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CAS Number 32281-36-0

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

Product Code B261-5g
Price £200 ex. VAT

Benzo[1,2-b:4,5-b']dithiophene-4,8-dione, for the application of OFETs and OPVs

High purity (>99%) and available online for fast, secure dispatch

Benzo[1,2-b:4,5-b’]dithiophene, CAS number 32281-36-0, is a planar symmetrical molecular structure of the thiophene derivative, enabling a better π-π stacking and good electron delocalization that encourages charge transport. In recent years, it has been intensively studied for the application of OFETs and OPVs. The incorporation of a low-band-gap unit into the benzo[1,2-b:4,5-b’]dithiophene unit could potentially result in a red-shifted absorption due to its electron-rich properties. Benzo[1,2-b:4,5-b’]dithiophene can be chemically modified to fine-tune its chemical structure and electron properties (e.g. band gap), energy levels, and charge mobility of the small molecule/polymers of interest (at a molecular level).

Benzo[1,2-b:4,5-b’]dithiophene (BDT) backboned polymers or small molecules thus provides a relatively better device performance. The following is a good example of a finely tuned structure being synthesised with Benzo[1,2-b:4,5-b’]dithiophene as a starting material.

Synthesis of bis-2-ethylhexylthiophene-benzodithiophene using benzodithiophene as starting material
Synthesis of 4,8-Bis(2-ethylhexylthiophene)-benzo[1,2-b:4,5-b′]dithiophene using 4,8-benzo[1,2-b:4,5-b′]dithiophene and 2-ethylhexylthiophene as starting materials
A synthesis precusor

A synthesis precusor

For benzodithiophene backboned polymers

Benzodithiophenedione building block

Benzodithiophenedione building block

For semiconductors, OFETs, and solar cells

Worldwide shipping for 32281-36-0

Worldwide shipping

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High purity 32281-36-0

High purity

>99% High purity

General Information

CAS Number
Chemical Formula C10H4O2S2
Molecular Weight 220.26 g/mol
Synonyms Benzo[1,2-b:4,5-b']bisthiophene-4,8-dione
Classification / Family Thiophenes, Monomers, Building blocks, Carbazoles, Heterocycles, Polymer synthesis, Semiconductor synthesis, Intermediates for high performance, Organic Photovoltaics

Chemical Structure

Chemical structure of Benzo-dithiophene-dione, CAS 32281-36-0
Chemical structure of Benzo[1,2-b:4,5-b']dithiophene-4,8-dione

Product Details

Purity >99%
Melting Point 260 °C - 263 °C
Appearance Yellow powder

NMR Characterisation

1H NMR of benzodithiophene-dionein CDCl3
1H NMR spectrum of Benzo[1,2-b:4,5-b']dithiophene-4,8-dione in CDCl3 (view full version)

MSDS Documentation

Benzo[1,2-b:4,5-b']dithiophene-4,8-dione MSDSBenzo[1,2-b:4,5-b']dithiophene-4,8-dione MSDS sheet

Literature and Reviews

  1. Utilizing alkoxyphenyl substituents for side-chain engineering of efficient benzo[1,2-b:4,5-b′]dithiophene-based small molecule organic solar cells, Z. Du, et al., Phys. Chem. Chem. Phys., 17, 17391-17398 (2015)
  2. Thieno[3,2‑b]thiophene-Substituted Benzo[1,2‑b:4,5‑b′]dithiophene as a Promising Building Block for Low Bandgap Semiconducting Polymers for High-Performance Single and Tandem Organic Photovoltaic Cells, J-H. Kim, et al., Chem. Mater., 26, 1234−1242 (2014)
  3. New Benzo[1,2-b:4,5-b’]dithiophene-Based Small Molecules Containing Alkoxyphenyl Side Chains for High Efficiency Solution-Processed Organic Solar Cells, Z. Du, et al., ChemSusChem, 7, 3319 – 3327 (2014)
  4. Polybenzo[1,2-b:4,5-b’]dithiophene Derivative with Deep HOMO Level and Its Application in High-Performance Polymer Solar Cells, L. Huo et al., Angew. Chem. Int. Ed., 49, 1500 –1503 (2010)
  5. Bandgap and Molecular Energy Level Control of Conjugated Polymer Photovoltaic Materials Based on Benzo[1,2-b:4,5-b′]dithiophene, J. Hou et al., Macromolecules, 41, 6012-6018 (2008)
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