One‐bath dyeing of polyester/cotton blends with disperse and bis‐3‐carboxypyridinium‐s‐triazine reactive dyes. Part 2: Application of substantive reactive dyes to cotton at 130 °C and neutral pH†

An earlier paper reported that the reactive dyes (not the disperse dyes) were responsible for the inability to achieve heavy depths of shade, when dyeing polyester/cotton blends by a one‐bath process at 130 °C and neutral pH using reactive dyes containing a 3‐carboxypyridinium‐s‐triazinyl group. It was shown that the poor colour yield of the bis‐3‐carboxypyridinium‐s‐triazine reactive dyes was because of their low exhaustion level at 130 °C and pH of 7.0–7.5. We now report the synthesis and evaluation of some bis‐3‐carboxypyridinium‐s‐triazine reactive dye structures, possessing highly substantive chromophores, as a means of obtaining high colour yield, on 100% unmercerised cotton, under the specified dyeing conditions. The technical performance of these dyes under such conditions was compared with that of selected Novacron (Cibacron) LS and Procion H‐E dyes, applied under their recommended (atmospheric) dyeing conditions.     

Deep‐coloured polyester/cotton blends with low concentrations of polymethylol dyes by a one‐pass continuous dyeing process

An obvious limitation of the one‐pass continuous dyeing process for polyester/cotton blends is its inability to achieve deep colour depth, which is caused by the low dye fixation yields of commercial reactive dyes. In this study, the performances of polyester/cotton blends dyed with high‐fixation polymethylol dyes and disperse dyes were compared with those of polyester/cotton blends dyed with a mixture of reactive dyes and disperse dyes. Polymethylol dyes were observed to be suitable for dyeing polyester/cotton blends when used in low concentrations; the required concentrations of polymethylol dyes were only 23–58% of the concentrations of commercial reactive dyes required to reach a given colour level on polyester/cotton blends. The wash and crocking fastness of polyester/cotton blends dyed with polymethylol dyes were similar to those of polyester/cotton blends dyed with reactive dyes.     

Alkaline dyeing of polyester and polyester/cotton blend fabrics using sodium edetate

An alkaline dyeing of polyester with an alkali‐stable disperse dye, Dianix® Scarlet AD‐RG, was developed using sodium edetate as an alkaline buffering agent. The results obtained indicate the suitability of using sodium edetate for alkaline dyeing of polyester when compared with the control alkaline dyeing using Dianix AD system. Selected mono and bifunctional reactive dyes were used in combination with the alkali‐stable disperse dye for dyeing of polyester/cotton blend. Different dyeing methods for cotton and polyester/cotton blend fabrics using sodium edetate were evaluated in comparison with their respective control alkaline dyeing methods. The results of using sodium edetate in one‐bath two‐stage and two‐bath dyeing of polyester/cotton blend were comparable with that of the control dyeing method. Particularly, no change in the leveling and fastness properties was evaluated for all samples irrespective of the dyeing method. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Application of phthalimide-based alkali-clearable azo disperse dyes on polyester and polyester/cotton blends

Phthalimide-based alkali-clearable azo disperse dyes were synthesised and applied to polyester and polyester/cotton blends. These dyes have an alkali-clearable property that enables alkaline treatment to be substituted for conventional reduction clearing. Therefore, by using these dyes, it is possible to avoid generating dyehouse effluents with high BOD values and carcinogenic aromatic amines that may, in some cases, be liberated by reduction clearing. In addition, polyester/cotton blends can be dyed by a one-bath, two-step dyeing method, as alkali clearability enables the disperse and reactive dyes to be used in the same bath. The dyeing behaviour and fastness properties of these dyes have been investigated. In particular, the cross-staining of cotton was studied to estimate the suitability of the dyes synthesised for dyeing polyester/cotton blends.     

One‐step dyeing of polyethylene terephthalate fabric,combining pretreatment and dyeing using alkali‐stable disperse dyes

In the conventional dyeing process, polyester and its blended fabrics are usually dyed in a weak acidic medium. In order to reduce cost and improve production efficiency, a new dyeing method – one‐step dyeing of polyethylene terephthalate fabrics, combining pretreatment and dyeing in alkali conditions – was investigated. The alkali‐stable disperse dyes Red 900, Red 902, Yellow BROB and Blue 825 were used to dye polyethylene terephthalate fabrics. The dyeing properties of polyethylene terephthalate fabrics in the case of one‐step dyeing at various pH values or sodium hydroxide concentrations were discussed in terms of colour yield, colour parameters and fastness. The performance of one‐step dyeing using alkali‐stable disperse dyes was excellent. The dyed fabric had good fastness. Wet processing could be combined and shortened. One‐step dyeing of polyethylene terephthalate fabrics could reduce the consumption of water and energy and improve production efficiency. One‐step dyeing of polyethylene terephthalate has potential application in cleaner textile production.     

One‐pass process for the continuous dyeing of polyester/unmercerised cotton blends with disperse/reactive dyes. Part 2: Process modifications to improve the colour yield of selected reactive dyes on the cotton component of the blend†

One of the limitations of DyStar’s TTN one‐pass continuous dyeing process for dyeing polyester/unmercerised cotton blends with disperse and reactive dyes is its inability to achieve heavy depths economically and part 1 of this study indicated that the limitation could be attributed to the reactive dye [ 1 ]. In this study, the constituents of the pad liquor were varied to determine if the visual colour yield of selected reactive dyes could be improved. In so doing, it was possible to speculate whether the low colour yield from some of the reactive dyes used in the TTN process was as a result of inefficient ‘delivery’ of the dye to the reactive sites on the cotton.     

One‐bath union dyeing of wool/polytrimethylene terephthalate blends†

The one‐bath dyeing of blends of polytrimethylene terephthalate (PTT) staple and wool has been investigated. The exhaustion of selected Terasil disperse dyes on PTT fibre and Lanasol reactive dyes on wool was measured as a function of temperature, together with the cross‐staining of the Terasil dyes on the wool component and the Lanasol dyes on PTT component. Most Terasil disperse dyes achieved satisfactory dye uptake on PTT at 110 °C, whereas on conventional polyester (polyethylene terephthalate) temperatures of up to 130 °C are required. An optimised union‐dyeing technique for wool/PTT blends was developed which minimised the staining of Terasil disperse dyes on wool and produced dyed goods with high levels of wet colour fastness. Carriers were not required to enhance the dyeability of PTT at low temperatures. The wool component appeared to be protected against damage at 110 °C by the reactive dyes. The results indicate the potential for blending PTT fibre and wool to produce fabrics that are easier to dye at lower temperatures than conventional wool/polyester blends.     

Synthesis,spectral properties and dyeing on polyester of monoazo dyes from indol‐2‐one derivatives

Three series of phenylazo disperse dyes were prepared by coupling diazotised 4‐aniline dyes with 5‐indol‐2‐one dyes. The structures of these dyes were determined by proton nuclear magnetic resonance, Fourier Transform–infrared and elemental analysis. The effects of solvent on the ultraviolet–visible absorption spectra of these dyes were studied. The dyes displayed a λ_max shift of between 399 and 438 nm. The dyes were finally applied in the dyeing of polyester fibres in order to investigate their colour range and dyeing properties. Most of the dyes displayed high rubbing fastness and good washing and sublimation fastnesses on polyester fibres.     

One-bath dyeing of poly(ethylene terephthalate)/cotton blends with alkali-clearable azo disperse dyes containing a fluorosulphonyl group

Monoazo disperse dyes containing a fluorosulphonyl group, based on 4-amino-4'-fluorosulphonylazobenzene derivatives, were dyed on poly(ethylene terephthalate)/cotton blends and their dyeing and fastness properties investigated. A one-bath dyeing method was used, as these dyes can be alkali cleared in the same bath. In particular, the cross-staining of cotton was studied in order to assess their suitability for the one-bath dyeing of poly(ethylene terephthalate)/cotton blends.     

Electrostatic self‐assembly dyeing of cotton fabrics

A new approach to the dyeing of cotton fabrics using an electrostatic self‐assembly method was evaluated. Cotton fabrics were pretreated with 2,3‐epoxypropyltrimethylammonuium chloride and cationic charges were produced on the fabric surfaces. For the dyeing of cotton fabric, reactive and acid dyes were used. Oppositely charged anionic reactive/acid dyes and cationic poly(diallyldimethylammonium chloride) were alternately deposited on the surface of cationised cotton fabrics. Ten multilayer films of dye/poly(diallyldimethylammonium chloride) were deposited on the cotton fabric surfaces using a padder. The build‐up of the multilayer films and the level of colour strength (K/S) achieved are discussed. Samples of cotton fabrics were also dyed with the same dyes, but using the exhaust method, and both types of dyed samples were compared. The washing, rubbing and light fastness properties were evaluated for the dyed fabrics.     

The Dyeing Properties of Monoazo Reactive Disperse Dyes Derived from –Chloro–4–aminoacetophonone on Polyester Fibre Blends

The preparation of monoazo reactive disperse dyes from –chloro–4–aminoacetophenone and the dyeing properties of these dyes on polyester–cotton and polyester–wool blends are reported.     

Dyeing and fastness properties of phthalimide‐based alkali‐clearable azo disperse dyes on poly(ethylene terephthalate)

The properties of a series of phthalimide‐containing azo disperse dyes and azo dyes with N‐methyl phthalimide moieties in their diazo component were investigated and compared when used to colour polyethylene terephthalate. The N‐substitution of the phthalimide gave a hypsochromic effect on the colour change and better colour yields on poly(ethylene terephthalate) fabrics, probably because of the electron‐donating property of the methyl group and the higher hydrophobicity of phthalimide‐containing azo dyes compared with those containing phthalimide moieties. The results show that phthalimide‐based azo disperse dyes have excellent dyeing fastness properties and that high wash fastness can be achieved using alkali clearance. This alternative clearance method is important for reducing the environmental impact of the dyeing process by replacing reductive clearing and, in particular, by removing the need for sodium hydrosulphite, which creates a high biological oxygen demand when released in conventional disperse dyeing effluent and which generates aromatic amines.     

Influence of Eri silk fibre on the physical characteristics and dyeing properties of Eri silk/cotton blended yarn

Different blending ratios of Eri silk and cotton fibres were prepared. The optimum bleaching condition chosen for the blends containing 0–25% silk content was the oxidative bleaching method, whereas the blends at 50–100% should be bleached using the two‐stage bleaching method (oxidative bleaching followed by reductive bleaching). These conditions did affect the force–displacement characteristics of the fibres with no yield point. X‐Ray diffraction results showed that the percentage of crystallinity of the cotton yarn tended to increase after bleaching, whereas the percentage of crystallinity of the Eri yarn decreased marginally. Dyeing properties of the blended yarns were investigated using warm‐dyeing reactive dyes. Percentage exhaustion and the colour yield of the blends tended to decrease with the increasing silk content. Shade variation was observed on the yarns at different blend ratios. This was expected to be caused by the different physical nature of Eri silk and cotton fibres. Consequently, the dye uptake and visual shade of each dye on the two fibres were different.     

Environmentally friendly coloration of cotton by the UV‐induced photografting of α‐bromoacrylamido dyes

Conventional wet dyeing based on dye diffusion and adsorption in water requires large amounts of salt, time, and energy. α‐Bromoacrylamido dyes are photografted onto cotton at room temperature as an environmentally friendly coloration process. Dye‐originated radicals are produced by the photoscission of the carbon–sulfur and carbon–bromine bonds of the dyes and subsequently abstract hydrogen atoms to generate cellulose radicals which can initiate graft copolymerisation. About 88% of the dyes are polymerised, and the degree of polymerisation is estimated to be 12.7 or more, which was substantiated by mass and elemental analyses. The colour yield of the photografted cotton is seven times higher than that of conventional dyeing. Furthermore, good colour fastness properties are attributed to the water‐insoluble polymeric dyes formed.     

Exhaust dyeing of polyester‐based textiles using high‐temperature–alkaline conditions

The factors affecting the dyeability of polyester‐based textiles with disperse dyes in an alkaline medium were studied. It was found, for a given set of dyeing conditions, that (a) the appropriate conditions for attaining a higher color yield were 45 min at 130°C with pH 9 using a material‐to‐liquor ratio of 1/10; (b) increasing the Diaserver® AD‐95 concentration to 2% ows (based on weight of substrate) as well as including triethanolamine to 2% ows in the dyeing formulations bring about a significant improvement in the dye uptake; (c) both a preheat setting from 160 to 200°C/30 s and an alkaline weight reduction have a positive impact on postdyeing with the used disperse dye; (d) the extent of dye uptake as well as the color strength are governed by the type of substrate, that is, knitted fabric > spun yarn > woven fabric, nature of the dye stabilizer, that is, EDTA > Diaserver® AD‐95 > Tinoclorite® CBB > citric acid > none, as well as kind of the disperse dye; (e) direct reuse of the disperse dyebaths, without reconstitution, in the dyeing of the used substrates was shown to be feasible in a single shade and in the reverse‐order dyeings (dark → light); (f) one‐bath, one‐step exhaust dyeing of polyester/cotton‐knitted fabric using selected disperse reactive dyes combinations under high‐temperature alkaline conditions is feasible; and (g) the color and fastness properties of the resultant dyeings depend on the type of the used auxiliaries, in addition to the nature of disperse/reactive dyes combinations as well as compatibility with other ingredients. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 89: 3563–3573, 2003     

The use of trisodium nitrilo triacetate in the pad–steam dyeing of cotton with reactive dyes

This paper presents results on the use of trisodium nitrilo triacetate, a biodegradable alkaline organic salt, for pad–steam dyeing of cotton with reactive dyes as a replacement for conventionally used inorganic electrolyte and alkali. Two widely used dyes, CI Reactive Red 147 and CI Reactive Blue 250, were used in the study. The colour yield, dye fixation and ultimate colour fastness achieved by using trisodium nitrilo triacetate were closely comparable with those obtained by using inorganic electrolyte and alkali. The tensile breaking force and wrinkle recovery angle of the dyed fabrics were also measured and were slightly improved when using organic salt. Additionally, the dyeing effluent showed reductions in total dissolved solids content with trisodium nitrilo triacetate.     

One-bath dyeing of a polyester/cotton blend with reactive disperse dyes from 2-hydroxypyrid-6-one derivatives

A series of temporarily solubilised reactive disperse dyes based on 1-substituted derivatives of 2-hydroxypyrid-6-one were applied to a 65;35 polyester/cotton blend using a one-bath dyeing method without dispersing agent. The dyeing behaviour of these dyes on polyester and cotton fabrics, and polyester/cotton blend fabric, were studied. The colour yields of the dyes on the polyester/cotton blend were found to be highly dependent on the initial pH, optimum results being obtained at pH 5. Good levelling and good to excellent fastness properties were obtained on the blend, with the exception of lightfastness, which was moderate.     

A facile synthesis and tautomeric structure of novel 4‐arylhydrazono‐3‐(2‐hydroxyphenyl)‐2‐pyrazolin‐5‐ones and their application as disperse dyes

The main target of this paper was the synthesis of novel azo disperse dyes with better dyeing properties, together with a systematic investigation to determine their dominant tautomer(s) from 12 possible tautomeric structures. In this regard, novel azopyrazolin‐5‐one dyes were synthesised via the reaction of hydrazine hydrate with 2,3,4‐chromantrione‐3‐arylhydrazones. The acid dissociation constants both in the ground and in the excited state for the series prepared were determined and correlated by the Hammett equation. The results of this correlation, together with spectral data, indicated that the compounds under scrutiny exist predominantly in the keto‐hydrazo structure as a Z‐configuration, both in the ground and in the excited state. Finally, the synthesised dyes were applied as disperse dyes for dyeing polyester fabrics, and their fastness properties were evaluated. Also, the position of colour in CIELAB coordinates was estimated and discussed.     

Reuse of spent dyebath following decolorisation with ozone

Spent reactive dyebaths were decolorised by treatment with ozone and reused in the bleaching, whitening and dyeing of two textile substrates. The study shows that the reuse of a spent dyebath is possible with little modification to the standard processes for dyeing cotton with reactive dyes, provided that the pH of the treated dyebath is adjusted. Moreover, the cycle of decolorisation and reuse was successfully repeated. Renovated reactive dyebaths were also reused for bleaching cotton fabric with hydrogen peroxide, whitening with optical brightener and dyeing polyester fabric with disperse dyes. The whiteness index of bleached and whitened cotton was comparable to that of the same fabric given a control treatment with fresh baths. Likewise, there was a negligible colour difference between polyester dyed using liquor from a spent reactive dyebath and the same fabric dyed in a new bath.     

Neutral dyeing of wool and wool/polyester blend fabrics using sulphatoethylsulphone reactive‐disperse dyes

Two models of temporarily anionic sulphatoethylsulphone reactive disperse dyes were applied to wool, polyester and wool/polyester blend fabrics at different dyeing pH. Maximum exhaustion values and colour yield were observed at pH 7. The results showed that reactive disperse dyes containing bis‐sulphatoethylsulphone reactive groups were more convenient for neutral dyeing of wool and wool/polyester blend fabrics if compared with a dye containing a mono‐sulphatoethylsulphone group. Excellent to very good wet fastness properties on all dyed fabrics were achieved.