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Abstract: In this study, mild acid based chelating agents (glycolic acid, gluconic acid, ethylenediaminetetraacetic acid, and
citric acid) were used for the dyeing of polyester fabrics with metal sensitive disperse dye in closed dyeing process. The
chelating and pH adjustment efficiencies were compared in disperse dyeing condition. In the comparative analysis with
different chelating agents, glycolic acid showed a higher chelation efficiency and consequently showed higher dye bath
exhaustion and color strength. Slight differences in the color fastness of the dyed samples obtained by employing four
different chelating agents were observed.
Keywords: Chelating agents, Metal sensitive disperse dyes, Color strength, Color difference
Introduction metal dispersion and decreases the specific surface area and
pore volume of the metal components. The addition of citric
Water is the most important process medium in the dyeing acid increases the amount of metal ion adsorption. Increasing
of textile materials despite the fact that dyers face lots of the adsorption depends on the formation of more complex
problems caused by hard water. Hard water results from high structures [7,8]. Dyeing of polyester fibers with disperse dye
levels of calcium and magnesium in water [1]. Simply is a more complex process and the rate of dye uptake is a
boiling and filtering the water eliminates temporary hardness;
however permanent hardness is really difficult to be removed.
There are several problems caused by hard water, such as
precipitation of soaps and redeposition that causes yellowing
and leads to unlevel dyeing [2]. Chelating agent is a dyeing
auxiliary which is used during dyeing for removing hardness
of water by bonding with calcium and magnesium ions and
other heavy metal ions in hard water. They form molecules
in which the ions are held so securely (sequestered) that they
can no longer react. Chelating agents form a stable complex
compound, which does not get decomposed over a prolonged
processing period [3]. There are lots of sequestering agents
that are widely used in textile wet processing. Organic
compounds that have several hydroxyl groups often have the
property of preventing precipitation of bi- and trivalent
metal cations in alkaline medium. Some of the well-known
products in this category are glycolic acid, ethylenediaminetetra
acetic acid, gluconic acid, and citric acid. The coordination
of water with metal ions enhances the acidity of the dye
solution which is dependent on the physical and the chemical
characteristics of the metal ions (Scheme 1) [4].
Ethylenediaminetetraacetic acid makes water soluble
complex compounds which vigorously react with metal ions
thus preventing or removing scales [5]. Gluconic acid is
obtained from fruit, honey, and wine. In aqueous solution at
neutral pH level, gluconic acid forms gluconate ion. It is
used in cleaning products where it makes the mineral
deposits get dissolved through the formation of ligand with
metal compounds [6]. Citric acid also strongly interacts with
the active metal components. This interaction helps the
Scheme 1. Coordination of metal ions with different chelating
*Corresponding author: s.mamunkabir@yahoo.com agents [4-8].
2315
2316 Fibers and Polymers 2017, Vol.18, No.12 Shekh Md. Mamun Kabir and Joonseok Koh
The values of L*, a*, and b* for a given color locate its
position in the three-dimensional CIELab color space, and
ΔL*=deviation of lightness; Δa*=deviation of color in green-
red axis; and Δb*=deviation of color in yellow-blue axis.
Both the color deviation and the depth of shade of the dyed
fabric were evaluated according to the AATCC test method
173-2006 under illuminant D65, large area view, and CIE
10 o standard observer. According to Yang and Li [26], the
levelness of the dyed fabric was assessed and it was Figure 2. Chelation efficiency of different chelating agents in
excellent. Therefore, it is better to use the modified levelness acidic medium.
parameter L, the ratings of which is equivalent to the grey
scale rating 5 for color change.
dye. When this compound is added to water, its dual character
L = 1.2 × ( 2.0 – lnU ) when U ≥ 0.3114 results in the formation of dye micelles. The hydrophobic
tails of the dispersing agent molecules are inside the micelles
L = 5.0 – 1.2 × exp ⎛ ---⎞ × U and U < 0.3114
7
⎝ 6⎠ which consequently are able to solubilize the disperse dye
molecules thus conferring a higher apparent solubility on the
where U= Σ Sr ( λ ) × V ( λ ) , Sr(λ)=relative sample standard dye. However, the presence of metal ions in water hinders
deviation of (K/S)λ, and V(λ)=spectral luminous function. the formation of dye micelles [28]. Dispersion in moderately
acidic medium increases the affinity for the substrate, resulting
Measurement of Color Fastness Properties in a higher dye uptake at a lower pH level. Organic
In order to evaluate the color fastness of the (4 % owf) substances such as glycolic acid (M.W. is 76.05 & pH is
disperse dyed polyester fabrics by employing different 5.4), EDTA (M.W. is 292.24 & pH is 9.0), gluconic acid
chelating agents, the fabric samples were assessed according (M.W. is 196.15 & pH is 2.0), and citric acid (M.W. is
to the corresponding international standards, i.e., fastness to 192.12 & pH is 3.2) are the natural chelating agents.
washing (ISO 105-C06 A2S: 2010), fastness to perspiration Maximum chelation facilitates a better adsorption of dyes
(ISO 105-E04:2013), fastness to rubbing (ISO 105-X12:2016), and produces an acidic media in the dye bath [3].
and fastness to light (ISO 105-B02:2013). The changes in Figure 2 shows the chelation efficiency of different chelating
the shade and the staining of the adjacent multifibre fabric agents. Glycolic acid shows 100 % chelation power in all
(Multifibre DW, adjacent fabric, BS ISO 105-F10:1989) metal ions because the lower molecular weight of glycolic
were assessed using grey scales [25]. acid helps to remove all the metal ions. On the other hand,
ethylenediaminetetraaceticacid, gluconic acid, and citric
Results and Discussion acid cannot remove the hardness of water. EDTA shows
better chelation efficiency in removing permanent hardness
Measurement of Chelation Efficiency and pH Measure- than gluconic acid and citric acid. Glycolic acid which is a
ment naturally occurring organic agent shows more penetration of
The word “chelate” is derived from the Greek word “chel” metal ions. Natural chelates are biodegradable and are
which means crab’s claw. Chemically, a chelate is an organic nontoxic to the environment. Under natural conditions,
compound which can form a ring structure by bonding with EDTA gets converted into ethylenediaminetriacetic acid and
metal ions. Disperse dyes are usually employed in aqueous then forms a ring structure with other metals which creates
dispersion. An acidic media is essential for making an persistent organic pollutants [19].
aqueous phase which facilitates the transfer of disperse dyes Figure 3 illustrates the pH adjustments of different chelating
into hydrophobic polyester fibers because in alkaline agents in different concentrations of the acids used. As the
condition polyester fibers can get hydrolyzed. The aqueous concentration decreases, the pH shifts towards alkaline
solubility of disperse dyes are quite low. The slow dissolving condition. It can be seen from this figure that for obtaining
of disperse dyes in water is promoted by the fine dispersion pH 3, glycolic acid requires 10 percent concentration, however,
by dispersing agent. The inclusion of dispersing agent in the other chelating agents needs almost 12 percent concentration.
dye bath is a crucial factor in the application of disperses In addition, to obtain a pH 4, ethylenediaminetetraacetic
2318 Fibers and Polymers 2017, Vol.18, No.12 Shekh Md. Mamun Kabir and Joonseok Koh
Figure 3. pH adjustment of different chelating agents in different Figure 4. Exhaustion (%) of disperse dye on polyester fabric
conc. of acid (%). influence of different chelating agents.
acid, gluconic acid, and citric acid require two times higher formation of dye micelles.
concentration than glycolic acid. Likewise, trend can be It can be seen for Figure 4 that during the first 60 min of
observed in case of obtaining a pH 6. So glycolic acid gives dyeing the exhaustion increases at 90 oC; however, at 130 oC
a higher acidic condition than the others. The results explain the curve shows a higher exhaustion at a steady manner. It
that glycolic acid gets decomposed with the liberation of can be predicted that the crystalline polyester molecules
hydroxyl and carboxyl groups. Moreover the low molecular create amorphousness at 90 oC, so dye migration starts
weight of glycolic acid gives an advantageous effect for smoothly at this temperature. When the temperature increases,
contributing to the higher acidic media. So glycolic acid is the dye diffusion rate also increases and it gets completed
more economical than the other chelating agents because when the temperature reaches 130 oC. The saturation point
less amount of glycolic acid is required for maintaining for polyester dyeing in high temperature method is 130 oC
proper acidic condition in a dye bath. because at this temperature, some unfixed disperse dyes
move out from the polyester fabric. The dye bath containing
Dyeing Properties glycolic acid shows higher exhaustion values than the ones
Dye exhaustion is directly related to dyeing cost and containing EDTA, gluconic acid, and citric acid. From the
effluent control; also it is an indication of the color fastness dye bath exhaustion profile, it can be observed that a higher
properties of disperse dyes on polyester. Figure 4 shows the exhaustion obtained by using organic chelating agents is due
percentage dye bath concentration of different sequestering to their proper acidic dye bath. Likewise, trends were found
agents. Among all the organic chelating agents, glycolic acid in the case of fk as shown in Figure 5. Color strength (fk) is a
shows a higher exhaustion (close to 100 %), while EDTA,
gluconic acid, and citric acid show a slightly lower exhaustion
(not more than 97 %). It can be demonstrated that a moderate
acidic media constitute the best environment for dyeing of
polyester with disperse dye. Glycolic acid contributes to
creating a moderate acidic condition in the dye bath.
However, gluconic acid and citric acid provides a higher
acidic condition. On the contrary EDTA gives a slightly
alkaline condition. Therefore, it can be predicted that a
higher acidic condition enhances the dye uptake. However,
the results indicate that the slight acidic condition displayed
better dye dispersion which ultimately led to greater dye
uptake and dye diffusion for polyester fabric. However, both
a higher acidic and a higher alkaline condition cannot
facilitate proper dye dispersion in the dye bath for polyester
fabric. This result could be described that by the actions of
disperse dye and dispersing agent formed dye micelles, Figure 5. Color strength (fk) of disperse dye on polyester fabric
however, higher acidic and alkaline conditions hinder the influence of different chelating agents.
Effect of Chelating Agent in Disperse Dye Dyeing on Polyester Fibers and Polymers 2017, Vol.18, No.12 2319
Table 3. Color fastness to light (ISO 105-B02:2013) & rubbing demonstrate that in case of acidic perspiration, dye may
(ISO 105-X12:2016) bleed out from the surface of the dyed fabric and stain the
Test fabric samples Rubbing fastness acetate fiber. On the contrary, the dyed fabric using EDTA
Color fastness
(4 % owf) disperse performed better in alkaline condition so unfixed dyes
to light Dry Wet
dyed polyester stained nylon (3-4) during testing color fastness to alkaline
Glycolic acid 4-5 4-5 3-4 perspiration. Gluconic and citric acid used dyed fabrics
EDTA 4-5 4-5 4-5 stained nylon and acetate (ratings were 3-4) in case of acidic
and alkaline perspiration. Since gluconic and citric acid
Gluconic acid 4-5 4-5 4-5
provide a higher acidic condition in the dye bath, the dye
Citric acid 4-5 4-5 4-5
micelle formation was reduced and so dye penetration into
the polyester fabric was lower. The dye penetration and
the fabric in which glycolic acid was employed as a fixation were higher in case of glycolic acid employed
chelating agents exhibited a lower rating for wet rubbing disperse dyed polyester fabric, so overall perspiration fastness
fastness (3-4) as compared to the other chelating agents. In was shown to be “good” to “excellent” (within the numerical
general, using glycolic acid improves the higher color grades 4-5).
strength and produces deep shade, so some dye molecules
get more saturated and tend to move out from the outer Conclusion
surface of fabric due to rubbing.
Color fastness to perspiration (Table 4) of disperse dyed This study clearly shows that the use of different types of
fabrics showed ratings within the range of 4 to 5 in case of chelating agents offers advantageous effect in the dyeing of
color change and color staining on multifibre fabric. Slightly polyester fabric with disperse dyes. In comparative analysis
significant difference in the color fastness to perspiration of it has shown that glycolic acid provided effective chelation
disperse dyed polyester fabrics upon using various chelating efficiency in moderate acid donor. Consequently, glycolic
agents were detected. During measuring the color fastness to acid showed higher percentage of dye bath exhaustions than
acidic perspiration, glycolic acid, gluconic acid, and citric the other organic chelating agents. In addition, the color
acid employed dyed fabric showed staining on nylon and strength (fk) also increased by the use of glycolic acid. For
acetate fiber (numerical rating was 3-4). The results achieving deeper shades, the color difference increased in
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