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CAS Number 22439-61-8

Chemistry Building Blocks, Heterocyclic Building Blocks, Monomers

Product Code B1221-25g
Price $144 ex. VAT

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An intermediate used for the synthesis of complex structures

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

2-Bromodibenzothiophene, 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]

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

2-Bromodibenzothiophene chemical structure, 22439-61-8
2-Bromodibenzothiophene chemical structure, CAS 22439-61-8

Product Details

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

MSDS Documentation

2-Bromodibenzothiophene2-Bromodibenzothiophene MSDS Sheet

Literature and Reviews

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
  7. 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.
  8. 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.
  9. 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.

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