1,3-Bis(5-bromothiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione

Order Code: B371
MSDS sheet

Price

(excluding Taxes)

£303.80


Note: This building block has been used in our own lab for the synthesis of high-performance OPV polymer semiconductor PCE12 (PBDB-T).

General Information

CAS number 1415929-78-0
Chemical formula C34H38S4O2Br2
Molecular weight 766.73 g/mol
Synonyms BDD, 1,3-Bis(2-ethylhexyl)-5,7-di(thiophen-2-yl)benzo[1,2-c:4,5-c′]-dithiophene-4,8-dione, DiEH-Benzodithiophene-dione-2Th-2Br
Classification / Family Thiophene, Fused thiophene, 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

 

Chemical Structure

pce12 monomer
Chemical Structure of 1,3-Bis(5-bromothiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione; CAS No.: 1415929-78-0; Chemical Formula: C34H38S4O2Br2.

 

Applications

1,3-Bis(5-bromothiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione is electron deficient and used for the synthesis of low band-gap polymer semiconductors for the application of the organic electronics such as PBDB-T (PCE12).

With two side-branched side chains, it makes the structure more soluble and polymers more easily processible for device fabrications.

 

Literature and Reviews

  1. Design, Application, and Morphology Study of a New Photovoltaic Polymer with Strong Aggregation in Solution State, D. Qian et al., Macromolecules, 45, 9611−9617 (2012); DOI: 10.1021/ma301900h.
  2. Fullerene-Free Polymer Solar Cells with over 11% Effi ciency and Excellent Thermal Stability, W. Zhao et al., Adv. Mater., 28, 4734–4739 (2016); DOI: 10.1002/adma.201600281.
  3. Energy-Level Modulation of Small-Molecule Electron Acceptors to Achieve over 12% Efficiency in Polymer Solar Cells, S. Li et al, Adv. Mater., 28, 9423–9429 (2016); DOI: 10.1002/adma.201602776.
  4. Ternary Polymer Solar Cells based on Two Acceptors and One Donor for Achieving 12.2% Efficiency, W. Zhao et al., Adv. Mater., (2016); DOI: 10.1002/adma.201604059.