Synthesis of acid dyes containing polyetheramine moieties and their low‐temperature dyeing properties on wool fiber

To realize the low‐temperature dyeing of wool fibers, the use of auxiliaries and wool modification are common methods. Low‐temperature auxiliaries may cause water‐pollution problems, and wool modification is a costly and uncontrollable process. In this study, new acid dyes, named D1–D3, containing polyetheramine groups were synthesized and applied to wool fiber by conventional and low‐temperature exhaust dyeing procedures. The results indicate that the new acid dyes could interact with wool‐fiber‐like auxiliaries and render a high exhaustion rate to the wool fiber at a dyeing temperature of 80 °C. In comparison with Acid Blue 25, the D1–D3 dyes showed an increased dyeing rate, especially under a dyeing temperature of 80 °C. Despite the bigger relative molecular masses of D1–D3, the exhaustion rates of D1–D3 were still higher, and the times of half‐dyeing were shorter than that of Acid Blue 25. The color differences between the wool fabrics dyed with the four dyes at 80 and 98 °C, respectively, were compared. We found that the color differences of D1–D3 between 80 and 98 °C were smaller than that of Acid Blue 25. The interactions between the dyes and wool fiber were analyzed and manifested by the measurement of the ζ potential of the dyes and wool fiber. The leveling and transfer properties of the D1–D3 dyes were also investigated, and the color differences of the wool fabrics dyed with Acid Blue 25, D1, and D2 were very low at all measured pH values and temperatures. The fastnesses of D1–D3 on wool fabric were almost the same as that of Acid Blue 25. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135, 45793.     

Mechanism involved in the dyeing of wool with an oil‐in‐water microemulsion system

This article investigates the influence of oil‐in‐water (o/w) microemulsions, used as media for both dye solubilization and dye baths, on the dye uptake on fiber surfaces. An acetic acid solution/Synperonic L7/benzyl alcohol microemulsion system was used to solubilize a water‐insoluble antimicrobial natural dye (C.I. Natural Orange 2) and to dye wool fabric at an acidic pH. The results clearly show that the dye exhaustion on the fabric took place mainly when the temperature of the dye bath promoted a change in the molecular organization of the microemulsions with the liberation of the dye solubilized in the oil droplets of the microemulsions. Although uniformly and evenly dyed fabrics were obtained, they showed very low wash fastness. To confirm the mechanism involved and to achieve dyed fabrics with good wash‐fastness properties, two different dyeing methods were also studied. The first method was dyeing at a constant low temperature, at which the o/w microemulsion remained a monophase system; the second one was dyeing at a high temperature, at which it was transformed into a multiphase system. Both the dye exhaustion and wash fastness improved considerably for the fabrics dyed at a high temperature. Moreover, uniform and even dyeing was achieved. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Pseudo‐first‐order kinetic studies of the sorption of acid dyes onto chitosan

The adsorption of five acid dyes onto chitosan, derived through the deacetylation of crab‐shell chitin, from aqueous solutions was studied. The equilibrium isotherms were measured and analyzed with the Langmuir, Freundlich, and Redlich–Peterson equations; the results correlated well with the Langmuir equation. Kinetic studies were also performed in an agitated batch adsorber to study the effect of the initial dye concentration and the mass of chitosan. The kinetics were analyzed with the pseudo‐first‐order rate equation, and the rate constants were determined. The first‐order kinetic model correlated the experimental concentration and time data at short times and even up to 60% of the total adsorption period in a number of systems. © 2004 Wiley Periodicals, Inc. J Appl Polym Sci 92: 1633–1645, 2004     

Influence of chitosan posttreatment parameters on the fixation of pigment‐based inks on ink‐jet‐printed cotton fabrics

Cotton fabrics were digitally printed with pigment‐based black ink with an HP Desk‐Jet 880C printer. These ink‐jet‐printed fabrics were posttreated with chitosan samples for the fixation of the pigment‐based ink on the cotton. The influence of various parameters, including the molecular weight (MW), application method (pad–dry–cure vs pad–batch), concentration, and pH, on the degree of fixation (DF) of the pigment‐based inks was examined. The chitosan‐posttreated cotton samples were evaluated for their color strength, DF, color difference, and whiteness index values and their colorfastness properties. Chitosan samples with MWs of 150,000 and greater than 375,000 showed 100% (complete) fixation of the pigment‐based inks on the cotton fabrics. DF drastically decreased in the chitosan with an MW of less than 5000. Both the pad–dry–cure and pad–batch methods were found to be suitable for chitosan application onto ink‐jet‐printed fabrics. Chitosan with an MW of 150,000 showed 100% fixation at concentrations ranging from 0.3 to 1%. A further decrease in the concentration significantly decreased the fixation. High fixation values were achieved at acidic pH, whereas a neutral to alkaline pH resulted in poor fixation. The colorfastness properties for each parameter studied are also discussed. The posttreatment of the digitally printed cotton with chitosan was found to be very effective in fixing the pigment‐based inks. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Preparation and adsorption properties of diethylenetriamine‐modified chitosan beads for acid dyes

This work has demonstrated that the novel chitosan derivative, synthesized by phase transition and grafting diethylenetriamine, has a great potential for the adsorption of acid dyes from aqueous solutions. Four acid dyes with different molecular sizes and structures were used to investigate the adsorption performance of diethylenetriamine‐modified chitosan beads (CTSN‐beads). Results indicated that the adsorption of dyes on CTSN‐beads was largely dependent on the pH value and controlled by the electrostatic attraction. In addition, the adsorption rate (AO10 > AO7 > AR18 > AG25) and adsorption capacities (AO7 > AR18 > AO10 > AG25) were directly related to the molecular size of the dye and the amount of the sulfonate groups on the dye molecules. The equilibrium and kinetic data fitted well with the Langmuir–Freundlich and pseudo‐second‐order model. Furthermore, thermodynamic parameters indicated that the adsorption processes occurred spontaneously and higher temperature made the adsorption easier. The reuse tests indicated that the CTSN‐beads can be recovered for multiple uses. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 130: 4090–4098, 2013     

Influence of urea on the coloring ability of a low‐temperature coloring method of keratin fibers using polyethyleneimine

For the purpose of improving the coloring ability of keratin fibers at a lower temperature, we investigated the influence of urea on the coloring ability of a low‐temperature coloring method using polyethyleneimine (PEI) as a counter ion reagent (the human hair was previously treated with a PEI solution, and then was colored with acid dye). The coloring and color fastness to shampooing of the hair pretreated with a PEI solution containing urea clearly improved compared with those pretreated with a PEI solution not containing urea. Also, we prepared cross‐sectional samples of the treated hair and investigated the penetration of PEI and Orange II into human hair by optical microscopy. The results showed that the penetration of PEI and Orange II into human hair pretreated with a PEI solution that contained urea clearly increased compared with those pretreated with a PEI solution that did not contain urea. From these experiments, we concluded that urea acts as a penetration accelerator for PEI; and PEI, which penetrates deeper into human hair by adding urea, exerts counter ionization on Orange II, thus increasing the penetration of Orange II into human hair and thereby improving the coloring ability. © 2004 Wiley Periodicals, Inc. J Appl Polym Sci 91: 3827–3834, 2004     

Competitive adsorption of acid dyes from aqueous solution on diethylenetriamine‐modified chitosan beads

The interaction between two dyes (AO7 and AG25) during adsorption was studied in detail with diethylenetriamine‐modified chitosan beads (CTSN‐beads) as the adsorbent. Results indicate that the adsorption capacities and rates were directly related to the molecular size of the dye. The adsorption capacity and rate of AO7 could be greatly weakened by interaction with AG 25 during adsorption, which has a larger molecular size. The adsorption followed the pseudo‐second‐order kinetic equation and Freundlich model gave a satisfying correlation with the equilibrium data both in the single and binary component system. Adsorption could be divided into three stages, each controlled by different mechanisms. Temperature experiments showed high temperature was beneficial to the mass transfer of dyes. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014 , 131, 41168.     

Effect of atmospheric pressure helium plasma on felting and low temperature dyeing of wool

Wool fabrics were treated with atmospheric pressure helium glow discharge plasma in an attempt to improve felting and dyeing behavior with cold brand reactive dyes using cold pad‐batch method at neutral pH. On glow plasma treatment, the hydrophilicity of wool surface and its resistance toward felting was greatly improved without any significant damage to the cuticle layer. The color strength of the plasma treated dyed wool on the surface (in terms of K/S) was found to be nearly double of the color strength of dyed untreated wool fabric. However, the corresponding total dye uptake of the treated wool increased by a much lower value of 40%–50%. The reason behind this altered dyeing behavior was investigated by studying the dye kinetics using infinite bath and surface characteristics using SEM and SIMS. It was found that the glow plasma treatment greatly transformed the chemical surface of the wool fibers. It resulted in uniform removal of hydrophobic cuticular layer, which resulted in better diffusion of the dye molecules into the fiber, and formation of hydrophilic ? NH₂ groups near the surface, which helped in anchoring the dye molecules close to the surface giving higher color strength than expected. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012     

Low‐temperature plasma processing for the enhancement of surface properties and dyeability of wool fabric

In the present investigation, wool fabric was treated with a low‐temperature air plasma. The plasma discharge power and treatment time were varied. The effect of plasma treatment on various fabric properties such as wettability, wickability, dyeability, crease recovery angle, breaking strength, and elongation at break was investigated. Surface morphology was studied using SEM micrographs. The fabric became substantially hydrophilic even with a short duration of air plasma treatment of 30 s with improvement in dye uptake and in the rate of dyeing when dyed at a lower temperature. Under these treatment conditions, aging was almost nil in a dry environment, even after 45 days, whereas some aging was observed in a humid (75% relative humidity) environment. A 20% increase in the breaking strength and 24% increase in the elongation at break were observed with reduction in wrinkle recovery angle to 133–144° from 169° for untreated fabric. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133, 43097.     

Alkali reduction and reactive dye dyeing of T/N nonwoven fabrics dipped into silicon‐containing,water‐borne polyurethane

Two series of anionic water‐borne polyurethanes with alkali resistance and covalent bonds of a reactive dye were synthesized with different molar ratios of poly(tetramethylene glycol) (PTMG). They were classified with respect to PTMG 1000 and PTMG 2000. The fiber blends of polyester/nylon nonwoven fabrics were dipped into silicon‐containing, water‐borne polyurethane and squeezed to an 80% pickup ratio. Finally, the manmade leather was treated with alkali reduction and dyed with a reactive dye. The alkali reduction and the thermal, mechanical, and dyeing properties of the manmade leather were studied. For alkali reduction, different ratios of NaOH and Na₂CO₃ concentrations were used. Na₂CO₃ was used because of its better spreading and buffering properties. The softness and breaking load were measured and related to the weight reduction. For the dyeing properties, a reactive dye with vinyl sulfone groups was found to bond with the OH group of water‐borne polyurethane by covalent bonding. On the basis of alkali reduction, a mixture of NaOH and Na₂CO₃ with a concentration ratio of 0.1N/0.2N could lead to better softness and alkali reduction of leather. For the mechanical properties, leather of the PTMG 1000 series showed a higher breaking load than leather of the PTMG 2000 series. However, less elongation in the PTMG 1000 series resulted. Differential scanning calorimetry showed an endothermic peak at 50–100°C. This indicated that the glass‐transition temperature of the hard segment decreased with an increasing amount of the soft segment in leather; meanwhile, both the glass‐transition temperature of the soft segment and the melting temperature of the hard segment also decreased as the content of the soft segment increased. For the dyeing properties, the reactive blue dye could reach up to 96.1% dye uptake in the polyurethane part of the leather. Moreover, the washing fastness could be graded as high as 4–5, and the light resistance was also graded to 4–5, in the dyed leather. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 96: 2324–2335, 2005     

Surface modification of polypropylene membrane by low‐temperature plasma treatment

Microporous polypropylene membranes were low temperature plasma treated with acrylic acid and allylamine. Parameters of plasma treatment were examined and optimized for the enhancement of membrane performance properties. Excess power damaged the membrane surface and excess monomer flow rate increased the reactor pressure to interfere with the glow discharge. Longer plasma treatment time resulted in even more plasma coating and micropore blocking. The contact angle with water decreased and wettabilities increased with the increase of plasma treatment time. Deposition of the plasma polymer on the membrane surface was confirmed by FTIR/ATR spectra of the treated surface. In determining the flux, the hydrophilicity of the surface played a role as important as that of the micropore size. Adequate plasma treatment could enhance both water flux and solute removal efficiency. Results from the BSA (bovine serum albumin) solution test confirmed that fouling was greatly reduced after the plasma treatment. The BSA solution flux through the plasma‐treated membranes depended on pH, whereas pH variation had no serious effects on the untreated membrane. Modification of the surface charge by the plasma treatment should exert a substantial influence on the adsorption and removal of BSA. © 2001 John Wiley & Sons, Inc. J Appl Polym Sci 81: 1555–1566, 2001     

New method of dyeing keratin fibers using poly(ethylene imine) and its coloring mechanism

To improve the colorability of keratin fibers at lower temperatures, we developed a novel coloring method using poly(ethylene imine) (PEI) as a counterion reagent (human hair was treated beforehand with a PEI solution and then was colored with an acid dye). As a result of this new method, the coloring and color fastness to shampooing clearly improved with respect to the usual method. Next, to study the coloring mechanism with PEI, we investigated the penetration of PEI and Orange II into bleached human hair by optical microscopy. The results showed that the penetration of PEI and Orange II into bleached human hair increased with an increasing PEI treatment time and with a decreasing PEI molecular weight. With these experiments, we demonstrated that PEI, which penetrated the cortex region, exerted counterionization on Orange II, thereby increasing the penetration of Orange II into bleached human hair. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 90: 3806–3810, 2003     

Combined use of chitosan and alginate in the treatment of wastewater

This study examined the combined use of chitosan and sodium alginate in the treatment of wastewater containing heavy‐metal ions and dye. Wastewater samples were divided into two equal parts before chitosan and sodium alginate solutions were added to each part. When these two solutions were mixed together, the heavy‐metal ions and dye molecules were separated from the water as the positively charged chitosan and the negatively charged sodium alginate precipitated each other. The effects of the concentration and ratio of chitosan and sodium alginate, the treatment temperature, and the time on the efficiency of metal‐ion and dye removal were investigated. The results showed that when used in combination, sodium alginate and chitosan were effective in removing copper, cadmium, lead, and silver ions as well as acid dye molecules © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 104: 3581–3587, 2007     

Effects of a pretreatment with N‐methylmorpholine‐N‐oxide on the structures and properties of ramie

To improve the dyeing properties of ramie, the ecofriendly organic solvent N‐methylmorpholine‐N‐oxide (NMMO) was used to substitute sodium hydroxide as a ramie‐fiber swelling solvent. Through padding and baking pretreatment, ramie fabric was modified by an NMMO aqueous solution. Ultraviolet–visible spectrophotometry, Fourier transform infrared spectroscopy, X‐ray diffraction, and differential scanning calorimetry were used to investigate the effects of NMMO pretreatment on the structure of the ramie, whereas the color strength (K/S, where K is the light absorption coefficient and S is the scattering coefficient), adsorption isotherm, and dye uptake rate curve were measured to investigate the effects of NMMO pretreatment on the dyeing properties of the ramie. The results show that the ramie fiber experienced a limited and irreversible swelling because of the partial breakage of interhydrogen and intrahydrogen bonds of cellulose molecules in the amorphous area, but the crystal and chemical structure of the ramie fiber did not change obviously under the experimental conditions. The K/S value of the NMMO‐modified ramie fabrics dyed with reactive dyes increased by about 100%, and the dye uptake increased by 27.88% compared to that of the raw sample, whereas the standard affinity and diffusion coefficient value of the reactive dyes on the NMMO‐modified ramie fabric were higher than those of the raw ramie fabric. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Effect of nano‐TiO2 on MP‐25 resin

MP‐25 resin is a chlorine‐containing polymer widely used in coatings. The effects of two types of nano‐TiO₂ (P‐25 and RM301 LP) on MP‐25 were studied with saline immersion, UV irradiation, and electrochemical impedance spectroscopy. UV irradiation was evaluated in terms of gloss change and X‐ray photoelectron spectroscopy (XPS). The results indicate that, compared to pigment R‐930 TiO₂, P‐25 reduced the immersion resistance and accelerated UV aging of the MP‐25 coating, whereas RM301 LP showed the opposite effects. XPS analysis showed that MP‐25 resin degraded under UV irradiation via dechlorination and C? C bond breakage, similarly to poly(vinyl chloride), but RM301 LP could inhibit the aging of MP‐25 to a certain extent. A skin effect of oxygen and chlorine was identified in MP‐25 resin by XPS. RM301 LP could improve the impedance of the MP‐25 coating because of its excellent fill capacity. Hence, rutile nano‐TiO₂ RM301 LP represents an excellent additive for MP‐25 resin. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Low‐temperature carrier dyeing of poly(vinyl chloride) fibers with disperse dyes

The effects of various carriers on the color yield of poly(vinyl chloride) (PVC) filaments in a disperse dyeing system were investigated. The dyeability of disperse dyes on PVC fiber was improved using appropriate carriers. The enhancement of dye uptake imparted by carriers coincided with the reduction in glass‐transition temperature, which in turn coincided approximately with the similarity of the inorganic/organic ratio values between PVC fibers and carriers. The results clearly demonstrate that hydrophobic carriers function as diluents of PVC fiber, facilitating dye diffusion by increasing segmental mobility of the fiber. The dyed PVC filaments with disperse dyes showed reasonable levels of build‐up and color fastness properties in the carrier‐assisted dyeing. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 90: 3896–3904, 2003     

Synthesis of polypyrrole‐modified TiO2 composite adsorbent and its adsorption performance on acid Red G

The adsorption–desorption characteristics of Acid Red G (ARG) on the polypyrrole‐modified TiO₂ (PPy/TiO₂) composite as a novel adsorbent was investigated. PPy/TiO₂ was synthesized via the in‐situ polymerization of pyrrole monomer in the prepared TiO₂ sol solution. Results from X‐ray diffraction and Fourier transform infrared spectra indicated the formation of the PPy/TiO₂ composite. The adsorption experiments showed that the modification of PPy substantially improved the adsorption and regeneration abilities of PPy/TiO₂. The adsorption equilibrium was achieved in a short time of 20 min, and the adsorption kinetics followed the pseudo‐second‐order model. The Langmuir adsorption isotherm was found for PPy/TiO₂, with the maximum adsorption capacity of 179.21 mg/g. The regeneration experiments showed that PPy/TiO₂ could be successfully regenerated by simple alkali‐acid treatment. The adsorption efficiency of the regenerated PPy/TiO₂ adsorbent for ARG was still greater than 90% after regeneration for 10 times. Additionally, the adsorption efficiency of PPy/TiO₂ for the ARG effluent was still higher than 78% after adsorption–desorption for four times. It is expected that the PPy/TiO₂ composite can be considered as a stable adsorbent for the removal of dye. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013     

Linear low‐density polyethylene colored with a nanoclay‐based pigment: Morphology and mechanical,thermal, and colorimetric properties

In this study, a novel kind of hybrid pigment based on nanoclays and dyes was synthesized and characterized. These nanoclay‐based pigments (NCPs) were prepared at the laboratory with sodium montmorillonite nanoclay (NC) and methylene blue (MB). The cation‐exchange capacity of NC exchanged with MB was varied to obtain a wide color gamut. The synthesized nanopigments were thoroughly characterized. The NCPs were melt‐mixed with linear low‐density polyethylene (PE) with an internal mixer. Furthermore, samples with conventional colorants were prepared in the same way. Then, the properties (mechanical, thermal, and colorimetric) of the mixtures were assessed. The PE–NCP samples developed better color properties than those containing conventional colorants and used as references, and their other properties were maintained or improved, even at lower contents of dye compared to that with the conventional colorants. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013     

Effect of swelling and reactive dyeing on the accessibility of cotton to cellulase enzymes

The main objective of this study was to determine the effect of intracrystalline and intercrystalline swelling agents and reactive dyes on the accessibility of cotton cellulose to commercial cellulase enzymes. Both types of swelling agents improved the accessibility, and intracrystalline swelling agents showed better results, as the accessibility to difficult‐to‐reach crystalline regions was increased. As expected, the reactive dyes inhibited the accessibility of the enzymes to some extent. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011     

Preparation and properties of polymerizable 1,8‐naphthalimide fluorescent dye grafted linear low‐density polyethylene

Light converting greenhouse films are novel plastic films for agriculture. In this study, 4‐methoxy‐N‐allyl‐1,8‐naphthalimide (MOANI) was grafted onto linear low‐density polyethylenes (LLDPE‐g‐MOANI) by melt reactive mixing. The effects of monomer concentration, chamber temperature, and reaction time on grafting degree were systematically studied. Evidence of the grafting reaction was determined by ¹HNMR, FTIR, UV–Vis, and fluorescence spectrometry. Dynamic rheological properties, isothermal crystallization kinetics, surface morphologies of LLDPE, LLDPE‐g‐MOANI, and blends of LLDPE and MOANI (LLDPE/MOANI) were also analyzed. In addition, mechanical and fluorescent properties of unpurified LLDPE‐g‐MOANI films were further studied after the UV condensation weathering and acceleration migration test, respectively. We demonstrated that the cross‐linking of LLDPE could be inhibited effectively by the graft of MOANI; the grafted MOANI acted as a nucleation agent to accelerate crystallization; the grafted MOANI effectively inhibited the aging process of LLDPE and the migration of free MOANI to the surface of the unpurified LLDPE‐g‐MOANI film. The modified LLDPE showed the potential application in long‐term light converting films. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015 , 132, 42172.