138-89-6Relevant articles and documents
A novel strategy for chromogenic chemosensors highly selective toward cyanide based on its reaction with 4-(2,4-dinitrobenzylideneamino)benzenes or 2,4-dinitrostilbenes
Heying, Renata S.,Nandi, Leandro G.,Bortoluzzi, Adailton J.,Machado, Vanderlei G.
, p. 1491 - 1499 (2015)
N-(2,4-dinitrobenzylidene)-4-methoxyaniline (1), 4-(N,N-dimethylamine)-N-(2,4-dinitrobenzylidene) aniline (2), 2,4-dinitro-4′-methoxystilbene (3), and 2,4-dinitro-4′-(dimethylamino)stilbene (4) were synthesized and studied in dimethyl sulfoxide in a novel strategy as anionic chromogenic chemosensors. The color of the solutions of these compounds changed only in the presence of cyanide. The kinetic studies were performed with compounds 1-3 in an excess of cyanide. Higher second-order rate constant values were obtained for the compounds containing a methoxy group in relation to the compounds with a dimethylamino substituent, since the methoxy group donates electronic density to the 2,4-dinitrophenyl electron-accepting group less easily compared with the dimethylamino group. Stilbenes generally have greater structural rigidity than imines, facilitating the action of the substituents through the mesomeric effect. The data obtained indicate that the anion acts as a nucleophile, being responsible for C=N bond breaking. The C=C bridge is not broken in the stilbene dyes, but cyanide performs a nucleophilic attack on the 2,4-dinitrophenyl group.
Y-shape structured azo dyes with self-transforming feature to zwitterionic form as sensitizer for DSSC and DFT investigation of their photophysical and charge transfer properties
Alizadeh, Taher,Esrafili, Mehdi D.,Noruzi, Shima,Seyednoruziyan, Bahareh,Shamkhali, Amir Nasser,Zamanloo, Mohammad R.
, (2021)
Two novel azo dyes with D-π-A-π-D structures were designed and synthesized to investigate the relationship between molecular structure and sensitizing performance on applying for dye-sensitized solar cells (DSSCs) in comparison with their linear counterparts. Introducing hydroxyl auxiliary groups and arranging π-conjugation length as two parallel and series structural architectures, Y-shape and linear, led to red shift in absorption wavelength and increase in absorption intensity for the Y-shape pattern providing an efficient charge transfer pathway and improved Jsc and η of the DSSCs. Emerging a zwitterionic form, azonium structure, of the sensitizer in parallel configuration for the dyes 1a.p and 1b.p, enhanced light absorption domain and changed anchoring fashion could engendering improved electronic overlapping. The easily–synthesized dyes were evaluated for photophysical and electrochemical properties and turned out that the parallel-decorated dyes displayed better results than the series types as photosensitizers for DSSCs. ATR and Raman spectra clearly showed the adsorption of these dyes on the TiO2 surface. Operational tests of DSSCs, coated by titled azo dyes, illustrated that decorating π-conjugation pattern as parallel structure as well as accessorizing the donor unit with hydroxyl groups improved the photovoltaic performance. Optimized band gap due to participating the azonium structure and restricted electron recombination as well as rectified dye regeneration were proposed as main elements in enhancing performance parameters. A higher solar conversion efficiency was recorded for DSSCs based on the Y-shape dyes compared to other meta azo dye-based cells that were previously reported. Computational calculations were used to corroborate the opto-electrochemical traits of the dyes with a special concern on the influence of structural pattern on photovoltaic features.
Azo aryl urea derivative, and preparation method and application thereof
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Paragraph 0161-0162; 0163, (2020/06/17)
The invention relates to an azo aryl urea derivative, and a preparation and an application thereof, and concretely discloses a compound represented by formula (I), or an optical isomer, a cis-trans-isomer or a pharmaceutically acceptable salt thereof, and a preparation method thereof. Definitions of substituent groups in the general formula are described in the specification and claims. The invention further discloses a composition containing the above compound, and an application thereof. The compound has excellent anticancer activity on HepG2 liver cancer cells, MGC803 gastric cancer cells,HCT116 colon cancer and the like.
A preparation method of methylene blue
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Paragraph 0015; 0022; 0047; 0056; 0057; 0068; 0069; 0079, (2018/04/02)
The invention discloses a preparation method of methylene blue, and belongs to the technical field of intermediate synthesis in fine chemical engineering. The preparation method comprises the following steps: in a condensed hydrochloric acid solution, carrying out nitrosation reactions between sodium nitrite and N,N-dimethylaniline so as to obtain an intermediate namely p-nitroso-N,N-dimethylaniline; subjecting p-nitroso-N,N-dimethylaniline to hydrogenation reduction to prepare p-amino-N,N-dimethylaniline; oxidizing p-amino-N,N-dimethylaniline, then adding sodium thiosulfate to carry out addition reactions to prepare 2-amino-5-dimethylaminophenyl thiosulfonic acid, adding N,N-dimethylaniline into 2-amino-5-dimethylaminophenyl thiosulfonic acid to carry out oxidative condensation reactions to generate bis(4-dimethylaminophenyl) thiosulfonic acid; and making bis(4-dimethylaminophenyl) thiosulfonic acid carry out ring-closing reactions to obtain methylene blue. The provided preparation method has the advantages of high product purity, simple technology flow, low manufacture cost, suitability for industrial production, easily-available raw materials, and little pollution to the environment.
