A method for dyeing cotton fabric with anthocyanin dyes extracted from mulberry (Morus rubra) fruits

For the first time, the natural anthocyanin dyes (mainly consisting of cyanidine 3‐glycoside) extracted from mulberry (Morus rubra) fruits has been successfully used to dye cotton fabric, with a dyeing property performance good enough for potential commercial applications. In this study, succinic acid was firstly incorporated into cotton fabrics by esterification to the hydroxyl groups of cellulose, forming an anionic site for the dyes. The performance of the modified material was characterised by Fourier transform infrared spectroscopy and tensile strength. Results showed that the tensile strength of cotton fabrics was mostly retained after modification. The anthocyanin extracts from mulberry fruits were used to study the dyeability of the control and modified cotton fabrics. Red and deep purple (aubergine) are two main shades of cotton fabrics dyed with mulberry fruit extracts. Most importantly, aubergine shade is rare in cotton fabrics dyed with natural dyes. Modification with succinic acid clearly increased the colour strength of the dyed cotton fabric. The colour strength of dyed cotton fabric was improved from 2.7 to 5.3 in the case of dyeing without mordants, and from 3.2 to 6.9 in the case of dyeing with tin mordanting. Meanwhile, the colour fastness was improved by 0.5–2 grades with increasing succinic acid concentration in the finish solution. The colour fastness to perspiration, crocking, light, and washing of fabric dyed with simultaneous tin mordanting and modified with 30 g l^?1 of succinic acid was found to be acceptable, with a grey scale grade of at least 3. As for home laundering, neutral soapy solution was more acceptable than alkaline soapy solution.     

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.     

Improvement of the dyeing and fastness properties of a naphthalimide fluorescent dye using poly(amidoamine) dendrimer

In this study, 4‐amino‐9‐methoxypropylnaphthalimide fluorescent dye (dye 1 ) was reacted with poly(amidoamine) dendrimer G = ?0.5 to prepare a naphthalimide–dendrimer hybrid dye (dye 2 ). The chemical structures of the synthesised dyes were confirmed by elemental analysis, Fourier transform infrared spectroscopy, ¹H nuclear magnetic resonance spectroscopy, and ultraviolet‐visible spectroscopy. The solvatochromism of the dyes was evaluated in various solvents with respect to visible absorption properties, and positive solvatochromism was observed by solvent polarity change from chloroform to ethanol. The dyeing ability of the synthesised dyes was investigated by their application onto nylon fabric, and nylon substrates dyed with dye 2 exhibited marked enhancement both in terms of colour strength and general fastness properties. The results of this study clearly demonstrated the high potential and performance of dye 2 as a novel promising fluorescent dye as compared with dye 1 . Overall, it was inferred that the modification of the naphthalimide fluorescent dye with poly(amidoamine) denderimer could markedly improve the dyeing and fastness properties of the naphthalimide fluorescent dye on nylon fabrics.     

Modelling the properties of one‐step pigment‐dyed and finished polyester/cotton fabrics using response surface methodology

Dyeing of polyester/cotton blended fabrics with two different classes of dyes for polyester and cotton is a lengthy and expensive procedure owing to different fibre contents that need different auxiliaries, pH, and temperature conditions. The aim of this study was to investigate and model the properties of a combined pigment dyeing and hand‐building finishing system for polyester/cotton blended fabrics. The one‐step process was investigated using response surface methodology, taking concentrations of pigment, softener, and hand‐building finish as experimental variables. It was found that increase in hand‐building finish helps to improve colour fastness at higher pigment concentrations but results in deterioration in fabric tear strength. However, the decrease in tear strength can be minimised by increasing the softener concentration. For a 15 g l^?1 pigment concentration, optimum fabric tear strength, crease recovery angle, bending length, and dry and wet rubbing fastness properties were obtained using 60 g l^?1 of softener and 65 g l^?1 of hand‐building finish. The prediction equations developed in this study can be used to determine the required amounts of softener and hand‐building finish to achieve commercially acceptable results at different pigment concentrations.     

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.     

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.     

Using ecological reducing agents instead of sodium sulphide in dyeing with CI Sulphur Black 1

Although low‐cost sodium sulphide is used as a reducing agent in most sulphur dyeing processes, it is considered to be environmentally unfavourable because of the resultant contaminated wastewater and the toxic hydrogen sulphide generated during the dyeing process. In the present paper, hydrazine sulphate, glucose, and sodium borohydride in the presence of sodium hydroxide were used as ecologically safe reduction systems for the CI Sulphur Black 1 dyeing of cotton fabric, and results were compared with those obtained using sodium sulphide. Dyeing processes were carried out at 90 °C for 60 min, and the colour yield (the K/S value), dyeing fastness, and breaking strength of dyed fabrics after soaping were measured. Response surface methodology was employed for experimental design and optimisation of results. Mathematical model equations were derived and statistical analysis carried out by computer simulation programming using Minitab v.15. At a dosage of 0.8 g l^?1 of CI Sulphur Black 1, the optimum sodium borohydride reduction system (sodium borohydride 0.47 g l^?1, sodium hydroxide 0.65 g l^?1) exhibited the highest colour yield and the lowest chemical oxygen demand of the residual dyebath.     

Dyeing and finishing of lyocell union fabrics: an industrial study

Lyocell union fabrics, namely lyocell/silk and lyocell/polyester fabrics, were woven in different fabric constructions and dyed with reactive dyes, acid dyes and a disperse dye. The resulting dyed fabrics were given a resin finishing treatment and their wash fastness was measured. With appropriate dye selection and control of dyeing conditions, some bright solid shades and effective cross‐dyed shades were obtained. The dyed and finished fabrics had a smooth, lustrous handle, ideal for lightweight garments.     

Novel hydrolysable azo disperse dyes based on N‐ester‐1,8‐naphthalimide: dyeing of polyester–cotton blends

The dyeing of polyester–cotton blends with new alkali‐hydrolysable azo disperse dyes based on N‐ester‐1,8‐naphthalimide was investigated. Polyester–cotton blend fabrics were dyed using both one‐ and two‐bath methods. Dyes 3 and 4 offered lower colour yield on polyester using the one‐bath method. For the rest of the dyes, employing either the one‐ or two‐bath method resulted in a similar colour yield on polyester fabric. The results for fastness properties and colour yield of the dyeings showed that the dyes were suitable for dyeing polyester–cotton blends using the one‐bath method. The kinetic study of hydrolysis of the dyes in alkali media obeyed the pseudo first‐order reaction rate.     

Pretreatment of cotton fabrics with polyamino carboxylic acids for salt‐free dyeing of cotton with reactive dyes

In this study, polyamino carboxylic acids have been used to improve the dyeability of cotton in a salt‐free reactive dyeing process. These polyamino carboxylic acids were prepared by partial carboxylation of polyvinylamine. Cotton fabric was pretreated with polyamino carboxylic acids and dyed with reactive dyes. The colour strengths of the dyed fabrics were evaluated by measuring the K/S values. The fastness properties (washing, rubbing and light fastness) of the dyed cotton fabrics were also measured. The pretreatment of cotton with polyamino carboxylic acids creates positive charges on the fabric surface. In this way, salt‐free reactive dyeing of cotton or dyeing with only a small amount of electrolyte is possible.     

Dispersant‐free dyeing of poly(lactic acid) fabric with temporarily solubilised disperse dyes from azopyridone derivatives

Poly(lactic acid) fibre is derived from annually renewable crops and known to be 100% compostable. In order to extend its environmental friendliness into the dyeing process, dispersant‐free dyeing of poly(lactic acid) fabric with three temporarily solubilised azo disperse dyes based on hydroxypyridone moiety containing a β‐sulphatoethylsulphonyl group was investigated. The dyes were successfully applied to poly(lactic acid) fabric without the use of dispersants. The colour yields of the dyes on poly(lactic acid) fabric were observed to be dependent on dyebath pH and dyeing temperature. The optimum results were obtained at pH 4–5 and 110 °C. One of the dyes showed a colour yield as good as that of a commercial disperse dye and good build‐up on poly(lactic acid) fabric. All of the dyes could be alkali cleared owing to ionisation of the dye under mild alkaline conditions. Wash fastness was good to very good, and light fastness was good. The chemical oxygen demand levels of the poly(lactic acid) dyeing effluent from the dyes were considerably lower than those from a commercial disperse dye.     

Carrier‐free dyeing of radiation‐grafted polyester fabrics with disperse dyes

Carrier‐free dyeing of radiation‐grafted polyester fabrics with disperse red dye was studied in the temperature range 283–363 K. 1‐vinyl 2‐pyrrolidone (NVP), acrylic acid (AA) or their mixture was used to graft poly(ethylene terephthalate) (PET) fabric. The effects of pH of the dye solution, graft yield (GY), dyeing time (t), dye concentration (C), and dyeing temperature (T) on the colour difference (CD) of PET fabric were studied. The best dyeing condition was achieved at pH 5.5. CD increases linearly with the increase in GY, with slopes depending on the type of grafted copolymer. CD increased rapidly as the dyeing time increased; this was followed by a relatively slow dyeing rate within a few minutes. The initial dyeing rate (R) was found to increase with an increase in C and T. The dyeing rates for all grafted samples followed 0.35‐order kinetics and are temperature‐independent. Average activation energy 9.26 kJ mol^?1 is calculated for the dyeing process and is independent of the fabric treatment. Pre‐exponential rate constants 1976, 1839, and 1579 (CD/GY) s^?1 were calculated for dyeing PET samples grafted with AA/NVP mixture, NVP and AA, respectively, while 1074 CD s^?1 was evaluated for carrier dyeing of ungrafted fabric. Analysis of the kinetic parameters and the dyeing mechanism revealed that dyeing PET fabric was diffusion‐controlled. Grafting PET fabric improved significantly the dyeing affinity of the DR dye over ungrafted samples dyed in solutions containing a carrier. Copyright © 2005 Society of Chemical Industry     

Decolorisation by Bacillus flexus of exhausted dyebaths containing CI Acid Red 249 and their reuse for wool dyeing

A dyebath containing left-over CI Acid Red 249 after dyeing of wool was completely decolorised using an isolated bacteria Bacillus flexus. Optimisation was carried out by varying the pH, temperature, dye concentration, and microbial loading. Complete decolorisation of a 50 mg l⁻¹ dye solution was achieved in 8 h at pH 7 and 37 °C with 10% v/v loading of the bacteria. The decolorised bath was utilised for dyeing of wool fabric with the same dye at 5% shade. This cycle of dyeing–decolorising–dyeing was repeated 5 times. The evaluation of dyed fabric was done using K/S, colour values, and fastness to light and washing. Comparison of a sample dyed with the conventional exhaust process showed that the dyeing quality is not affected for all five successive reuse cycles. The results are important from the viewpoint of reducing water consumption and chemicals.     

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.     

Optimal dyeing systems for resistance to the physical strength loss of the PLA/cotton blended fabric

In this study, optimization of disperse/reactive dyeing systems for resistance to the physical strength loss of Poly(lactic acid) (PLA)/cotton blended fabric was investigated. The blended fabric underwent a two‐bath, two‐stage dyeing process in which the PLA component of the blended fabric was dyed using two disperse dyes, followed by the cotton component being dyed with six reactive dyes containing different reactive groups—dichlorotriazine, monochlorotriazine, sulphatoethylsulphone, monofluorotriazine, monochlorotriazine/sulphatoethylsulphone, and monofluorotriazine/sulphatoethylsulphone groups. The optimal dyeing systems were established according to the fixation rate of the dyes, tear/tensile strength loss, and SEM micrographs of the fabric. To avoid the strength loss during the disperse/reactive dyeing process, the recommended disperse dyeing conditions were 110°C, pH 5 for 20 min, whereas the reactive dyeing conditions should be temperature ≤60°C and alkali concentration ≤3 g/L. In this regard, reactive dyes containing monofluorotriazine and monofluorotriazine/sulphatoethylsulphone groups were especially suitable for the reactive dyeing systems. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2011     

合成纤维及其混纺纤维用染料的研究 Ⅰ.用于锦纶染色的含β-羟乙基砜硫酸酯基活性分散染料

本文综合了应用于锦纶染色的弱酸性染料酸性浴上色的高竭染率,活性染料与纤维的共价键结合,分散染料在纤维上迁移、匀染、盖染性好等优点,提出一类含β-羟乙基砜硫酸酯基的活性分散染料。用分子较小的分散染料结构,以含β-羟乙基砜硫酸酯为活性基;在弱酸性浴中染色,再在弱碱性浴中与聚酰胺纤维反应成共价键结合。 合成了一系列偶氮型和蒽醌型染料。进行了合成工艺、对锦纶的染色性能以及染色锦纶的牢度等试验。并讨论了染料与聚酰胺纤维的结合 这类染料可用于锦纶66和锦纶6丝纺、弹力锦纶丝和针织品,还可用于桑丝、柞丝及其与人造丝的提花织物。这类染料在锦纶上色泽鲜艳,竭染率较高,益染性优良,耐晒、耐湿处理等牢度较好,适于各种锦纶织物的染色。这类活性分散染料,具有酸性染料、活性染料和分散染料染锦纶的主要特点。     

Dyeing of poly(lactic acid) fibres with synthesised novel heterocyclic disazo disperse dyes

Poly(lactic acid) (PLA) is the first melt‐processable, renewable, sustainable and biodegradable natural‐based synthetic fibre. It has a broad range of uses and combines ecological advantages with outstanding performance in textiles. PLA fibre, as an aliphatic polyester, can be dyed with disperse dyes. Apart from the limited number of commercial disperse dyes, disperse dye exhaustion on PLA is generally lower than that on  poly(ethylene terephthalate) (PET). In this study, new heterocyclic disazo disperse dyes, substituted with methyl, nitro and chloro groups at their ortho‐, meta‐ and para‐ positions, synthesised in our previous study, were applied to PLA and PET fibres to examine their dyeing performance, and colour fastness and dye exhaustion properties. Different shades of yellow, orange, reddish brown and brown were obtained. Most of the synthesised novel heterocyclic disazo disperse dyes exhibited good build‐up properties with high K/S levels on both fibres. Para‐ bonding substituent provided higher K/S values than meta‐ and ortho‐ positions for –NO₂ and –Cl substituents for both fibres. Overall, the most synthesised novel heterocyclic disazo disperse dyes in this study exhibited good build‐up properties with high K/S, exhaustion and wet fastness levels on both PLA and PET fibres.      

Extraction of polyphenolic dyes from henna,pomegranate rind,and Pterocarya fraxinifolia for nylon 6 dyeing

Acid and disperse dyes are two well‐known synthetic materials that are primarily used for dyeing of nylon 6 fibres. Despite their good performance, several negative impacts on the environment, including air and water pollution, are major concerns to researchers. An alternative ecofriendly approach to the dyeing of nylon 6 is the use of natural dyes, given their abundant natural sources, biocompatibility, biodegradability, non‐toxicity, non‐allergic responses, and non‐carcinogenic effects on human life. Based on these advantages, we extracted polyphenolic dyes from henna leaves, pomegranate rind, and Pterocarya fraxinifolia leaves and studied the dyeability on nylon 6 fabric using three compounds of aluminium sulfate, tannic acid, and tin chloride as toxic and non‐toxic mordants before dyeing. Fourier transform infrared spectra of the nylon 6 fabric confirmed the coordination complexes and π–π bonding between the mordants and the dyes. Colorimetric and fastness results showed that the mordants increased the colour strength and improved the fastness properties of the fibres. Our results suggest that tin chloride and aluminium sulfate as metal mordants can be successfully replaced with tannic acid as a biomordant in the natural dyeing of nylon 6. Also, cost assay showed that dyeing of nylon 6 with extracted natural dyes from waste leaves could be a sustainable and economical substitute for synthetic dyeing.     

Reactive dyeing of silk using commercial acid dyes based on a three‐component Mannich‐type reaction

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.     

An innovative study on dyeing silk fabrics by modified phospholipid liposomes

Modified phospholipids from the commercial soybean lecithin were prepared via acetylation of the acetone insoluble fraction phosphatidylethanolamine. N‐Acetyl‐phosphatidylethanolamine was used to prepare liposomes for encapsulating anionic dyes (acid and reactive dyes) to be used in dyeing silk fabric. Size measurements of the liposomes showed that the maximum vesicle size was 36.61 nm for empty liposomes in comparison with 39.08 and 39.75 nm for acid dyes and 51.78 and 59.20 nm for reactive dyes. The efficiency of the micro‐encapsulated dyes to dye silk fabric has been investigated and compared with the conventional dyeing process using different parameters. It was confirmed that the acetylated acetone insoluble fraction liposome shows better encapsulation of the reactive dyes and achieves more dye uptake than the acid dyes. It was also found that fastness properties of dyed silk with micro‐encapsulated anionic dyes did not change significantly more than the conventional dyeing method. Reuse of the micro‐encapsulated dyebath produces low water pollution as the effluent is virtually colourless. As a result, the process is also economic and eco‐friendly.