226070-05-9

Basic information

• Product Name: 2-Bromo-9,9-dihexyl fluorene
• Synonyms: 2-Bromo-9,9-dihexyl fluorene;9H-Fluorene, 2-broMo-9,9-dihexyl-;2-Bromo-9,9-dihexyl-9H-fluorene;2-Bromo-9,9-di-n-hexylfluoren
• CAS NO: 226070-05-9
• Molecular Formula: C₂₅H₃₃Br
• Molecular Weight: 413
• EINECS: 1592732-453-0
• Mol File: 226070-05-9.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 485.3 °C at 760 mmHg
• Flash Point: 234.6 °C
• Appearance: /
• Density: 1.116 g/cm³
• Refractive Index: 1.5680-1.5720
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-Bromo-9,9-dihexyl fluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-9,9-dihexyl fluorene(226070-05-9)
• EPA Substance Registry System: 2-Bromo-9,9-dihexyl fluorene(226070-05-9)

Safety Data

• Hazardous Substances Data: 226070-05-9(Hazardous Substances Data)

Usage

General Description

2-Bromo-9,9-dihexyl fluorene is a chemical compound that belongs to the class of fluorene derivatives. It is primarily used as a building block in the synthesis of various organic compounds and materials. This chemical is known for its high thermal stability and good solubility in organic solvents, making it suitable for use in a wide range of applications, including electronic devices, polymers, and organic photovoltaics. Additionally, its bromine substituent makes it a versatile chemical for further functionalization and modification, allowing for the creation of new and innovative materials with tailored properties and functionalities. Due to its potential in the field of organic electronics and materials science, 2-Bromo-9,9-dihexyl fluorene is an important compound in the realm of chemical research and development.

Upstream product

• 86-73-7 9H-fluorene 
• 123863-97-8 9,9-dihexyl-9H-fluorene 
• 111-25-1 1-bromo-hexane 
• 1133-80-8 2-bromo-9H-fluorene 

Downstream Products

• 371193-08-7 9,9-dihexylfluorene-2-boronic acid 

Relevant articles and documents

Synthesis, optical, electrochemical, and thermal properties of conjugated α-fluorenyl oligothiophenes

A series of new α-fluorenyl oligothiophenes up to the pentamer have been synthesized using Suzuki cross-coupling and bromination reactions. The optical, electrochemical, and thermal properties of these materials can be tuned by varying the number of thiophene rings. The longer oligomers (n ≥ 4) were stable, crystalline, and unreactive to electrochemical oxidative dimerization.

Design of differently P-substituted 4i PO fluorescent tetraphosphonate cavitands

Experimental approaches to tetraphosphonate cavitands bearing fluorenyl-phosphonate bridges are reported. Different routes are described depending on the substitution on the cavitand structure. Tetra-, tri- and di-bridged phosphonate cavitands have been p

Photophysical, electrochemical, and crystallographic investigation of conjugated fluoreno azomethines and their precursors

The photophysical investigation of amino- and aldehyde-substituted fluorenes revealed that these compounds are not only highly fluorescent, but dissipation of their singlet excited energy occurs by a combination of nonradiative means involving intersystem crossing (ISC) and internal conversion (IC). Quantification of the triplet state formed by ISC was possible by laser-flash photolysis (LFP). The efficiency by which this manifold was populated varied between 10 and 40% depending on the fluorene substitution. Condensation of these aldehyde and amine precursors yielded conjugated thiopheno azomethines with robust covalent bonds. Fluorescence of the azomethine fluorene derivatives was reduced relative to their precursors while the degree of IC remained unchanged. Deactivation of the singlet excited state occurred predominately by ISC and the resulting triplet state was rapidly and efficiently quenched by energy transfer by the azomethine linkage. Cyclic voltammetry of the fluoreno azomethines showed both oxidation and reduction processes, and the measured redox potentials and the band-gaps are lower than a bisfluorene analogue. The fluoreno azomethine LUMO energy levels are sufficiently low, making them compatible with common cathodes, therefore eliminating the use of an electron-injection layer. The Royal Society of Chemistry 2007.

Difluorenyl carbo-Benzenes: Synthesis, Electronic Structure, and Two-Photon Absorption Properties of Hydrocarbon Quadrupolar Chromophores

The synthesis, crystal and electronic structures, and one- and two-photon absorption properties of two quadrupolar fluorenyl-substituted tetraphenyl carbo-benzenes are described. These all-hydrocarbon chromophores, differing in the nature of the linkers b

Two-photon absorption properties of four new pentacoordinated diorganotin complexes derived from Schiff bases with fluorene

In this paper we report the synthesis and characterization of four novel pentacoordinated diorganotin complexes, obtained through a methodology that involves a multicomponent reaction of 4-([9H-fluorene-2-yl]ethynyl)-2-hydroxybenzaldehyde, 2-amino-5-nitrophenol and diphenyl or dibutyl-tin oxides. Diorganotin complexes 8–11 were obtained in high yields (70–80%) and were fully characterized by solution NMR (1H, 13C and 119Sn), high resolution mass spectrometry (ESI-TOF) and ATR-FTIR. The optical properties were investigated by UV/Vis spectroscopy and Two-Photon Excitation Fluorescence (TPEF). The One-Photon Absorption (OPA) spectra shows two bands located around 400 and 500 nm, additionally, in the Two-Photon Absorption (TPA) spectra there is one main band located around 750 nm characterized by maximum values of TPA cross section (σTPA) in the range 450–500 GM with a secondary band located at 1000 nm with maximum σTPA values of 70 GM; the maximum brightness was observed for 2,2-Dibutyl-6-aza-1,3-dioxa-11-([9,9-dihexyl-9H-fluorene-2-yl]ethynyl)-16-nitro-2-stanna-[d,h]dibenzocyclononene with a value of 150 GM. A theoretical approach within the framework of DFT was applied to study the electronic transitions, showing that the 500 nm band is mainly associated to a HOMO→LUMO transition, and the band at 400 nm to a HOMO-1→LUMO transition. As main highlights the quantum efficiency of fluorescence of these excited states is as large as 0.43 due to the presence of the tin atom which favors molecular rigidity, these compounds possess TPA responses which are significantly enhanced with respect to related organotin chromophores previously reported.

Two-Photon Absorption Properties in “Push-Pull” Ruthenium Nitrosyl Complexes with various Fluorenylterpyridine-Based Ligands

Using the compound [RuII(FT)(bipy)(NO)](PF6)3 (FT is the electron-rich 4’-(2-fluorenyl)-2,2’:6’,2’’-terpyridine ligand and bipy is 2–2’bipyridine) as a reference, two new compounds are presented in which carbon-carbon double and triple bonds are inserted between the fluorenyl substituent and the terpyridine to provide an extended conjugation path. The electronic properties of the three complexes are compared experimentally by UV-visible spectroscopy and computationally by means of the density functional theory. All of them exhibit a capability for NO release under irradiation on their low-energy transition located in the 400–500 nm range, with a quantum yield around 0.01. Their two-photon absorption (TPA) cross sections are investigated by the Z-scan technique at λ=800 nm. While the reference compound exhibits a cross-section equal to 108 GM, the introduction of double and triple bonds leads to increased cross-sections equal to 131 GM and 150 GM, respectively. These values are discussed in reference to the two-level model in use for “push-pull” dipolar TPA chromophores.

Fluorenyl oxadiazole iridium complex and application thereof

The invention discloses a fluorenyl oxadiazole iridium complex and application thereof. A structural formula of the fluorenyl oxadiazole iridium complex is as shown in the specification, wherein C isan auxiliary ligand 2-picolinic acid, R2 and R3 are alkyl chains, and R1 is methyl. The prepared complex has good hole transport and electron transport properties, can be applied to the field of organic light emitting diodes (OLED), and is applied to the detection of nitro explosives.