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


Product Code B131
Price $219.00 ex. VAT

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

Product Details

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

Chemical Structure

chemical structure of Octylnonylcarbazole-bisboronic-acid-pinacol-ester, 9-heptadecanyl-bis-tetramethyl-dioxaborolanyl)-9H-carbazole, cas number 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

MSDS Documentation

MSDSMSDS sheet

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)

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. 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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