635-12-1

Usage

Uses

1. Used in Chemical Synthesis:
1,4-Anthraquinone is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, dyes, and other chemicals. Its unique structure allows for a wide range of reactions, making it a valuable building block in the chemical industry.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,4-Anthraquinone is used as a starting material for the synthesis of various drugs. One such example is the preparation of 1-methyl-1,4,4a,12a-tetrahydronaphthacene-5,12-dione, which is an important compound in the development of new medications.
3. Used in Dye Industry:
1,4-Anthraquinone is also utilized in the dye industry for the production of various dyes, such as anthraquinone dyes. These dyes are widely used in the textile, paper, and leather industries due to their excellent color properties and stability.
4. Used in Research and Development:
Due to its unique chemical properties, 1,4-Anthraquinone is often used in research and development for the exploration of new chemical reactions and the development of novel compounds with potential applications in various industries.

InChI:InChI=1/C14H8O2/c15-13-5-6-14(16)12-8-10-4-2-1-3-9(10)7-11(12)13/h1-8H

Upstream product

• 610-50-4 1-hydroxyanthracene 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 144-62-7 oxalic acid 
• 120-12-7 anthracene 
• 99967-99-4 9,10-Dihydro-1,4-anthracendiol 
• 123-31-9 hydroquinone 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 87656-32-4 (2-(dimethoxymethyl)phenyl)methanol 
• 106-51-4 p-benzoquinone 
• 35447-99-5 1,2-dihydrobenzocyclobuten-1-ol 
• 67-56-1 methanol 
• 7732-18-5 water 
• 7705-08-0 iron(III) chloride 
• 99603-54-0 (4aα,9α,9aα,10α)-4a,9,9a,10-tetrahydro-9,10-epoxyanthracene-1,4-dione 

Downstream Products

• 42589-68-4 2,2'-Bianthryl-1,4,1',4'-dichinon 
• 2141-42-6 1,2,3,4-tetrahydroanthracene 
• 7218-35-1 1,4-dihydroxyanthracene 
• 13076-29-4 1,4-dimethoxyanthracene 
• 38445-11-3 1-benzyl-5-hydroxy-2-methyl-1H-naphtho[2,3-g]indole-3-carboxylic acid ethyl ester 
• 383419-78-1 2-(3,5-Di-tert-butyl-4-hydroxyphenyl)-3-brom-1,4-anthrachinon 
• 383419-79-2 2-(3,5-di-tert-butyl-4-hydroxy-phenyl)-3-methoxy-anthracene-1,4-dione 
• 1101874-43-4 C₂₁H₁₆O₄S 
• 1192354-92-9 2-(4-methoxyphenyl)anthracene-1,4-dione 
• 1192354-93-0 2-(4-trifluoromethylphenyl)anthracene-1,4-dione 
• 1192552-45-6 2-phenylanthracene-1,4-dione 
• 1226954-90-0 2-(1,4dioxo-1,4dihydroanthracen-2-ylsulfanyl)benzoic acid 

Relevant academic research and scientific papers

Studies in the cycloproparene series: Approaches to cyclopropa[b]tetracenes

Cyclopropa[b]naphthalene-3,6-dione (2) fails to add furan across the enedione olefinic bond in a Diels-Alder cycloaddition even at 14×105 kPa. In contrast, isobenzofuran (4) adds efficiently at ambient temperature and pressure. The epoxytetracenedione (5) that is formed is air-sensitive and decomposes under conditions employed for dehydration. Aromatization of (5) to cyclopropatetracenedione (6) is not observed despite anthracene-l,4-dione (8) being obtained from its analogous tetrahydro precursor (7) under the same conditions. CSIRO 1999.

Acyclic Cucurbit[n]uril-Type Receptors: Aromatic Wall Extension Enhances Binding Affinity, Delivers Helical Chirality, and Enables Fluorescence Sensing

We report the linear extension from M1 to M2 to anthracene walled M3 which adopts a helical conformation (X-ray) to avoid unfavorable interactions between sidewalls. M3 is water soluble (=30 mm) and displays enhanced optical properties (?=1.28×105 m?1 cm?1, λmax=370 nm) relative to M2. The binding properties of M3 toward guests 1–29 were examined by 1H NMR and ITC. The M3?guest complexes are stronger than the analogous complexes of M2 and M1. The enhanced binding of M3 toward neuromuscular blockers 25, 27–29 suggests that M3 holds significant promise as an in vivo reversal agent. The changes in fluorescence observed for M3?guest complexes are a function of the relative orientation of the anthracene sidewalls, guest concentration, Ka, and guest electronics which rendered M3 a superb component of a fluorescence sensing array. The work establishes M3 as a next generation sequestering agent and a versatile component of fluorescence sensors.

ORGANIC COMPOUND, ORGANIC LIGHT EMITTING DIODE HAVING THE SAME, AND ORGANIC LIGHT EMITTING DEVICE

The present disclosure relates to an organic compound having the following structure, and an organic light emitting diode (OLED) and an organic light emitting device comprising the same. The organic compound is applied to a light-emitting layer, so that the driving voltage of the OLED and the organic light-emitting device is reduced, and the light-emitting efficiency and the color purity of the OLED and the organic light-emitting device are improved.

Singlet Fission in a Flexible Bichromophore with Structural and Dynamic Control

Singlet fission (SF), i.e., the splitting of a high-energy exciton into two lower-energy triplet excitons, has the potential to increase the efficiency for harvesting spectrally broad light. The path from the photopopulated singlet state to free triplets is complicated by competing processes that decrease the overall SF efficiency. A detailed understanding of the whole cascade and the nature of the photoexcited singlet state is still a major challenge. Here, we introduce a pentacene dimer with a flexible crown ether spacer enabling a control of the interchromophore coupling upon solvent-induced self-aggregation as well as cation binding. The systematic change of solvent polarity and viscosity and excitation wavelength, as well as the available conformational phase space, allows us to draw a coherent picture of the whole SF cascade from the femtosecond to microsecond time scales. High coupling leads to ultrafast SF (2 ps), independent of the solvent polarity, and to highly coupled correlated triplet pairs. The absence of a polarity effect indicates that the solvent coordinate does not play a significant role and that SF is driven by intramolecular modes. Low coupling results in much slower SF (μ500 ps), which depends on viscosity, and leads to weakly coupled correlated triplet pairs. These two triplet pairs could be spectrally distinguished and their contribution to the overall SF efficiency, i.e., to the population of free triplets, could be determined. Our results reveal how the overall SF efficiency can be increased by conformational restrictions and control of the structural fluctuation dynamics.

Ruthenium(II)-Catalyzed Double Annulation of Quinones: Step-Economical Access to Valuable Bioactive Compounds

Double ruthenium(II)-catalyzed alkyne annulations of quinones were accomplished. Thus, a strategy is reported that provides step-economical access to valuable quinones with a wide range of applications. C?H/N?H activations for alkyne annulations of naphthoquinones provided challenging polycyclic quinoidal compounds by forming four new bonds in one step. The singular power of the thus-obtained compounds was reflected by their antileukemic activity.

Organocatalytic double arylation of 3-isothiocyanato oxindoles: Stereocontrolled synthesis of complex spirooxindoles

Quinones, precursors of aromatic structures, were firstly employed as the electrophiles for the organocatalytic Michael addition/cyclization cascade reaction with versatile 3-isothiocyanato oxindoles. Chiral bifunctional organocatalyst was appropriate for this enantioselective transformation to afford a variety of novel spirooxindoles, possessing a spirocyclic stereocenter adjacent to the aromatic ring, via asymmetric double arylation. These synthesized spirooxindoles are very difficult to access by the reported methods and were obtained in excellent chemical yields with excellent enantioselectivities.

Generation of Endocyclic Vinyl Carbene Complexes via Gold-Catalyzed Oxidative Cyclization of Terminal Diynes: Toward Naphthoquinones and Carbazolequinones

Carbene cascade reactions involving carbene/alkyne metathesis have attracted much attention over the past decades because this chemistry offers great potential to build complicated cyclic molecules. However, the formed vinyl metal carbenoids in these reactions are limited to exocyclic carbenes, and the generation of endocyclic vinyl carbene complexes remains unexplored. Here, we report an unprecedented gold-catalyzed oxidative cyclization of terminal diynes. Importantly, the generation of endocyclic vinyl carbene complexes was involved in this oxidative cyclization, which is distinctively different from previous protocols. This method allows the facile synthesis of various valuable naphthoquinones and carbazolequinones from readily available diynes under exceptionally mild reaction conditions and features a broad substrate scope and wide functional group tolerance. Moreover, theoretical calculations provide further evidence on the divergent selectivity of this cyclization reaction.

Conformational Planarization versus Singlet Fission: Distinct Excited-State Dynamics of Cyclooctatetraene-Fused Acene Dimers

A set of flapping acene dimers fused with an 8π cyclooctatetraene (COT) ring showed distinct excited-state dynamics in solution. While the anthracene dimer showed a fast V-shaped-to-planar conformational change within 10 ps in the lowest excited singlet state, reminding us of extended Baird aromaticity, the tetracene dimer and the pentacene dimer underwent intramolecular singlet fission (SF) in different manners: A fast and reversible SF with a characteristic delayed fluorescence (FL), and a fast and quantitative SF, respectively. Conformational flexibility of the fused COT linkage plays an important role in these ultrafast dynamics, demonstrating the utility of the flapping molecular series as a versatile platform for designing photofunctional systems.

First Thia-Diels–Alder reactions of thiochalcones with 1,4-quinones

Aryl and hetaryl thiochalcones react smoothly with 1,4-quinones in THF solution at 60 °C yielding the corresponding fused 4H-thiopyrans after spontaneous dehydrogenation of the initially formed [4 + 2] cycloadducts. In general, the yields of the isolated products were high. With 5-chloro-10-hydroxy-1,4-anthraquinone, the thia-Diels–Alder reaction occurred with complete regioselectivity. In the case of the reaction of vitamin K3 (menadione) with diphenylthiochalcone, the initial cycloadduct was isolated in 37% yield.

A kind of positive pole modified thin film material and its application in electroluminescent device

The invention provides an anodic modification thin-film material and an application thereof in an electroluminescent device, and belongs to the technical field of organic optoelectronics. The structural formula of the organic thin-film material is as shown in the specification. Molecules can form the thin film in manners such as vacuum evaporation or solution spin coating and the like. The thin film is attached to the anodic surface of the organic electroluminescent device and serves as a hole injection layer so as to play a role. The thin film can be used for effectively improving the hole injection capacity of the device and the luminous efficiency of the device. The prepared electroluminescent device can be used for preparing organic electroluminescent displays or organic electroluminescent lighting sources and further can be applied to the fields such as lighting sources, signal lamps, alphanumeric displays, direction boards, photoelectric couplers and flat-panel displays.