572-83-8

Basic information

• Product Name: 2-Bromoanthraquinone
• Synonyms: 2-BROMOANTHRAQUINONE;BROMOANTHRAQUINONE;.beta.-Bromoanthraquinone;2-BROMO-9,10-ANTHRAQUINONE;2-Bromo-9,10-anthracenedione;2-Bromoanthraquinone ,98%;2-bromoanthracene-9,10-dione;9,10-Anthracenedione,2-broMo- Superlist NaMe：2-BroMoanthraquinone
• CAS NO: 572-83-8
• Molecular Formula: C₁₄H₇BrO₂
• Molecular Weight: 287.11
• EINECS: 1312995-182-4
• Product Categories: Anthraquinones;Chloroanthraquine, etc.;Anthracene series;Anthracene derivatives;OLED materials,pharm chemical,electronic;OLED
• Mol File: 572-83-8.mol

Chemical Properties

• Melting Point: 208 °C
• Boiling Point: 443.439 °C at 760 mmHg
• Flash Point: 160.125 °C
• Appearance: /
• Density: 1.5425 (rough estimate)
• Vapor Pressure: 4.64E-08mmHg at 25°C
• Refractive Index: 1.4650 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: almost transparency in hot Toluene
• CAS DataBase Reference: 2-Bromoanthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromoanthraquinone(572-83-8)
• EPA Substance Registry System: 2-Bromoanthraquinone(572-83-8)

Safety Data

• RTECS: CB5950000
• Hazardous Substances Data: 572-83-8(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

InChI:InChI=1/C14H7BrO2/c15-8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7H

Upstream product

• 632-83-7 1-Bromoanthraquinone 
• 2159-40-2 2-(4-bromobenzoyl)benzoic acid 
• 6337-00-4 2-amino-3-bromoanthraquinone 
• 725744-58-1 2,9,10-tribromo-anthracene 
• 412299-83-3 4-bromo-2-(phenylcarbonyl)benzoic acid 
• 84-65-1 9,10-phenanthrenequinone 
• 65565-11-9 2-(3-bromobenzoyl)benzoic acid 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 871879-94-6 3-bromo-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid 
• 117-79-3 2-aminoanthraquinone 
• 605-27-6 2-nitroanthraquinone 
• 7789-45-9 copper(II)bromide 

Downstream Products

• 860530-98-9 2-bromo-9,10-diphenyl-9,10-dihydro-anthracene-9,10-diol 
• 749250-55-3 2,2'-sulfanediyl-di-anthraquinone 
• 605-32-3 2-hydroxy-9,10-anthraquinone 
• 72-48-0 1,2-dihydroxy-9,10-anthracenedione 
• 809-63-2 [2,2']bianthryl-9,10,9',10'-tetraone 
• 84-65-1 9,10-phenanthrenequinone 
• 117-79-3 2-aminoanthraquinone 
• 861608-93-7 N-(9,10-dioxo-9,10-dihydro-[2]anthryl)-anthranilic acid 
• 103456-61-7 2-Bromo-9,10-dimethyl-9,10-dihydro-anthracene-9,10-diol 
• 15534-56-2 2-bromoanthrahydroquinone 
• 103438-63-7 2-bromo-9,10-dimethoxyanthracene 
• 60123-58-2 2-Bromo-10,10-difluoro-10H-anthracen-9-one 
• 60123-60-6 2-Bromo-9,9,10,10-tetrafluoro-9,10-dihydro-anthracene 
• 37649-98-2 9,10-dioxo-9,10-dihydroanthracene-2-carbonitrile 

Relevant articles and documents

New approach way using substituent group at core chromophore for solution process blue emitter

Comparing the conventional vapor desposition process for OLEDs, the solution process using small molecules has merits of low production cost because of many reasons. For the solution process blue flourescent material, tertiary butyl (T) and anthracene (A) were first introduced as substituents to TAT core part, 2-tert-butyl-9,10-bis(3a?3,5a?3-diphenylbiphenyl-4a?2-yl)anthracene (T-TAT) and 2-(9-anthracenyl)-9,10-bis(3a?3,5a?3-diphenylbiphenyl-4a?2-yl)anthracene (A-TAT). All three materials indicated typical absorption band of anthracene in the range of 350 to 400 nm. T-TAT exhibited similar optical properties to TAT, but A-TAT has longer absorption and PL emission compared to other two compounds. In case of spin-coated film, A-TAT exhibited absorption maximum value of 408 nm and photoluminescence maximum value of 469 nm. T-TAT and A-TAT can be applicable to solution process as a blue fluorescence material.

A small molecule composed of anthracene and thienothiophene devised for high-performance optoelectronic applications

An asymmetric small molecule composed of anthracene and alkylated thienothiophene (2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene) was synthesized via the Suzuki coupling reaction. The thermal stability, photochemical properties, and morphological characteristics were investigated using thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, UV-visible spectroscopy, and X-ray diffraction techniques. The compound demonstrated a good thermal stability of 5% at a decomposition temperature of 336 °C. The solution-processed single-crystal transistor, devised with 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene, exhibited high performance with a hole mobility of 0.1 cm2/Vs. Furthermore, by utilizing the high mobility of 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene, we demonstrated its unprecedented high photoresponsivity of 3370 A/W, a finding that can be attributed to the very efficient photoconductive behavior of a single crystal of 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene.

Synthesis and characterization of anthracene derivative for organic field-effect transistor fabrication

Here we report on the synthesis and characterization of anthracene derivative for solution processable organic field-effect transistors. The transistor devices with bottom-contact geometry provided a maximum field-effect mobility of 3.74×10-4 cm2 V-1 s -1 as well as current on/off ratio of 5.05×104 and low threshold voltage. Structural information in the solid state is obtained by thermal analysis and two-dimensional wide angle X-ray scattering (2D-WAXS). From the 2D-WAXS, it is clear that the planes of anthracene rings and benzene ring of the molecule are different in solid state. We assume similar arrangement in the thin-film which limit the effective hopping and thus charge mobility. Copyright

Naked eye detection of anions by 2,2¤-bianthracene derivative bearing urea groups in various organic solvents

A highly fluorescent 2,2¤-bianthryl derivative bearing urea groups (2) was prepared as an anion receptor. The UV-vis and fluorescence titrations of 2 in various organic solvents revealed that the association constants (K11) were correlated with acceptor number and Swain acity of the solvents used, and tetrahydrofuran was found to strongly enhance the K11 for Cl1 and AcO1 due to enthalpy driven complexation, in which naked eye detection of AcO1 was achieved.

Thermally stable organic thin film transistors based on 2-(anthracen-2-yl)tetracene

Organic semiconductors with high mobility and high thermal stability are of great importance for practical application of organic electronics. To explore new semiconductors by taking advantage of the intrinsic properties of tetracene molecule, herein, we report the design and synthesis of a novel p-type tetracene derivatives, 2-(anthracen-2-yl)tetracene (TetAnt). Top contact organic thin-film transistors (OTFTs) based on TetAnt show a hole mobility of up to 0.79 cm2 V?1 s?1. In addition, a high mobility of ~0.4 cm2 V?1 s?1 is maintained even after thermal stressed to a high temperature of 290 °C, indicating the excellent thermal stability of TetAnt.

Aerobic C(sp2)-H Hydroxylations of 2-Aryloxazolines: Fast Access to Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores

The direct hydroxylation of 2-aryloxazolines via a deprotonative magnesiation using TMPMgCl·LiCl and subsequent oxidation with molecular oxygen or air as a green oxidant is reported. This method proceeds under mild conditions at room temperature with high regioselectivity and chemoselectivity. The obtained phenols exhibit tunable luminescence properties, induced by excited-state intramolecular proton transfer. This method opens a new opportunity for the sustainable synthesis of luminescent organic molecules.

Tetracyanoanthraquinodimethane polymers and use thereof

Novel tetracyanoanthraquinodimethane polymers and use thereof. The problem addressed was that of providing novel polymers which are preparable with a low level of complexity, with the possibility of controlled influence on the physicochemical properties thereof within wide limits in the course of synthesis, and which are usable as active media in electrical charge storage elements for high storage capacity, long lifetime and stable charging/discharging plateaus. Tetracyanoanthraquinodimethane polymers consisting of an oligomeric or polymeric compound of the general formula I have been found.

Nitrogen-containing heterocyclic derivative and application of nitrogen-containing heterocyclic derivative to organic electroluminescence device

The invention provides a nitrogen-containing heterocyclic derivative and application of the nitrogen-containing heterocyclic derivative to an organic electroluminescence device, and relates to the technical field of organic photoelectric materials. The nitrogen-containing heterocyclic derivative is of a structure shown in the formula I and can be used for preparing the organic electroluminescence device. A compound synthesized by the nitrogen-containing heterocyclic derivative is used as a material of an electron injection layer in the preparation of an OLED device, so that the driving voltage can be effectively reduced, and the luminescent intensity of the device can be enhanced; the nitrogen-containing heterocyclic derivative is an organic light emitting material with high performance. The device can be used in the application field of flat displays, illumination light sources, mobile phone screens, signal lamps and the like.

PolyTCAQ in organic batteries: Enhanced capacity at constant cell potential using two-electron-redox-reactions

The application of polymers bearing tetracyano-9,10-anthraquinonedimethane (TCAQ) units as electrode materials in organic batteries enables one narrow charge discharge plateau due to the one two-electron-redox-reaction of the TCAQ core. Li-organic batteries manufactured with this polymer display repeatable charge-discharge characteristics associated with a capacity of 156 mA h g -1 and a material activity of 97%.

Fluorescent cytotoxic compounds specific for the cellular polyamine transport system

Cyano-substituted anthracene containing polyamines were synthesized and shown to be efficient polyamine transporter ligands. Moreover, these compounds (3 and 4) had improved fluorescence properties over previously known anthryl-polyamine conjugates, which facilitated their intracellular trafficking by confocal microscopy. These cytotoxic fluorescent agents may find use as molecular probes which traffic into cells via the polyamine transport system and may also be viable anticancer drugs which are readily quantified in human tissues due to their excellent fluorescence properties: (excitation: λ 405 nm) and emission (420 nm) occurs in the visible light range. The ability to excite and emit in the visible range provides an advantage to these probes as these wavelengths are not toxic to human cells (versus ultraviolet mediated excitations, λ400 nm) and visible light lasers are less costly to purchase and operate than UV laser sources.