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Bromothiophene Benzothiadiazole CAS 288071-87-4
Product Code B121-1g
Price $202 ex. VAT
$ USD

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Bromothiophene Benzothiadiazole, high purity red monomer

Used for the synthesis of semiconducting polymers

Specifications | MSDS | Literature and Reviews

4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole (CAS number 288071-87-4) is a red monomer used for the synthesis of polymer semiconductors i.e. PCDTBT in the application of photovoltaic solar cell devices.

4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole can be targeted by reacting 4,7-Dibromo-2,1,3-benzothiadiazole with N-Bromosuccinimide (NBS) in dichlorobenzene. Further reaction of the red monomer with 9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9Hcarbazole to afford PCDTBT.

PCDTBT synthesis carbazole boronic ester and dibromo-thienylbenzothiadiazole
Synthesis of PCDTBT with 4,7-bis(5-bromothiophen-2-yl) benzo[c][1,2,5]thiadiazole and 9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9Hcarbazole

Note: This product has been used in our lab for the synthesis of PCDTBT with device performance of 6.7% PCE.

Capped with bromide

Capped with bromide

A PCDTBT monomer

Benzothiadiazole building block

Benzothiadiazole building block

For semiconductors, OFETs, and solar cells

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High purity 288071-87-4

High purity

>98% High purity

General Information

CAS Number 288071-87-4
Chemical Formula C14H6Br2N2S3
Molecular Weight 458.21 g/mol
Synonyms Bromothiophene benzothiadiazole
4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole
Classification / Family Benzothiadiazole, Bromothiophene, Semiconductor synthesis, Low band gap polymers, Acceptors, Organic Photovoltaics, Polymer solar cells

Chemical Structure

Bromothiophene-benzothiadiazole chemical structure
Chemical structure of 4,7-bis(5-bromothiophen-2-yl) benzo[c][1,2,5]thiadiazole

Product Details

Purity >98%
Melting Point 245 °C - 247 °C
Appearance Red needles / powder

Charaterisation

1H NMR dibromothienylbenzothiadiazole in CDCl3
1H-NMR spectrum of 4,7-bis(5-bromothiophen-2-yl) benzo[c][1,2,5]thiadiazole in CDCl3: Instrument AVIIIHD400 (see full version)

MSDS Documentation

4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole MSDS4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole MSDS sheet

Literature and Reviews

  1. Molecular weight dependent vertical composition profiles of PCDTBT:PC71BM blends for organic photovoltaics, J.W. Kingsley et al., Sci. Reports, 4, 5286 (2014)
  2. Bulk heterojunction solar cells with internal quantum efficiency approaching 100%, S. Park et al., Nat. Photonics, 3, 297-302 (2009)
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