Benzo[1,2-c:4,5-c']dithiophene-4,8-dione-2ThBr-2EH


Order Code: B381
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1,3-Bis(5-bromo-4-(2-ethylhexyl)thiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione is a monomer for the synthesis of polymer semiconductors which have applications in OPV (fullerene or fullerene-free), tandem organic solar cells, and OFETs.

 

General Information

CAS number 1439937-07-1
Chemical formula C50H70Br2O2S4
Molecular weight 991.16 g/mol
Synonyms 1,3-Bis(5-bromo-4-(2-ethylhexyl)thiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione
Classification / Family Thiophene, Fused thiophene, Benzodithiophene dione, Semiconductor synthesis intermediates, Low band gap polymers, OFETs, Organic photovoltaics, Polymer solar cells

Product Details

Purity > 98% (by 1H-NMR in CDCl3)
Melting point n/a
Appearance Yellowish-orange powder/crystals

 

Benzodithiophene-2THBr-4EH, 1439937-07-1
Chemical Structure of 1,3-Bis(5-bromo-4-(2-ethylhexyl)thiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione; CAS No.: 1439937-07-1; Chemical Formula: C50H70Br2O2S4.

Applications

1,3-Bis(5-bromo-4-(2-ethylhexyl)thiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione, or Benzodithiophene-2THBr-4EH, is electron-deficient and used for the synthesis of low band-gap polymer semiconductors in organic electronics applications, such as PBDD4T and PBDD4T-2F.

It has a more soluble structure due to its four branched side chains, so resulting polymers can be more easily processed for device fabrications.

 

Characterisation

1H NMR 1439937-07-1, Benzodithiophene-2THBr-4EH
1H-NMR of 1,3-Bis(5-bromo-4-(2-ethylhexyl)thiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione in CDCl3.

Literature and Reviews

  1. A Fluorinated Polythiophene Derivative with Stabilized Backbone Conformation for Highly Efficient Fullerene and Non-Fullerene Polymer Solar Cells, S. Zhang et al., Macromolecules, 49 (8), 2993–3000 (2016); DOI: 10.1021/acs.macromol.6b00248.
  2. Achieving 12.8% Efficiency by Simultaneously Improving Open-Circuit Voltage and Short-Circuit Current Density in Tandem Organic Solar Cells, Y. Qin et al., Adv. Mater. 2017, 29, 1606340 (2017); DOI: 10.1002/adma.201606340.

To the best of our knowledge the technical information provided here is accurate. However, Ossila assume no liability for the accuracy of this information. The values provided here are typical at the time of manufacture and may vary over time and from batch to batch.