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


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Order Code: B381
MSDS sheet

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.