287493-15-6

Basic information

• Product Name: 2-Bromo-9,9-diethylfluorene
• Synonyms: 2-Bromo-9,9-diethyl-9H-fluorene;2-Bromo-9,9-diethylfluorene;2-Bromo-9,9-diethylf
• CAS NO: 287493-15-6
• Molecular Formula: C₁₇H₁₇Br
• Molecular Weight: 301.22
• EINECS: 1312995-182-4
• Product Categories: Electronic Chemicals
• Mol File: 287493-15-6.mol
• Article Data: 22

Chemical Properties

• Melting Point: 52.0 to 56.0 °C
• Boiling Point: 163°C/2mmHg(lit.)
• Flash Point: 179.671 °C
• Appearance: /
• Density: 1.265
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Toluene
• CAS DataBase Reference: 2-Bromo-9,9-diethylfluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-9,9-diethylfluorene(287493-15-6)
• EPA Substance Registry System: 2-Bromo-9,9-diethylfluorene(287493-15-6)

Safety Data

• Hazardous Substances Data: 287493-15-6(Hazardous Substances Data)

Usage

General Description

2-Bromo-9,9-diethylfluorene is a chemical compound with the molecular formula C20H23Br. It is a derivative of fluorene, a polycyclic aromatic hydrocarbon. 2-Bromo-9,9-diethylfluorene contains a bromine atom substituted at the 2-position on the fluorene ring, as well as two ethyl groups at the 9-position. It is commonly used as a building block in organic synthesis, particularly in the production of organic light-emitting diodes (OLEDs) and other optoelectronic materials. Additionally, 2-Bromo-9,9-diethylfluorene has been used in the synthesis of various complex organic molecules and pharmaceutical compounds. 2-Bromo-9,9-diethylfluorene is known for its high stability and can be stored and handled under standard laboratory conditions.

InChI:InChI=1/C17H17Br/c1-3-17(4-2)15-8-6-5-7-13(15)14-10-9-12(18)11-16(14)17/h5-11H,3-4H2,1-2H3

Upstream product

• 2294-79-3 9,9-diethyl-9H-fluorene 
• 1133-80-8 2-bromo-9H-fluorene 
• 75-03-6 ethyl iodide 
• 74-96-4 ethyl bromide 

Downstream Products

• 148077-53-6 9,9-diethyl-2-diphenylaminofluorene 
• 1608155-12-9 N-(4-bromophenyl)-2-(7-bromo-9,9-diethylfluoren-2-yl)isoindole-1-carboxamide 
• 373390-07-9 (9,9-diethyl-9H-fluoren-2-yl)-phenylamine 
• 914497-12-4 (9,9-diethyl-7-pyridin-2-ylfluoren-2-yl)diphenylamine 
• 1585196-26-4 2,2'-(7-bromo-9,9-diethyl-9H-fluorene-2,4-diyl)bis(1-ethyl-4,5-diphenyl-1H-imidazole) 
• 1585196-24-2 2,2'-(7-bromo-9,9-diethyl-9H-fluorene-2,4-diyl)bis(4,5-diphenyl-1H-imidazole) 
• 1585196-03-7 (E)-2-cyano-3-(5-(9,9-diethyl-7-(1-ethyl-4,5-diphenyl-1H-imidazol-2-yl)-9H-fluoren-2-yl)thiophene-2-yl)acrylic acid 

Relevant articles and documents

New iridium(III) cyclometalates with extended absorption features for bulk heterojunction solar cells

Two new iridium(III) cyclometalates (A and B) based on 2-[5-(9,9′-diethyl-9H-fluoren-7-yl)thienyl]-pyridine were synthesized, characterized and applied in bulk-heterojunction solar cells (BHJSCs). Their absorption, electrochemical, thermal and photovoltaic properties have been investigated. The results reveal that the replacement of phenyl ring by thienyl one can extend the absorption wavelength up to 530 nm, thus narrowing the energy gap (Eg) to 2.93 eV and 2.81 eV for A and B, respectively. These complexes exhibit excellent thermal stability with the onset decomposition temperature at 5% weight-loss (Td) of over 370 °C. The BHJSC device with A as donor blended with [6,6]-phenyl C61-butyric acid methyl ester (PCBM) gave the best power conversion efficiency (η) of 0.51%, with a short-circuit photocurrent density (Jsc) of 2.68 mA cm-2, an open-circuit photovoltage (Voc) of 0.66 V and a fill factor (ff) of 0.28 under illumination of an AM 1.5 solar cell simulator.

Cysteine and homocysteine chemosensor based on photochromic diarylethene with fluorine

A new photochromic diarylethene with formyl and fluorene groups, 1-[2-methyl-5-(9,9-diethyl-fluoren-2-yl)-3-thienyl]-2-[(2-methyl-5-formyl)-3-thienyl]perfluorocyclopentene, has been synthesized and characterized with single-crystal X-ray diffraction. Due to the interaction between the formyl group in its ring-closed isomer with cysteine/homocysteine, there was an evident color change in its absorption spectrum from blue to pale yellow and light brick-red upon addition of cysteine and homocysteine, respectively. Moreover, it was revealed that no obvious interference was observed during the titrations with the mixtures of cysteine/homocysteine and other amino acids. These results indicated that the diarylethene could be used as a colorimetric sensor to recognize cysteine/homocysteine with high selectivity.

Asymmetric tris-heteroleptic iridium(iii) complexes containing three different 2-phenylpyridine-type ligands: A new strategy for improving the electroluminescence ability of phosphorescent emitters

A series of asymmetric tris-heteroleptic Ir(iii) phosphorescent complexes adopting both IrLL′L′′ (Ir3-1 and Ir3-2) and IrLL′(acac) (Ir2-1 and Ir2-2) chemical constitution have been successfully prepared, where L, L′ and L′′ represent different ppy-type (2-phenylpyridine) ligands. The IrLL′L′′ asymmetric tris-heteroleptic Ir(iii) phosphorescent complexes Ir3-1 and Ir3-2 bearing three different ppy-type ligands can show better thermal stability, higher ΦP and improved ability of trapping both holes and electrons than IrLL′(acac) asymmetric analogs Ir2-1 and Ir2-2. Thanks to these advantages, Ir3-1 and Ir3-2, especially Ir3-2, can show phenomenal EL performance with a maximum external quantum efficiency (ηext) of 26.2%, a maximum current efficiency (ηL) of 88.7 cd A-1 and a maximum power efficiency (ηP) of 75.3 lm W-1, much higher than the data achieved by not only IrLL′(acac) asymmetric analogs Ir2-1 and Ir2-2, but also the traditional Ir(L)3 symmetric counterparts. To the best of our knowledge, these data represent the highest EL efficiencies ever achieved by the asymmetric ppy-type Ir(iii) phosphorescent complexes reported in the literature. All these encouraging results not only indicate the great potential of the unique asymmetric IrLL′L′′ structures bearing three different ppy-type ligands in improving the EL ability of ppy-type Ir(iii) phosphorescent emitters, but also represent important progress in the design and synthesis of new asymmetric ppy-type Ir(iii) phosphorescent complexes with high EL ability.

Color-tunable thiazole-based iridium(III) complexes: Synthesis, characterization and their OLED applications

With respect to the commonly used electron-deficient pyridyl group in the benchmark dopant Ir(ppy)3, incorporating the electron-rich thiazolyl group with different chromophores have not been extensively studied. In this paper, some iridium(III) complexes bearing functional ligands with the thiazolyl moiety were synthesized and characterized by1H and13C NMR, UV–Vis absorption and photoluminescence spectroscopy. The emission color of these thiazole-based Ir(III) complexes can be tuned from yellow to red and the best phosphorescent organic light-emitting device exhibited the maximum external quantum efficiency of 11.1%, current efficiency of 35.8 cd/A and power efficiency of 21.9 lm/W.