Dyeability of modified polyester fibre with cationic dyes

Polyester fibre fabricated from poly(ethylene terephthalate) modified by adding 3 wt. % sulfoisophthalic acid Na salt dimethyl ester (Ukanol DM Sip) can be dyed with cationic dyes. The modified polyester fibre had color type, saturation, and fastness close to Nitron fibre, especially when Blue O and Red 5G cationic dyes were used. As a result of pilot industrial tests, it was found that the modified fibre can be dyed with cationic dyes to colors of medium intensity on complete selection of the dye from the bath. Standard polyester fibre cannot be totally dyed in these conditions. Central Scientific-Research Institute of Wool Scientific and Industrial Complex. Translated fromKhimicheskie Volokna, No. 3, pp. 42–44, May–June, 2000.     

多胺型交联染料在丝、棉纤维上的超高固色效应研究

该文合成了H-酸单偶氮红色、吡唑啉酮单偶氮黄色和1,4-二氨基蒽醌系蓝色四乙烯五胺型交联染料,用无盐浸染或轧染的清洁染色工艺,对所合成的多胺型可交联染料应用于丝绸和棉纤维染色,然后用硫酸酯乙烯砜型交联剂,两浸两轧、焙烘的方法使染色纤维固色。研究结果表明,在pH=4时,该类交联染料竭染率最高,用交联剂固色后交联率均大于99%,最终固色率在78%~99%,接近100%固色,染色纤维耐洗色牢度3级以上,耐摩擦色牢度3级以上,与小分子活性染料相当,还具有一定防皱整理效果。     

Some quantitative studies on light fading of after-treated direct dyes

Quantitative measurements of increase in lightfastness of direct dyes on cellophane on after-treatment with different metallic salts, e.g. sulphates of copper, cobalt, nickel, chromium and (ferrous) iron have been carried out. Copper sulphate has been found to be the best of all these salts. About 2% copper sulphate is found to cause considerable increase in the lightfastness. Measurements of y/x ratios of dyed and after-treated cellophane and also slopes of CF curves have shown that the higher fastness is due to higher aggregation of the dye in the fibre on after-treatment with copper sulphate. Metal complex formation with dye structures of the type o-hydroxy-o′-methoxy (or o′-hydroxy or ethoxy) azo has been found to be more useful for copper after-treatment than complex formation with dyes with a salicylic acid residue.     

Sulfoalkylation of a polybenzimidazole with propanesultone

Poly-2,2′-(m-phenylene)-5,5′-bisbenzimidazole has been alkylated with propanesultone to yield polymers which are readily dyed with basic dyes. Propanesultone has been used to convert cellulose, starch, phenolformaldehyde resin, and various vinyl copolymers into hydrophilic materials which dye readily or act as ion exchange resins.^1–5 It seemed likely it would react with a polybenzimidazole to make the polymer more water absorptive and readily dyeable with basic dyes. Hence this work was undertaken.     

Aftertreatment of polyester fabric dyed with temporarily solubilised disperse dyes

Temporarily solubilised disperse dyes derived from aminophenyl-4-(β-sulphatoethylsulphone) are exhausted on the polyester fibre mostly in the vinylsulphone form and to a lesser extent as their hydroxyethylsulphone analogues. After dyeing, to remove the unexhausted dyes on the polyester fibre, sulphite anions were added to the dyebath. The vinylsulphone residue of the dye was attacked by the sulphite anion via an addition reaction converting the dye into a soluble derivative, which then had little affinity for the polyester fibre. The effect of sodium sulphite on the conversion of the dye was investigated using HPLC. The wash and rub fastness properties of the dyed fabric aftertreated with sodium sulphite were similar to those obtained with reduction clearing.     

Ultrasonic‐assisted dyeing: I. Nylon dyeability with reactive dyes

The use of ultrasonic power (38.5 KHz, 350 W) to assist the dyeability of nylon‐6 fibre with reactive dyes is reported. The effects of the different factors that may affect the dyeability of nylon‐6 fibre with Reactive Red 55 were simultaneously carried out under both ultrasonic power and conventional heating conditions. The colour strength values obtained for the dyed samples using ultrasonic power were higher than those obtained using conventional heating. Also, the effect of alkaline soaping treatment on dye fixation for the dyed fabrics with different reactive dyes, at both acidic and neutral pHs, is generally better with ultrasonic than with conventional heating. The overall results indicate that the enhancing effect is mainly attributed to the de‐aggregation of dye molecules, which leads to better dye diffusion and possible assistance for dye‐fibre covalent‐bond fixation. The results of wet fastness properties of the dyed fabrics reveal improvement using ultrasonic power dyeing relative to the conventional heating method. © 2003 Society of Chemical Industry     

Effect of reactive dyes upon the uptake and antibacterial action of poly(hexamethylene biguanide) on cotton. Part 1: Effect of bis(monochlorotriazinyl) dyes

Poly(hexamethylene biguanide) (PHMB) is of interest as a bactericide for fabrics. It has affinity for cotton by reaction with the cellulosic carboxylate groups. In this study, the capacity of undyed cotton to absorb PHMB has been determined and compared with cotton dyed with anionic bis(monochlorotriazinyl) reactive dyes. When cotton is dyed with these dyes the absorption of PHMB increases, the dye providing sulphonic acid sites with which the PHMB can react. The reacted PHMB and the percentage fixation of reactive dye were determined and from this the concentration of sulphonic acid on the dyed fibre. In the case of cotton dyed with Procion Yellow H-E4R, the dye increased the absorption of PHMB to approximately 1.45 mequiv. of biguanide per sulphonic acid group. For Procion Red H-E3B and Navy H-ER the figures were 1.18 and 1.00, respectively.     

Adsorption behaviour of azo disperse dyes on polyurethane fibre

Adsorption isotherms of disperse dyes were measured and the surfaces of dyed polyurethane, cellulose diacetate and polylactic acid fibres were observed using a scanning electron microscope and compared. Obvious crystal growth of the dyes occurred on the surface of the polyurethane fibres. The maximum dye uptake on polyurethane fibres and the degree of crystal growth varied greatly with the dye type. Factors such as the dye affinity for the fibre, crystallisation properties and dye solubility in the dyebath affect the sorbed state of the dye on the fibre surface. A mechanism is proposed for crystal formation on the fibre surface during dyeing of polyurethane fibre with disperse dyes.     

Synthesis of temporarily solubilised azo disperse dyes containing a β‐sulphatoethylsulphonyl group and dispersant‐free dyeing of polyethylene terephthalate fabric

Disperse dyes containing a β‐sulphatoethylsulphonyl group have temporary solubility and can be applied for dispersant‐free dyeing of hydrophobic fibre. Six novel temporarily solubilised azo disperse dyes having a β‐sulphatoethylsulphonyl group in their structures were synthesised, and their dyeing properties on polyester were investigated. As a dye intermediate, a diazo component having dibromo groups was prepared, and 4‐diethylamino‐4′‐(2‐sulphatoethylsulphonyl‐4,6‐dibromo)azobenzene dyes were prepared by a diazo‐coupling reaction. Then, the dyes containing dicyano groups were prepared by cyanation of corresponding dyes with dibromo groups. The absorption maxima of the dyes were affected by the substituents in the diazo and coupling component rings and varied from 434 to 616 nm in dimethylformamide. Polyethylene terephthalate woven fabric could be dyed with the synthesised temporarily solubilised dyes without using any dispersants. Dyebath pH affected the K/S value at maximum absorption as well as percentage exhaustion on polyethylene terephthalate fabric, and the optimum pH was 5. The dyes gave brownish orange, red, purple, and greenish blue hues on polyethylene terephthalate fabrics, and colour build‐up was good. Wash fastness was good to excellent, rubbing fastness was moderate to excellent, and light fastness was poor to moderate.     

A significant approach to dye cotton in supercritical carbon dioxide with fluorotriazine reactive dyes

A series of fluorotriazine reactive dyes have been synthesized and applied to dye cotton in supercritical carbon dioxide (scCO₂) with good dyeing results. The pieces of cotton to be dyed were previously presoaked in a protic solvent and cosolvents were applied during dyeing. The colour strength of the dyeings was evaluated by K/S measurements. The K/S values achieved on cotton dyed were up to 35.8 ± 4.2. Even after the cotton was subjected to a Shoxlet extraction at 358 K for 1 h, a maximum K/S value of 20.2 ± 1.8 was measured. The percentage of dye molecules chemically fixed to the cotton was on average 85%. The excellent reactivity of fluorotriazines allowed a reduction of 3 h on the dyeing time. It is noticeable that a dye concentration of 10% on weight of the fibre (owf) can be applied to dye cotton with fluorotriazines, since no damage of the cotton fibres occurred, as observed for the chlorotriazines at this high dye concentration.Dyes with fluorotriazine as reactive group were found to be the most preferable dyes for dyeing cotton in scCO₂, as they were able to exceed the limitation of the reaction with the cotton.     

Dye-uptake behaviour of nylon-6 filaments and its structural dependence

This article presents results of a study made in two parts on the dye-uptake behaviour of nylon-6 filaments. In the first part, nylon-6 monofilaments were dry heat-set at temperatures between 80 and 200°C and dyed under similar conditions with two dyes, viz. an acid and a disperse dye. In the second part, dry-set and steam-set nylon-6 multifilament yarns were dyed with an acid dye. The roles played by the physical structure of the fibre and chemical affinity between the dye and the fibre have been examined in an effort to explain the differences in the dye uptake results for the two dyes. It was found that the physical structure has a predominant effect in both cases; however, in the case of the acid dye, chemical affinity also plays an important role. On the basis of structural studies, some comments are made on how structural reorganisation proceeds in nylon-6 fibre on heat-setting.     

Improving the UV resistance of aromatic poly(l,3,4‐oxadiazole) fiber using a disperse dye modified with octavinyl POSS. Part 1: Preparation of dye and dyeing

Modified dyes were obtained by grafting of disperse dyes with octavinyl polyhedral oligomeric silsesquioxanes (POSS) using a Friedel‐Crafts alkylation reaction and using different ratios of POSS and the original disperse dye. The modified dyes are used to dye aromatic poly(l,3,4‐oxadiazole) (p‐POD) fiber to improve its UV resistance. Then the structure of the modified dye is characterized by Fourier transform infrared spectroscopy and NMR, and the effects of the structure of the modified dye and the dyeing conditions on the UV resistance and color strength (K/S value) of the dyed samples are investigated. The results indicated that the UV adsorption peaks of the modified dye solutions are located at the specified UV wavelengths. The UV resistance of the p‐POD fiber dyed with the modified dye (1:3) can be effectively improved, and the dyed p‐POD fiber can obtain a higher K/S value simultaneously. During the dyeing process, increasing the dyeing temperature and prolonging the dyeing time are both beneficial in improving the anti‐UV ability of the dyed p‐POD fiber; these changes can effectively promote the fixation of dye molecules into p‐POD fibers due to stimulating the motion of dye molecules and p‐POD macromolecules. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017 , 134, 44745.     

Study of Dyeing of Thermostable Para/Meta-Aramid Fibre

A method for dyeing thermostable PMA fibre with disperse and cationic dyes using a swelling agent is developed. The effect of the duration of treatment in the swelling agent and the concentration of dye in the dye bath on the colors obtained and their resistance to physicochemical effects are established. Dyeing of PMA fibre with the method developed does not significantly decrease its fundamental physicomechanical indexes. No changes are found in the structure of the dyed PMA fibre by x-ray diffraction.__________Translated from Khimicheskie Volokna, No. 1, pp. 50–53, January–February, 2005.     

Topping of naturally dyed wool fabrics with different natural dye sources

Wool fabrics can be dyed with synthetic dyes and even with natural dyes. To present a different aspect to the coloration of wool, the current study was focused on a topping process (ie, the dyeing of wool that was already dyed) with different natural dye sources. For this purpose, the fabrics that were already dyed with a natural dye source were once again dyed with two different natural dyes. In bottom dyeing (bottoming), fabrics were dyed with hops (Humulus lupulus L.) in the presence of different mordanting agents. Then the dyed, washed and dried samples were once again dyed (topping) with two different natural dye sources. For topping, powdered madder and acorn were tested in direct dyeing of wool samples. Finally, the colour changes were analysed with the use of a spectrophotometer. The study demonstrates that such a process (ie, bottoming with hops in the presence of different mordanting agents and then topping with madder or acorn) can be a way of obtaining different shades and colours with sufficient/good fastness values by natural dyeing.     

The stability of monochlorotriazinyl reactive dyes on cellulose films in aqueous alkaline solutions containing peroxide bleaching agents

The stability of seven reactive (one difluoromonochloropyrimidinyl and six monochlorotriazinyl) dyes on cellulose immersed in sodium peroxoborate (PB) solution (UK–TO solution) containing tetraacetylethylenediamine (TAED) was examined using cellulosic films at 60 °C. The extent of dye loss that occurred from the dyed cellulosic films which were immersed in the UK–TO solution without detergent correlated closely to the ratings obtained using the BS 1006 UK–TO wash test. The dye loss that occurred from the dyed cellophane films was attributed to three contributions, namely, alkaline hydrolysis of dye–fibre bonds, oxidative fading of the dye chromophore by peroxides and cellulose degradation accelerated by PB and TAED. The alkaline hydrolysis of the dye–fibre bond and the extent of cellulose degradation in the UK–TO solution were the main contributions to the dye loss; dye oxidation was a minor factor in the dye loss mechanism. The physical bonding of the dye molecules reinforced the covalent dye–fibre bond stability towards the UK–TO solution.     

Photochemical Behaviour of Vat Dyes I—Reaction with the Polymer Substrate

The action of (a) near-ultraviolet and (b) short-wave ultraviolet radiation (mainly 253.7 nm) on nylon 6 and cellulose films dyed with one non-sensitising and two sensitising vat dyes has been studied. Photoreduction (in nitrogen) to the acid leuco derivative of the dye is observed only on exposure to 253.7-nm radiation. Vat dyes desensitise the degradation of cotton by 253.7-nm radiation, but there is no simple relation between this desensitising effect and their sensitising effect with near-ultraviolet and visible radiation. Degradation of vat-dyed cotton by 253.7-nm radiation is not increased by the reduction of the dye to the acid leuco form. Radical formation is unrelated to fibre degradation. The experimental evidence favours the concept of Kautsky's activated oxygen as an intermediary in the photosensitised degradation of cotton by near-ultraviolet and visible radiation, rather than that of hydrogen abstraction.     

Dyeing properties of wool treated with liquid ammonia

Wool fibre and fabric have been treated with liquid ammonia and their surface characteristics investigated by means of SEM and ESCA techniques. The treated specimens were dyed with levelling and milling acid dyes. Although no changes in nitrogen content and fibre surface properties were detected, their dyeing rate was increased considerably as was saturation dye exhaustion. Dyeing properties were similar to those of wool treated with low-temperature plasmas by glow discharge. Fabrics treated with liquid ammonia were dyed at various temperatures in the range 30–80°C, and dye uptake was similarly increased.     

Pretreating poly(p‐phenylene benzobisoxazole) fibre with polyphosphoric acid and dyeing with disperse dyes

In recent years, many advanced composite materials based on poly(p‐phenylene‐2,6‐benzobisoxazole) fibres have become prominent in applications requiring high‐strength and flame‐retardance such as body armour, industrial reinforcement materials and military camouflage. However, the application of these fibres used as protective clothing is limited due to difficulties in dyeing and printing. In the present work, a process for pretreating poly(p‐phenylene benzobisoxazole) fibre with polyphosphoric acid was applied, and the pretreated fibre was then dyed with disperse dyes via dip dyeing. Effects of pretreatment temperature and time on structure and properties were investigated. Surface morphology, crystallinity, chemical structure and degree of orientation of fibres were characterised. The results indicated that the supramolecular structure of the fibre was relaxed or swelled by polyphosphoric acid in the pretreatment process, so that the dyeability of poly(p‐phenylene benzobisoxazole) fibre was improved, with satisfactory dye exhaustion, K/S values and dyeing fastness. Also, with the appropriate pretreatment process, the swelling effect of polyphosphoric acid on the structure of poly(p‐phenylene benzobisoxazole) fibre was limited, so as to control the decrease in tensile strength and limiting oxygen index of the dyed fibre.     

Dyeing properties of oxygen low-temperature plasma-treated wool and nylon 6 fibres with acid and basic dyes

Wool and nylon 6 fibres treated with oxygen low-temperature plasma were dyed with acid and basic dyes. Despite the increase of electronegativity of the fibre surface caused by the plasma treatment, the rate of dyeing of wool was increased with both dyes, while that of nylon 6 was decreased with the acid dye and increased with the basic dye.     

Direct coloration of textiles with photochromic dyes. Part 2: The effect of solvents on the colour change of photochromic textiles†

Polyester, acrylic and nylon textile substrates dyed with two spirooxazine dyes, 1,3,3‐trimethyl‐spiroindoline‐2,3′‐3H‐naphth[2,1‐b][1,4]oxazine ( 1a ) and 6′‐piperidino‐1,3,3‐trimethyl spiroindoline‐2,3′‐3H‐naphth[2,1‐b][1,4]oxazine ( 1b ), exhibit significantly higher photochromic colour build‐up when wet compared with after drying. A study of this phenomenon, extended beyond water to the influence of a series of selected organic solvents on photochromic behaviour, using colour measurement of the photochromic textiles under controlled ultraviolet irradiation conditions, is reported. The results of molecular modelling calculations (AM1 in water and PM5 in water) have been used as a means of interpreting the observed effects, in conjunction with qualitative arguments based on solvation and fibre swelling.