KR101618699B1 - Dye composition for polyolefin fibers - Google Patents
Dye composition for polyolefin fibers Download PDFInfo
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- KR101618699B1 KR101618699B1 KR1020150044760A KR20150044760A KR101618699B1 KR 101618699 B1 KR101618699 B1 KR 101618699B1 KR 1020150044760 A KR1020150044760 A KR 1020150044760A KR 20150044760 A KR20150044760 A KR 20150044760A KR 101618699 B1 KR101618699 B1 KR 101618699B1
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/79—Polyolefins
- D06P3/794—Polyolefins using dispersed dyes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
Abstract
The present invention relates to a dyeing composition for a polyolefin comprising a yellow dye and a polyalkylene oxide-based dispersing agent, which is superior in fastness to a dyeing composition for a polyolefin as well as shortens the time for milling and the dispersion stability of the milling solution There is an advantage of excellent effect.
Description
The present invention relates to a dye composition for polyolefin fibers, and more particularly, to a dye composition for dyeing polyolefin fibers having excellent absorption rate and fastness, especially wash fastness, when the polyolefin fibers are dyed.
Since the advent of nylon, the first synthetic fiber in human history, over the past 30 years, three major synthetic fibers such as nylon, polyester, and acrylic have surpassed natural fibers, Have been widely used.
These synthetic fibers have a unique advantage (3W) that can not be found in natural fibers for garments, namely, they are wrinkle-free, work-save, and wash and wear Among them, polyester fibers are easily dyed with various kinds of dyes and have excellent properties. Therefore, not only the yarn but also the processing technology such as yarn processing, knitting, And various dyes and dye compositions suitable for this have been developed.
In recent years, polyolefins (polyolefins) have been newly recognized due to the development of new materials and commercialization boom in addition to the conventional nylon and polyester materials in textile materials, and at the same time, the demand for lightweight materials is rapidly increasing.
The polyolefin fibers have a strength of about 4.5 to 90 g / d and an elongation of about 25 to 60%. The polyolefin fibers have not only mechanical properties comparable to those of polyester fibers and nylon fibers currently used most commonly, It is known that the specific gravity of the fiber is 0.90 ~ 0.93 and the specific gravity of most of the garment fiber material is 1.1 ~ 1.2 or more.
Therefore, it is possible to realize a light weight of at least 20% when assuming the fabric of the same condition, and it is also possible to realize a light weight of at least 20%, and also the hygroscopicity as well as the low moisture content, It has been evaluated as a suitable material for sports and leisure clothes requiring lightweight materials.
However, polyolefin fibers, particularly polypropylene fibers, are hydrophobic fibers and are dense due to their low melting point, non-polar structure and molecular structure having a crystal area of 75% or more. Especially, Since the affinity to disperse dyes is very low, it is known that it is difficult to dye even if any dye is used in a dyeing system using water as a medium.
At present, polyolefins are not used for dyeing after fiberization, but they are mainly used for mixing with pigments in a yarn manufacturing step, a method of spun yarn, or a method of dyeing polyester by mixing polyester with polyolefin. However, It is used only for the industrial purpose of color, but it is very limited to use as a fashion clothing material in which the demand for color varies continuously and rapidly continuously. Also, the method of mixing polyester is not limited to the polyolefin- Have.
Further, as a conventional technique in dyeing polyolefin fibers such as polypropylene. Japanese Patent Application Publication No. 10-0644491 (Nov. 10, 2006) discloses a method for producing a polyolefin-based composite fiber capable of dyeing by blending a salt-polar polymer resin selected from a polymer substance capable of dyeing polyolefin, , A modified polyolefin fiber or polyolefin yarn modified to a disperse dye is dyed by a single dyeing or printing method to give a solid color tone or various tone colors A method of dyeing in a color tone is described.
In addition, as an attempt to produce dyeable polyolefin fibers, studies have been carried out to increase the rate of salt formation by introducing a long chain linear alkyl into the dye dye matrix of the dye. However, due to the nature of hydrophobic dyes, It takes a long time to mill to a particle size of 1 탆 or less, and the dye dispersing system thus formed also has a poor stability over time.
Therefore, in the dyeing of polyolefin fibers, development of a novel dye composition which shortens the time for milling, has excellent dispersion stability of the milling liquid, exhibits various colors, has excellent reproducibility, high absorption rate, fastness and washing fastness Are constantly expanding.
In order to solve the above problems, the present invention is to provide a dye composition which has a short time in milling, excellent dispersion stability of a milling liquid, high absorption rate and excellent washing fastness when polyolefin fibers are dyed.
To this end, the present invention provides a dye composition for polyolefin fibers, comprising: a yellow dye represented by the following formula A; And a polyalkylene oxide-based dispersant.
(General formula A)
...
In the general formula A, X is -CN or -CONH2, and R11 and R12 are the same or different and independently of one another are a C4-C20 alkyl group or a C4-C20 cycloalkyl group.
In one embodiment, the polyalkylene oxide-based dispersant may be represented by the following general formula (B).
(Formula B)
In the general formula B, X1 is a hydroxy group or a C1-C10 alkoxy group, Y1 is hydrogen or a C1-C10 alkyl group, and R1 to R6 are the same or different from each other, M and n are each an integer of 0 to 4, and when m is 2 or more, the respective R 3 s are the same as or different from each other, and when n is 2 or more, each
In one embodiment, the dye represented by Formula A may contain 1 to 20 parts by weight, and the dispersant represented by Formula B may include 1 to 20 parts by weight based on the dye dispersion 100.
In one embodiment, the compound of formula B may have a number average molecular weight ranging from 100 to 10,000.
In one embodiment, the dye composition for polyolefins may additionally comprise a lignin-based dispersant.
In one embodiment, the polyalkylene oxide-based dispersant is selected from the group consisting of polyethylene oxide type; Or polypropylene oxide system; Or a copolymer system of polyethylene oxide and polypropylene oxide; Or a mixture thereof can be used.
In one embodiment,
The present invention also provides a polyolefin fiber material dyed by the dye composition for polyolefin.
The present invention also provides an article comprising a polyolefin fiber material dyed by the dye composition for polyolefin.
INDUSTRIAL APPLICABILITY The dye composition for polyolefins according to the present invention is useful for producing a dispersion for dyeing polyolefins, in which the time for milling is shortened and the dispersion stability of the milling liquid is excellent, and when the polyolefin fibers are dyed, It is possible to provide an excellent dye composition.
1 is a graph showing the results of comparison of milling speeds using the dye composition for a polyolefin of the present invention.
2 is a graph showing the results of comparison of dispersion stability using the dye composition for a polyolefin of the present invention.
3 is a graph showing the results of comparison of dyeability using the dye composition for polyolefin of the present invention.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will now be described in detail with reference to the accompanying drawings. While the invention is susceptible to various modifications and alternative forms, specific embodiments thereof are shown by way of example in the drawings and will herein be described in detail. It is to be understood, however, that the invention is not intended to be limited to the particular forms disclosed, but on the contrary, is intended to cover all modifications, equivalents, and alternatives falling within the spirit and scope of the invention.
Unless otherwise defined in this invention, all terms used herein, including technical or scientific terms, have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. Terms such as those defined in commonly used dictionaries are to be interpreted as having a meaning consistent with the contextual meaning of the related art and are to be interpreted as either ideal or overly formal in the sense of the present application Do not.
The dye composition for a polyolefin according to the present invention comprises a yellow dye represented by the following formula A; And a polyalkylene oxide-based dispersant.
(General formula A)
...
In the general formula A, X is -CN or -CONH2, and R11 and R12 are the same or different and independently of one another are a C4-C20 alkyl group or a C4-C20 cycloalkyl group.
In the present invention, the alkyl group means a residue in which a hydrogen radical is removed from an alkane, which is a hydrocarbon. Specific examples thereof include isobutyl, sec-butyl, tert-butyl, pentyl, isoamyl, hexyl, heptyl and octyl .
The cycloalkyl group is a residue in which a hydrogen radical is removed from a cycloalkane in which the alkyl group is linked to form a ring, and examples thereof include cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl.
The yellow dye represented by the general formula A is a water-insoluble dye, and specific examples thereof include, but are not limited to, the compounds represented by the following chemical formulas (1) to (3).
(1) " (2) "
(3)
The yellow dye represented by the general formula A used in the present invention has a structure in which the substituents R11 and R12 in the general formula (A) have a long-chain alkyl group or a cycloalkyl group in comparison with the yellow dye used conventionally, By introducing a hydrophobic alkyl group into the polyolefin and the polyalkylene oxide-based dispersing agent.
The yellow dye represented by the above formula (A) can be easily prepared by changing the substituent in the synthesis of the dye having the conventional azo group based on the known literature, and it can be prepared by mixing other dyes to express a desired color .
For example, as shown in Figure 1 below, a precursor compound in which a C4 to C20 alkyl group or a C4 to C20 cycloalkyl group is introduced into a substituent R11 in the left side of the above formula (A) is substituted with a substituent R12 And then diazotizing a C4 to C20 alkyl group or another precursor compound into which a C4 to C20 cycloalkyl group has been introduced.
[Figure 1]
Meanwhile, the polyalkylene oxide-based dispersant used in the present invention means a substituent containing a plurality of 'repeating units in which one terminal of an alkylene group is bonded to an oxygen atom' and is hydrophilic due to the oxygen atom, By mixing together, the water dispersibility can be improved.
The alkylene group of the polyalkylene oxide is a substituent obtained by removing two hydrogen radicals from a linear alkan or a branched alkane. The polyalkylene oxide may be obtained by polymerizing a repeating unit in which an oxygen atom is connected to the alkylene group. In this case, the degree of polymerization of the repeating unit may be 1 to 1000, preferably 5 to 300.
When the degree of polymerization of the repeating unit of the polyalkylene oxide which is the hydrophilic substituent is larger than 1000, the polymer is converted into a polymer, so that the dispersibility in the aqueous system is not good. When the degree of polymerization is 5 or less, the polymer has oligomer character and compatibility with polyolefin It is preferable to have the above range.
The polyalkylene oxide group may be bonded to a substituent selected from the group consisting of hydrogen and an alkyl group having 1 to 10 carbon atoms at one terminal.
In the present invention, the number average molecular weight of the polyalkylene oxide may be in the range of 100 to 10,000, preferably 150 to 5,000.
In one embodiment, the polyalkylene oxide-based dispersant may be represented by the following general formula (B).
(Formula B)
Wherein
That is, in the polyalkylene oxide structure, the substituents X1 and Y1 correspond to the end portions of the polyalkylene oxide, and when X1 is a hydroxyl group, Y1 is hydrogen, each of the substituents X1 and Y1 has a substituent with a hydroxy group, and X1 is a C1- Group, and when Y1 is an alkyl group of C1 to C10, each terminal thereof has a substituent with an alkoxy group.
In one embodiment, the polyalkylene oxide-based dispersant of the present invention may be any one selected from the group consisting of polyethylene oxide-based, polypropylene oxide-based, or copolymer series of polyethylene oxide and polypropylene oxide, or a mixture thereof .
The polyalkylene oxide represented by the general formula B of the present invention may have two different repeating units in the polyalkylene oxide group.
That is, when p or q in the general formula B is 0, it has a polyalkylene oxide structure consisting of only one repeating unit. In this case, R1 and R2 are hydrogen, m is 0, q is 0 , The polyalkylene oxide may be polyethylene oxide-based. When R1 and R2 are hydrogen, m is 1, and q is 0, the polyalkylene oxide may be polypropylene oxide-based.
On the other hand, when p and q in the general formula B are not simultaneously 0, the polyalkylene oxide group is a polyalkylene oxide group having a substituent of R1 to R3 and another polyalkylene oxide group having a substituent of R4 to R6 Lt; RTI ID = 0.0 > polyalkylene < / RTI > oxide groups. In this case,
On the other hand, in the dye composition of the present invention, the dye represented by the above-mentioned general formula A is 1 To 20 parts by weight, and preferably 5 to 15 parts by weight.
The polyalkylene oxide-based dispersant represented by the general formula B may include 1 to 20 parts by weight, preferably 5 to 15 parts by weight, based on 100 parts by weight of the dye dispersion.
The dye composition for polyolefin of the present invention may further comprise a lignin-based dispersing agent. The lignin-based dispersing agent may be an anionic dispersing agent which is conventionally used for dyeing polyester fibers. Illustratively, lignosulfonic acid salts, sulfonated lignin or sulfomethylated lignin, kraft lignin and the like can be used.
As the lignin-based dispersant, commercially available products can be used. Specific examples thereof include Reax 81A, Reax 83A and Reax 85A available from MWV.
Also, the content of the lignin-based dispersant may be 0 to 20 parts by weight, preferably 1 to 5 parts by weight, based on 100 parts by weight of the dye dispersion.
In the present invention, a dispersant other than the polyalkylene oxide-based dispersant and the lignin-based dispersant may be further mixed and used. Examples of the dispersant that can be used additionally include formaldehyde condensates of naphthalenesulfonic acid and alkylbenzenesulfonic acid, formaldehyde condensates of naphthalenesulfonic acid, formaldehyde condensates of cresol sulfonic acid, formaldehyde condensates of cresol and 2-naphthol-6-sulfonic acid , Formaldehyde condensates of alkylnaphthalenesulfonic acids or formaldehyde condensates of creosoteoylsulfonic acid, anionic dispersants such as lignosulfonic acid, block copolymers of ethylene oxide and propylene oxide, ethylene oxide adducts of alkylphenols or polystyrenated phenols Of ethylene oxide adducts, and mixtures of the anionic dispersant and the nonionic dispersant.
The disperse dye composition of the present invention can be formed into a desired disperse dye composition by mixing each bulk powder of the disperse dye in a required amount and then subjecting it to microparticulation (dispersion) treatment. Alternatively, each of the bulk powders of the dyes may be separately subjected to an atomization treatment and then mixed. In the latter case, it is also possible to form a disperse dye composition in a salt bath by adding a disperse dye separately subjected to microfine treatment in a salt bath.
In general, the method of treating microparticles can be carried out as follows.
The bulk powder of the dispersing agent and the disperse dye is sufficiently wet pulverized in the presence of a small amount of water by using a pulverizer such as a ball mill or a sand mill until it is usually about 0.2 to 2 mu m.
The disperse dye composition of the present invention is used for dyeing after being dried in the form of a liquid or a paste, in the form of fine particles, by spray drying or the like.
In addition, in order to further improve the fastness and dyeability by adjusting the color to a desired degree, some kinds of existing dyes other than the dye and polyalkylene oxide dispersant and lignin dispersant represented by the general formula A used in the present invention can be used have. In this case, the powder of the dye is preliminarily mixed and pulverized, or each of the dyes is pulverized and then mixed and dyed.
Hereinafter, the dyeing method of polyolefin fibers using the disperse dye composition of the present invention will be described, and examples of the polyolefin fibers are not particularly limited.
When polyolefin fibers are dyed using the dye compositions of the present invention, It is advantageous to dye in an aqueous solvent immersed under pressure at 105 캜 or higher, preferably 110 to 140 캜. It is also possible to carry out dyeing in the presence of a carrier such as o-phenylphenol, chlorobenzene or the like at a relatively high temperature such as the boiling temperature of a salt bath. As another method, it is also possible to perform dyeing by padding the dye dispersion to a cloth and heat-treating the obtained cloth at 150 to 230 DEG C for 30 seconds to 1 minute.
On the other hand, dyeing can be carried out by mixing the dye composition of the present invention with a natural paste (e.g., locust bean gum or guar gum), a processing paste (e.g., a cellulose derivative such as carboxymethyl cellulose or a processed locust bean gum) Vinyl alcohol or polyvinyl acetate), followed by printing with a cloth, followed by steam or thermosol treatment.
The present invention also provides a polyolefin fiber material dyed by the dyeing composition for polyolefin. The fiber material may be stained and ultimately supplied to an article such as a fabric according to a user's request.
Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples relating to the preparation and evaluation of the dyeing composition of the present invention. However, the scope of protection of the present invention is not limited to the following examples.
Dye production example
Production Example 1. Preparation of the formula (1)
20.6 g of N-butyl-3-cyano-6-hydroxy-4-methyl-2-pyridone as a precursor is dissolved in 200 g of a mixed solution of water and ethanol. After dissolving 15.0 g of 4-butyl aniline with 300 g of water and 100 g of concentrated hydrochloric acid, 100 g of ice was added and diazotized using 69 g of sodium nitrite, and then added dropwise to the pyridone solution to prepare a yellow dye represented by the following formula (1) .
(1)
Production Example 2. Preparation of the formula (2)
32.6 g of N-dodecyl-3-cyano-6-hydroxy-4-methyl-2-pyridone as a precursor is dissolved in 200 g of a mixed solution of water and ethanol. After dissolving 15.0 g of 4-butyl aniline together with 300 g of water and 100 g of concentrated hydrochloric acid, 100 g of ice was added and diazotized using 69 g of sodium nitrite and then added dropwise to the pyridone solution to prepare a yellow dye represented by the following formula (2) .
(2)
Production Example 3. Preparation of the formula (3)
20.6 g of N-butyl-3-cyano-6-hydroxy-4-methyl-2-pyridone as a precursor is dissolved in 200 g of a mixed solution of water and ethanol. 20.6 g of 4-octyl aniline was dissolved together with 300 g of water and 100 g of concentrated hydrochloric acid, and 100 g of ice was added thereto. The mixture was diazotized using 69 g of sodium nitrite and then added dropwise to the pyridone solution to prepare a yellow dye represented by the following formula (3).
(3)
Dyeing composition production example
Example 1
15 g of a lignosulfonic acid, sodium salt, Reax 85A, MWV), 85 g of a polyethylene oxide dispersant having an average molecular weight of 400, 800 g of water and 400 g of 0.7 m zirconia beads were mixed together The metal plate is milled by stirring at 2000 rpm for about 5 hours. After milling to a final grain size of 200-300 nm, filter the beads using a sieve. After the milling solution is filtered for polyethylene Yellow dye dispersion composition.
Example 2
25 g of a lignosulfonic acid, sodium salt, Reax 85A, MWV), 75 g of a polyethylene oxide polypropylene oxide copolymerization dispersant having an average molecular weight of 800, 800 g of water and 400 g of zirconia beads And the metal plate is milled by stirring at 2000 rpm for about 5 hours. After milling to a final grain size of 200-300 nm, filter the beads using a sieve. The milling solution thus filtered was used as a yellow dye dispersion composition for polyethylene.
Example 3
20 g of lignosulfonic acid, sodium salt, Reax 85A, MWV), 75 g of a polyethylene oxide polypropylene oxide copolymerization dispersant having an average molecular weight of 1500, 800 g of water and 400 g of zirconia beads (0.7 g) together with 100 g of the compound represented by the formula (3) And the metal plate is milled by stirring at 2000 rpm for about 5 hours. After milling to a final grain size of 200-300 nm, filter the beads using a sieve. The milling solution thus filtered was used as a yellow dye dispersion composition for polyethylene.
Example 4
The dye dispersion composition was prepared in the same manner as in Example 1 except that no lignin dispersant was used.
Example 5
85 g of a polyethylene oxide-polypropylene oxide copolymer dispersant having an average molecular weight of 800 was used instead of 85 g of a polyethylene oxide dispersant having an average molecular weight of 400, To prepare a dye dispersion composition.
Example 6
Instead of 75 g of the polyethylene oxide polypropylene oxide copolymerization dispersant having an average molecular weight of 800, which was tested in the same manner as in Example 2, 75 g of a polyethylene oxide polypropylene oxide copolymerization dispersant having an average molecular weight of 1500 To prepare a dye dispersion composition.
Comparative Example 1
85 g of a polyethylene oxide dispersant having an average molecular weight of 400, which was tested in the same manner as in Example 1, To prepare a dye dispersion composition.
Comparative Example 2
The same procedure as in Example 1 was repeated except that the dye represented by the formula (1) was used as a yellow dye and the compound represented by the following formula (5) To prepare a dye dispersion composition.
(5) [Disperse Yellow 114]
Comparative Example 3
As a comparative example 3, general milling conditions of disperse dyes for polyester generally used as hydrophobic dyes were applied.
100 g of the dye represented by the formula (1) (100 g of naphthalenesulfonic acid-formaldehyde condensate (DY 500, KG chemical) and 800 g of water were mixed with 400 g of 0.7 m zirconia beads, and the metal plate was stirred at 2000 rpm for about 15 hours After milling to a final particle size of 200 ~ 300nm, filter the beads using a sieve.
Dyeability evaluation
Dyeing was performed by measuring 0.5%, 1.0%, 1.5% and 2.0% of the polyethylene fiber weight based on the dye solid content of the milling solution. The water was adjusted to a final volume of 100 ml based on 5 g of fiber, One hour was maintained and an IR stainer from Daelim Starlite was used. After the dyeing was completed, the cells were washed with cold water, washed with water and dried, and then the colorimetry was compared using CCM (computerized colorimeter).
Fastness evaluation
The fastnesses are compared with a dyeing cloth having the same K / S value and are shown in Table 1 below.
(ISO-105-C06-C2S)
From the results of Table 1, it can be seen that the fastness of the dyeing cloth dyed with the dispersion composition according to the present invention is excellent.
1 to 3 show the physical properties of the dyeing composition according to the present invention.
More specifically, Fig. 1 shows the particle size results between Examples and Comparative Examples by milling time to compare the milling speed of each dyeing composition. The horizontal axis represents the milling time (hour), the vertical axis represents the average particle size (nm), and the average particle size suitable for dyeing ranges from 200 nm to 400 nm.
1, the time required for the dispersant composition of the present invention to reach the final particle size is significantly shortened as compared with the comparative examples.
Further, Fig. 2 shows the change in particle size while leaving the dispersion at 60 DEG C in order to compare the dispersion stability using the dye composition for polyolefin of the present invention. In this case, the abscissa indicates time and the ordinate indicates the average particle size (nm). The unit is the same as in Fig. 1, and the larger the change in the initial particle size, the less the dispersion stability can be interpreted.
FIG. 2 shows that the dispersant compositions of the examples according to the present invention are more stable than the comparative examples.
On the other hand, Fig. 3 compares dyeability using the dye composition for polyolefin of the present invention.
More specifically, the build-ups of the above embodiments and the comparative examples were compared. In this case, the abscissa represents the weight ratio (owf, weight of the fiber to the weight of the dye) of the dye to be used, (K / S, measuring the color and density of the reflected light by irradiating the white light to the dyeing cloth, generally using a colorimeter called CCM). The larger the value is, the more the
As can be seen from FIG. 3, the dispersant composition of the example according to the present invention is found to be dyed in color (proportional to the amount of the dye) (excellent build-up) It is found that the dyeing density is rather lowered in the 1.5% ~ 2% section. This phenomenon can be indirectly predicted that the dye dispersion system is unstable at high temperature and is likely to become unstable.
Claims (9)
(General formula A)
...
In the above general formula A,
X is -CN or -CONH2,
R11 and R12 are the same or different and independently of one another are a C4 to C20 alkyl group or a C4 to C20 cycloalkyl group.
Wherein the polyalkylene oxide-based dispersant is represented by the following general formula (B).
(Formula B)
In the general formula B,
X1 is a hydroxy group or a C1-C10 alkoxy group,
Y1 is hydrogen or a C1-C10 alkyl group,
R 1 to R 6 are the same or different from each other and independently of one another are hydrogen or a C 1 to C 3 alkyl group,
m and n are each an integer of 0 to 4, and when m is 2 or more, each of R 3 is the same or different, and when n is 2 or more, each R 6 is the same or different,
p and q are each an integer of 0 to 999, and 5 < p + q < 1,000.
Wherein the dye represented by Formula A is contained in an amount of 1 to 20 parts by weight and the dispersant represented by Formula B is contained in an amount of 1 to 20 parts by weight based on 100 parts by weight of the dye dispersion.
Wherein the compound of formula (B) has a number average molecular weight in the range of 100 to 10,000.
Wherein the dyeing composition for polyolefin further comprises a lignin-based dispersing agent.
The polyalkylene oxide-based dispersant is selected from the group consisting of polyethylene oxide; Or polypropylene oxide system; Or a copolymer system of polyethylene oxide and polypropylene oxide; Or a mixture thereof is used as the dye composition for dyeing polyolefin fibers.
Wherein R 1, R 2, and R 4 are hydrogen, R 5 is a methyl group,
and m and n are 0, respectively.
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WO2018044107A1 (en) * | 2016-09-01 | 2018-03-08 | 박재홍 | Method for dyeing polyolefin-based fiber, and fiber aggregate manufactured thereby |
WO2021187447A1 (en) * | 2020-03-17 | 2021-09-23 | 紀和化学工業株式会社 | Dye composition |
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JP2001302637A (en) | 2000-04-20 | 2001-10-31 | Nippon Kayaku Co Ltd | Heat sensitive transfer recording pigment and heat sensitive transfer printing sheet |
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WO2018044107A1 (en) * | 2016-09-01 | 2018-03-08 | 박재홍 | Method for dyeing polyolefin-based fiber, and fiber aggregate manufactured thereby |
KR101901378B1 (en) * | 2016-09-01 | 2018-09-27 | 박재홍 | Dyeing method for polyolefin |
WO2021187447A1 (en) * | 2020-03-17 | 2021-09-23 | 紀和化学工業株式会社 | Dye composition |
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