue phosphorescent organic light-emitting diodes, J. Bin et al., J. Mater. Chem., 22, 21720-21726 (2012); DOI: 10.1039/C2JM34165D.
Novel yellow phosphorescent iridium complexes with cycolmetalated (pyridin-2-yl)dibenzothiophene-S,S-dioxide ligands for singly doped emissive layer hybrid white organic light-emitting diodes, M. Luo et al., Opt. Mater., 91, 439-446 (2019); DOI: 10.1016/j.optmat.2019.04.006.

Electron Transport Materials: Synthesis, Properties and Device Performance, L. Cosimbescu et al., Int. J. Org. Chem., 2(2), 20371 (2012); DOI:10.4236/ijoc.2012.22016.
Enhancement of Hole Extraction Efficiency of Dibenzothiophenes by Substitution Engineering: Toward Additive-Free Perovskite Solar Cells with Power Conversion Efficiency Exceeding 20%, R. Durgaryan et al., Sol. RRL, 6 (7), 2200128 (2022); DOI: 10.1002/solr.202200128.
Synthesis and Antimicrobial Activities of Some Sulphur Containing Chromene Derivatives, T. Şerbetçi et al., Nat. Prod. Commun., 7 (7), 891-894 (2012); DOI: 10.1177/1934578X1200700.
Carbazole-dibenzothiophene core as a building block of host materials for blue phosphorescent organic light-emitting diodes, S. Byeon et al., Dyes Pigm., 155, 114-120 (2018); DOI: 10.1016/j.dyepig.2018.03.033.
Aggregation-induced emission characteristics of o-carborane-functionalized fluorene and its heteroanalogs: the influence of heteroatoms on photoluminescence, X. Wu et al., Mater. Chem. Front., 2020, 4, 257-267 (2020); DOI: 10.1039/C9QM00621D.
Constructing a novel single-layer white organic light-emitting device through a new sky-blue fluorescent bipolar host, J. Ye et al., Org. Electron., 15 (12), 3514-3520 (2014); DOI: 10.1016/j.orgel.2014.10.007.