10439-39-1Relevant articles and documents
Negative Ions Generated by Reactions with Oxygen in the Chemical Ionization Source
Stemmler, Elizabeth A.,Buchanan, Michelle V.
, p. 94 - 104 (1989)
The methane negative ion chemical ionization (NICI) mass spectra of polycyclic aromatic hydrocarbons are usually dominated by molecular, M-. or M - H(1-) ions; however, ions resulting from additions to M have also been reported.Some of these ions have been observed at -., (1-), (1-) and -. and have been attributed to reactions with either oxygen-containing impurities in the buffer gas or alkyl radical species generated by ionization of a hydrocarbon buffer gas.In this study, the NICI spectra of fluorene, anthracene and fluoranthene were studied in detail using quadrupole and Fourier transform mass spectrometers.Spectra were acquired when reactive species such as oxygen, water, nitrous oxide and carbon dioxide were added to the nitrogen buffer gas.Experiments with deuterated methane were also carried out.These studies indicated that buffer gas impurities affect the NICI spectra; however, gas-phase ion-molecule reactions were not responsible for all of the observed products.In addition to electron- and ion-molecule reactions, ions were observed that resulted from wall-catalyzed oxidation reactions followed by electron capture.These reactions were enhanced by the addition of oxygen and elevated ion source temperatures.Depending upon the parent PAH structure, oxidation products such as ketones, quinones and anhydrides were formed.
A structural steric isotope effect in deuterated tetracyanoanthraquinodimethane
Heimer, Norman E.,Mattern, Daniell Lewis
, p. 2217 - 2220 (1993)
Tetracyanoanthraquinodimethane (TCAQ, 1) is distorted from planarity into a bent "butterfly" shape due to steric repulsion between its cyano groups and the encroaching peri hydrogens. An X-ray structure determination of perdeuterated TCAQ (TCAQ-d8, 4) showed smaller b and c unit cell dimensions compared to TCAQ. The shortening along the b axis (which is roughly perpendicular to the central ring) from 10.022 ? for TCAQ to 9.992 ? for TCAQ-d8 indicates a combination of closer packing of the TCAQ-d8 molecules and/or flattening of the butterfly shape. A 0.39° widening in the dihedral angle between the benzene rings in 4, relative to 1, is consistent with such a flattening, as is closer approach of the cyano group atoms to the benzene rings. Thus, the smaller effective size of carbon-deuterium bonds results in a steric deuterium isotope effect in the crystal structure of TCAQ.
Aromatic hydroxylation of anthracene derivatives by a chromium(III)-superoxo complex via proton-coupled electron transfer
Devi, Tarali,Lee, Yong-Min,Nam, Wonwoo,Fukuzumi, Shunichi
, p. 8286 - 8289 (2019)
The chemistry of metal-superoxo intermediates started being unveiled in oxidation reactions by enzymes and their synthetic model compounds. However, aromatic hydroxylation reactions by the metal-superoxo species are yet to be demonstrated. In this study, we report for the first time that the hydroxylation of aromatic compounds such as anthracene and its derivatives by a mononuclear nonheme Cr(iii)-superoxo complex, [(Cl)(TMC)CrIII(O2)]+ (1), occurs in the presence of triflic acid (HOTf) via the rate-determining proton-coupled electron transfer (PCET) from anthracene to 1, followed by a fast further oxidation to give anthraquinone. The rate constants of electron transfer from anthracene derivatives to 1 in the presence of HOTf are well analyzed in light of the Marcus theory of electron transfer.
Intermediate product of deuterated aromatic compound and method for preparing deuterated aromatic compound using same
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Paragraph 0192-0194, (2021/05/15)
The present invention relates to an intermediate product of a deuterated aromatic compound and a method for preparing a deuterated aromatic compound using the same, which can prepare a deuterated aromatic compound that converts deuterium at a high level using the intermediate product of the deuterated aromatic compound. In addition, what is possible is to provide an organic electroluminescent element having excellent characteristics such as long lifetime and luminous efficiency by using a deuterated aromatic compound into which deuterium is converted at a high level.
INTERMEDIATE FOR DEUTERATED AROMATIC COMPOUNDS AND METHOD OF SYNTHESIZING DEUTERATED AROMATIC COMPOUNDS USING THE INTERMEDIATE
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Paragraph 0202-0204, (2019/10/22)
The present invention relates to intermediates of deuterated aromatic compounds and a method for manufacturing deuterated aromatic compounds using the same. The present invention can manufacture deuterated aromatic compounds, in which deuterium is converted to a high level by using intermediates of deuterated aromatic compounds. In addition, an organic electroluminescent device having excellent characteristics such as a long lifespan and luminous efficiency can be provided by using deuterated aromatic compounds, in which deuterium is converted to the high level.COPYRIGHT KIPO 2019
Radiationless Deactivation of the Fluorescent State of 9-Methoxyanthracene and of Related meso-Substituted Anthracenes
Schoof, Sabine,Guesten, Hans
, p. 864 - 870 (2007/10/02)
The temperature dependence of the fluorescence quantum yield, the fluorescence decay time, and the triplet-triplet absorption spectrum of 9-methoxyanthracene have been measured in n-heptane.The sum of the fluorescence quantum yield and the quantum yield for intersystem crossing of 9-methoxyanthracene and two partially deuterated 9-methoxyanthracenes, at room temperature is only ca. 0.60.While the fluorescence quantum yield in methyl methacrylate has nearly the same value as in n-heptane, the fluorescence quantum yield is twice as high in the rigid matrix of PMMA.When passing from fluid solutions to the PMMA matrix, a dramatic increase in the fluorescence quantum yield can be demonstrated for the following meso-substituted anthracenes: 9-tert. butyl-, 9-cyano, 10-tert. butyl- and 9-cyano, 10-methoxyanthracene.Anthracene, 9-chloro- and 9-phenylanthracene do not show neither this matrix effect nor an anomalous temperature dependence on the fluorescence quantum yield in solution. - The anomalous temperature dependence of the fluorescence quantum yield and fluorescence decay time and the increase in fluorescence quantum yield in the rigid PMMA matrix of 9-methoxy- and some meso-substituted anthracenes indicate that at moderate temperatures a very fast S1 --> S0 internal conversion is operative which competes with intersystem crossing. - Key words: Fluorescence / Luminescence / Photochemistry / Spectroscopy, Visible
