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3,3'-Dinitrophenolsulphonephthalein : an acid–base indicator dye with unusual properties / Nicolay O. Mchedlov-Petrossyan in COLORATION TECHNOLOGY, Vol. 133, N° 2 (04/2017)
[article]
Titre : 3,3'-Dinitrophenolsulphonephthalein : an acid–base indicator dye with unusual properties Type de document : texte imprimé Auteurs : Nicolay O. Mchedlov-Petrossyan, Auteur ; Anna N. Laguta, Auteur ; Sergey V. Shekhovtsov, Auteur ; Sergey V. Eltsov, Auteur ; Tatyana A. Cheipesh, Auteur ; Irina V. Omelchenko, Auteur ; Oleg V. Shishkin, Auteur Année de publication : 2017 Article en page(s) : p. 135-144 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Cellules
Chromatographie en phase liquide à hautes performances
Colorants -- Synthèse
Etude in vitro
Photochimie
Spectrométrie de masse
Structure moléculaire
ThiolsIndex. décimale : 667.2 Colorants et pigments Résumé : This paper is devoted to the phenolsulphonephthalein nitro derivative 3,3'-dinitrophenolsulphonephthalein, also called nitrophenol violet (NPV). The neutral molecular form, H2R, was isolated as a sultonic tautomer, and an X-ray crystal structure analysis was carried out. UV-vis absorption spectra in methanol, DMSO, acetonitrile, and water at different pH values were ascribed to the molecular and anionic (H2R, HR-, and R2-) species. Whereas the pKa values of this acid–base indicator (HR- urn:x-wiley:14723581:media:cote12254:cote12254-math-0001 R2- + H+) in water and DMSO are close to those of 3,3',5,5'-tetrabromophenolsulphonephthalein (or bromophenol blue), replacing the four Br atoms with two NO2 groups results in a pronounced tendency to carbinol formation. In weakly acidic aqueous media, the HR- anion slowly converts into the colourless carbinol H2ROH-. The latter is transformed to the orange carbocation only in concentrated (70-94 wt%) sulphuric acid. The formation of H2ROH- is atypical for the common sulphonephthalein indicators and should be ascribed to the enhanced positive charge density on the nodal carbon atom. The reaction mechanism and kinetic equation explaining this pH-dependent process are proposed, in addition to a kinetic study of the common process R2- + HO- -> ROH3- in the alkaline region. The numerical characterisation of the protolytic processes obtained for NPV is also helpful in gaining a better understanding of the properties of previously studied 3,3',5,5'-tetranitrophenolsulphonephthalein, which is much less accessible for a quantitative description. Note de contenu : - EXPERIMENTAL : General - Synthesis - Photochemical experiments - Studies of the spectroscopic response of the dyes to thiols - UPLC/MS analyses - Determination of cell viability and studies of the response to thiols in living cells
- RESULTS AND DISCUSSION : Synthesis and spectroscopic studies - Studies of the spectroscopic response to thiols - UPLC and mass spectral analyses of products formed in the reaction with L-Cys - Cell viability and response to thiols in vitroDOI : 10.1111/cote.12254 En ligne : https://drive.google.com/file/d/1korHDoZ5IQTDhl4kyBlpyXX3OPlzMqdG/view?usp=drive [...] Format de la ressource électronique : Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=28227
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Code-barres Cote Support Localisation Section Disponibilité 18801 - Périodique Bibliothèque principale Documentaires Disponible 6-pyridinium benzo[a]phenazine-5-oxide derivatives as visible photosensitisers for polymerisation / Karolina Podemska in COLORATION TECHNOLOGY, Vol. 130, N° 4 (08/2014)
[article]
Titre : 6-pyridinium benzo[a]phenazine-5-oxide derivatives as visible photosensitisers for polymerisation Type de document : texte imprimé Auteurs : Karolina Podemska, Auteur ; Radoslaw Podsiadly, Auteur ; Agnieszka Orzel, Auteur ; Anna Kowalska, Auteur ; Andrzej Marcinek, Auteur ; Jolanta Sokolowska, Auteur Année de publication : 2014 Article en page(s) : p. 250-259 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Colorants -- Synthèse
Décoloration
Photo-oxydation
Photoamorceurs (chimie)
Photochimie
Polyaddition
Triacrylate de triméthylolpropaneIndex. décimale : 667.3 Teinture et impression des tissus Résumé : Several 6-pyridinium benzo[a]phenazine-5-oxide derivatives have been synthesised and characterised by proton nuclear magnetic resonance spectroscopy and mass spectrometry. The spectroscopic and electrochemical properties of these dyes were examined. The dyes were used as reducible sensitisers for selected electron donors (phenylthioacetic acid, phenoxyacetic acid, N-phenylglycine, and ethyl 4-N,N-dimethylaminobenzoate) and as oxidisable sensitisers for electron acceptors (onium and N-alkoxypyridinium salts). These photoredox pairs were found to be effective visible-wavelength photoinitiators for the free radical polymerisation of trimethylolpropane triacrylate under visible light. The cationic photopolymerisation of cyclohexene oxide by the studied dyes and the onium salt photoredox pairs was ineffective. The obtained results are discussed on the basis of both free energy change for electron transfer to or from the benzo[a]phenazine dyes and the photochemical properties of the dyes, particularly their photobleaching. The proposed mechanism of dye fading is supported by density functional theory calculations and spectroscopic characterisation of the radical cation of the dye. Note de contenu : - Synthesis of 6-pyridinium benzo[a]phenzzine-5-oxide (2a)
- Quantum chemical calculations
- Photochemical experimentsDOI : 10.1111/cote.12096 En ligne : https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12096 Format de la ressource électronique : Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=21776
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Code-barres Cote Support Localisation Section Disponibilité 16443 - Périodique Bibliothèque principale Documentaires Disponible Antimicrobial sulphonamide azo dyes / Hatem E. Gaffer in COLORATION TECHNOLOGY, Vol. 135, N° 6 (12/2019)
[article]
Titre : Antimicrobial sulphonamide azo dyes Type de document : texte imprimé Auteurs : Hatem E. Gaffer, Auteur Année de publication : 2019 Article en page(s) : p. 484-500 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Antimicrobiens
Colorants -- Synthèse
Colorants azoïques
Sulfonamides
TautomérieIndex. décimale : 667.2 Colorants et pigments Résumé : Sulphonamide motifs are widely found in many drug candidates with relevant biological activity. Moreover, sulphonamide azo dyes are interesting candidates for synthetic chemists because such dyes provide access to a broad range of functional group transformations. Therefore, many synthetic procedures for the preparation of sulphonamide azo dyes have been developed in recent decades, and the search for rapid and efficient protocols is ongoing. The current article aims to review recent trends in the synthesis of sulphonamide azo dyes and their applications as high-performance colorants with antimicrobial activity. For convenience, the diverse uses of sulphonamide azo dyes are discussed from the perspective of the application type rather than the structural class. Note de contenu : - Chemistry of sulphonamides : Tautomerisation - Synthesis of azo dyes containing sulphonamide moieties -
- Metabolism
- Sulphonamide azo dye complexe
- Overview of testing protocols for antimicrobial activity
DOI : 10.1111/cote.12437 En ligne : https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12437 Format de la ressource électronique : Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=33380
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Code-barres Cote Support Localisation Section Disponibilité 21322 - Périodique Bibliothèque principale Documentaires Disponible Aryl and heteroaryl azo dyes derived from 6, 8-dichloro-4-hydroxyquinolin-2 (1H)-one: synthesis, characterisation, solvatochromism and spectroscopic properties / Enayat Ollah Moradi Rufchahi in COLORATION TECHNOLOGY, Vol. 135, N° 5 (10/2019)
[article]
Titre : Aryl and heteroaryl azo dyes derived from 6, 8-dichloro-4-hydroxyquinolin-2 (1H)-one: synthesis, characterisation, solvatochromism and spectroscopic properties Type de document : texte imprimé Auteurs : Enayat Ollah Moradi Rufchahi, Auteur ; Ali Ghanadsadeh Gilani, Auteur Année de publication : 2019 Article en page(s) : p. 391-406 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Caractérisation
Colorants -- Propriétés spectrales
Colorants -- Synthèse
Colorants azoïques
SolvatochromismeIndex. décimale : 667.2 Colorants et pigments Résumé : In this research study, 6, 8-dichloro-4-hydroxyquinolin-2(1H)-one was prepared by the thermal cyclocondensation of 2-(2, 4-dichlorophenylcarbamoyl) acetic acid or N, N’-bis(2,4-dichlorophenyl)malonamide at 140-150°C in polyphosphoric acid, resulting in a yield of 48 %. This compound was then coupled with a series of diazonium salts derived from aromatic and heteroaromatic amines for synthesis of the corresponding azo dyes. The structures of the compounds were confirmed using elemental analysis as well as ultraviolet-visible, Fourier Transform-infrared and proton nuclear magnetic resonance spectroscopy. The effects of organic solvents with different polarities, pH values and substituents of the diazotising components on the maximum absorption wavelength of the colorants were discussed and evaluated in detail. The acidity constants (pKa) of the dyes were also determined using the spectrophotometric method in an ethanol-water mixture (80:20, v/v) at 20-23°C. Note de contenu : - EXPERIMENTAL : Materials and instrumentation - Synthesis and characterisation
- RESULTS AND DISCUSSION : Synthesis and characterisation - UV-vis and solvatochromic studies of synthesised dyes - Determination of pKa value of the dyes in ethanol-aqueous buffer solutionDOI : 10.1111/cote.12426 En ligne : https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12426 Format de la ressource électronique : Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=33071
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Code-barres Cote Support Localisation Section Disponibilité 21251 - Périodique Bibliothèque principale Documentaires Disponible Bright fluorescent dsDNA probes : novel polycationic asymmetric monomethine cyanine dyes based on thiazolopyridine-quinolinium chromophore / Aleksey Vasilev in COLORATION TECHNOLOGY, Vol. 131, N° 2 (04/2015)
[article]
Titre : Bright fluorescent dsDNA probes : novel polycationic asymmetric monomethine cyanine dyes based on thiazolopyridine-quinolinium chromophore Type de document : texte imprimé Auteurs : Aleksey Vasilev, Auteur ; Nedyalko Lesev, Auteur ; Sonya Dimitrova, Auteur ; Marina Nedelcheva-Veleva, Auteur ; Stoyno Stoynov, Auteur ; Silvia Angelova, Auteur Année de publication : 2015 Article en page(s) : p. 94-103 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : ADN
Analyse spectrale
Colorants
Colorants -- Synthèse
Diagnostic biologique
Electrophorèse
FluorescenceIndex. décimale : 667.3 Teinture et impression des tissus Résumé : Seven tri- and tetracationic monomeric and homodimeric monomethine cyanine dyes based on thiazolo[4,5-b]pyridinium and quinolinium end groups were synthesised and characterised. The dyes were tested as fluorescent DNA intercalating probes to apply in DNA gel electrophoresis. The DNA samples stained with all dyes from the series demonstrated bright fluorescent signals. DNA fragments were successfully visualised under orange and green filters as well as under standard UV transillumination. Two of the studied dyes revealed higher sensitivity to DNA when compared with the commercial dimeric cyanine dye TOTO-1. Their sensitivity reached that of the commercial dimeric cyanine dye YOYO-1, but the emission was shifted to longer wavelengths. These qualities make the dyes suitable to apply in a wide range of medical and scientific analytical methods. Note de contenu : - EXPERIMENTAL : Materials - Equipment - Synthesis of dye 3 - Synthesis of tri- and tetracationic dyes 5a to 5g - Preparation of dyes and DNA solutions - Staining after electrophoresis - Staining prior to electrophoresis
- RESULTS AND DISCUSSION : Synthesis and structural characterisation of dyes 5a to 5g - Spectroscopic characteristics of the dyes and computational study of the chromophore before binding to dsDNA - Spectroscopic characteristics after binding to dsDNA - Staining after electrophoresis completion - Staining DNA samples prior to electrophoresis - Retardation of the mobility of stained DNA fragmentsDOI : 10.1111/cote.12133 En ligne : https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12133 Format de la ressource électronique : Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=23656
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Code-barres Cote Support Localisation Section Disponibilité 17121 - Périodique Bibliothèque principale Documentaires Disponible Les cent ans de l'Indanthrene / Francis Carlier in L'INDUSTRIE TEXTILE, N° 1329 (03/2001)
PermalinkCharacterisation of sol-gel-based hybrid silicon dioxide/heteroarylthiazole dyes on polyamide fabric / Ming-Shien Yen in COLORATION TECHNOLOGY, Vol. 128, N° 4 (2012)
PermalinkComputational modelling of the influence of substituent effects on phthalimidylazo disperse dye hydrolysis and interaction energy / Yi-Zhen Zhan in COLORATION TECHNOLOGY, Vol. 134, N° 1 (02/2018)
PermalinkCrystallographic study of two monoazo disperse dyes with a D–Pi–A system / Min Li in COLORATION TECHNOLOGY, Vol. 131, N° 1 (02/2015)
PermalinkDeep-coloured polyester/cotton blends with low concentrations of polymethylol dyes by a one-pass continuous dyeing process in COLORATION TECHNOLOGY, Vol. 131, N° 3 (06/2015)
PermalinkDerivatives of 1,4-naphthoquinone as visible-light-absorbing one-component photoinitiators for radical polymerisation / Rafal Strzelczyk in COLORATION TECHNOLOGY, Vol. 131, N° 3 (06/2015)
PermalinkDesign and synthesis of diazirine-containing dyes for polypropylene fibre : A study on the effect of alkyl chain / Guangluo Guo in COLORATION TECHNOLOGY, Vol. 138, N° 5 (10/2022)
PermalinkDevelopments in the chemistry and applications of phthalein dyes. Part 1 : industrial applications / Ram W. Sabnis in COLORATION TECHNOLOGY, Vol. 134, N° 3 (06/2018)
PermalinkDyeing method and properties of polymaleic acid dyes on cotton in COLORATION TECHNOLOGY, Vol. 129, N° 2 (04/2013)
PermalinkDyes based on the 6,7-dichloro-5,8-quinolinedione skeleton as new type II photoinitiators for radical polymerisation / Agnieszka Orzel in COLORATION TECHNOLOGY, Vol. 130, N° 3 (06/2014)
PermalinkDyes based on the azo-1H-pyrrole moiety – synthesis, spectroscopic and electrochemical properties, and adsorption on TiO2 / Anna Maruszewska in COLORATION TECHNOLOGY, Vol. 132, N° 1 (02/2016)
PermalinkDyes derived from 1,4-naphthoquinone as initiators for radical and cationic photopolymerisation / Agnieszka Szymczak in COLORATION TECHNOLOGY, Vol. 128, N° 5 (2012)
PermalinkDyes derived from 3-formyl-2(1H)-quinolone – synthesis, spectroscopic characterisation, and their behaviour in the presence of sulfhydryl and non-sulfhydryl amino acids / Aleksandra Kowalska in COLORATION TECHNOLOGY, Vol. 131, N° 2 (04/2015)
PermalinkDyes derived from benzo[a]phenoxazine – synthesis, spectroscopic properties, and potential application as sensors for l-cysteine / Aleksandra Grzelkowska in COLORATION TECHNOLOGY, Vol. 133, N° 2 (04/2017)
PermalinkA facile synthesis and tautomeric structure of novel 4-arylhydrazono-3-(2-hydroxyphenyl)-2-pyrazolin-5-ones and their application as disperse dyes in COLORATION TECHNOLOGY, Vol. 129, N° 6 (12/2013)
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