Synthesis and application of a hetero-bifunctional disulphidebis(ethylsulphone/monochlorotriazine) reactive dye

The behaviour of a heterobifunctional reactive dye based on a disulphidebis(ethylsulphone/monochlorotriazine) reactive system has been investigated. Relatively high degrees of exhaustion and fixation were achieved for cotton fabrics dyed with the disulphidebis(ethylsulphone/monochlorotriazine) reactive dye compared to bifunctional sulphatoethylsulphone/monochlorotriazine and/or conventional monofunctional monochlorotriazine reactive dyes. The results also indicate that the fastness properties are approximately the same for all the dyes studied in this investigation.     

Dyeing of nylon 6 fabric with a bifunctional sulphatoethylsulphone reactive disperse dye

A bifunctional reactive disperse dye containing two temporarily anionic sulphatoethylsulphone groups was synthesised and applied to nylon 6 fabric by exhaust dyeing at a variety of pH levels and temperatures. A monofunctional reactive disperse dye containing one temporarily anionic sulphatoethylsulphone group was also synthesised, and its dyeing behaviour was compared with the bifunctional dye. The bifunctional reactive disperse dye exhibited high exhaustion and total fixation yield under alkaline conditions. The results also indicate that the introduction of two temporarily anionic sulphatoethylsulphone groups of the bifunctional dye gave an enhancement in dyeing performance compared with that of the monofunctional dye. The dyes also showed very good levelling and fastness properties on nylon 6 fabric.     

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.     

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     

Synthesis and application of a polyfunctional bis(monochlorotriazine/sulphatoethylsulphone) reactive dye

The behavior of a polyfunctional reactive dye containing bis(monochlorotriazine/sulphatoethylsulphone) reactive system on silk has been investigated. The twinned monochlorotriazine/sulphatoethylsulphone reactive system confers a relatively high fixation efficiency of this type of polyfunctional reactive dye even at low salt and/or temperature conditions when compared with that of the conventional bifunctional reactive dye containing one monochlorotriazine/sulphatoethylsulphone reactive system. The results also indicate that the fastness properties are approximately the same for both the reactive dyes under investigation.     

Behaviour of Bifunctional and Polyfunctional Reactive Dyes Applied to Cotton Cellulose

Analytical techniques, viz. electron microscopy, surface area determination, and swelling in cadoxen solvent, have been used to obtain results which provide positive evidence for the formation of crosslinks between adjacent cellulose chains in cotton dyed with different classes of bi- and poly-functional reactive dyes. Reactive dyes selected include those where either the reactive groups are present in the same nucleus (dichlorotriazinyl, monomethoxymonochlorotriazinyl, dichloroquinoxaline, trichloropyrimidinyl and difluoromonochloropyrimidinyl) or where the two reactive groups are present at different positions in the dye molecule (Procion HE (ICI) and Procion Supra (ICI)). The extent of changes observed in the morphology of cotton fibre as a result of dyeing with bi- and poly-functional reactive dyes has been found to depend on the amount of dye present in the fibre and the conditions of application.     

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.     

Dependence of the dyeability of modified cotton on the substituents and the nature of the dye

Cotton cellulose was chemically modified by introducing acrylamide, acrylonitrile and carboxyalkyl moieties in the form of groups or polymers. In carbamylethylated, cyanoethylated and carboxymethylated cotton, these moieties are in monomeric groups, whereas, in graft copolymers of cotton cellulose with acrylamide, acrylonitrile or acrylic acid, the moieties are in polymeric forms. These substrates were dyed independently using direct, acid, basic or reactive dyes. Results showed that at roughly equal nitrogen content, polyacrylamide–cotton graft copolymer exhibited a much higher colour strength than carbamylethylated cotton when the two substrates were dyed using basic dye. The opposite is the case for direct and reactive dyes. The acid dye produced comparable colour strengths. Similar trends were observed when the other samples were dyed with these four dyes. The results were explained in terms of microstructural changes in the physical and chemical structure of cotton caused by the etherification and grafting reactions.     

Dyeing of nylon 6 fabric with a new bifunctional vinyl sulphone reactive disperse dye

A new bifunctional reactive disperse dye containing a temporarily anionic sulphatoethylsulphone and a nonionic disulphide bis(ethylsulphone) groups was synthesised and applied to nylon 6 fabric by the exhaust dyeing at a variety of pH and temperature conditions. A monofunctional reactive disperse dye containing only nonionic disulphide bis(ethylsulphone) group was also synthesised and its dyeing behaviour was compared with the bifunctional dye. The bifunctional reactive disperse dye exhibited high exhaustion and fixation values at pH 6 and 120 °C. The results also indicate that the combination of temporarily anionic and nonionic reactive groups of the bifunctional dye provided great enhancement in dyeing performance compared to that of the monofunctional dye. The dyes also showed very good levelling and fastness properties on nylon 6 fabric.     

The application of reactive dyes to cotton by a wet-on-wet cold pad-batch method

Cotton ha been dyed with reactive dyes by both wet-on-wet (WOW) and wet-on-dry (WOD) cold pad-batch processes, and by conventional exhaust methods. The colour yields, in terms of the Kubelka-Munk values as a function of the amount of fixed dye, showed that the WOW method required less fixed dye to produce a given depth of shade than the other methods. It is proposed that the higher colour yields are a consequence of limited dye penetration into the cotton fibre. Compared with exhaust dyeings, WOW and WOD dyeings were clearly ring dyed but, unfortunately, no definitive difference in the degree of dye penetration into the cotton fibres was found despite their colour yield differences. Although ring dyeings often have inferior fastness properties, the WOW dyeings were of equal or slightly superior fastness to repeated washing and to normal daylight in comparison with the other dyeings     

双一氟三嗪活性染料的染色方法与染色性能

合成了一支含双一氟三嗪活性基团的活性染料并应用于棉纤维的染色。详细考察了染色温度、固色温度、加碱量以及加盐量对其染色结果的影响。结果表明,在染色温度90℃,Na2SO4用量70g/L,固色温度40～60℃,碱量（Na2CO3）0～3 g/L时染料的固色率可以达到87%。与同结构的含双一氯均三嗪活性染料相比,含氟活性染料的固色率提高13.5%。该染料具有较好的各项牢度性能。     

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.     

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.     

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.     

Structure—reactivity studies of a new polyfunctional disulphide bis(ES-MCT/SES) reactive dye applied to silk

A new polyfunctional reactive dye containing disulphidebis(ethylsulphone-monochlorotriazine/sulphatoethylsulphone) reactive system has been synthesised and applied to silk. High exhaustion/fixation results have been achieved at 90 °C and pH 9. The vinylsulphone precursor of the disulphidebis(ethylsulphone) group combined with a sulphatoethylsulphone/monochlorotriazine reactive system confers a relatively high fixation efficiency for this type of polyfunctional reactive dye when compared with that of a conventional bifunctional reactive dye containing the sulphatoethylsulphone/monochlorotriazine reactive system. The results also indicate that high fastness properties were obtained for the reactive dyes under investigation.     

Application of polycarboxylic acid sodium salt in the dyeing of cotton fabric with reactive dyes

In this study, the effects of polycarboxylic acid sodium salt on the dyeing of cotton with reactive dyes were evaluated by measuring and comparing the K/S values and dyeing fastnesses of the dyed cotton fabric samples. Results showed that the K/S value and dyeing fastness of cotton fabrics dyed with polycarboxylic acid sodium salt, substituting inorganic salts as exhausting agent were close to that of with sodium chloride when dip‐dyeing process was used. While, in pad‐dry dyeing, the K/S value of cotton fabric samples dyed with polyacid salts as exhausting agent was higher than that of with sodium sulfate, and the dyeing fastnesses of these samples were nearly the same. The dyeing mechanism of cotton fabric with reactive dye, using polycarboxylic acid sodium salt as exhausting agent was analyzed. The dyeing exhausting mechanism of reactive dye seems different when the inorganic salt and polycarboxylic acid sodium salt were used as exhausting agent in the dyeing of cotton fabric with reactive dye. The polycarboxylic acid sodium salt, as weak electrolyte, increased the dye‐uptake of reactive dye on cotton fabric not only by screening negative charges on cotton surface, but also by the effect of salting‐out or hydrophobic combination. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 2007     

高阳离子化度叔胺型聚丙烯酰胺在活性染料无盐染色中的应用(英文)

Tertiary amine cationic polyacrylamide with high cationization degree was used as a new cationic agent to pretreat cotton with dip-pad-bake method. The obtained cationic cotton was dyed with reactive dyes in the absence of electrolyte. The effects of the characteristics of the cationic agent and the pretreatment conditions on dyeability of reactive dye were investigated. The results showed that the fixation and K/S values of the reactive dyes on the cationic cotton were improved compared with those on the un-treated one in the presence of salt. Tests on fastness properties of the dyed cotton and fabric quality of the pretreated cotton were carried out and the results showed that wash and rub fastness of the salt-free dyeing were both satisfactory. And anti-crease property, tensile and tear strength, and handling of the cationic cotton were also good compared with that of the untreated one.     

Dyeing cotton with reactive dyes under neutral conditions

This paper describes a new method to dye cotton with selected reactive dyes by long-liquor – or so-called 'exhaustion'– processes under neutral conditions. Particularly promising results were obtained with reactive dyes containing free vinyl sulphone residues. Although there are dyes on the market that contain free vinyl sulphone groups, for example, the Novacron C (Huntsman) range of dyes, many of this class contain 'blocked' vinyl sulphone residues; examples include sulphatoethylsulphone or chloroethylsulphone precursor groups, and these may be preactivated to the highly reactive vinyl sulphone form simply by a mild alkali treatment. After this activation, neutral, long-liquor dyeings can be carried out at the boil in the presence of electrolyte. This new dyeing method gave very good results in terms of overall fixation efficiency values, without the need for alkali additions.     

活性染料色变因素探讨

本文针对全棉针织物用活性染料染色后,染色织物受日光、氯化水、酸、碱及热的影响而发生的变、褪色情况进行了研究.通过实验发现,日光影响染色物变、褪色不仅与染料本身结构有关,还和染色深度有关;耐氯化水牢度随染色物的深度增加而增强;活性基为一氯均三嗪基的活性染料染色物的耐酸变、褪色比乙烯砜基为活性基团的活性染料染色物差;染色织物受热的变、褪色和它们的结构有很大的关系,大多数染色织物的热压变色能够自动回复,用ArgafixT8固色剂固色后的染色物受热的变、褪色情况有所好转;染色织物的变、褪色受碱的影响随着pH值和温度的升高其染色物的变、褪色都趋于严重.     

Mechanical Properties and Stability to Light Exposure for Dyed Egyptian Cotton Fabrics with Natural and Synthetic Dyes

Synthetic dyes are more available than natural dyes were in the past, because of lower prices and wider ranges of bright shades with considerably improved color fastness properties. In current years, concern for the environment has created an increasing demand for natural dyes, which are friendlier to the environment than are synthetic dyes. The aim of this work is to study the effect of dyeing cotton fabrics with both a natural dye (henna) and a synthetic dye (Remazol blue) on some mechanical properties and those of stability to light exposure. The undyed and dyed cotton fabrics were tested for their mechanical behaviors expressed as tenacity (N), elongation %, and work-breaking (N · m). They were also tested for shrinkage and crease recovery angle. The stability to light before and after 100 h exposure was examined by investigating the microstructure [using x-ray diffraction (XRD)] and macrostructure [using a scanning electron microscope (SEM)] and the reflection spectra. The results proved that the cotton samples dyed with Henna dye have higher mechanical properties than those dyed with “Remazol” reactive dye. Moreover, the light fading behaviors of both synthetic and natural dyes were studied in terms of the reflection spectra (400–800 nm), microstructure, and macrostructure of the sample's fibers.