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

CAS Number 934365-16-9

Boronates, Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

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

2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester) CAS 934365-16-9

High-purity monomer for the synthesis of small molecules, oligomers and polymers

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Specifications | MSDS | Literature and Reviews

2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester), CAS number 934365-16-9, is an intermediate for the synthesis of small molecules, oligomers and polymers via Suzuki Coupling reactions. Those small molecules, oligomers 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

Capped with Bpin

A monomer for F8BT and PCPDTBT

Benzothiadiazole building block

For semiconductors, OFETs, and solar cells

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High purity

>98% High purity

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

Chemical Structure

Product Details

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

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) MSDS sheet

Literature and Reviews

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)
Development of Polymer Acceptors for Organic Photovoltaic Cells, Y. Kim et al., Polymers, 6, 382-407 (2014).