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]  inCOLORATION TECHNOLOGY > Vol. 133, N° 2 (04/2017) . - p. 135-144 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 Thiols Index. 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 vitro DOI : 10.1111/cote.12254 En ligne : https://drive.google.com/file/d/1korHDoZ5IQTDhl4kyBlpyXX3OPlzMqdG/view?usp=drive [...] Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=28227 [article]

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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]  inCOLORATION TECHNOLOGY > Vol. 130, N° 4 (08/2014) . - p. 250-259 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 triméthylolpropane Index. 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 experiments DOI : 10.1111/cote.12096 En ligne : https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12096 Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=21776 [article]

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Analytical data for the presence of 4-aminodiphenyl in several azo dyes after dithionite reduction / M. Bungert in JOURNAL OF THE SOCIETY OF LEATHER TECHNOLOGISTS & CHEMISTS (JSLTC), Vol. 84, N° 4 (07-08/2000)  

[article]  inJOURNAL OF THE SOCIETY OF LEATHER TECHNOLOGISTS & CHEMISTS (JSLTC) > Vol. 84, N° 4 (07-08/2000) . - p. 155-158 Titre : Analytical data for the presence of 4-aminodiphenyl in several azo dyes after dithionite reduction Type de document : texte imprimé Auteurs : M. Bungert, Auteur ; G. Nickolaus, Auteur ; M. Scherer, Auteur ; J. Mazza, Auteur ; H. Obenaus, Auteur ; R. Mentasti, Auteur Année de publication : 2000 Article en page(s) : p. 155-158 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Amines Une amine est un composé organique dérivé de l'ammoniac dont certains hydrogènes ont été remplacés par un groupement carboné. Si l'un des carbones liés à l'atome d'azote fait partie d'un groupement carbonyle, la molécule appartient à la famille des amides. Découvertes en 1849, par Wurtz les amines furent initialement appelées alcaloïdes artificiels. On parle d'amine primaire, secondaire ou tertiaire selon que l'on a un, deux ou trois hydrogènes substitués. Par exemple, la triméthylamine est une amine tertiaire, de formule N(CH3)3. Typiquement, les amines sont obtenues par alkylation d'amines de rang inférieur. En alkylant l'ammoniac, on obtient des amines primaires, qui peuvent être alkylées en amines secondaires puis amines tertiaires. L'alkylation de ces dernières permet d'obtenir des sels d'ammonium quaternaire. D'autre méthodes existent : 1. Les amines primaires peuvent être obtenues par réduction d'un groupement azoture, 2. Les amines peuvent aussi être obtenues par la réduction d'un amide, à l'aide d'un hydrure, 3. L'amination réductrice permet l'obtention d'amines substituées à partir de composés carbonylés (aldéhydes ou cétones), 4. Les amines primaires peuvent être obtenues par la réaction de Gabriel. Colorants -- Analyse Colorants -- Synthèse Colorants azoïques Noir (couleur) Index. décimale : 667.2 Colorants et pigments Résumé : The four azo dyes Acid Red I (C. 1. 18050), Acid Black I (C. I. 20470). Acid Black 234 (C. 1. 30027) and Direct Black 168 (C. I. 30410) were analysed to calculate the amount of 4-aminodiphenyl (ADP) present after sodium dithionite reduction of the azo groups. This method follows the description in DIN 53 316. Synthesised and non-purified dyes showed high contamination, whereas the TLC cleaned Acid Black I (C. I. 20470) revealed no ADP in measurable amounts. Note de contenu : - Synthesis of the azo dyes - Amine detection : Preparation of the azo dyestuff - HPLC for amine detection - CE for amine detection - HPLC-DAD for dye quantification En ligne : https://drive.google.com/file/d/1mWZDtfrtpGFftUwMBG2XNXL9LfSxUsVj/view?usp=drive [...] Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=40998 [article]

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Antimicrobial sulphonamide azo dyes / Hatem E. Gaffer in COLORATION TECHNOLOGY, Vol. 135, N° 6 (12/2019)  

[article]  inCOLORATION TECHNOLOGY > Vol. 135, N° 6 (12/2019) . - p. 484-500 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 Tautomérie Index. 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 : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=33380 [article]

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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]  inCOLORATION TECHNOLOGY > Vol. 135, N° 5 (10/2019) . - p. 391-406 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 Solvatochromisme Index. 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 solution DOI : 10.1111/cote.12426 En ligne : https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12426 Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=33071 [article]

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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)  

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Les cent ans de l'Indanthrene / Francis Carlier in L'INDUSTRIE TEXTILE, N° 1329 (03/2001)

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Characterisation of sol-gel-based hybrid silicon dioxide/heteroarylthiazole dyes on polyamide fabric / Ming-Shien Yen in COLORATION TECHNOLOGY, Vol. 128, N° 4 (2012)  

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Computational 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)  

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Crystallographic study of two monoazo disperse dyes with a D–Pi–A system / Min Li in COLORATION TECHNOLOGY, Vol. 131, N° 1 (02/2015)  

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Deep-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)  

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Derivatives 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)  

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Design 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)  

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Developments in the chemistry and applications of phthalein dyes. Part 1 : industrial applications / Ram W. Sabnis in COLORATION TECHNOLOGY, Vol. 134, N° 3 (06/2018)  

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Dyeing method and properties of polymaleic acid dyes on cotton in COLORATION TECHNOLOGY, Vol. 129, N° 2 (04/2013)  

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Dyes 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)  

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Dyes 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)  

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Dyes derived from 1,4-naphthoquinone as initiators for radical and cationic photopolymerisation / Agnieszka Szymczak in COLORATION TECHNOLOGY, Vol. 128, N° 5 (2012)  

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Dyes 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)  

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Dyes 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)  

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