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2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

CAS Number 196207-58-6

Boronates, Chemistry Building Blocks, Monomers, Non-Heterocyclic Building Blocks

2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) CAS 196207-58-6
Product Code B201-5g
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2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) is a precursor for the synthesis of polymer semiconductors in the application of OLED, PLED, OFET and Polymer Solar Cells.

With their pure blue and efficient electroluminescence, high charge-carrier mobility and good processability, alkylated polyfluorene conjugated polymer semiconducting materials have attracted great research and industrial interests --  especially for display technology photovoltaic applications. PFN, a fluorene back-boned polymer semiconductor, is a conjugated polyelectrolyte embedded between the cathode and the active layer in OPV devices to improve electron extraction efficiencies. Both PFO (F8) and F8BT use the same polyfluorene sub unit, and can be blended to make a high-efficiency green OLED. F8BT calso used as an acceptor for polymer blends devices.

f8bt synthesis with 2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) and 4,7-Dibromo-2,1,3-benzothiadiazole
F8BT synthesis with 2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) and 4,7-Dibromo-2,1,3-benzothiadiazole via Suzuki Coupling polymerisation

General Information

CAS Number 196207-58-6
Chemical Formula C41H64B2O4
Molecular Weight 642.57 g/mol
Synonyms
  • 2,2'-(9,9-Dioctyl-9H-fluorene-2,7-diyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane]
  • 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-di-n-octylfluorene
Classification / Family Fluorene, Boronic esters, Organic semiconducting materials, Semiconductor synthesis, Low band gap polymers, OFETs, OLED, Organic photovoltaics, Polymer solar cells

Chemical Structure

chemical structure of dioctyl-9H-fluorene-2,7-diyl-bis-tetramethyl -1,3,2-dioxaborolane, CAS 196207-58-6
Chemical structure of 2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl -1,3,2-dioxaborolane)

Product Details

Purity >98%
Melting Point 127 °C - 131 °C
Appearance White powder

Characterisation

1H-NMR of fluorene-pinacol-ester in CDCl3
1H-NMR spectrum of 2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) in CDCl3: Instrument AVIIIHD400 (view full version)

MSDS Documentation

9,9-Dioctylfluorene-2,7-diboronic acid bis(pinacol) ester MSDS9,9-Dioctylfluorene-2,7-diboronic acid bis(pinacol) ester MSDS Sheet

Literature and Reviews

  1. Recent progress of high performance polymer OLED and OPV materials for organic printed electronics, C. Sekine et al., Sci. Technol. Adv. Mater., 15, 034203 (2014)
  2. Morphological study of F8BT:PFB thin film blends, M. Abdullaa et al., Org. Electronics, 23, 87-98 (2015)
  3. Highly Efficient Inverted Polymer Solar Cells Based on a Cross-linkable Water-/Alcohol-Soluble Conjugated Polymer Interlayer, K. Zhang et al., ACS Appl. Mater. Interfaces, 6 (13), 10429-10435 (2014)

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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