Synthesis and salt‐free dyeing characteristics of cationic reactive dyes containing polyetheramine segments

A series of cationic reactive dyes containing both quaternary ammonium and polyetheramine as soluble groups and monochlorotriazine as a reactive group have been synthesised and applied to cellulose fibre by salt‐free exhaust dyeing. Investigation of the synthesis method and dyeing properties of these cationic reactive dyes showed that the best pH value for these dyes is 6, and also that these cationic reactive dyes give a high substantivity to cellulose. In the salt‐free dyeing process, their adsorption was consistent with the Langmuir isotherm during the primary exhaustion stage, but in the secondary exhaustion stage the adsorption was in accordance with the Freundlich isotherm, and their secondary exhaustion reached up to 96% and above. Moreover, the degree of fixation, the levelling, and the transfer properties on cotton fabric were good. Light fastness reached grade 5–6, washing, perspiration, and dry rubbing fastness reached grade 4 and above, but wet rubbing fastness reached only grade 3–4.     

非反应型阳离子助剂在一浴法无盐轧蒸染色工艺中的应用

使用自制的非反应型阳离子助剂对棉织物进行预处理,分别选用活性黄K-RN、活性艳红K-2BP、活性艳蓝KN-R进行一浴法无盐轧蒸染色试验.确定了阳离子助剂处理棉织物的最佳方式和使用的最佳浓度,并与常规有盐染色进行性能对比.结果表明,采用一浴法无盐轧蒸染色对染样的固色率、色光和牢度未产生影响.阳离子助剂的使用能够替代电解质的加入,染料利用率提高25％～40％.棉纤维阳离子化能够在相对较低的温度下进行,提高了该工艺的适用范围,最终达到节能减排的目的.     

Pretreatment of cotton with poly(vinylamine chloride) for salt-free dyeing with reactive dyes

Poly(vinylamine chloride) has been investigated as a pretreatment for the salt-free dyeing of cotton with reactive dyes. Dye fixation was found to be much higher than by conventional dyeing without pretreatment, even in the presence of a large amount of salt. The influence of pretreatment conditions on dye fixation, such as pad–bake variables and the concentration of poly(vinylamine chloride), has been studied. The dyeing behaviour of CI Reactive Red 2 on pretreated cotton was examined and found to follow a Langmuir-type adsorption curve. Dyed cotton pretreated with poly(vinylamine chloride) showed excellent wash fastness and good rub fastness. It is concluded that poly(vinylamine chloride) is effective as a pretreatment for salt-free dyeing with reactive dyes.     

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.     

Improving the environmental and economic aspects of cotton dyeing using a cationised cotton†

One approach to improve the affinity of anionic dyes for cotton is to add cationic dye sites to the fibre. The dyeing behaviour of cotton that had been rendered cationic by reaction with 2,3‐epoxypropyltrimethylammonium chloride was examined. Dye yields and fastness properties are reported for a number of direct, reactive and acid dyes with the modified fibre. Excellent dye yields and colour fastness properties were obtained without the use of electrolytes, multiple rinsings or fixation agents which are normally employed in cotton dyeing.     

季铵型阳离子聚丙烯酰胺的无盐染色行为

以季铵型阳离子聚丙烯酰胺作为一种新的阳离子助剂对棉纤维进行处理,应用于活性染料无盐染色,对染色过程中染料与处理后棉纤维之间的吸附类型、吸附热力学及吸附动力学进行了研究。结果表明,无盐染色过程符合Langmuir吸附模型;吸附过程是放热自发进行的,低温有利于染料的吸附;吸附动力学符合二级动力学模型,属于化学吸附过程。与传统有盐染色结果相比,染色后的阳离子化棉纤维色深增加,染料利用率提高。     

Innovation and application of dyes with high fixation

Reactive dyes are the main species for cotton dyeing due to their wide range of hue, satisfactory color fastness and facile application method. Aiming at increasing fixation on cotton fibers, benzimidazolone yellow reactive dyes, sulfonamide red reactive dyes and anthraquinone azo blue reactive dyes are designed. The preparation, characterization and application properties of these dyes with high fixation are introduced in detail. In order to achieve dye fixation to near 100%, macromolecular cro...     

棉织物活性染料无盐、无碱染色工艺研究

本文从棉织物阳离子改性和Argazol NF系列活性染料应用两方面考虑,实现棉织物活性染料的无盐、无碱清洁染色.改性条件为阳离子改性剂用量7％,80℃,10分钟.改性后的棉织物用Argazol NF系列活性染料染色,该清洁染色工艺条件为80℃,90分钟.     

Continuous dyeing of cationised cotton with reactive dyes

Cotton fabrics pretreated with cationic starch have been dyed with reactive dyes by a continuous dyeing method and the pretreatment conditions influencing dyeability of the treated cotton investigated. Cationised cotton has been found to give level dyeing without the presence of salt and dye fixation is improved compared with untreated cotton. The dyeings show good wash and rub fastness.     

Salt-free reactive dyeing of betaine-modified cationic cotton fabrics with enhanced dye fixation

Novel cationic cotton fabrics were prepared by an efficient and simple one-step pad–dry–bake pretreatment process with betaine as cationic reagent. Ester bonds formed between cotton fibers and betaine hydrochloride were proved by Fourier transformed infrared attenuated total reflection(FTIR-ATR) spectra. Moreover, the properties of the cationic fabrics, including X-ray Diffraction(XRD), tensile strength and whiteness and yellowness index,were investigated in comparison with that of the untreated ones. The cationic fabrics were applied in salt-free dyeing of C.I. Reactive Red 195, C.I. Reactive Yellow 145 and C.I. Reactive Blue 19. Different dye fixation processes were applied and compared for untreated and cationic cotton. Dye fixation and color fastness properties of the dyes were tested, and the results presented that dye fixation on the cationic fabrics in the absence of salt was improved with satisfactory light fastness property and applicable wash and rub fastnesses.     

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。     

Application of a hydrolyzable cationic agent,poly(acryloxyethyl trimethylammonium chloride), in salt‐free reactive dyeing for good dyeing properties

Poly(acryloxyethyl trimethylammonium chloride) (PAOTAC), in which cationic groups were connected with the polymer skeleton through ester bonds, was applied in the salt‐free reactive dyeing of cotton with the aim of achieving good dyeing properties. Exhaust and exhaust–pad–steam dyeing procedures were used with the cotton cationized with PAOTAC in the absence of salt; for comparison, both dyeing procedures were also applied with the untreated cotton in the presence of salt. The dyeing results show that only the exhaust–pad–steam dyeing procedure was suitable for dyeing cationic cotton to achieve a high dye fixation. Color yields, colorimetric properties, fastness properties, dyeing levelness, and penetration behaviors with different dyeing methods were evaluated. Compared with the dyeings with untreated cotton in conventional exhaust dyeing, dyeings with cationic cotton in the exhaust–pad–steam procedure showed equivalent or even better fastness with generally higher color yields and good dye penetration. Possible reasons for the improved salt‐free dyeing properties were proposed, and the hydrolysis of ester bonds within PAOTAC under the dyeing conditions was proven by IR spectroscopy. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011     

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.     

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.     

The effect of polyhydroxyurethane on dyeing of cellulosic fabrics with direct and reactive dyes

Dye yields and fastness properties are reported for direct and reactive dyes using a modified dyeing solution with polyhydroxyurethane. Excellent dye yields and colour fastness properties were obtained without the use of electrolytes, multiple rinsing or fixation agents, which are normally employed in cotton dyeing. From the results, it was found that polyhydroxyurethane media exhibit better dyeability and fastness than the normal aqueous media. Dye adsorption in polyhydroxyurethane media was much higher than in other aqueous systems. The dyed samples showed good hot pressing and washing colour fastness properties within the color change range. The excellent solubility of these dyes in the polyhydroxyurethane aqueous solution makes them ideal for use in exhaustion dyeing.     

高取代度阳离子淀粉改性棉纤维用于活性染料无盐染色的研究

本文以取代度为0.6的高取代度季铵型阳离子淀粉为阳离子化试剂,对棉纤维进行阳离子化改性,用于活性染料无盐染色.通过改性棉纤维表面Zeta电位变化和染料等温吸附曲线对无盐染色促染机理进行研究,对有盐染色和无盐染色中的染料色光、色牢度和染色纤维折皱回复性和强度性能进行比较,从而对高取代度季铵型阳离子淀粉的应用性能进行综合评...     

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.     

芳纶1313的超高温高压染色研究

本文采用超高温高压法对芳纶1313进行染色,分别研究了染料种类和染色温度对芳纶1313纱线染色日晒牢度、K/S值及染透性等方面影响,结果发现,分散染料所染纱线的各项染色性能都比阳离子染料和还原染料好;随染色温度升高,日晒牢度、纤维表面颜色深度及其纤维染透性都得到了不同程度的改善,而纱线的断裂强度随染色温度的升高变化不大。     

Synthesis and properties of poly(styrene-co-maleic acid) macromolecular reactive dyes

To obtain a new type of macromolecular reactive dye with high fixation and good light fastness, poly(styrene-co-maleic acid) was synthesised by co-polymerisation of styrene and maleic anhydride, then, through nitration, reduction, diazotisation and coupling reaction, novel macromolecular reactive dyes were prepared with a solubility greater than 60 g/L. The dyes were used to dye cotton fabrics; the results showed their fixation was more than 92%, and both the rub and wash fastness of the dyes were good. The light fastness of the red and blue dyes with the ethoxy group on melamine was grade 4, and for the yellow dye reached grade 5. The poly(styrene-co-maleic acid) macromolecular reactive dyes exhibit very good application prospects in practice.     

Application of a fibre-reactive chitosan derivative to cotton fabric as a zero-salt dyeing auxiliary

Cotton fabric has been treated with a fibre-reactive chitosan derivative containing quaternary ammonium groups, O -acrylamidomethyl- N -[(2-hydroxy-3-trimethylammonium)propyl]chitosan chloride (NMA-HTCC). Cotton treated with NMA-HTCC has been dyed with direct and reactive dyes without the addition of salt. The colour yield was higher than that on untreated cotton, despite the addition of a large amount salt in the latter case. After dyeing, cotton treated with NMA-HTCC gave better wash fastness than the untreated cotton. The light fastness was however inferior to that on untreated cotton. The antimicrobial activity of cotton treated with NMA-HTCC against Staphylococcus aureus was considerably lower after dyeing, probably due to the antimicrobial effect of the cationic group on NMA-HTCC being blocked by its combination with the anionic dye.