23674-20-6

Basic information

• Product Name: 9-Bromo-10-phenylanthracene
• Synonyms: Anthracene, 9-Bromo-10-phenyl;9-Bromo-10-phenylanthracene;9-Bromo-10-phenylant;10-broMo-9-phenylanthracene;10-phenyl-9-BroMoanthracene;9-bromo-10-phenylanthrancene
• CAS NO: 23674-20-6
• Molecular Formula: C₂₀H₁₃Br
• Molecular Weight: 333.22
• EINECS: 1312995-182-4
• Product Categories: organic chemicals and derivatives/others;OLED
• Mol File: 23674-20-6.mol
• Article Data: 82

Chemical Properties

• Melting Point: 154-155 °C
• Boiling Point: 449.7 °C at 760 mmHg
• Flash Point: 221.3 °C
• Appearance: Pale yellow/Powder
• Density: 1.393
• Vapor Pressure: 7.45E-08mmHg at 25°C
• Refractive Index: 1.717
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol (Slightly)
• Water Solubility: Insoluble in water. Soluble in hot toluene, dimethylformamide.
• CAS DataBase Reference: 9-Bromo-10-phenylanthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Bromo-10-phenylanthracene(23674-20-6)
• EPA Substance Registry System: 9-Bromo-10-phenylanthracene(23674-20-6)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 23674-20-6(Hazardous Substances Data)

Usage

Description

9-Bromo-10-phenylanthracene is an anthracene compound characterized by its pale yellow powder form. It is a derivative of anthracene with a bromine atom at the 9th position and a phenyl group at the 10th position, which contributes to its unique chemical and physical properties.

Uses

Used in OLED Industry:
9-Bromo-10-phenylanthracene is used as an organic light-emitting diode (OLED) material for its ability to emit light when an electric current is applied. Its unique molecular structure allows for efficient charge transport and light emission, making it a valuable component in the development of OLED displays and lighting technologies.
Used in Proteomics Research:
In the field of proteomics, 9-Bromo-10-phenylanthracene serves as a valuable compound for research purposes. Its chemical properties enable it to interact with proteins in various ways, facilitating the study of protein structure, function, and interactions. This application aids in advancing our understanding of biological processes and the development of new therapeutic strategies.

Preparation

9-Phenylanthracene (2.5g, 9.83mmol) and NBS (2.1g, 11.8mmol) were dissolved in 80mL CHCl3. Then the mixture was heated to 60°C for 2h under N2. After cooled to room temperature, 20 mL water was added. And the mixture was extracted with CH2Cl2. The organic extracts were dried over anhydrous MgSO4 and concentrated by rotary evaporation.The crude product was recrystallized from methanol to get a green-yellow powder (2g, 61.2%). 1H NMR (500 MHz, CDCl3) δ 8.67 – 8.61 (m, 2H), 7.71 – 7.65 (m, 2H), 7.64 – 7.56 (m, 5H), 7.45 – 7.37 (m, 4H). EI-MS (m/z): Calculated for C20H13Br: 333.22. Found [M+]: 332.30. Synthesis of 9-bromo-10-phenylanthracene

InChI:InChI=1/C20H13Br/c21-20-17-12-6-4-10-15(17)19(14-8-2-1-3-9-14)16-11-5-7-13-18(16)20/h1-13H

Upstream product

• 602-55-1 9-phenylanthracene 
• 1564-64-3 9-Bromoanthracene 
• 98-80-6 phenylboronic acid 
• 359435-47-5 9-bromo-10-iodo-anthracene 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 93-58-3 benzoic acid methyl ester 
• 123335-02-4 bis-(2-bromophenyl)methanol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 583-53-9 2,3-dibromobenzene 
• 108-86-1 bromobenzene 
• 100622-34-2 anthracene-9-boronic acid 
• 42908-58-7 α,α'-diphenylphthalyl alcohol 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 523-27-3 9,10-Dibromoanthracene 

Downstream Products

• 460347-59-5 4,4,5,5-tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane 
• 602-55-1 9-phenylanthracene 
• 1093856-15-5 C₁₀₆H₇₀ 
• 1093856-12-2 C₆₂H₄₆ 
• 1158227-97-4 C₅₈H₃₆ 
• 1158228-07-9 C₆₄H₄₀ 
• 192872-06-3 9-(4-hydroxyphenyl)-10-(phenyl)anthracene 
• 1277104-05-8 9-(4-(4-(2,5-diiodo-4-methoxyphenoxy)butoxy)phenyl)-10-phenylanthracene 
• 113790-79-7 9-( p-methoxyphenyl)-10-phenylanthracene 
• 58813-48-2 C₂₈H₂₀ 
• 1644567-18-9 C₆₀H₃₈ 

Relevant articles and documents

Bodipy-Phenylethynyl Anthracene Dyad: Spin-Orbit Charge Transfer Intersystem Crossing and Triplet Excited-State Equilibrium

Spin-orbit charge transfer-induced intersystem crossing (SOCT-ISC) is a promising method to design heavy atom-free triplet photosensitizers (PSs). Herein, a new organic triplet PS, BDP-An (Bodipy-phenylethynyl anthracene dyad) has been synthesized and studied. In polar solvents, charge transfer (CT) emission band was observed, and the singlet oxygen quantum yield (ΦΔ) is up to 95%. From femtosecond transient absorption (fs TA) spectra, SOCT-ISC mechanism was verified, the charge separation (CS) time takes1.6 ps, the lifetime of charge recombination (CR) is 3.8 ns, moreover the triplet state of phenylethynyl anthracene was also observed. In nanosecond transient absorption (ns TA) spectra, long-lived triplet states (τT =108 μs) were observed, which are delocalized on both parts of the dyad, i.e. there is a triplet excited-state equilibrium. This is the first report on the triplet excited-state equilibrium observed in an electron donor/acceptor dyad showing SOCT-ISC. With BDP-An as the triplet donor and perylene as the triplet acceptor, triplet-triplet annihilation upconversion (TTA UC) was performed, the upconversion quantum yield was up to 18.9%, and the lifetime of TTA-based delayed fluorescence was determined as 70.8 μs.

Compound, organic luminescent material and organic electroluminescent device

The invention provides a compound as shown in a general formula (I), which has a mother structure of sym-triphenyl substituted anthracene, is high in bond energy among atoms, has good thermal stability, is beneficial to solid-state accumulation among molecules, is large in bandwidth, has a light-emitting region in a blue light region, is high in light-emitting intensity, and has a proper energy level with adjacent levels. And injection and migration of excitons are facilitated. When the compound is used as a blue light host material in a luminescent layer, the driving voltage of an organic electroluminescent device can be effectively reduced, the luminous efficiency is improved, and the service life is prolonged. The invention also provides an organic electroluminescent device and a display device containing the compound of the general formula (I).

Dianthracene compound containing pyridyl at tail end and application thereof

The invention provides dianthracene compounds shown in a general formula I in the specification. In the general formula I, L1 and L2 independently represent single bonds, substituted or unsubstituted heterocyclic aromatic groups of C2-C60 or substituted or unsubstituted hydrocarbon aromatic groups of C6-C60; L3 represents a substituted or unsubstituted heterocyclic aromatic group of C2-C60 or a substituted or unsubstituted hydrocarbon aromatic group of C6-C60; R10, R11, R12, R13, R14, R15, R16, R17, R18, R21, R23, R24, R25, R26, R27 and R28 independently represent hydrogen, halogen and substituted or unsubstituted alkyl or alkoxy of C1-C10. The compounds have good luminescence properties, high electron transport capacities and terrific solubility and can be used in luminescent materials, electron transport materials and hole-blocking materials in the electroluminescence field. The invention also provides an organic electroluminescence device at least comprising a pair of electrodes and organic luminescent media between the electrodes. The organic luminescent media at least comprise the dianthracene compounds.