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2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester)

2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester)
Product Code B181
Price $103.00 ex. VAT
$ USD

2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester) is an intermediate for the synthesis of small molecules, oligomers and polymers via Suzuki Coupling reactions. Those small molecules, oligmomers and polymers can be printed, spray-coated or spin-coated onto devices for Organic Light-Emitting Diodes (OLED/PLED), Organic Field-Effect Transistors and Organic Photovoltaic devices.

2,1,3-Benzothiadiazole unit is electron deficient so it is employed for the low-band gap semiconducting materials used for OLED and OPV devices, i.e. F8BT and PCPDTBT.

Synthesis of PCPDTBT from benzothiadiazole boronic ester
Synthesis of PCPDTBT from the benzothiadiazole boronic ester and 2,6-dibromo-4,4-bis(2-ethylhexyl)-4Hcyclopenta[1,2-b:5,4-b']dithiophene

General Information

CAS number 934365-16-9
Chemical formula C18H26B2N2O4S
Molecular weight 388.10 g/mol
Synonyms
  • 2,1,3-Benzothiadiazole-4,7-diboronic acid bis(pinacol) ester
  • Benzo[c]-1,2,3-thiadiazol-4,7-diyl-4,7-diboronic acid dipinacol ester
  • 4,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,1,3-benzothiadiazole
  • 4,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazole
Classification / Family Benzothiadiazole, Heterocyclic five-membered ring, Organic semiconducting materials, Semiconductor Synthesis, Low band gap polymers, OFETs, OLED, Organic Photovoltaics, Polymer solar cells

Product Details

Purity >98%
Melting point 213-215°C
Appearance White/Off-white powder

Chemical Structure

chemical structure of benzothiadiazole bisboronic acid pinacol ester cas number 934365-16-9
Chemical structure of 2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester)

NMR Characterisation

1H NMR of fluorene-pinacol-ester in CDCl3
1H NMR spectrum of 2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester) in CDCl3: Instrument AVIIIHD400 (view full version)

MSDS Documentation

2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester) MSDS2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester) MSDS sheet

Literature and Reviews

  1. Combination of Molecular, Morphological, and Interfacial Engineering to Achieve Highly Efficient and Stable Plastic Solar Cells, C-Y. Chang et al, Adv. Mater., 24, 549-553 (2014)
  2. Development of Polymer Acceptors for Organic Photovoltaic Cells, Y. Kim et al., Polymers, 6, 382-407 (2014).

To the best of our knowledge the information provided here is accurate. However, Ossila assume no liability for the accuracy of this page. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. All products are for laboratory and research and development use only, and may not be used for any other purpose including health care, pharmaceuticals, cosmetics, food or commercial applications.

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