6485-97-8

Usage

Uses

Used in Organic Synthesis:
2-Phenylanthra-9,10-quinone is utilized as an oxidizing agent in organic synthesis, facilitating various chemical reactions and transformations. Its ability to accept and donate electrons makes it a versatile component in the synthesis of complex organic molecules.
Used in Electrochemical Devices:
As a redox mediator, 2-Phenylanthra-9,10-quinone plays a crucial role in electrochemical devices, enhancing the efficiency of electron transfer processes. This application is particularly relevant in energy storage and conversion technologies, such as batteries and fuel cells.
Used in Pharmaceutical Applications:
2-Phenylanthra-9,10-quinone is considered for its potential pharmaceutical applications, including its use as an antibacterial and antifungal agent. Its broad-spectrum antimicrobial properties suggest its utility in the development of new drugs to combat resistant infections.
Used in Agricultural Applications:
In agriculture, 2-Phenylanthra-9,10-quinone's antimicrobial properties are harnessed for its potential use in controlling bacterial and fungal infections in crops, thereby contributing to crop protection and yield enhancement.
Each of these applications leverages the unique chemical and physical properties of 2-Phenylanthra-9,10-quinone, highlighting its multifaceted utility across different industries.

InChI:InChI=1/C20H12O2/c21-19-15-8-4-5-9-16(15)20(22)18-12-14(10-11-17(18)19)13-6-2-1-3-7-13/h1-12H

Upstream product

• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 
• 6337-31-1 2-phenyl-1,4,4a,9a-tetrahydroanthracene-9,10-dione 
• 955-16-8 3,4-biphenyldicarboxylic anhydride 
• 71-43-2 benzene 
• 42797-18-2 2-(4-phenylbenzoyl)benzoic acid 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 72006-57-6 2-phenyl-9,10-dihydroanthracene 
• 98-11-3 benzenesulfonic acid 
• 3129-39-3 2-bromo-3-methyl-[1,4]naphthoquinone 
• 16883-69-5 N-phenacylpyridinium bromide 
• 7664-93-9 sulfuric acid 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 

Downstream Products

• 857589-95-8 2,9,10-triphenyl-9,10-dihydro-anthracene-9,10-diol 
• 1981-38-0 2-phenylanthracene 
• 131242-65-4 2-phenyl-11,11,12,12-tetracyano-9,10-anthraquinodimethane 
• 1589553-81-0 2-phenyl-9,10-bis(4-n-hexylphenyl)anthracene 

Relevant academic research and scientific papers

Naphthyridine-substituted anthracene derivative and organic light-emitting device

The invention provides a naphthyridine-substituted anthracene derivative, having a structure shown as in general formula (I) that is shown in the description, wherein L is selected from a chemical bond, a substituted or non-substituted C6-12 arylene or sub-polycyclic-aromatic group, and substituted or non-substituted C3-12 sub-heteroaryl or sub-condensed-heterocyclic-aromatic group, Ar1 and Ar2 are separately and independently selected from a substituted or non-substituted C6-30 aryl or polycyclic aromatic group and a substituted or non-substituted C3-30 heteroaryl or condensed-heterocyclic-aromatic group, and R1, R2, R3 and R4 are separately and independently selected from hydrogen, C1-10 alkyl, halogen, cyan, nitro, substituted or non-substituted C6-30 aryl or polycyclic aromatic group,and substituted or non-substituted C3-30 heteroaryl or condensed-heterocyclic-aromatic group. The naphthyridine-substituted anthracene derivative has high electron migration rate and good stability and assists in evaporation film-forming when applied to organic light emission.

Quinoxaline-substituted anthracene derivative and organic light-emitting device

The invention provides a quinoxaline-substituted anthracene derivative, having a structure shown in the formula (I) that is shown in the description, wherein L is selected from a chemical bond, a substituted or non-substituted C6-12 arylene or sub-polycyclic aromatic hydrocarbon group and a substituted or non-substituted C3-12 heteroarylene or sub-polycyclic aromatic hydrocarbon group, Ar1 and Ar2are independently selected from a substituted or non-substituted C6-30 aryl or polycyclic aromatic hydrocarbon group and a substituted or non-substituted C3-30 heteroaryl or polycyclic aromatic hydrocarbon group, R1 and R2 are respectively selected from hydrogen and C1-10 alkyl and are not hydrogen at the same time, R3 and R4 are independently selected from hydrogen, C1-10 alkyl, halogen, cyano group, nitro group, a substituted or non-substituted C6-30 aryl or polycyclic aromatic hydrocarbon group, and a substituted or non-substituted C3-30 heteroaryl or polycyclic aromatic hydrocarbon group.The quinoxaline-substituted anthracene derivative has high electron migration rate and good safety when used in organic light emission and is good for film forming by evaporation.

Non-symmetric 9,10-diphenylanthracene-based deep-blue emitters with enhanced charge transport properties

Realization of efficient deep-blue anthracene-based emitters with superior film-forming and charge transport properties is challenging. A series of non-symmetric 9,10-diphenylanthracenes (DPA) with phenyl and pentyl moieties at the 2nd position and alkyl groups at para positions of the 9,10-phenyls were synthesized and investigated. The non-symmetric substitution at the 2nd position enabled to improve film forming properties as compared to those of the unsubstituted DPA and resulted in glass transition temperatures of up to 92 °C. Small-sized and poorly conjugated substituents allowed to preserve emission in the deep blue range (-3-1 × 10 -2 cm2 V-1 s-1) in the solution-processed amorphous films of the DPA compounds.

Tetracyanoanthraquinodimethanes having biaryl substituents: Synthesis, crystal structures, and physical properties

11,11,12,12-Tetracyano-9,10-anthraquinodimethane (TCNAQ) derivatives having four types of aryl substituents, phenyl, biphenyl-4-yl, thien-2-yl, and 2,2′-bithiophen-5-yl groups at their 2-position, were synthesized and characterized. Their crystal structures were determined by single-crystal X-ray structure analysis, revealing that the TCNAQ moiety and electron-donating substituents form donoracceptor-segregated columnar structures. The combination of nonplanar electron acceptor TCNAQ and planar donor units provides a good way to afford segregated columnar structures.

Steric effects on [4+4]-photocycloaddition reactions between complementary anthracene derivatives

The steric effect of peripheral functional groups on the [4+4]-photocycloaddition between substituted anthracene derivatives was examined. The reactivity of 2,3,6,7-tetraphenylanthracene (TPA) with 2-phenylanthracene (PA), 2,9,10-trimethylanthracene (TMA) and 9,10-dimethyl-2,3-diphenylanthracene (DMDPA) was investigated. In all cases, the photodimers were formed in high yield despite the steric bulk of the peripheral substituents. It was further shown that although PA is capable of forming its homodimer, it selectively reacts with TPA when the latter is excited at 301 nm.

Anthracene derivatives and organic light emitting device using the same as a light emitting material

Disclosed is a compound of Formula 1 and an organic light emitting device using the same. In Formula 1, R1, R2, and R3 each independently is selected from the group consisting of a phenyl group, an 1-naphthyl group, a 2-naphthyl group, and a pyrene.

Ru(II)-catalyzed [2 + 2 + 2] cycloaddition of 1,2-bis(propiolyl)benzenes with monoalkynes leading to substituted anthraquinones

[2 + 2 + 2] cycloadditions of 1,2-bis(propiolyl)benzenes with monoalkynes were effectively catalysed by Cp*RuCl(cod) under mild conditions to give substituted anthraquinones in moderate to high yields.

ORGANIC ELECTROLUMINESCENT ELEMENT

The novel compound of the present invention has the diphenylanthracene structure at the center and a specific structure substituted with an aryl group at end portions. The organic electroluminescence device of the present invention comprises a plurality of layers of thin films of organic compounds which comprise a light emitting layer or a plurality of layers comprising a light emitting layer and are disposed between a pair of electrodes and at least one of the layers of thin films of organic compounds comprises the above novel compound. The novel compound exhibits excellent efficiency of light emission and heat resistance, has a long life and emits bluish light having excellent purity of color and the organic electroluminescence device comprises the novel compound and exhibits the same advantageous properties.

Pyridinium Ylides in Syntheses of Naphthopyrandiones and in Regioselective Syntheses of Acylated Anthraquinones Related to Fungal and Bacterial Metabolites

Improvements have been made in the use of acylated pyridinium ylides for the transformation of 2-methyl-1,4-naphthoquinone into derivatives (15) and (16) of naphthopyran-5,10-dione, containing furan and thiophene groups.The substitution and cyclisation steps can be combined effectively by using 2-phenoxymethyl- instead of 2-methyl-naphthoquinone.The use of better leaving groups than phenoxy (especially 4-nitrophenoxy) allows the quinone to react with two proportions of ylide and leads regiospecifically to 1-aroyl-2-arylanthracene-9,10-diones such as (20a).If the leaving group is nuclear bromine as in 2-bromo-3-methyl-1,4-naphthoquinone, another reaction with 2 mol equiv. of ylide leads to complex red intermediates of type (31) which in contact with alumina are quantitatively converted into the regioisomeric 2-aroyl-3-arylanthracene-9,10-diones such as (22a).The structures have been determined by standard methods but special features of the NMR spectra are reported including a case of extreme line broadening by traces of iron.Mechanisms are suggested for the diverse reactions between the quinones and the ylides.

SYNTHESIS OF 2-ALKYL-9,10-ANTHROQUINONES

Heretofore unknown higher alkyl-9,10-anthraquinones have been prepared by reductive cyclization of the corresponding alkylbenzoylbenzoic acid with hydriodic acid-red phosphorous in acetic acid at 160 deg C, and oxidation of the dihydroanthracenes thus afforded.