6410-09-9Relevant academic research and scientific papers
Method used for synthesizing azo compound using solid particle one kettle method
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Paragraph 0236; 0237; 0238, (2019/01/07)
The invention relates to a method used for synthesizing an azo compound using solid particle one kettle method. The method comprises following steps: solid particles are introduced into a reaction container, an inorganic acid, an aromatic primary amine, sodium nitrite, water, and a coupling component are added, mechanism stirring is carried out, when the reaction is monitored to be finished, filtering and rinsing are carried out, and the obtained filter cake is a finished product; or the solid particles are introduced into the reaction container, the inorganic acid, the aromatic primary amine,sodium nitrite, and water are added, mechanical stirring is carried out, after complete conversion of the aromatic primary amine, the coupling component is added, mechanical stirring is carried out,when the reaction is monitored to be finished, filtering and rinsing are carried out, and the obtained filter cake is a finished product. The solid particles are preferably selected from polytetrafluoroethylene particles, haw seeds, or stainless steel sand. The solid particles are added into the reaction system to promote reaction, no pre-heating or alkali adding dissolving of diazo components orthe coupling component is needed; most reaction is finished in 1h; reaction time is short; product quality is high; and reaction filtrate and excess inorganic acid can be recycled for a plurality of times.
Nano-CuFe2O4-supported sulfonic acid as a novel and recyclable nanomagnetic acid for diazotization of aromatic amines: efficient synthesis of various azo dyes
Nemati, Firouzeh,Elhampour, Ali,Natanzi, Mahshid B.,Sabaqian, Samaneh
, p. 1045 - 1054 (2016/05/02)
Abstract: A novel heterogeneous sulfonic acid functionalized nanomagnetic CuFe2O4 was successfully prepared and characterized by analyzing different obtained data including Fourier transform infrared spectroscopy, X-ray powder diffraction, field emission scanning electron microscopy, energy-dispersive X-ray spectroscopy, thermogravimetric analysis, dynamic light scattering and vibrating sample magnetometer. Then the novel acidic reagent was examined in synthesis of various azo-containing compounds from coupling of aryl diazonium ferrite sulfate salts with aromatic and non-aromatic compounds. The procedure starts by diazotization of aromatic amines with NaNO2 and wet CuFe2O4–SO3H and then coupling reaction of aryl diazonium ferrite sulfate salts with appropriate reagent. The prepared nano-solid acid showed high activity in synthesis of variety of aryl diazonium salts. In addition the as-prepared aryl diazonium ferrite sulfate salts are stable at room temperature for many hours and reacted efficiently in coupling reactions of aryl diazonium salts. All the azo dyes are synthesized in high yields and simple reaction conditions at room temperature. Moreover, the nanomagnetic solid acid was easily recovered from the reaction mixture and reused five runs without significant loss of activity. Graphical Abstract: [Figure not available: see fulltext.]
An environmentally friendly approach to the green synthesis of azo dyes in the presence of magnetic solid acid catalysts
Safari, Javad,Zarnegar, Zohre
, p. 17738 - 17745 (2015/06/15)
A solvent-free, efficient and green approach for the synthesis of azo dyes has been developed by the diazo coupling reactions of aromatic amines with β-naphthol in the presence of sulfonic acid functionalized magnetic Fe3O4 nanoparticles (Fe3O4@SiO2-SO3H) by a grinding method at room temperature. This green methodology aims to overcome the limitations and drawbacks of the previously reported methods such as low temperature, use of acids, alkalis and toxic solvents, instability of diazonium salts at room temperature, modest yields, and long reaction times. Moreover, the attractive advantages of the process include mild conditions with excellent conversions, simple product isolation process, inexpensive procedure and recyclability of the magnetic catalyst. This journal is
Substituent effect on the tautomerization of 1-arylazonaphthalen-2-ols by mass spectrometric analysis
Lin, Shaw-Tao,Lin, Lee-Hui,Lin, Yi-Cang,Ding, Mei-Fan
, p. 257 - 262 (2015/03/31)
An electron-ionization (EI) mass spectra of a series of 1-arylazonaphthalen-2-ols was obtained for studying the substituent effect on the fragmentation. The correlation between the ratio, molecular ion and fragment ion, and Hammett's constants is applied to examine the effect of the substituent on the fragmentation. The negative correction between the ratio, Imolecular ion/(I171amu + I143amu + I115amu), and Hammett's constants indicates an electron-withdrawing group destabilized the molecular ion. An unusual long-range hydrogen transfer demonstrates an important role in the fragmentation process Mass spectra of a series of 1-arylazonaphthalen-2-ols were obtained for studying the substituent effect on the fragmentation. The correlation between the ratio of molecular ion and fragment ion, and Hammett's constants is applied to examine the effect of substituent on the fragmentation. The negative correction indicates an electron-with-drawing group destabilized the molecular ion. An unusual long-range hydrogen transfer demonstrates an important role in the fragmentation process.
Mesomorphism Dependence on Terminal and Lateral Polar Groups in the Nonlinear Novel Azoester Series
Prajapati,Doshi
, p. 37 - 45 (2015/10/05)
The synthesis of a novel azoester homologous series was carried out with a view to understanding and establishing the effect of molecular structure on liquid crystal (LC) behavior of a substance. The novel series consists of eleven homologs, and all are enantiotropically nematogenic without exhibition of any smectic property. Transition and melting temperatures, textures of LC were determined by an optical polarizing microscope equipped with a heating stage. The textures of the nematic phase are threaded or Schlieren. Transition curves of a phase diagram behave in normal manner. The nematic-isotropic transition curve exhibits an odd-even effect. Analytical and spectral data support and confirm the structures of the homologues. Average thermal stability for the nematic is 137.2°C. The mesomorphic phase length ranges from 15°C to 50°C. LC behavior of the novel series is compared with a structurally similar known homologous series. The novel azoester homologous series is entirely nematogenic without exhibition of smectogenic character and of a middle-ordered melting type.
ELECTROLUMINESCENT METAL COMPLEXES WITH BENZOTRIAZOLES
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Page/Page column 32-33, (2008/12/08)
This invention relates to electroluminescent metal complexes with benzotriazoles of the formula (I), a process for their preparation, electronic devices comprising the metal complexes and their use in electronic devices, especially organic light emitting diodes (OLEDs), as oxygen sensitive indicators, as phosphorescent indicators in bioassays, and as catalysts.
Synthesis of dyes from aromatic C-nitroso-N-hydroxytriazenes
Churkina,Belyaev,Kazak
, p. 680 - 682 (2007/10/03)
Aromatic C-nitroso-N-hydroxytriazenes can be used as stable forms of diazo compounds for preparation of azo dyes.
New dry arenediazonium salts, stabilized to an exceptionally high degree by the anion of o-benzenedisulfonimide
Barbero, Margherita,Crisma, Marco,Degani, Lacopo,Fochi, Rita,Perracino, Paolo
, p. 1171 - 1175 (2007/10/03)
Arenediazonium o-benzenedisulfonimides 3 (20 examples, yield >90%) were prepared in the dry state by diazotization of aromatic amines with (-pentyl nitrite and o-benzenedisulfonimide in glacial acetic acid or formic acid at 0-5°C. Unlike most diazonium salts in the dry state, salts 3 are very highly stable.
para-Bromination of Anilinium Ions in the Presence of Nitrosonium Hydrogen Sulfate in Concentrated Sulfuric Acid
Gorelik, M. V.,Lomzakova, V. I.,Khamidova, E. A.,Shteiman, V. Ya.,Kuznetsova, M. G.,Andrievskii, A. M.
, p. 508 - 512 (2007/10/03)
Aniline and its o-, m-, and N-substituted derivatives are converted to corresponding 4-bromo derivatives in concentrated sulfuric acid under the action of bromine and nitrosonium hydrogen sulfate; in the absence of the latter, no bromination occurs.
