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

Order Code: B131

Price

(excluding Taxes)

£189.00


Note: This product has been used in our own lab by Ossila chemist 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
Color 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. CAS number: 958261-51-3. Chemical formula: C41H65B2NO4.

 

Applications

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.

 

 NMR 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)