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Coupling coloration of meta-aramid fabric utilising diazonium salts from weakly basic aromatic amines / Hua Jiang in COLORATION TECHNOLOGY, Vol. 140, N° 1 (02/2024)
[article]
Titre : Coupling coloration of meta-aramid fabric utilising diazonium salts from weakly basic aromatic amines Type de document : texte imprimé Auteurs : Hua Jiang, Auteur ; Jixian Song, Auteur ; Zhihua Cui, Auteur ; Weiguo Chen, Auteur Année de publication : 2024 Article en page(s) : p. 75-90 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Chromophores
Colorants azoïques
DiazoniumUn diazonium est un cation formé d'un groupe de deux atomes d'azotes en position terminale sur une molécule. La structure R-N≡N+ est également considérée comme un groupe fonctionnel.
Fibre aramide
Réaction de couplage
Sels de diazonium
Solidité de la couleur
Teinture -- Fibres textiles synthétiques
Textiles et tissus -- Propriétés mécaniquesIndex. décimale : 667.3 Teinture et impression des tissus Résumé : Meta-aramid fibre exhibits poor dyeing performance when treated using conventional dyeing methods. In this study, coloration of meta-aramid fabrics was performed at room temperature utilising diazonium salts from weakly basic aromatic amines and was achieved via in situ construction of azo chromophores on the meta-phenylenediamine moiety. To promote diazonium-salt penetration into the meta-aramid fibre, the pretreatment of meta-aramid fabrics with dimethyl sulfoxide at 55°C for 30 min and the utilisation of methanol were involved during the coloration process. As a result, the fabrics could be coloured with deep, levelled and firm shades of brown series. The azo chromophore is derived from the skeleton of the polyamide chain. Therefore, the coloured fabrics exhibit good resistance to organic solvents as well as good to excellent colour fastness to soaping, rubbing and sublimation. A study of the coloration mechanism revealed that the terminal and middle meta-phenylenediamine moieties serve as the main coupling reaction sites. When treated with a diazonium salt, the highly reactive terminal meta-phenylenediamine moiety reacted first and generated chromophores with an absorption peak in the long-wavelength region. However, such chromophores only contributed a limited colour depth owing to the limited number of the terminals. If excess diazonium salts were used, the main hue can be attributed to the azo chromophores based on the massive middle meta-phenylenediamine moieties, although these moieties are less reactive than the terminal meta-phenylenediamine. Note de contenu : - EXPERIMENTAL : Chemicals and materials - General method for the preparation of diazonium salts from weakly basic aromatic amines - General method for preparation of diazonium salts from strongly basic aromatic amines - Pretreatment of meta-aramid fabric - General coloration procedure - Synthesis of compound 1a - Synthesis of compound 1b - Synthesis of compound 1c - Synthesis of compound 2 - General procedure of high-temperature-high-pressure dyeing method - Determination of colour depths - Colour stripping - Dissolution of meta-aramid fabric - Determination of colour fastness level - Determination of mechanical properties
- RESULTS AND DISCUSSION : 3.1 Effect of the diazonium salt structure on the colour depth (K/S) - Effect of pretreatment on meta-aramid fabric characteristics - Role of methanol in the coloration process - Effect of the diazonium salt amount on the colour depth (K/S) - Effect of the coloration time on the colour depth (K/S) - Colour fastness - Colour stripping - Dissolution of meta-aramid fabric - Mechanical properties of coloured meta-aramid fabric - Coloration mechanism
- Table 1 : Colour parameters of coloured meta-aramid fabrics
- Table 2 : Fastness level of coloured meta-aramid fabrics
- Table 3 : Mechanical data for coloured meta-aramid fabricsDOI : https://doi.org/10.1111/cote.12703 En ligne : https://drive.google.com/file/d/1427fYzy4bYl25AOmfVZSw9_Gn9cahX7R/view?usp=drive [...] Format de la ressource électronique : Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=40392
in COLORATION TECHNOLOGY > Vol. 140, N° 1 (02/2024) . - p. 75-90[article]Réservation
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Code-barres Cote Support Localisation Section Disponibilité 24413 - Périodique Bibliothèque principale Documentaires Disponible 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)
[article]
Titre : Design and synthesis of diazirine-containing dyes for polypropylene fibre : A study on the effect of alkyl chain Type de document : texte imprimé Auteurs : Guangluo Guo, Auteur ; Hua Jiang, Auteur ; Liqin Chai, Auteur ; Zhihua Cui, Auteur ; Weiguo Chen, Auteur Année de publication : 2022 Article en page(s) : p. 551-564 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Caractérisation
Colorants -- Synthèse
Colorants dispersésCatégorie de colorants très peu solubles dans l'eau, utilisés à l'origine comme colorants pour l'acétate, et qui généralement sont appliqués sous forme de suspensions aqueuses de faible concentration.Les colorants dispersés sont largement utilisés dans la teinture de la plupart des fibres manufacturées, surtout le polyester.
Colorants réactifs
DiazirinesLes diazirines sont une classe de molécules organiques constituées d'un carbone lié à deux atomes d'azote, qui sont doublement liés l'un à l'autre, formant un cycle de type cyclopropène , le 3H -diazirène. Ils sont isomères avec les groupements diazocarbonés , et comme eux peuvent servir de précurseurs aux carbènes par perte d'une molécule de diazote . Par exemple, l'irradiation des diazirines avec de la lumière ultraviolette conduit à l'insertion de carbène dans diverses liaisons CH, NH et OH. Par conséquent, les diazirines ont gagné en popularité en tant que petits réactifs de réticulation photoréactifs. Ils sont souvent utilisés dans le marquage par photoaffinitéétudes pour observer une variété d'interactions, y compris les interactions ligand-récepteur, ligand-enzyme, protéine-protéine et protéine-acide nucléique. (Wikipedia)
Fixation (chimie)
Hydrophobie
Polypropylène
Solidité de la couleur
Teinture -- Fibres textiles synthétiques
Textiles et tissus -- Propriétés mécaniquesIndex. décimale : 667.3 Teinture et impression des tissus Résumé : The dyeing of polypropylene fabrics utilising conventional-disperse dyes often meets poor colour yield and fastness problems, fundamentally caused by the low affinity between dyes and polypropylene fibres. In this article, a new class of hydrophobic reactive dyes that can react with polypropylene were designed using diazirine moiety as a reactive group, azo structure as a chromophore, and an ester group as a linking bridge. The difference among these dyes was the alkyl chain length on the azo chromophore, which was used to fine-tune the affinity between the dyes and fibre. The structures of the synthesised dyes and intermediates were characterised and confirmed using nuclear magnetic resonance, mass spectrometry, and infrared spectrometry. The absorption and thermal properties of the dyes were also studied to ensure their feasibility for dyeing application. In addition, the diazirine dyes were successfully applied to dye polypropylene fabrics using a two-step process by dyeing in a non-aqueous solvent and fixing it under heating. The dyes and polypropylene fibre were demonstrated to react, where the fixation values were in the range 64.5–76.4%. The systematic study of the structure–property relationship demonstrated the positive effect of the alkyl chain in promoting colour yield, however, accompanied by a slightly reduced fixation value. Due to the chemical bonding of the dye molecules to the fibre, the dyed polypropylene fabrics exhibited excellent colour fastness property, making the dyeing technology very promising for future industrial applications. Note de contenu : - EXPERIMENTAL SECTION : Materials and instrumentation - Synthesis of compounds 3a–3d - Synthesis of compounds D1–D4 - Dyeing method - Determination of colour yield - DMF extraction and determination of fixation value - Determination of colour fastness level - Determination of mechanical property
- RESULTS AND DISCUSSION : Synthesis and characterisation of dyes D1–D4 - Results of dyeing and DMF treatment - The effect of fixing temperature - The effect of fixing time - The effect of dye concentration - Colour assessment - Colour fastness - Mechanical properties of the dyed fabrics - Analysis of dyeing and fixing mechanism
- Table 1 : Shock sensitivity and explosion propagation values of D1–D4
- Table 2 : Colour parameters of the polypropylene fabrics dyed with D1–D4
- Table 3 : Colour fastness data of polypropylene fabrics dyed with D1–D4DOI : https://doi.org/10.1111/cote.12613 En ligne : https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12613 Format de la ressource électronique : Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=38128
in COLORATION TECHNOLOGY > Vol. 138, N° 5 (10/2022) . - p. 551-564[article]Réservation
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Code-barres Cote Support Localisation Section Disponibilité 23613 - Périodique Bibliothèque principale Documentaires Disponible N-Sulphonatoalkyl indophenine derivatives: Design, synthesis and dyeing properties on wool, silk and nylon fabrics / Jinfang Cai in COLORATION TECHNOLOGY, Vol. 137, N° 2 (04/2021)
[article]
Titre : N-Sulphonatoalkyl indophenine derivatives: Design, synthesis and dyeing properties on wool, silk and nylon fabrics Type de document : texte imprimé Auteurs : Jinfang Cai, Auteur ; Hua Jiang, Auteur ; Zhihua Cui, Auteur ; Weiguo Chen, Auteur Année de publication : 2021 Article en page(s) : p. 181-192 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Absorption
Colorants -- Propriétés tinctoriales
Colorants -- Synthèse
Colorants acides
Fonctionnelles densitéLa théorie de la fonctionnelle de la densité (pour Density Functional Theory, sous-entendu électronique : DFT) constitue au début du XXIe siècle l'une des méthodes les plus utilisées dans les calculs quantiques de la structure électronique de la matière (atomes, molécules, solides) aussi bien en physique de la matière condensée qu'en chimie quantique. La DFT trouve ses origines dans le modèle développé par Llewellyn Thomas et Enrico Fermi à la fin des années 1920.
Laine
Polyamide 66
Résistance à l'humidité
Soie et constituants
Teinture -- Fibres textilesIndex. décimale : 667.3 Teinture et impression des tissus Résumé : The importance of quinonoidal planarity in improving the wet fastness of acid dyes was studied in a new series of N-sulphonatoalkyl-substituted indophenine derivatives. These derivatives were synthesised via the sulphonatoalkylation reaction of isatins with alkanesultone or sodium bromoalkanesulphonate followed by the indophenine reaction. The effects of the position of sulphonic acid groups, length of the alkyl chain, and electron-donating/withdrawing groups on geometry, electronic structure, solubility, and absorption properties were systematically examined and correlated with the performances of the dyes on wool, silk and nylon fabrics. The N-sulphonatoalkyl indophenine dyes could exhibit a blue colour in N,N-dimethylformamide (DMF) and on silk or nylon fabric but a purplish colour in water and on wool fabric. Methoxy groups had a negative impact on the molar extinction coefficient and dye exhaustion, leading to relatively poor dyeing performance. In comparison, fluorine or chlorine atoms were less influential. The introduction of nitro groups could induce a yellowness to the dyed fabrics caused by the strengthened absorption at the region of 360 to 420 nm and reduce the dyeing rate and wet fastness level due to the low dye–fibre affinity. In general, the N-sulphonatoalkyl indophenine dyes exhibited satisfactory washing and rubbing fastness, especially on dyed nylon fabric. This study provides insight into the structure–property relationship of indophenine dyes and demonstrates that sulphonatoalkylation is an efficient methodology for designing high-performance textile dyestuffs based on quinonoidal heterocyclic structures. Note de contenu : - EXPERIMENTAL SECTION : Materials and instrumentation - Synthesis of compouns 2a-2g - Synthesis of D1 to D7 - General dyeing methods for wool, silk and nylon fabrics - Measurement for the dyeing properties
- RESULTS AND DISCUSSION : Synthesis of dyes D1èD7 - Density functional theory calculations - Absorption properties - Dyeing propertiesDOI : https://doi.org/10.1111/cote.12518 En ligne : https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12518 Format de la ressource électronique : Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=36077
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Code-barres Cote Support Localisation Section Disponibilité 22844 - Périodique Bibliothèque principale Documentaires Disponible Reactive dyeing of silk using commercial acid dyes based on a three-component Mannich-type reaction / Qing Guo in COLORATION TECHNOLOGY, Vol. 136, N° 4 (08/2020)
[article]
Titre : Reactive dyeing of silk using commercial acid dyes based on a three-component Mannich-type reaction Type de document : texte imprimé Auteurs : Qing Guo, Auteur ; Wei-guo Chen, Auteur ; Zhi-Hua Cui, Auteur ; Hua Jiang, Auteur Année de publication : 2020 Article en page(s) : p. 336-345 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Chimie textile
Colorants acides
Fixation (chimie)
Formaldéhyde
Soie et constituants
Solidité de la couleur
Teinture -- Fibres textilesIndex. décimale : 667.3 Teinture et impression des tissus Résumé : Acid dyes are employed for commercially dyeing silk, which results in ionic bonds between the silk fibroin and the dye. This generally leads to low wet fastness properties for dyed silk fabrics. In this work, three commercial acid dyes with aromatic primary amine structures were selected to dye silk using a Mannich‐type reaction, resulting in improved wet fastness of dyed silk by forming covalent bonds between silk fibroin and dye. The Mannich‐type reactive dyeing was applied to silk fabrics at both 30 and 90°C in trials. Dyeing at 90°C can shorten the dyeing time compared with dyeing at 30°C, even although dye exhaustion and relative fixation at 90°C were a little lower. The dyeing process was optimised when the dyeing temperature was 90°C, dyebath pH 4, dye‐to‐formaldehyde ratio 1:30 and holding dyeing time 60 minutes. The results showed that the dye exhaustion on silk fabrics for the three aromatic primary amine‐containing acid dyes exceeded 94% and their relative fixation was over 80%. Their washing and rubbing fastness reached grade 4 or higher. Hence, the colour fastness properties of dyed silk fabrics using the Mannich‐type reactive dyeing method is superior to the conventional acid dyeing method using the same aromatic primary amine‐containing acid dyes. The Mannich‐type reactive dyeing for silk fabrics at 90°C can be developed into a novel and rapid reactive dyeing method, promising an effective dyeing process with excellent colour fastness. Note de contenu : - EXPERIMENTAL : Materials and chemicals - Instruments - Dyeing process - Colour yield (K/S value) - Dye exhaustion - Colour fixation - Colour fastness - Formaldehyde residue of dyed fabric
- RESULTS AND DISCUSSIONS : Influence of dyeing conditions on Mannich-type reactive dyeing - Influence of temperature on Mannich-type reactive dyeing - Influence of dyebath pH on Mannich-type reactive dyeing - Influence of the molar ratio of dye-to-formaldehyde on Mannich-type reactive dyeing - Influence of the holding dyeing time on Mannich-type reactive dyeing - Comparison of Mannich-type reactive dyeing with conventional acid dyeing - Colour fasntess comparison of Mannich-type reactive dyeing with conventional acid dyeing - Formaldehyde residues in dyed silk fabricsDOI : https://doi.org/10.1111/cote.12471 En ligne : https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12471 Format de la ressource électronique : Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=34351
in COLORATION TECHNOLOGY > Vol. 136, N° 4 (08/2020) . - p. 336-345[article]Réservation
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Code-barres Cote Support Localisation Section Disponibilité 21876 - Périodique Bibliothèque principale Documentaires Disponible