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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.

23674-20-6

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23674-20-6 Usage

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

Check Digit Verification of cas no

The CAS Registry Mumber 23674-20-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,6,7 and 4 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 23674-20:
(7*2)+(6*3)+(5*6)+(4*7)+(3*4)+(2*2)+(1*0)=106
106 % 10 = 6
So 23674-20-6 is a valid CAS Registry Number.
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

23674-20-6 Well-known Company Product Price

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  • Alfa Aesar

  • (H64794)  9-Bromo-10-phenylanthracene, 98%   

  • 23674-20-6

  • 250mg

  • 196.0CNY

  • Detail
  • Alfa Aesar

  • (H64794)  9-Bromo-10-phenylanthracene, 98%   

  • 23674-20-6

  • 1g

  • 529.0CNY

  • Detail
  • Alfa Aesar

  • (H64794)  9-Bromo-10-phenylanthracene, 98%   

  • 23674-20-6

  • 5g

  • 2117.0CNY

  • Detail

23674-20-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 9-Bromo-10-phenylanthracene

1.2 Other means of identification

Product number -
Other names 10-bromo-9-phenylanthracene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:23674-20-6 SDS

23674-20-6Relevant academic research and scientific papers

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

Chen, Kepeng,Gurzadyan, Gagik G.,Lei, Yanming,Tang, Geliang,Zhao, Jianzhang

, (2020)

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

-

, (2021/08/19)

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).

ORGANIC LIGHT-EMITTING DEVICE

-

Paragraph 0283-0285, (2021/09/17)

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.

Dianthracene compound containing pyridyl at tail end and application thereof

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Paragraph 0172-0175, (2021/03/03)

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.

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

Olesund, Axel,Gray, Victor,M?rtensson, Jerker,Albinsson, Bo

supporting information, p. 5745 - 5754 (2021/05/06)

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.

Novel compound and organic light emitting device comprising the same

-

Paragraph 0158; 0163-0165, (2021/03/09)

The present invention provides a novel compound and an organic light emitting device using the same. The present invention provides a compound represented by chemical formula 1. The compound represented by chemical formula 1 described above can be used as a material for an organic layer of the organic light emitting device, and can improve efficiency, low driving voltage, and/or lifespan characteristics in the organic light emitting device.

Pyrene derivatives having substituted groups and organic light-emitting diode including the same

-

, (2020/04/21)

The present invention relates to a novel compound and an organic electroluminescent device comprising the same as luminous substances, and more specifically, to a novel compound represented by formula A or formula B and an organic electroluminescent device comprising the same.

Evolution from Tunneling to Hopping Mediated Triplet Energy Transfer from Quantum Dots to Molecules

Huang, Zhiyuan,Xu, Zihao,Huang, Tingting,Gray, Victor,Moth-Poulsen, Kasper,Lian, Tianquan,Tang, Ming Lee

supporting information, p. 17581 - 17588 (2020/11/12)

Efficient energy transfer is particularly important for multiexcitonic processes like singlet fission and photon upconversion. Observation of the transition from short-range tunneling to long-range hopping during triplet exciton transfer from CdSe nanocrystals to anthracene is reported here. This is firmly supported by steady-state photon upconversion measurements, a direct proxy for the efficiency of triplet energy transfer (TET), as well as transient absorption measurements. When phenylene bridges are initially inserted between a CdSe nanocrystal donor and anthracene acceptor, the rate of TET decreases exponentially, commensurate with a decrease in the photon upconversion quantum efficiency from 11.6% to 4.51% to 0.284%, as expected from a tunneling mechanism. However, as the rigid bridge is increased in length to 4 and 5 phenylene units, photon upconversion quantum efficiencies increase again to 0.468% and 0.413%, 1.5-1.6 fold higher than that with 3 phenylene units (using the convention where the maximum upconversion quantum efficiency is 100%). This suggests a transition from exciton tunneling to hopping, resulting in relatively efficient and distance-independent TET beyond the traditional 1 nm Dexter distance. Transient absorption spectroscopy is used to confirm triplet energy transfer from CdSe to transmitter, and the formation of a bridge triplet state as an intermediate for the hopping mechanism. This first observation of the tunneling-to-hopping transition for long-range triplet energy transfer between nanocrystal light absorbers and molecular acceptors suggests that these hybrid materials should further be explored in the context of artificial photosynthesis.

ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE THEREOF

-

Page/Page column 17; 18, (2020/12/07)

Presented is an organic electroluminescent compound and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound of the present disclosure, it is possible to provide an organic electroluminescent device having an operating voltage lower than that of a conventional organic electroluminescent device and thus achieving higher power efficiency.

Organic compound and electronic element and electronic device using same (by machine translation)

-

Paragraph 0140-0142, (2021/01/15)

The invention belongs to the technical field of organic materials, and particularly relates to an organic compound and an electronic element and an electronic device using the same, wherein the organic compound has the structure shown 1. When the compound is used as an electron transport layer for preparing an organic electroluminescent device, the service life of the organic electroluminescent device can be effectively prolonged, and the luminous efficiency or the driving voltage can be improved to a certain extent. (by machine translation)

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