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9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

CAS Number 958261-51-3

Boronates, Chemistry Building Blocks, Heterocyclic Building Blocks, Monomers


Product Code B131-1g
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High quality monomer used for the synthesis of small molecules and polymers

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Carbazole derivatives are widely used for OFETs, OLED, PLED. 9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole is one of the popular intermediates used for the synthesis of either small molecules or polymers (that are made into devices for display technology or photovoltaic solar cells).

9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, prepared from 2,7-Dibromo-9-(9-heptadecyl)carbazole, is an intermediate for the preparation of polymer semiconductor PCDTBT.

Synthesis heptadecanylcarbazole boronic pinacol ester
Synthesis of 9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9Hcarbazole from 2,7-Dibromo-9-(9-heptadecyl)carbazole

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

General Information

CAS Number 958261-51-3
Chemical Formula C41H65B2NO4
Molecular Weight 657.58 g/mol
Synonyms
  • 9-(1-Octylnonyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole
  • 9-(1-Octylnonyl)carbazole-2,7-bis(boronic acid pinacol ester)
  • 2,7-bis (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-9-Heptadecanylcarbazole
  • 9-(1-Octylnonyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole
  • Carbazole Boronic Ester
Classification / Family Carbazole, Boronic esters, Monomer, Semiconductor synthesis, Low band gap polymers, Donors, OFETs, OLED, PLED, Organic Photovoltaics, Polymer solar sells

Chemical Structure

Chemical structure of Octylnonylcarbazole-bisboronic-acid-pinacol-ester, 9-heptadecanyl-bis-tetramethyl-dioxaborolanyl)-9H-carbazole, CAS 958261-51-3
Chemical structure of 9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9Hcarbazole

Product Details

Purity >97%
Melting Point 128 °C - 130 °C
Appearance White crystals
Density 1.01 g/cm3

Charaterisaton

1H NMR pcdtbt monomer carbazole-pinacol-ester in CDCl3
1H-NMR spectrum of 9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole in CDCl3: Instrument AVIIIHD400 (see full version)

MSDS Documentation

MSDS9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole MSDS sheet

Literature and Reviews

  1. Carbazole and thienyl benzo[1,2,5]thiadiazole based polymers with improved open circuit voltages and processability for application in solar cells, H. Yi et al., J. Mater. Chem., 21(35), 13649-13656 (2011)
  2. Polycarbazoles for plastic electronics, P-L.T. Boudreault, Polym. Chem., 1, 127-136 (2010)

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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