10262-84-7

Usage

InChI:InChI=1/C16H10O2/c17-13-8-4-10-2-6-12-14(18)7-3-9-1-5-11(13)16(10)15(9)12/h1-8,17-18H

Upstream product

• 1785-51-9 pyrene-1,6-dione 
• 5355-83-9 3,5,8,10-tetrachloropyrene-1,6-quinone 
• 129-00-0 pyrene 
• 81-29-8 1,3,6,8-tetrachloropyrene 
• 28767-61-5 1,3,6,8-tetranitropyrene 
• 14923-84-3 1,6-diaminopyrene 
• 27973-29-1 1,6-dibromopyrene 
• 10103-10-3 1,6-dimethoxypyrene 
• 32692-38-9 1,3,4,5,6,8,9,10-octachloro-4,5,9,10-tetrahydropyrene 

Downstream Products

• 1785-51-9 pyrene-1,6-dione 
• 858267-50-2 3-nitro-pyrene-1,6-dione 

Relevant academic research and scientific papers

Photochemical and Electrochemical Oxidation Reactions of Surface-Bound Polycyclic Aromatic Hydrocarbons

The oxidation reactions of two PAH, i.e., pyrene and anthracene, attached covalently to silica, indium-doped tin oxide (ITO), and gold surfaces were studied. For both pyrene and anthracene, electrochemical and photochemical oxidation produced first a monohydroxy-PAH followed by the formation of dihydroxy/dione derivatives. Although the products of electrochemical or photochemical transformations were the same, the mechanism of each reaction might be different. In the case of electrochemical oxidation, no effect of oxygen dissolved in the solution on the voltammetric behavior was observed. The photodegradation of pyrene could occur through two paths, i.e., electron transfer and the reaction of pyrene with generated singlet oxygen. Singlet oxygen was not involved in the photochemical transformation of surface bound pyrene and the electron-transfer mechanism was dominant. The reaction of anthracene with water led to the formation of hydroxyanthracene and anthraquinones. The electron-transfer mechanism was dominant as the initial step of anthracene oxidation as well.

Photochemistry of pyrene on unactivated and activated silica surfaces

Photolysis of pyrene at the solid/air interface of unactivated and activated silica gel proceeds slowly to give mainly oxidized pyrene products. We have identified 1-hydroxypyrene, 1,6-pyrenedione, and 1,8-pyrenedione among the main reaction products. The remaining minor products show molecular weights and spectral properties consistent with oxygenated pyrenes. Furthermore, small amounts of 1,1′-bipyrene dimer are also formed at higher surface coverages (2 × 105 mol/g). When photolysis is carried out at 5 × 10-5 mol/g pyrene, photodegradation rate drops sharply and pyrene loss becomes insignificant. No significant change in the product distribution is observed when the photolysis is carried out on unactivated or activated silica. Photodegradation rate is slightly faster on activated silica compared to unactivated silica. Mechanistic studies indicate that the precursor to photoproduct formation is pyrene cation radical which is postulated to be formed by electron transfer from pyrene excited state to oxygen (type I) or by photoionization of pyrene. The cation radical reacts with physisorbed water on silica to give the observed oxidation products.

PHOTOREDUCTION AND PHOTOADDITION REACTIONS OF PYRENEDIONES

Upon irradiation with visible light the environmental pollutants 1,6-, 1,8- and 4,5-pyrenedione are reduced to the corresponding dihydroxypyrenes, while 4,5-pyrenedione undergoes photoaddition reactions with alkenes and sulfur dioxide.

Pyrenediones as versatile photocatalysts for oxygenation reactions with: In situ generation of hydrogen peroxide under visible light

Pyrenediones (PYDs) are efficient photocatalysts for three oxygenation reactions: Epoxidation of electron deficient olefins, oxidative hydroxylation of organoborons, and oxidation of sulfides via in situ generation of H2O2 under visible light irradiation, using oxygen as a terminal oxidant and IPA as a solvent and a hydrogen donor.

Organic compound and application thereof in electroluminescent device

The invention provides an organic compound shown in the formula I. The invention further provides application of the organic compound in an electroluminescent device. The performance of the electroluminescent device can be effectively improved through the organic compound.

Photoinduced electron-transfer systems consisting of electron-donating pyrenes or anthracenes and benzimidazolines for reductive transformation of carbonyl compounds

Photoinduced electron-transfer reactions of several ketone substrates were studied to evaluate the utilities of 1,6-bis(dimethylamino)pyrene (BDMAP), 1,6-dimethoxypyrene (DMP), 9,10-bis(dimethylamino)anthracene (BDMAA), and 9,10-dimethoxyanthracene (DMA) as electron-donating sensitizers cooperating with 2-aryl-1,3-dimethylbenzimidazolines. BDMAP and DMP generally led higher conversion of ketones and better yield of reduction products compared to BDMAA and DMA.