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

CAS Number 32281-36-0

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

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

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

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

Specifications | MSDS | Literature and Reviews

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

For benzodithiophene backboned polymers

Benzodithiophenedione building block

For semiconductors, OFETs, and solar cells

Worldwide shipping

Quick and reliable shipping

High purity

>99% High purity

General Information

CAS Number	32281-36-0
Chemical Formula	C₁₀H₄O₂S₂
Molecular Weight	220.26 g/mol
Synonyms	Benzo[1,2-b:4,5-b']bisthiophene-4,8-dione Thieno[2,3-f][1]benzothiophene-4,8-dione
Classification / Family	Thiophenes, Monomers, Building blocks, Carbazoles, Heterocycles, Polymer synthesis, Semiconductor synthesis, Intermediates for high performance, Organic Photovoltaics

Chemical Structure

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 MSDS sheet

Literature and Reviews

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)
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)
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)

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)
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)