5329-21-5Relevant academic research and scientific papers
METHODS FOR PRODUCING POLYCYCLIC AROMATIC AMINOPHENOL COMPOUND AND RESIN COMPOSITION, AND POLYCYCLIC AROMATIC AMINOPHENOL COMPOUND, RESIN COMPOSITION, AND CURED PRODUCT
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Paragraph 0150, (2019/05/24)
A task is to provide a method for producing a polycyclic aromatic aminophenol compound through a reduced number of steps at a low cost with high safety. The method for producing a polycyclic aromatic aminophenol compound includes the step of reacting a compound represented by the general formula (1) below and an aromatic amino compound with each other: Wherein n represents an integer of 1 to 8, Ar represents a benzene ring optionally having a substituent, or a naphthalene ring optionally having a substituent, each of R1 and R2 independently represents a hydrogen atom, a hydrocarbon group having 1 to 6 carbon atoms and optionally having a substituent, or an aromatic group optionally having a substituent, and R3 represents a hydroxyl group, a methoxy group, or a halogen atom.
Thermally rearranged polybenzoxazoles made from poly(ortho-hydroxyamide)s. Characterization and evaluation as gas separation membranes
Díez, Blanca,Cuadrado, Purificación,Marcos-Fernández, ángel,de la Campa, José G.,Tena, Alberto,Prádanos, Pedro,Palacio, Laura,Lee, Young Moo,Alvarez, Cristina,Lozano, ángel E.,Hernández, Antonio
, p. 38 - 47 (2018/04/14)
Two series of aromatic poly(ortho-hydroxyamide)s (poly(o-hydroxyamide)s, HPAs) were prepared by reaction of two diamines, 2,2-bis(3-amino-4-hydroxyphenyl) propane (APA) and 2,2-bis(3-amino-4-hydroxyphenyl) hexafluoropropane (APAF), with four aromatic diacid chlorides; terephthaloyl dichloride (TPC), isophthaloyl dichloride (IPC), 2,2-bis[4-chlorocarbonylphenyl)hexafluoropropane (6FC) and 4,4′-sulfonyldibenzoyl dichloride (DBSC). Amorphous HPAs with high molecular weights (inherent viscosities higher than 0.5 dL/g) and relatively high glass transition temperatures (220–280 °C) were obtained. Dense membranes of HPAs were able to undergo a thermal rearrangement (TR) process to polybenzoxazoles (β-TR-PBOs) heating at moderate temperatures (between 250 and 375 °C), and their complete conversion was reached at a temperature below 375 °C, depending on the o-hydroxy diamine moiety, APA and APAF. The β-TR-PBOs films derived from APAF showed a higher thermal stability and higher Tg than those from APA. Gas separation properties of TR-PBOs membranes were superior to those of their poly(o-hydroxyamide) precursors, particularly for the following gas pairs: O2/N2, CO2/CH4, He/CH4 and He/CO2.
Electrochemical/chemical oxidation of bisphenol A in a four-electron/two- proton process in aprotic organic solvents
Chan, Ya Yun,Yue, Yanni,Li, Yongxin,Webster, Richard D.
, p. 287 - 294 (2013/10/22)
The electrochemical behavior of bisphenol A (BPA) was examined using cyclic voltammetry, bulk electrolysis and chemical oxidation in aprotic organic solvents. It was found that BPA undergoes a chemically irreversible voltammetric oxidation process to form compounds that cannot be electrochemically converted back to the starting materials on the voltammetric timescale. To overcome the effects of electrode fouling during controlled potential electrolysis experiments, NO+ was used as a one-electron chemical oxidant. A new product, hydroxylated bisdienone was isolated from the chemical oxidation of BPA with 4 mol equiv of NO+SbF6- in low water content CH3CN. The structure of the cation intermediate species was deduced and it was proposed that BPA is oxidized in a four-electron/two-proton process to form a relatively unstable dication which reacts quickly in the presence of water in acetonitrile (in a mechanism that is similar to phenols in general). However, as the water content of the solvent increased it was found that the chemical oxidation mechanism produced a nitration product in high yield. The findings from this study provide useful insights into the reactions that can occur during oxidative metabolism of BPA and highlight the possibility of the role of a bisdienone cation as a reactive metabolite in biological systems.
Molecular docking of bisphenol A and its nitrated and chlorinated metabolites onto human estrogen-related receptor-gamma
Babu, Sainath,Kasibotla, Agasthya V.,Uppu, Rao M.,Vellore, Nadeem A.,Dwayne, Harlan J.,Stubblefield, Michael A.
, p. 215 - 220,6 (2020/08/20)
A xenoestrogen and known endocrine disruptor, bisphenol A (BPA) binds the human estrogen-related receptor-gamma (ERRγ) with high affinity (Kd≈5.5nM). It is likely that BPA undergoes oxidative biotransformation by hypochlorite/hypochlorous acid (-OCl/HOCl) and peroxynitrite (PN) and the products formed in these reactions may serve as secondary estrogens and contribute to the toxicodynamics of BPA. Therefore, in the present study we have examined the formation of chlorinated and nitrated BPA in reactions of BPA with -OCl/HOCl and PN(+CO2) performed around the neutral pH. We have identified four major products in these reactions and they include 3-chloro-BPA (CBPA), 3,3'-dichloro-BPA (DCBPA), 3-nitro-BPA (NBPA) and 3,3'-dinitro-BPA (DNBPA). Towards understanding the toxicodynamics and estrogenic activity of BPA in biological systems, we have performed molecular docking of BPA, CBPA, DCBPA, DNBPA and NBPA onto the ERRγ using AutoDock 4.2 software and compared the binding energies with those of estradiol, the natural ligand. Based on the genetic algorithm, the three best conformations were selected and averaged for each ligand and a detailed analysis of molecular interactions based on free energies of binding (kcal/mol) was computed. The results indicate the following rank order of binding to ERRγ: BPA (-8.78±0.06)>CBPA (-8.53±0.41)>NBPA (-7.36±0.74)>DCBPA (-5.24±0.17)>DNBPA (-4.95±0.78)>estradiol (-4.94±1.04). The docking studies revealed that the OH group of one of the phenyl rings forms a hydrogen bond with Glu275/Arg316, while the OH group of other phenyl ring was bound to Asp346. These results suggest that both BPA and its putative chlorinated and nitrated metabolites have strong binding affinity compared to estradiol.
Melamine-(H2SO4)3 and PVP-(H 2SO4)n as solid acids: Synthesis and application in the first mono- and di-nitration of bisphenol A and other phenols
Chehardoli, Gholamabbas,Zolfigol, Mohammad Ali,Azimi, Seyedeh Bahareh,Alizadeh, Ebadollah
experimental part, p. 827 - 830 (2012/02/14)
Melamine and poly vinylpyrrolidone (PVP) reacted with neat sulfuric acid readily to form two new organic solid acids namely melamine-(H 2SO4)3 and PVP-(H2SO 4)n. These solid acids were used for the first nitration of bisphenol A as well as other phenols in the presence of NH4NO 3. Mono- and di-nitro bisphenol A have been characterized with IR and 1H NMR techniques.
Process for producting bis(4-hydroxy-3-nitrophenyl) compound
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, (2008/06/13)
The present invention relates to a process for producing a bis(4-hydroxy-3-nitrophenyl) compounds, characterized by nitrating a bis(4-hydroxyphenyl) compound wherein two phenyl groups are bonded to each other directly or through an electron-donating bridg
