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

Chemical Properties

Pale yellow powder

Uses

Different sources of media describe the Uses of 23674-20-6 differently. You can refer to the following data:
1. It is used as an OLED material.
2. 9-Bromo-10-phenylanthracene is an anthracene compound for proteomics research.

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 
• 67-66-3 chloroform 
• 67856-09-1 (10-phenylanthracen-9-yl)benzyl alcohol 
• 7726-95-6 bromine 
• 98-80-6 phenylboronic acid 
• 1564-64-3 9-Bromoanthracene 
• 100622-34-2 anthracene-9-boronic acid 
• 108-86-1 bromobenzene 
• 583-53-9 2,3-dibromobenzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 93-58-3 benzoic acid methyl ester 
• 123335-02-4 bis-(2-bromophenyl)methanol 
• 359435-47-5 9-bromo-10-iodo-anthracene 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 

Downstream Products

• 16001-13-1 10-phenyl-9-anthracenecarbonitrile 
• 150712-74-6 9-iodo-10-phenylanthracene 
• 602-55-1 9-phenylanthracene 
• 84-65-1 9,10-phenanthrenequinone 
• 86170-67-4 phenoxy-9 phenyl-10 anthracene 
• 460062-15-1 2,5-dimethyl-4-(9-phenylanthracen-10-yl)anisole 
• 460347-59-5 4,4,5,5-tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane 
• 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 

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.

Diphenylanthracene Dimers for Triplet-Triplet Annihilation Photon Upconversion: Mechanistic Insights for Intramolecular Pathways and the Importance of Molecular Geometry

Novel approaches to modify the spectral output of the sun have seen a surge in interest recently, with triplet-triplet annihilation driven photon upconversion (TTA-UC) gaining widespread recognition due to its ability to function under low-intensity, noncoherent light. Herein, four diphenylanthracene (DPA) dimers are investigated to explore how the structure of these dimers affects upconversion efficiency. Also, the mechanism responsible for intramolecular upconversion is elucidated. In particular, two models are compared using steady-state and time-resolved simulations of the TTA-UC emission intensities and kinetics. All dimers perform TTA-UC efficiently in the presence of the sensitizer platinum octaethylporphyrin. The meta-coupled dimer 1,3-DPA2 performs best yielding a 21.2% upconversion quantum yield (out of a 50% maximum), which is close to that of the reference monomer DPA (24.0%). Its superior performance compared to the other dimers is primarily ascribed to the longer triplet lifetime of this dimer (4.7 ms), thus reinforcing the importance of this parameter. Comparisons between simulations and experiments reveal that the double-sensitization mechanism is part of the mechanism of intramolecular upconversion and that this additional pathway could be of great significance under specific conditions. The results from this study can thus act as a guide not only in terms of annihilator design but also for the design of future solid-state systems where intramolecular exciton migration is anticipated to play a major role.

ORGANIC LIGHT-EMITTING DEVICE

An organic light-emitting device including: a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer includes an emission layer, wherein the emission layer includes a polycyclic compound represented by Formula 1 and a host, and wherein an amount of the polycyclic compound is less than an amount of the host in the emission layer, wherein Formula 1 is as provided herein.