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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, CAS number 958261-51-3, 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.

Capped with Bpin

Capped with Bpin

A PCDTBT monomer

Cabazole building block

Cabazole building block

For semiconductors, OFETs, and solar cells

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High purity 958261-51-3

High purity

>98% High purity

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)
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