4–Hydroxy–1, 8–naphthalimides and the isomer mixtures of'3–and 4–hydroxy–7 H–benzimidazo–(2, l–a)–benz(d, e)–isoquinolin–7–ones were coupled with diazotised arylamines to yield orange–red to bluish–red dyes having good coloration properties and excellent fastness to light on polyester fibres. Structure–property relationships in the dyes are discussed with respect to the nature of the substituents in the imide, imidazole and arylazo moieties. 相似文献
Condensation of 2-bromo-1,4-dihydroxyanthraquinone with alcohols and phenols affords the 2-ether derivatives, which colour synthetic-polymer fibres, particularly polyester, in yellow-orange hues of good build-up and light fastness. The influence of the 2-ether substituent on the colour of these 1,2,4-tri-donor-substituted anthraquinones is discussed, together with the relative influence of the electron acceptor 2-sulphone substituent. 相似文献
The synthesis of a series of 4–(4–methoxyanilinoj–3–nitro–1, 8–naphthalimides by condensation of amines with 4–(4–methoxyanilino)–3–nitronaphthalene–l, 8–dicarboxylic anhydride, and also by condensation of 4–halogeno–3–nitro–1, 8–naphthalimides with 4–methoxyaniline is described. They dye synthetic–polymer fibres, particularly polyesters, deep orange of excellent fastness properties. In presence of strong bases, e. g. 3–aminopropan–l–ol, the 4–arylamino group is replaced, giving a series of yellow dyes. A method is described for preparing the dyes without isolation of intermediate stages. 相似文献
1‐(4′‐Alkylaminosulphurylphenyl)‐3‐methyl‐5‐pyrazolonyl azo–anthraquinone dyes were prepared in four steps from 1‐aminoanthraquinone, as an approach to enhancing the exhaustion levels of disperse dyes on polylactide fibres. Their structures were confirmed from combustion analysis and mass spectrometry, infrared and proton nuclear magnetic resonance spectroscopy. Results from artificial intelligence‐based molecular modelling studies showed that increasing alkyl chain length gave an increase in LogP, molecular volume and aplanar shape. Their application to polylactide fibres led to both good per cent exhaustion values and good light fastness ratings. It was also found that the nature of the alkyl chains attached to the phenyl ring had little influence on dye colour, but clearly influenced per cent exhaustion and wash fastness. 相似文献
The synthesis of a series of substituted 4-amino-2-nitrodiphenylamines is described. These compounds dye synthetic polymer fibres in bordeaux to violet-blue shades of moderate to poor light fastness. Light fastness properties are enhanced by the use of substituents which decrease the basicity of the 4-amino group; such substitution, however, results in colour shifts into the yellow to orange region. 相似文献
1‐Phenyl‐3‐methyl‐5‐pyrazolonyl azo‐anthraquinone dyes having high light fastness on polylactide fibres were synthesised from 1‐aminoanthraquinone via a diazotisation‐coupling reaction with 1‐phenyl‐3‐methyl‐5‐pyrazolones. The structures of these new dyes were confirmed using mass spectrometry, infrared and proton nuclear magnetic resonance spectroscopy and combustion analyses. Their dyeing behaviour on polylactide fibres was also determined, whereupon it was found that the title dyes could be applied at a relatively low dyeing temperature and that the corresponding dyed fabrics had good fastness properties. 相似文献
N-Amino-1,8-naphthalimides were condensed with ketones containing an α-methylene group and the resulting hydrazones ring closed to afford derivatives of 7H-pyrazolo(5,1-a)benz(d,e)isoquinolin-7-one. These compounds coloured synthetic-polymer fibres, particularly polyester, in brilliant fluorescent greenish-yellow to orange hues of good fastness to light and sublimation. The colour of the dyes is discussed with respect to substituent effects in the pyrazole and naphthalene rings, and in relation to analogous 7H-benzimidazo(2,1-a)benz(d,e)isoquinolin-7-ones. 相似文献
Different heterocyclic Hansa Yellow analogues were synthesized from 3-oxo-N-(pyrazol-4-yl)butanamide for possible use as azodisperse dyes for dyeing polyester fibres. The free energy relationship between the position of absorption of these dyes-λ-and substituent Hammett sigma constants was investigated. 相似文献
Condensation of 1-amino-2-bromo-4-hydroxyanthraquinone and of 1-amino-3-bromo-4-hydroxyanthraquinone with alcohols, phenols and thiols yields the corresponding β-ethers and thioethers. These compounds colour polyester in deep rose-red to violet-red hues of excellent build-up and good fastness to light and sublimation. The colour of the dyes is discussed with respect to the nature and orientation of the β-substituents. 相似文献
The synthesis of several disperse dyes, from 3–amino–12–phthalimide and its N–methyl derivative as diazo component and N, N–dialky lanilines as coupling component is described. The dyeing behaviour and some physical properties of these dyes are investigated and compared with those of isomeric dyes containing azo groups in the 4–position, previously studied [5]. These properties were found to be considerably affected by the presence of an alkyl sub–stituent on the nitrogen atom of imide group. Further, dyes containing unsubstituted –NH groups showed somewhat better thermal properties (higher melting points and dyeings of better fastness to sublimation), but at the same time their dyeability was worse for all the known processes of dyeing polyester fibres. Based on the i. r. and visible spectra of the dyes under investigation, it was concluded that the dyes containing unsubstituted –NH groups are highly associated; dyes containing azo groups in the 4–position associate to give one product, whereas association of the dyes with azo groups in the 3–position leads to two different products. 相似文献
School of Chemistry and Chemical Technology University of Bradford Bradford West Yorkshire BD7 1DP The synthesis of a series of 2′, 4′, 6′-trisubstituted derivatives of 4–N–β–hydroxyethyl–4– N–β–cyanoeth ylaminoazobenzene is reported, and the effect of the nature of the substituents on the colour, dyeing and fastness properties of these dyes is described. The dyes coloured synthetic–polymer fibres well, with the exception of those containing a methylsulphonyl group, which gave weaker dyeings on polyester. Dyes substituted by 2′-nitro groups tended to have poor light fastness, and reasons for the variations in the light fastness of monoazo dyes of this type are discussed. 相似文献
The use of laser Raman spectroscopy in the investigation of interactions in α–bromoacrylamide reactive dye–wool fibre systems has been established. The spectra obtained (in particular using C. I. Reactive Red 84) provide some evidence to support the proposal that the dye reacts via addition at the double bond of the reactive group, followed by ring closure through nucleophilic substitution. Furthermore, preliminary studies of the effect of the commercial levelling assistant Albegal B on the aqueous dye environment have been made using C. I. Reactive Yellow 39. The results show that, whilst the primary interaction between the dye and auxiliary may be via the water–solubilising sulphonate groups of the dye, hydrophobic interactions are also important. 相似文献
Three perylene tetracarboxylic bisimide chromophores have been attached to a benzene ring in m-position ( 3 ). In this way steric and through-bond interactions of the chromophores are minimized and their through-space-interactions can be studied for which an unusually high bathochromic shift has been found. This indicates a destabilization. No exciton coupling has been observed in the trichromophoric dyes. 相似文献
4-Nitroso-1-phenyl-3-methyl-5-aminopyrazole ( 1 ) was condensed with ethylcyanoacetate ( 2 ), malononitrile ( 4a ) and 2-cyanomethylbenzimidazole ( 4b ) to yield 6-hydroxy-5-cyano, 6-amino-5-cyano and 6-amino-5-(benzimidazol-2-yl)-3-methylpyrazolo [3,4-b]pyrazines 3, 5a and 5b , respectively. 5-Cyano-6-chloro derivative 6 obtained from 3 was converted to 3-aminopyrazolo[4′,3′:5,6]pyrazino[2,3-c]pyrazoles 8a and 8b by the treatment with hydrazin hydrate ( 7a ) and phenylhydrazine ( 7b ), respectively. Compound 5a was treated with formamide ( 9a ), urea ( 9b ) and thiourea ( 9c ) to give 4-aminopyrazolo[4′,3′:5,6]pyrazino[2′3′-d]pyrimidines 10a–10c. With refluxing acetic anhydride compounds 8a, 8b and 10a gave corresponding acetamido derivatives 8c, 8d and 10d. Compound 5a was treated with ethylorthoformate ( 11 ), acetic anhydride ( 12 ) or benzoylchloride ( 13 ) to give fused benzimidazopyrazolo[4′,3′:5,6]pyrazino[2′,3′-d]pyrimidines, viz., benzimidazol[1,2-c]pyrazolo[4,3-g]pteridines ( 14a–14c ). Some of the compounds 8, 10 and 14 were applied to polyester as disperse dyes and their fastness properties were studied. 相似文献
Diynes bearing one terminal and one triarylmethyl‐substituted alkyne were converted into complex benzofluorenone derivatives via a one‐pot process involving a gold‐catalyzed step followed by a photocyclization/oxidation. In the first step an N‐oxide was used to position‐selectively generate an α‐oxo carbenoid at the terminal alkyne which after a regioselective 1,6‐carbene transfer along the tethered tritylalkyne and a subsequent aryl 1,2‐shift furnished tetraphenylethylene‐like derivatives. These intermediates were successfully transformed to fluorenones via oxidative photocyclization.
Benzo[b]naphtho[2,3-d]thiophene-6,7-dicarboxylic anhydride (I) is obtained y Pschorr intramolecular cyclisation of 2-(2-aminophenylthio)-1,8-naphthalic anhydride. Condensation with alkylamines and arylamines gives the corresponding imides, which colour synthetic-polymer fibres in greenish-yellow hues, and reaction with o-phenylenediamines affords the isomer mixtures of derivatives of benzimidazo[1,2-b]-dibenzothiopheno-[4,3,2-d,e] isoquinolin-10-one and of benzimidazo-[2,1-a] dibenzothiopheno-[4,3,2-d,e]isoqumolin-10-one, which dye polyester fibres bright reddish-orange. Both series of dyes have excellent fastness to light and sublimation. The colour of the dyes is discussed in relation to the isomeric compounds derived from benzo[k,1]thioxanthene-3,4-dicarboxylic anhydride (III) and from benzo[d]naphtho[1,2-b]thiophene-9,10-dicarboxylic anhydride (II). The synthesis of the individual isomers resulting from reaction of I with o-phenylenediamine is reported and their absorption maxima related to polar factors operative within each isomer. 相似文献
A thermodynamic calculation on the chemical vapor deposition of the SiCl4–NH3–CH4–H2–Ar system was performed using the FactSage thermochemical software databases. Predominant condensed phases at equilibrium were SiC, Si3N4, graphite, and Si. The equilibrium conditions for the deposition of condensed phases in this system were determined as a function of the deposition temperature, dilution ratio (δ), and reactant ratios of CH4/SiCl4 and NH3/SiCl4. The CVD phase diagrams were used to understand the reactions occurring during the formation of Si–C–N from the gas species and determine the area of SiC–Si3N4. The concentration of condensed‐phase products was used to determine the deposition conditions of CVD SiC–Si3N4. The present work was helpful for further experimental investigation on CVD Si–C–N. 相似文献
The electrolyte/anode interface in solid oxide fuel cells with La0.9Sr0.1Ga0.8Mg0.2O3–δ electrolytes and composite anodes containing La0.8Sr0.2Cr0.82Ru0.18O3–δ and Ce0.9Gd0.1O2–δ (GDC) was studied using transmission electron microscope Z‐contrast imaging and energy dispersive X‐ray spectroscopy. The anode/electrolyte interface of an operated cell had numerous defective regions in the electrolyte, immediately adjacent to anode GDC particles. These areas had a different chemical composition than other electrolyte regions and were crystallographically inhomogeneous. These regions were not observed in a cell reduced in hydrogen that was not operated, suggesting that they were the result of combined electrical and chemical potential gradients present during cell operation. Ru nanoparticles were observed on the chromite surfaces of the operated. 相似文献
Condensation of mono- and di-bromo-derivatives of 1,5-dihydroxy-4,8-diaminoanthraquinone and of 1,8-dihydroxy-4,5-diaminoanthraquinone with phenols and thiols afforded the corresponding β-ethers and thioethers. These compounds coloured polyester in bright reddish-blue to greenish-blue hues of generally good fastness to light and sublimation. The colour of the dyes is discussed with respect to the nature and orientation of the β-substituent. 相似文献