278176-06-0

Basic information

• Product Name: 2 7-DIIODO-9 9-DIOCTYL-9H-FLUORENE 97
• Synonyms: 2 7-DIIODO-9 9-DIOCTYL-9H-FLUORENE 97
• CAS NO: 278176-06-0
• Molecular Formula: C29H40I2
• Molecular Weight: 642.435
• Product Categories: Aryl;C13 to C37+;Halogenated Hydrocarbons
• Mol File: 278176-06-0.mol
• Article Data: 11

Chemical Properties

• Melting Point: 55-57 °C(lit.)
• Appearance: /
• CAS DataBase Reference: 2 7-DIIODO-9 9-DIOCTYL-9H-FLUORENE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 2 7-DIIODO-9 9-DIOCTYL-9H-FLUORENE 97(278176-06-0)
• EPA Substance Registry System: 2 7-DIIODO-9 9-DIOCTYL-9H-FLUORENE 97(278176-06-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 278176-06-0(Hazardous Substances Data)

Usage

Molecular Structure

A fluorene-based molecule with two iodine atoms at the 2 and 7 positions and two octyl chains at the 9 positions.

Purity

97%

Use

As a dopant for organic semiconductors in organic electronic materials.

+ High electron affinity

DIO-9F has a high electron affinity, which allows it to accept electrons from other materials and improve the performance of electronic devices.

+ Low energy levels

The low energy levels of DIO-9F make it suitable for use in electronic devices that require low-energy consumption.

+ Improved performance and stability

DIO-9F has been found to improve the performance and stability of electronic devices such as OLEDs, OPVs, and OFETs.

Applications

+ Organic Light-Emitting Diodes (OLEDs)
+ Organic Photovoltaic Cells (OPVs)
+ Organic Field-Effect Transistors (OFETs)

Importance

DIO-9F's unique molecular structure and properties make it a valuable component in the development of next-generation electronic materials and devices, making it a popular choice for researchers and manufacturers in the organic electronics industry.

Upstream product

• 111-83-1 1-bromo-octane 
• 16218-28-3 2,7-diiodofluorene 
• 86-73-7 9H-fluorene 
• 123863-99-0 9,9-dioctyl-9H-fluorene 

Downstream Products

• 1194794-21-2 C₄₉H₅₄N₂O₂S 
• 338469-45-7 2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)dithiophene 

Relevant articles and documents

Blue light material composed of acetylene bridged fluorene and anthracene derivatives and preparation method thereof

The invention belongs to the technical field of blue-light emitting material preparation, and discloses an acetylene bridged fluorene and anthracene derivative blue-light emitting material and a preparation method thereof. The method comprises the following steps: a compound intermediate product 2, a compound intermediate product 3, Pd(PPh3)2Cl2, CuI, PPh3 and a magnetic stirring bar are added into a single-necked flask with a volume of 250mL, and vacuumizing and nitrogen introducing are repeated for 4 times; under the protection of a nitrogen gas, a mixed solvent subjected to oxygen removal by introducing a nitrogen gas for 30min is added by a syringe, and a reaction is performed for 48h under a nitrogen gas atmosphere; the reaction is stopped, filtration is performed, filter residues arewashed for 3 times with toluene, a filtrate is separately washed twice with water and saturated brine, drying is performed by anhydrous sodium sulfate for overnight, and a solvent is evaporated to dryness to obtain a crude product; and the crude product is subjected to chromatography by applying a silica gel column, concentration is performed, the concentrated material is dropped into absolute methanol for recrystallization, and therefore the yellow solid is obtained. According to the invention, two n-octyl long aliphatic chains on fluorene can increase the solubility of the material in an organic solvent, and the acetylene linked fluorene and anthracene structure can increase the conjugacy and rigidity of the material.

Functional phenylethynylene side arm poly(arylene ethynylene) conjugated polymers: Optical and electrochemical behavior for enrichment of electronic applications

The poly(arylene ethynylene) (PAE) conjugated polymers (CPs) with a donor-acceptor (D-A) side arm have been designed and synthesized using Sonogashira cross coupling in the presence of cyano methylene, or cyano thiophene gave diethynyl (A) and alkoxy and alkyl substituted diiodo aryl monomers (D). An interesting electronic response in optical measurements such as UV-visible (UV-vis) and fluorescence (FL) spectra was observed in tetrahydrofuran solvent. From the FL spectra, it was observed that the CP solutions possess an interesting long bathochromic shift when compared with the UV-vis spectra, because of the electron withdrawing, electron releasing and conjugation effects. The electrochemical and thin film UV-vis spectral measurements provided highest occupied molecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) electronic energy levels and their corresponding semiconducting electronic energy gaps (Eg) of the PAE CPs. Among the side arm CPs, polymers P1 and P5 have low Eg of 2.14 eV and 2.17 eV. The new PAE CPs are reliable for use in electronic and photonics applications.

Meta - And para -Functionalized Thermally Crosslinkable OLED-Materials through Selective Transition-Metal-Catalyzed Cross-Coupling Reactions

Herein, a synthetic approach using selective transition-metal-catalyzed cross-coupling reactions to thermally crosslinkable OLED materials based on vinyl-functionalized arylamines is reported. In a modular approach, 9,9-dialkyl-2,7-diiodo-9 H -fluorene underwent a selective Ullmann cross-coupling reaction with bromo-substituted-diphenylamines to give 9,9-dialkyl-2,7-bis(bromo-substituted-diphenylamino)-9 H -fluorenes that underwent end-functionalization by the Suzuki-Miyaura reaction using potassium vinyltrifluoroborate to give the corresponding 9,9-dialkyl-2,7-bis(vinyl-substituted-diphenylamino)-9 H -fluorenes. Novel meta -functionalized materials were synthesized, which are difficult to prepare by traditional synthetic pathways. The thermal behavior of the compounds was investigated by DSC measurements, indicating a lower thermal sensitivity of the meta -substituted materials than their para -functionalized analogues.