Chemistry and technology of chemical fibres: Diazopyrene derivatives - promising modifiers for production of chemisorption fibre materials

The possibility of using diazopyrene derivatives containing carbonyl and oxime groups as substituents in production of sorption-active fibre filter materials for removing metal ions from wastewaters was demonstrated. A high degree of realization of the sorption properties of the fibre modified with diazopyrene derivatives in sorption of copper ions was established. © 2009 Springer Science+Business Media, Inc

Chemistry and technology of chemical fibres: Diazopyrene derivatives - promising modifiers for production of chemisorption fibre materials

The possibility of using diazopyrene derivatives containing carbonyl and oxime groups as substituents in production of sorption-active fibre filter materials for removing metal ions from wastewaters was demonstrated. A high degree of realization of the sorption properties of the fibre modified with diazopyrene derivatives in sorption of copper ions was established. © 2009 Springer Science+Business Media, Inc

Synthesis, spectral and quantum chemical researches of (Z)-10-(2-(4-amino-5- thioxo-4,5-dihydro-1h-1,2,4-triazole-3-il)hydrazono)-9-phenanthrone

(Z)-10-(2-(4-amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazole-3-il)hydrazono)-9-phenanthrone (I) was obtained by a condensation of 4-amino-5-hydrazino-4H-1,2,4-triazole-3-thiol with 9,10-phenanthrenequinone. The compound I was characterized by IR, UV-VIS, 1H, 13C NMR and chromatography-mass spectrometry. The electronic absorption spectra of I in aproton solvents (DMF, DMSO) are characterized by the existence of an intensive long-wave band in the range of 468 - 485 nm. The absorption maximum of a freshly prepared solution of I (485 nm) after 48 h gradually undergoes hypsochromic shift to 474 nm, and after 72 h it shifts to 468 nm. In the UVVIS spectrum of I, at addition of NaOH the batochromic shift of a long wave band to 511 nm with a significant increase in intensity is observed. The presence of one isobestic point in the spectrum indicates the formation of a mono-anion. In the UV-VIS spectrum of I at addition of HCl solution, the long wave absorption band undergoes hypsochromic shift to 376 nm with a small decrease in intensity. In the 1H NMR spectrum of I, in the range of 15.08 ppm a singlet signal of a proton of a hydrazo-group is observed. In the 13C NMR spectrum of I, in the range of 180.80 ppm a signal which corresponds to carbonyl C-atom is observed. Quantum chemical modeling of the electronic structure of I as well as its ionic forms was performed in the frames of the density functional theory approach (DFT) using of a hybride tri-parametric exchange Becke functional with a correlational Lee-Yang-Parr functional (B3LYP) and basis sets def2-SV(P), def2-TZV(P). According to the spectral and quantum chemical studies, in the crystalline state and saturated solution the compound I exists in the form of the thione quinone hydrazone tautomer stabilized by intramolecular hydrogen bonds. The thione tautomer is 44 kJ/mol more stable than a thiol tautomer, the transition barrier is 135 kJ/mol. However, it is not possible to exclude possibility of transition of the thione form into the thiol one in the diluted solutions. © 2018, Ivanovo State University of Chemistry and Technology

Synthesis, spectral and quantum chemical researches of (Z)-10-(2-(4-amino-5- thioxo-4,5-dihydro-1h-1,2,4-triazole-3-il)hydrazono)-9-phenanthrone

(Z)-10-(2-(4-amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazole-3-il)hydrazono)-9-phenanthrone (I) was obtained by a condensation of 4-amino-5-hydrazino-4H-1,2,4-triazole-3-thiol with 9,10-phenanthrenequinone. The compound I was characterized by IR, UV-VIS, 1H, 13C NMR and chromatography-mass spectrometry. The electronic absorption spectra of I in aproton solvents (DMF, DMSO) are characterized by the existence of an intensive long-wave band in the range of 468 - 485 nm. The absorption maximum of a freshly prepared solution of I (485 nm) after 48 h gradually undergoes hypsochromic shift to 474 nm, and after 72 h it shifts to 468 nm. In the UVVIS spectrum of I, at addition of NaOH the batochromic shift of a long wave band to 511 nm with a significant increase in intensity is observed. The presence of one isobestic point in the spectrum indicates the formation of a mono-anion. In the UV-VIS spectrum of I at addition of HCl solution, the long wave absorption band undergoes hypsochromic shift to 376 nm with a small decrease in intensity. In the 1H NMR spectrum of I, in the range of 15.08 ppm a singlet signal of a proton of a hydrazo-group is observed. In the 13C NMR spectrum of I, in the range of 180.80 ppm a signal which corresponds to carbonyl C-atom is observed. Quantum chemical modeling of the electronic structure of I as well as its ionic forms was performed in the frames of the density functional theory approach (DFT) using of a hybride tri-parametric exchange Becke functional with a correlational Lee-Yang-Parr functional (B3LYP) and basis sets def2-SV(P), def2-TZV(P). According to the spectral and quantum chemical studies, in the crystalline state and saturated solution the compound I exists in the form of the thione quinone hydrazone tautomer stabilized by intramolecular hydrogen bonds. The thione tautomer is 44 kJ/mol more stable than a thiol tautomer, the transition barrier is 135 kJ/mol. However, it is not possible to exclude possibility of transition of the thione form into the thiol one in the diluted solutions. © 2018, Ivanovo State University of Chemistry and Technology

Coordination compounds of some d metals with nitrophenylhydrazone oxopyridine (pyrimidine) derivatives: Crystal and molecular structure of C 10H9N5O6

Twelve new d-metal complexes with 5-[(4-nitrophenyl)hydrazo]pyrimidine-2,4, 6-trione (HL1) and 4-methyl-5-[4-nitrophenylhydrazo]-2,6-dioxo-1,2,5, 6-tetrahydropyridine-3-carbonitryl (HL2) have been synthesized and separated out in the crystalline state. The crystal and molecular structures of HL1 have been solved by X-ray diffraction analysis. The organic molecule exists in the crystalline state as a planar hydrazo tautomer stabilized by intramolecular hydrogen bonds. Metal coordination is bidentate chelate. The acid-base equilibria and complexation of the ligands in solutions have been studied, and the complexation constants have been found. © 2013 Pleiades Publishing, Ltd

Convenient one pot synthesis of 5-unsubstituted pyrazolo 3,4- c isoquinolines

The convenient one pot synthesis of pyrazolo[3,4- c]isoquinolines 1 from 5-aminopyrazoles 2 and paraformaldehyde in formic or trifluoroacetic acids is described

Coordination compounds of some d metals with nitrophenylhydrazone oxopyridine (pyrimidine) derivatives: Crystal and molecular structure of C 10H9N5O6

Twelve new d-metal complexes with 5-[(4-nitrophenyl)hydrazo]pyrimidine-2,4, 6-trione (HL1) and 4-methyl-5-[4-nitrophenylhydrazo]-2,6-dioxo-1,2,5, 6-tetrahydropyridine-3-carbonitryl (HL2) have been synthesized and separated out in the crystalline state. The crystal and molecular structures of HL1 have been solved by X-ray diffraction analysis. The organic molecule exists in the crystalline state as a planar hydrazo tautomer stabilized by intramolecular hydrogen bonds. Metal coordination is bidentate chelate. The acid-base equilibria and complexation of the ligands in solutions have been studied, and the complexation constants have been found. © 2013 Pleiades Publishing, Ltd

Influence of structure of functional groups in direct dye molecules on the process of interaction with ions and nanosized silver particles

The results of a study by spectrophotometric titration of the interaction of ions and nanosized particles of silver with a number of direct dyes containing groups with different electronic and steric effects in the molecules are presented. The patterns of interaction due to the influence of the structure offunctional groups are found. The conclusions made are confirmed by quantum chemical calculations. © 2019 Ivanovo State Polytechnic University. All rights reserved

A versatile synthesis of pyrazolo 3,4-c isoquinoline derivatives by reaction of 4-aryl-5-aminopyrazoles with aryl/heteroaryl aldehydes: the effect of the heterocycle on the reaction pathways

The reaction of 4-(3,4-dimethoxyphenyl)-5-aminopyrazoles 7A-D with aromatic and heterocyclic aldehydes in strong acidic media (trifluoroacetic or formic acid) has been studied. The initial azomethine derivatives 8 undergo cyclization similar to the Pictet-Spengler condensation to form the intermediate 4,5-dihydroisoquinolines 9 which readily dehydrogenate giving 5-aryl(heteroaryl)-pyrazolo[3,4-c]isoquinoline derivatives 10 as the final products. Whereas for benzaldehyde and its derivatives this one-pot synthesis presents a convenient general route to 5-aryl-pyrazolo[3,4-c]isoquinolines 10, in the case of heterocyclic aldehydes the product structure varies markedly with the structure of the aldehyde used: (i) 3-pyridyl-, 3-quinolyl-, 3-thienyl-, and 1,2,3-thiadiazolyl-5carboxaldehydes give 5-heteroarylpyrazolo[3,4-c]isoquinolines; (ii) 1-methylbenzimidazolyl-2-carboxaldehyde gives only intermediate azomethine 8Dh, which does not cyclize; (iii) 1-R-3-indolylcarboxaldehydes(R = H, CH3, CH2Ph) eliminate the heteroaryl fragment resulting in 5-unsubstituted pyrazolo [ 3,4- c] isoquinolines 11. Thienyl-2carboxaldehyde reacts by both pathways ( i) and ( iii) depending on the reaction conditions. The single crystal X-ray structures for 10Dj, 10Cd and 11D provide confirmation of the different types of products formed in these reactions. Mechanisms which explain these transformations are presented

Trinitrotoluene as a precursor in synthesis of effective azodyes and azopygments

The results of investigations of chemical transformations of trinitrotoluene and trinitrobenzene into azodyes and azopygments are presented. About 90 new ammino- and azocompounds were synthezised and investigated by a set of spectroscopic and theoretical methods and tested as acid and disperse dyes with high resistance to physical and chemical treatments