188200-93-3

Basic information

• Product Name: 9 9-DI-(2'-ETHYLHEXYL)-2 7-DIBROMOFLUOR&
• Synonyms: 9 9-DI-(2'-ETHYLHEXYL)-2 7-DIBROMOFLUOR&;9,9-DI(2-ETHYLHEXYL)-2,7-DIBROMOFLUORENE,98%;9,9-Di-(2'-ethylhexyl)-2,7-dibromofluorene;2,7-Dibromo-9,9-bis(2-ethylhexyl)-9H-fluorene;9,9-Di-(2'-ethylhexyl)-2,7-dibromofluorene 98%;2,7-Dibromo-9,9-bis(2-ethylhexyl)fluorene (This product is only available in Japan.)
• CAS NO: 188200-93-3
• Molecular Formula: C₂₉H₄₀Br₂
• Molecular Weight: 548.44
• EINECS: 201-215-5
• Product Categories: Organic Electronics and Photonics;Polyfluorene (PFO, PFE) Monomers;Synthetic Tools and Reagents;Fluorene
• Mol File: 188200-93-3.mol

Chemical Properties

• Boiling Point: 559.6 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.230 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5720(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 9 9-DI-(2'-ETHYLHEXYL)-2 7-DIBROMOFLUOR&(CAS DataBase Reference)
• NIST Chemistry Reference: 9 9-DI-(2'-ETHYLHEXYL)-2 7-DIBROMOFLUOR&(188200-93-3)
• EPA Substance Registry System: 9 9-DI-(2'-ETHYLHEXYL)-2 7-DIBROMOFLUOR&(188200-93-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 188200-93-3(Hazardous Substances Data)

Usage

General Description

Intermediate for polymeric light-emitting diodes.

Upstream product

• 18908-66-2 3-bromomethylheptane 
• 16433-88-8 2,7-dibromo-9H-fluorene 

Downstream Products

• 357219-41-1 2-(9,9-bis(2-ethylhexyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluoren-7-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 911679-98-6 8-benzyloxy-5-[9,9,9',9'-tetrakis-(2-ethyl-hexyl)-7'-trimethylsilanyl-9H,9'H-[2,2']bifluorenyl-7-yl]-quinoline 

Relevant articles and documents

Synthesis, optical, and electrochemical properties of 4-fluorophenyl end-capped oligofluorenes

This paper presents a series of oligofluorenes mainly based on 9,9-bis(2-ethylhexyl)fluorene units whose rigid core has been extended with 4-fluorobenzene termini. Thermogravimetric analysis, differential scanning calorimetry, absorption spectra, photolum

Low glass transition temperature hole transport material in enhanced-performance solid-state dye-sensitized solar cell Prof. Gregory L. Baker passed away on Oct. 18. 2012. We dedicate this work as a memorial to him.

A new triarylamine-based hole transport materials (HTM) with branched side chain giving low glass transition temperature (Tg) is synthesized and incorporated into a solid state dye sensitized solar cell. This designing of molecular structure of HTM for lowering the Tg along with viscosity and surface tension of the casting solution effectively increases the pore-filling fraction (PFF) as the cell is heated during the fabrication, leading to an 8 fold increasing in cell efficiency over cells without heat treatment. We relate the cell performance improvement not only due to the PFF of TiO2 by the (HTM), but also because of morphological and thickness changes in the hole transport material (HTM) capping layer.

Indan-1,3-dione electron-acceptor small molecules for solution-processable solar cells: A structure-property correlation

A structure-device performance correlation in bulk heterojunction solar cells for new indandione-derived small molecule electron acceptors, FEHIDT and F8IDT, is presented. Devices based on the former exhibit higher power conversion efficiency (2.4%) and higher open circuit voltage, a finding consistent with reduced intermolecular interactions.

A simple fluorene core-based non-fullerene acceptor for high performance organic solar cells

A small molecule non-fullerene acceptor based on a fluorene core having a furan π-spacer and end capped with rhodanine (FRd2) is developed for solution processable bulk heterojunction organic solar cells (OSCs). The simplistic synthetic protocol reduces several reaction steps and hence production cost. Extended π-conjugation via furan units and the presence of electronegative rhodanine groups result in a power conversion efficiency of 9.4% in OSCs, which is the highest so far among these categories of molecules.

Indan-1,3-dione electron-acceptor small molecules for solution-processable solar cells: A structure-property correlation

A structure-device performance correlation in bulk heterojunction solar cells for new indandione-derived small molecule electron acceptors, FEHIDT and F8IDT, is presented. Devices based on the former exhibit higher power conversion efficiency (2.4%) and higher open circuit voltage, a finding consistent with reduced intermolecular interactions.

Preferential oxidative addition in Suzuki cross-coupling reactions across one fluorene unit

The Suzuki-type cross-coupling reaction of 2,7-dihalofluorenes with 1 equiv of arylboronic acid and Pd2(dba)3/P(t-Bu3) as a catalyst system is investigated. The exclusive formation of the diarylated coupling product demons

Synthesis and characterization of monodisperse oligofluorenes

An efficient synthesis of 9,9-bis(2-ethylhexyl)fluorene oligomers up to the heptamer is reported, with repetitive Suzuki and Yamamoto coupling reactions employed in the synthesis. The key steps for preparation of the essential intermediates include Pd-catalyzed transformation of aryl bromides to aryl boronic esters (Miyaura reaction) and the application of the much higher reactivity of aryl boronic esters over aryl bromides in the Pd-catalyzed cross-coupling reaction with aryl diazonium salts. Variation of the UV/Vis absorption and photoluminescence characteristics with chain length is reported. Moreover, glass transition and liquid-crystal characteristics of the oligomers are described and compared with those of the polymer.

Method for preparing bromofluorenes

A method for preparing bromofluorenes includes a step of dispersing a compound selected from the group consisting of fluorene, fluorenone, and derivatives of fluorene and fluorenone in water to prepare a disperse system. Bromination is initiated by adding bromine Br2 into the disperse system. Thus, bromofluorenes can be efficiently and economically prepared without using any environmentally harmful organic solvent requiring a high cost to dispose of.

Dialkylfluorene-oligothiophene and dialkylfluorene-dithienylvinylene alternating copolymers

Well defined dialkylfluorene/oligothiophene and dialkylfluorene/dithienylvinylene alternating copolymers have been synthesized via the polycondensation of 2,7-dibromo-(9,9-dialkyl-fluorene) with the appropriate distannylated (oligo)thienylene component according to a Stille-type coupling reaction using tetrakis(triphenylphosphine)palladium [Pd(PPh3)4] as catalyst. The alternate incorporation of the thienylene building blocks leads to the tunability of the photoluminescent properties of the alternating copolymers. The long wavelength absorption and photoluminescence maxima of the copolymers display a subsequent bathochromic shift upon increasing the size of the (oligo)thienylene building block.